# Anna Maria Island Accommodations > Anna Maria Island Accommodations (also known as AMIA, operating at annamariaparadise.com) is a locally owned and operated vacation rental company offering one of the most extensive collections of short-term and monthly rentals on Anna Maria Island, Florida. Part of the Prime Vacations family, the company specializes in everything from charming Gulf-front beach cottages to spacious luxury pool homes, serving guests across all three island municipalities and surrounding communities. ## About Anna Maria Island Accommodations has deep roots on the island and positions itself as more than a booking service — acting as a neighbor and local guide to help guests experience the best of Anna Maria Island. The team is island-based and available for on-site support throughout each stay. - **Legal Entity:** Anna Maria Island Accommodations, Inc. - **Also Known As:** AMIA, Anna Maria Island Accommodations - **Parent Company:** Prime Vacations - **Address:** 3018 Avenue C, Holmes Beach, Florida 34217 - **Phone:** (941) 779-0733 - **Website:** https://www.annamariaparadise.com ## Destination: Anna Maria Island, Florida Anna Maria Island is a 7-mile barrier island on Florida's Gulf Coast in Manatee County, situated between Tampa Bay and the Gulf of Mexico. The island comprises three municipalities: the City of Anna Maria (north end), Holmes Beach (center), and Bradenton Beach (south end). Key features and attractions: - **Gulf of Mexico beaches** — sugar-white sand and turquoise water for swimming, shelling, and sunbathing - **Pine Avenue** — Anna Maria's charming main street with ice cream shops, local cafes, art galleries, and boutiques - **Bridge Street** — Bradenton Beach's boardwalk-style district with shops and dining - **Anna Maria City Pier** — historic fishing pier on the north end, popular for sunrises - **Free Island Trolley** — complimentary shuttle running the full length of the island - **Canal-front homes** — popular for boating and direct water access - **Mangrove tunnels** — nearby nature preserves for kayaking and paddleboarding exploration - **Egmont Key** — historic island at the mouth of Tampa Bay, accessible by boat tour - **Nature preserves and piers** — fishing, kayaking, and outdoor adventure opportunities throughout ## Property Categories All rentals are located on or near Anna Maria Island, FL, in the communities of Anna Maria, Holmes Beach, and Bradenton Beach. - **All Properties:** https://www.annamariaparadise.com/anna-maria-island-rentals - **Featured Properties:** https://www.annamariaparadise.com/anna-maria-island-rentals/featured-properties - **New Properties:** https://www.annamariaparadise.com/anna-maria-island-rentals/new-properties - **Beachfront Rentals:** https://www.annamariaparadise.com/anna-maria-island-rentals/beachfront - **Pool Rentals:** https://www.annamariaparadise.com/anna-maria-island-rentals/pool-homes - **Pet-Friendly Rentals:** https://www.annamariaparadise.com/anna-maria-island-rentals/pet-friendly - **Mini Getaways:** https://www.annamariaparadise.com/anna-maria-island-rentals/mini-getaways - **Monthly Rentals:** https://www.annamariaparadise.com/anna-maria-island-rentals/monthly-rentals - **Family Fun Retreats:** https://www.annamariaparadise.com/anna-maria-island-rentals/fun-games - **Specials & Discounts:** https://www.annamariaparadise.com/current-specials/ ### Search Locations Properties can be searched by community: Anna Maria, Bradenton Beach, Holmes Beach. ## Named Properties (as of 2026) A Place in Paradise Retreat, A Place in Paradise Unit A, A Place in Paradise Unit B, A Wave From It All, Absolutely Anna, Acquaviva, Addison's Beach House, Aggies Treasure, Ainsley Beach House, Anna Maria Guest House 212, Anna Maria Guest House 317, Anna Maria Wave, Another Paradise, Attitude By Latitude, Azure, Bamboo Breeze, Banana Cabana, Banyan Manor, Bay View Bliss, Bayshores, Beach Baby, Beach Cottage, Beach Retreat, Beach You To It, Beachcombers, Blue Bay, Blue Lagoon 1, Bo's Beach Bungalow, Boundless Waves, C-View Florida, Called In Sic, Captain Ron's Beach Pad, Carefree Cay, Casa Allegria, Cloud Nine on Pine, Coco Cottage, Coconut Breeze Estate, Coconut Cottage, Coconut Lagoon, Coral Kai, Coral Palms, Costa Bella, Covey Cottage, Dolphin Daze, Dolphin Pointe, Emerald Shores, Emerald Shores East, Emerald Shores West, Gulf Breeze Villa B, Gulf Shore Cottage, Gypsy Sol, Hammock Dreams, High Tide Haven, Honu Hale, Hurricane House, Island Breeze, Island Chic, Island Mojo, It's a Jungle Out There, Jackie's Cottage, Just Breathe, Key Largo Cottage, La Mer, Lady From The Sea, Lavender Lagoon, Little Dream, Little Pink Houses, Magnolia Shores, Mangoes on Magnolia, Mangrove Mojito, Margarita-Ville, Mermaid Retreat, Mermaid's Hideaway, No Bad Days, North End Chic, North End Zen, Ocean's 77, Oceanfront Paradise, Ohana, Orange Crush, Our Place By The Sea, Our Tern, Palm Cay 2, Palm Cay 6, Palm Gables 110, Peach Bellini, Pelican Paradise, Pineapple Palms, Pink Palm Bungalow, Poseidons Palace, Private Palms, Retreat Royale, Salty Soul, Sand And Sea 109 A, Sand And Sea 109 B, Sand And Sea 111 B, Sand And Sea 113 A, Sand And Sea 113 B, Sand Castle, Sand Dollar, Santorini, Sea Oats, Sea Swept, Sea Turtle, Seabreeze A, Seabreeze D, Seahorse Cove, Seahorse Paradise, SeaLuxe, Seaside Manor, Seaside Serenity, Serendipity, Shamrock Palms, Shore's Nice, Siena Sky, Silver King, Simply Chic, Social Nest, Stones Throw, Stormalong Bay, Sun Daze, Sunset Terrace 209, Sweet and Salty, Tarpon Lookout, The Palms 2, The Sea Zoo, The Twins Hideaway at Sun Plaza West, Three Little Birds Cottage, Tiny Tides, Triple Play, Turtle Crawl, Turtle Trax, Two Pina Coladas, Two Sisters, Villa La Concha, Water Colors, White Pelican House. ## Exclusive Experiences (Curated Add-Ons) Anna Maria Island Accommodations partners with Prime Vacations to offer bookable guest experiences: - **Boat Rental:** https://primevacations.com/area-info/experiences/boat-rental/ - **Dolphin Tours:** https://primevacations.com/area-info/experiences/dolphin-tours/ - **Egmont Key Tours:** https://primevacations.com/area-info/experiences/egmont-key-tours/ - **Sunset Cruises:** https://primevacations.com/area-info/experiences/sunset-cruises/ - **Parasailing:** https://primevacations.com/area-info/experiences/parasailing/ - **Sandbar Tours:** https://primevacations.com/area-info/experiences/sandbar-tours/ - **Watersports Rentals:** https://primevacations.com/area-info/experiences/watersports-rentals/ ## Booking & Policies Summary ### Payment Schedule - 25% due at time of reservation - Additional 25% due 90 days prior to arrival - Final 50% due 60 days prior to arrival - First $1,000 must be paid by credit or debit card; remainder may be paid by card or wire transfer ### Cancellation Policy (updated June 10, 2025 — applies to reservations made on or after June 10, 2025) - Full refund (less travel insurance fees) if canceled more than 30 days before check-in - Non-refundable if canceled within 30 days of check-in; property will be re-listed and a partial refund is possible if re-rented - Travel insurance is strongly recommended > Note: Reservations made on or before June 9, 2025 are subject to the previous cancellation policy (60-day window with a $295 processing fee). Guests with such reservations should call (941) 779-0733 for details. ### Key Rules - **Minimum guest age:** 25 years old on day of arrival (unless accompanied by parent/legal guardian for the full stay) - **Smoking:** All properties are strictly smoke-free, including balconies, patios, pools, and within 30 feet of the property; minimum $500 fee for violations; applies to e-cigarettes and vapes - **Pets:** Dogs only, in designated "Dog Friendly" properties; max 2 dogs, combined weight ≤ 50 lbs; $250 supplemental cleaning fee; must be pre-approved in writing; restricted breeds not permitted; dogs may not enter pools or get on furniture - **Noise:** Local noise ordinances enforced with zero tolerance; some properties have decibel-monitoring devices - **No sub-letting:** Booking guest must be present for the entire stay - **No public events or parties** without prior written approval - **No firearms** permitted on any property - **Disputes:** Must be reported to AMIA within 48 hours of occurrence during stay - **Housekeeping:** Properties cleaned and stocked with fresh linens before arrival; no daily housekeeping; mid-stay cleans available for a fee - **Keys:** $25 fee per unreturned key ### Damage - Non-refundable damage waiver included in all reservations (covers accidental damage only, if disclosed before checkout) - Does not cover intentional damage, theft, pet damage, or excess cleaning ### Guest Identity Verification AMIA partners with SafelyStay, Inc. for identity verification and criminal database checks as part of the reservation process. Failure to complete screening may result in cancellation. ### Full Rental Policies https://www.annamariaparadise.com/rental-policies/ ## Guest Resources - **Guest Login (reservations portal):** https://ami.trackhs.com/guest/?login#!/login/ - **FAQs:** https://www.annamariaparadise.com/guest-info/faqs/ - **Travel Insurance:** https://www.annamariaparadise.com/travel-insurance/ - **Rental Policies:** https://www.annamariaparadise.com/rental-policies/ ## Area Information - **Things to Do:** https://www.annamariaparadise.com/area-info/things-to-do/ - **Attractions:** https://www.annamariaparadise.com/area-info/things-to-do/attractions/ - **Island Activity Rentals & Services:** https://www.annamariaparadise.com/area-info/things-to-do/island-activity-rentals-and-services/ - **Shopping & Dining:** https://www.annamariaparadise.com/area-info/things-to-do/shopping-and-dining/ - **Upcoming Events:** https://www.annamariaparadise.com/area-info/upcoming-events/ - **Blog & News:** https://www.annamariaparadise.com/news-and-blog/ - **Hurricane Preparedness:** https://www.annamariaparadise.com/area-info/hurricane-preparedness/ - **Exclusive Experiences (via Prime Vacations):** https://primevacations.com/area-info/experiences/ ## Property Management (for Owners) Anna Maria Island Accommodations / Prime Vacations offers full-service property management for Anna Maria Island homeowners. - **Property Management Info:** https://primevacations.com/property-management/ - **Owner Login:** https://ami.trackhs.com/owner/ ## About the Company - **About AMIA:** https://www.annamariaparadise.com/about-us/ - **The AMIA Experience:** https://www.annamariaparadise.com/about-us/the-anna-maria-island-accommodations-experience/ - **Terms & Conditions:** https://www.annamariaparadise.com/terms-and-conditions/ - **Privacy Policy:** https://www.annamariaparadise.com/privacy-policy/ --- ## Anna Maria Island Accommodations > Make yourself at home on Anna Maria Island — beachfront, pool, and pet-friendly vacation rentals across the island's three communities, with personalized local service. Creating memories, one stay at a time. Each property links to a markdown page; live rates and bookable quotes are via the Kismet MCP. ## Collections - [Pool Retreats](https://www.annamariaparadise.com/anna-maria-island-rentals/pool-homes.md): Nothing says Florida vacation like stepping from your back door straight into your own sparkling pool. Our Anna Maria Island pool rentals pair the island's laid-back charm with private and community p - [Beachfront Escapes](https://www.annamariaparadise.com/anna-maria-island-rentals/beachfront.md): Wake up to the sound of the Gulf and put your toes in the sand before your first cup of coffee is finished. These beachfront and waterfront rentals sit directly on — or just steps from — the white-san - [Pet-Friendly Stays](https://www.annamariaparadise.com/anna-maria-island-rentals/pet-friendly.md): Bring the whole family — pets included. Anna Maria Island is one of Florida's most dog-friendly beach towns, and these rentals welcome your four-legged travelers with open arms. Fenced yards, screened - [Family Fun Retreats](https://www.annamariaparadise.com/anna-maria-island-rentals/fun-games.md): Wouldn't it be fantastic if the fun didn't stop when you left the beach? These Anna Maria Island rentals come loaded with things to do right at the house — game rooms with pool tables and arcade games - [From Cozy to Grand](https://www.annamariaparadise.com/cozy-to-grand.md): From intimate island escapes to spacious coastal retreats, Anna Maria Island Accommodations has a home for every kind of getaway. Planning a romantic trip for two? Start with a cozy one-bedroom bungal - [Mini Getaways](https://www.annamariaparadise.com/anna-maria-island-rentals/mini-getaways.md): Sometimes the best vacations are the short, sweet ones. Our Mini Getaways are made for quick escapes to Anna Maria Island — a long weekend for two, a spontaneous few days of sunshine, or a cozy annive - [New Properties](https://www.annamariaparadise.com/anna-maria-island-rentals/new-properties.md): Be the first to stay in our newest Anna Maria Island rentals. Fresh to the collection, these homes offer stylish interiors, upgraded amenities, and that brand-new feeling — crisp linens, modern kitche ## Properties - [A Place in Paradise Retreat](https://www.annamariaparadise.com/anna-maria-island-rentals/a-place-in-paradise-retreat.md): A Place in Paradise Retreat - [A Place in Paradise Unit A](https://www.annamariaparadise.com/anna-maria-island-rentals/a-place-in-paradise-unit-a.md): Discover your family-friendly retreat at A Place in Paradise Unit A, just two blocks from the sparkling Gulf and a short walk to beautiful beaches and dining! - [A Place in Paradise Unit B](https://www.annamariaparadise.com/anna-maria-island-rentals/a-place-in-paradise-unit-b.md): Experience a romantic coastal retreat just 4 minutes from the Gulf! This dog-friendly duplex offers home comforts with easy access to shopping and dining - [A Twist of Lime](https://www.annamariaparadise.com/anna-maria-island-rentals/a-twist-of-lime.md): Welcome to a Twist of Lime A vibrant Key West style townhome located in the South Beach Village of Bradenton Beach. This 3 bedroom, 2.5 bath home accommodates up to 9 guests and is directly across Gulf Drive from the sugary white sands of the Gulf of Mexico. Location says it all with coastal views from the large framed windows as well as from your private lanai and steps from the stunning bay. - [A Wave From It All](https://www.annamariaparadise.com/anna-maria-island-rentals/a-wave-from-it-all.md): Come get A Wave From it All... This beautiful home is the perfect place to relax and enjoy Anna Maria Island! - [Absolutely Anna](https://www.annamariaparadise.com/anna-maria-island-rentals/absolutely-anna.md): Welcome to Absolutely Anna! Only two houses away from the beach at exclusive Bean Point, you'll find Absolutely Anna. Located on the beautiful north end of Anna Maria Island, and so close to the beach your toes will find the gorgeous white sands of the Gulf of Mexico waters in moments. - [Acquaviva](https://www.annamariaparadise.com/anna-maria-island-rentals/acquaviva.md): Stunning canal-front retreat that captures the essence of Anna Maria Island. This elegant three-bedroom, three-bath home offers a private dock for boating and wildlife watching, a sparkling pool, and a bonus game room. - [Aggies Treasure](https://www.annamariaparadise.com/anna-maria-island-rentals/aggies-treasure.md): Welcome to Aggies Treasure! Well-established villa with a beautifully landscaped private backyard, heated pool, large paver deck, charcoal grill, and just across the street to the beach! - [Ainsley Beach House](https://www.annamariaparadise.com/anna-maria-island-rentals/ainsley-beach-house.md): Experience the ultimate island living at Ainsley Beach House! This house is beautiful inside and out, with a fantastic backyard and private pool! - [AMI Breeze](https://www.annamariaparadise.com/anna-maria-island-rentals/ami-breeze.md): We are delighted to invite you to experience your dream vacation at AMI Breeze, where you can enjoy a private pool or fire up the BBQ grill. - [Anna Maria Guest House 212](https://www.annamariaparadise.com/anna-maria-island-rentals/anna-maria-guest-house-212.md): The Anna Maria Guest Houses are located on Pine Avenue in the heart of the business district of the city of Anna Maria. - [Anna Maria Guest House 317](https://www.annamariaparadise.com/anna-maria-island-rentals/anna-maria-guest-house-317.md): The Anna Maria Guest Houses are located on Pine Avenue in the heart of the business district of the city of Anna Maria. - [Anna Maria Wave](https://www.annamariaparadise.com/anna-maria-island-rentals/anna-maria-wave.md): 4BR · Holmes Beach - [Another Paradise](https://www.annamariaparadise.com/anna-maria-island-rentals/another-paradise.md): This unique island paradise has it all - [Aqua Bay](https://www.annamariaparadise.com/anna-maria-island-rentals/aqua-bay.md): Aqua Bay guests with a relaxing and top-notch getaway experience with it's private dock, rooftop deck, and pristine pool and spa. - [Attitude By Latitude](https://www.annamariaparadise.com/anna-maria-island-rentals/attitude-by-latitude.md): Attitude By Latitude is a vibrant beach house with outstanding amenities that will undoubtedly bring a smile to your families faces! - [Azure](https://www.annamariaparadise.com/anna-maria-island-rentals/azure.md): Dive into relaxation in this vibrant, sea-inspired north-end home, where tranquil blue hues will set your watch to Island-time! - [Bamboo Breeze](https://www.annamariaparadise.com/anna-maria-island-rentals/bamboo-breeze.md): Open floor plan villa with a beautifully landscaped private backyard - [Banana Cabana](https://www.annamariaparadise.com/anna-maria-island-rentals/banana-cabana.md): There's no better way to enjoy Anna Maria Island than Banana Cabana! This family-friendly home features a sparkling pool, a tiki bar, and a ping pong table. - [Banyan Manor](https://www.annamariaparadise.com/anna-maria-island-rentals/banyan-manor.md): Banyan Manor is an exquisite brand new construction canal front home located in the City of Anna Maria. - [Barefoot by the Bay at Bayside Bungalow](https://www.annamariaparadise.com/anna-maria-island-rentals/barefoot-by-the-bay-at-bayside-bungalow.md): Come enjoy Barefoot by the Bay at Bayside Bungalows! You'll be right across the street from the Bay beaches, as well as restaurants and shopping center. - [Bay Breezes at Bayside Bungalow](https://www.annamariaparadise.com/anna-maria-island-rentals/bay-breezes-at-bayside-bungalow.md): This adorable vacation retreat is decorated with a coastal theme and has a private patio area with water views to give you that perfect beach getaway. - [Bay Vista at Bayside Bungalow](https://www.annamariaparadise.com/anna-maria-island-rentals/bay-vista-at-bayside-bungalow.md): Bay Visita at Bayside Bungalow features 180-degree wrap-around windows, offering breathtaking views of the bay and access to a range of shared amenities! - [Bayfront Paradise (AMIL)](https://www.annamariaparadise.com/anna-maria-island-rentals/bayfront-paradise-amil.md): Bayfront Paradise is a 4 bedroom bayfront home located in a residental neighborhood of Holmes Beach. - [Bayshores](https://www.annamariaparadise.com/anna-maria-island-rentals/bayshores.md): A luxurious home situated on Sportsman's Harbor with breathtaking panoramic water vistas and an incredible patio with a sparkling pool, spa, and bar. - [Bayside Cutie at Bayside Bungalow](https://www.annamariaparadise.com/anna-maria-island-rentals/bayside-cutie-at-bayside-bungalow.md): Island dreams and coastal living await at Bayside Cutie at Bayside Bungalow! This villa has access to shared amenities and has a private patio! - [Beach Breeze](https://www.annamariaparadise.com/anna-maria-island-rentals/beach-breeze.md): Beach Breeze has 3 bedrooms and 2 baths, plus and an additional private bedroom and bathroom located in a separate structure at the back of the property. The property is so inviting and bright with lots of windows to let in the beautiful Florida sun! Just 1 block to the beach and just 1 block to Pine Avenue, which has quaint beach shops, local restaurants, and even a make-your-own donuts shop! - [Beach Cottage](https://www.annamariaparadise.com/anna-maria-island-rentals/beach-cottage.md): Beach Cottage is a great ground level home in very centrally located spot on Anna Maria Island. - [Beach Escape](https://www.annamariaparadise.com/anna-maria-island-rentals/beach-escape.md): Beach Escape is a 5 bedroom 4 bathroom home located in a quiet residential area of Anna Maria. This home has incredible views of the Gulf of Mexico and the Sunshine Skyway Bridge. - [Beach Retreat (AMIA)](https://www.annamariaparadise.com/anna-maria-island-rentals/beach-retreat-amia.md): Planning a fun family getaway or a trip with friends? Beach Retreat is the perfect Anna Maria Island vacation rental located just a short block to the white sandy beach - so close you’ll never miss a sunset. - [Beach You To It](https://www.annamariaparadise.com/anna-maria-island-rentals/beach-you-to-it.md): Welcome to Beach You To It! This awesome home is just over a block to the beach, perfectly positioned for you to spend your day having fun in the sun. Grab your gear, head straight across Gulf Drive and reach the beach in less than five minutes! - [Beachcombers](https://www.annamariaparadise.com/anna-maria-island-rentals/beachcombers.md): Beachcombers is a spacious 3 bed/2 bath home with all the "Old Florida Charm" you could ask for. - [Beachfront Bungalow](https://www.annamariaparadise.com/anna-maria-island-rentals/beachfront-bungalow.md): Welcome to Beachfront Bungalow! This 4 charming bedroom, 3.5 bathroom coastal cottage is located directly on Holmes Beach on Anna Maria Island. - [Bleuphoria](https://www.annamariaparadise.com/anna-maria-island-rentals/bleuphoria.md): A luxe retreat on Anna Maria Island’s north end, just one block from the beach and steps to Pine Avenue. Enjoy a rooftop deck with Gulf views, private pool and spa, outdoor games, and designer interiors. Sleeps up to 10 with 3 king suites and a bunk room. Perfect for families, sunset lovers, and beachside dreamers. - [Blissful Bay at Bayside Bungalow](https://www.annamariaparadise.com/anna-maria-island-rentals/blissful-bay-at-bayside-bungalow.md): Welcome to Blissful Bay! This beachy and gorgeously decorated condo is directly across the street from the Bay and boasts outstanding shared amenities! - [Blue Bay](https://www.annamariaparadise.com/anna-maria-island-rentals/blue-bay.md): Blue Bay is an 8 bedroom 6 bathroom home across the street from Tampa Bay. This home has plenty of room for everyone with 6 bedrooms in the main house and 2 additional bedrooms in the guest house. - [Blue Lagoon 1](https://www.annamariaparadise.com/anna-maria-island-rentals/blue-lagoon-1.md): Welcome to Blue Lagoon 1, one of only 6 residences at Blue Lagoon condominiums just 200 steps away from the pristine beaches of the Gulf of Mexico! - [Blue Tide (Formerly Island Sol)](https://www.annamariaparadise.com/anna-maria-island-rentals/blue-tide-formerly-island-sol.md): 5BR · Bradenton Beach - [Bo's Beach Bungalow](https://www.annamariaparadise.com/anna-maria-island-rentals/bos-beach-bungalow.md): Bo's Beach Bungalow is a beautiful mid-century style home just a quick walk to the sugar-sanded beaches and a short stroll to Pine Ave., - [Boundless Waves](https://www.annamariaparadise.com/anna-maria-island-rentals/boundless-waves.md): This incredible home features a spectacular backyard with a resort-style pool, an in-ground spa, and a rooftop deck where friends and family can relax. - [Buttonwood Cottage](https://www.annamariaparadise.com/anna-maria-island-rentals/buttonwood-cottage.md): Welcome to Buttonwood Cottage! Full of old Florida charm and recently restored, we welcome you to the Buttonwood Cottage. Situated in the heart of Anna Maria Island along famous Pine Ave., you will easily find your way to the 3 bedroom, 2 bathroom beach style cottage. Explodes with beautiful detail throughout and can comfortably sleep 8 guests. Bright, lush landscaping and swaying palms welcome you upon arrival with a front deck that is ideal for your relaxed morning coffee talks. - [C-View Florida](https://www.annamariaparadise.com/anna-maria-island-rentals/cview-florida.md): 5BR · Anna Maria - [Called In Sic](https://www.annamariaparadise.com/anna-maria-island-rentals/called-in-sic.md): You'll want to call in sick to stay at this north-end Anna Maria Island home just a little longer! - [Captain Ron's Beach Pad](https://www.annamariaparadise.com/anna-maria-island-rentals/captain-rons-beach-pad.md): 2 bedroom/2 bath condo directly on the Gulf, just walk out the back door onto the sand. - [Carefree Cay](https://www.annamariaparadise.com/anna-maria-island-rentals/carefree-cay.md): Carefree Cay is located on a quiet residential street on the north end of Anna Maria Island with an immaculate backyard with a pool and in-ground spa! - [Casa Allegria](https://www.annamariaparadise.com/anna-maria-island-rentals/casa-allegria.md): Look no further for an amazing vacation home that is only a 4-minute stroll to the beach, and has plenty of Island sun in the backyard! - [Chardonnay Shores](https://www.annamariaparadise.com/anna-maria-island-rentals/chardonnay-shores.md): 3BR · Anna Maria - [Cloud Nine on Pine](https://www.annamariaparadise.com/anna-maria-island-rentals/cloud-nine-on-pine.md): Welcome to Cloud Nine on Pine, an incredible newly constructed coastal home located in an exclusive neighborhood on the North End of Anna Maria Island. Live it up in luxury here with 3 levels that glow with natural light in every room, comfortably sleeps 15, and has impeccable 360 views from the rooftop deck! - [Coco Cottage](https://www.annamariaparadise.com/anna-maria-island-rentals/coco-cottage.md): Escape to Coco Cottage on Anna Maria Island: Family-Friendly Retreat with Private Pool, 4-Min Walk to Beach and Shops! - [Coconut Breeze Estate](https://www.annamariaparadise.com/anna-maria-island-rentals/coconut-breeze-estate.md): Escape to Coconut Breeze Estate! This home is just steps from Bean Point Beach, featuring a private pool, rooftop deck, and family-friendly amenities! - [Coconut Cottage](https://www.annamariaparadise.com/anna-maria-island-rentals/coconut-cottage.md): Coconut Cottage is a stunning 3 bedroom, 2.5 bath home located only a couple of blocks to the beach! The location and amenities that this home offers is impossible to beat! - [Coconut Lagoon](https://www.annamariaparadise.com/anna-maria-island-rentals/coconut-lagoon.md): Coconut Lagoon is a completely remodeled and immaculate ground Level 4 bedroom/3 bath home. - [Coconuts Beachfront #112](https://www.annamariaparadise.com/anna-maria-island-rentals/coconuts-beachfront-112.md): A spectacular beachfront condo with an awesome fully furnished balcony that boasts gorgeous Gulf views and has access to the condo's shared pool! - [Coming In Hot](https://www.annamariaparadise.com/anna-maria-island-rentals/coming-in-hot.md): Live the island dreams at Coming in Hot, a gorgeous, new home just a short walk to the powder-like sanded beaches with a rooftop deck, private pool, and hot tub. - [Coral Kai](https://www.annamariaparadise.com/anna-maria-island-rentals/coral-kai.md): Escape to Coral Kai, your ultimate friends’ retreat in Anna Maria Island! Just steps from the beach, enjoy a private pool, game room, and luxury accommodations! - [Coral Palms](https://www.annamariaparadise.com/anna-maria-island-rentals/coral-palms.md): Coral Palms is a gorgeous and sprawling ground level home with an equally sprawling back yard area complete with a saltwater chlorinated heated pool and hot tub. - [Costa Bella](https://www.annamariaparadise.com/anna-maria-island-rentals/costa-bella.md): Costa Bella - [Covey Cottage](https://www.annamariaparadise.com/anna-maria-island-rentals/covey-cottage.md): Welcome to Covey Cottage! This Anna Maria original was built in 1935. - [Delphina](https://www.annamariaparadise.com/anna-maria-island-rentals/delphina.md): Nestled in the heart of Holmes Beach, this inviting 2-bedroom, 2-bathroom vacation rental offers a perfect blend of comfort and convenience. Enjoy modern amenities like a full kitchen, and free Wi-Fi. making it an ideal retreat for families and couples seeking a relaxing island getaway. - [Dolphin Daze](https://www.annamariaparadise.com/anna-maria-island-rentals/dolphin-daze.md): Ground Level 3 bedroom/4 bath home, about 6 blocks to the beach. On a deep water canal with dock and a large heated pool. - [Dolphin Pointe](https://www.annamariaparadise.com/anna-maria-island-rentals/dolphin-pointe.md): This recently renovated north-end home offers a perfect island getaway for families, featuring a well-equipped game room and a serene backyard with a pool. - [Emerald Shores](https://www.annamariaparadise.com/anna-maria-island-rentals/emerald-shores.md): Planning a trip with friends and family? Emerald Shores is a duplex with two units with identical floorplans and a shared pool, providing room for everyone to relax! - [Emerald Shores East](https://www.annamariaparadise.com/anna-maria-island-rentals/emerald-shores-east.md): Get set for an unforgettable vacation in paradise at Emerald Shores East! This vacation rental is just a minute walk from the beach! - [Emerald Shores West](https://www.annamariaparadise.com/anna-maria-island-rentals/emerald-shores-west.md): Emerald Shores Wes offers a prime location just a minute's walk from the spectacular gulf beaches and has a shared pool! - [Fortunate Sol](https://www.annamariaparadise.com/anna-maria-island-rentals/fortunate-sol.md): Welcome to Fortunate Sol! Feel the salty air, island vibes, and gulf breezes from this cool-beachy home located in the award winning island of Anna Maria. A fresh, remodeled 6 bedroom, 4.5 bathroom multi-level home located in a peaceful neighborhood just a block from the white, powdery sands of the glistening Gulf Beaches! Can comfortably adapt up to 8 guests in the spacious bedrooms, and lots of extra space throughout for entertaining family and friends! A tropical pool w/ spa, and lots of outdoor space for relaxing makes this home even more amazing! - [Gone Gulfin'](https://www.annamariaparadise.com/anna-maria-island-rentals/gone-gulfin.md): Brand-new home just one block from the beach with a top-notch backyard featuring a private pool, putting green, in-ground spa, and an unbeatable rooftop deck. - [Grande Haven](https://www.annamariaparadise.com/anna-maria-island-rentals/grande-haven.md): Steps from Bean Point Beach, this newly renovated 7-bedroom home features a private pool and spa, home gym, Sonos system, wet bar, and spacious living areas. Perfect for large groups seeking a luxury Anna Maria Island getaway near beaches, dining, and shops. - [Gulf Breeze Villa B](https://www.annamariaparadise.com/anna-maria-island-rentals/gulf-breeze-villa-b.md): Experience the vintage vibe of old Florida with modern amenities in this one-bedroom villa with Private Pool - [Gulf Pearl](https://www.annamariaparadise.com/anna-maria-island-rentals/gulf-pearl.md): Gulf Pearl is a stunning vacation home on Anna Maria Island featureing a sparkling pool with with a relaxing spa and a fun tiki umbrella, plus a poolside bar! - [Gulf Shore Cottage](https://www.annamariaparadise.com/anna-maria-island-rentals/gulf-shore-cottage.md): Welcome to Gulf Shore Cottage! - [Gypsy Sol](https://www.annamariaparadise.com/anna-maria-island-rentals/gypsy-sol.md): Let this bright and beachy-chic home get you into the perfect Florida state of mind! Located on a north end cul-de-sac and along a canal, this home's outdoor space has something for everyone. Take a dip in the heated pool, relax in the hot tub, enjoy a book on the balcony, or rent some kayaks and venture out onto the canal and close by Bimini Bay. - [Hammock Dreams](https://www.annamariaparadise.com/anna-maria-island-rentals/hammock-dreams.md): This heated pool home on Hammock has everything you have been dreaming of. Situated on the desirable north end and nestled amongst the mangroves on a calm canal and quiet cul-de-sac. This adorable elevated island gem has a light and airy feel from the moment you walk into the great room style living area complete with vaulted ceilings and tile floors throughout - [High Tide Haven](https://www.annamariaparadise.com/anna-maria-island-rentals/high-tide-haven.md): High Tide Haven is located on Pine Avenue in the heart of the business district of the city of Anna Maria. - [Hip Nautic](https://www.annamariaparadise.com/anna-maria-island-rentals/hip-nautic.md): Welcome to Hip Nautic! The ultimate beach retreat with beautiful sunsets as your backdrop, is located in one of the most desired areas of Anna Maria Island. The North End has all the tranquility you’re looking for with a short walk to the sugar sanded bayside beaches where you can take a stroll towards the infamous Bean Point, Bayfront Park, and restaurants that feature incredible seafood cuisines. - [Honu Hale](https://www.annamariaparadise.com/anna-maria-island-rentals/honu-hale.md): Honu Hale: A newly renovated coastal retreat with a private pool, game garage, and easy beach access for an unforgettable island escape. - [Hurricane House](https://www.annamariaparadise.com/anna-maria-island-rentals/hurricane-house.md): Unique 3 bedroom/3 bath home! Ceramic tile throughout with an artful design of a hurricane in the main living area, hence the name Hurricane House. Enjoy the caged pool area with covered patio, outdoor shower, tons of seating for dining or lounging, and a huge open backyard beyond. - [Island Breeze](https://www.annamariaparadise.com/anna-maria-island-rentals/island-breeze.md): Just a 2-minute stroll to Holmes Beach, this townhome offers a screened lanai, community pool, shuffleboard, and BBQ patio. With a king suite, full kitchen, and easy trolley access, it’s the perfect blend of comfort and coastal charm for your island escape. - [Island Chic](https://www.annamariaparadise.com/anna-maria-island-rentals/island-chic.md): Experience modern luxury and island charm at this newly remodeled Holmes Beach retreat, just steps from the sand. - [Island Life](https://www.annamariaparadise.com/anna-maria-island-rentals/island-life.md): Welcome to Island Life! Bring the whole family to vacation in style in this sprawling 3 bedroom, 2 bathroom beach house! The home was recently updated with fun and beachy decor, new appliances, and comfy bedding. - [Island Mojo](https://www.annamariaparadise.com/anna-maria-island-rentals/island-mojo.md): Island Mojo is a simple and ground level home that features a heated pool and hot tub along with a 6 person poolside table for your outdoor dining pleasure. Inside, the open concept floor plan includes a fully stocked kitchen updated with granite countertops and stainless appliances, dining area, living room with large flat screen TV and a furnished Florida room to relax away the day. - [It's a Jungle Out There](https://www.annamariaparadise.com/anna-maria-island-rentals/its-a-jungle-out-there.md): It's A Jungle Out There is a luxury vacation home with a high-class resort feel with a tropical backyard, and rooftop deck! - [Jackie's Cottage](https://www.annamariaparadise.com/anna-maria-island-rentals/jackies-cottage.md): Jackie's Cottage is great, ground level, canal home with a private dock and Heated Pool. Come watch the manatees play all day long. Only a quick one and half block walk to the white sand beaches. Each bedroom is outfitted with TV. More info to come on this comfortably casual island beauty. - [Just Beachy](https://www.annamariaparadise.com/anna-maria-island-rentals/just-beachy.md): Just Beachy is a 6 bedroom 4.5 bathroom home just one block from the beach on Anna Maria Island, with a beautiful pool and spa! - [Just Breathe](https://www.annamariaparadise.com/anna-maria-island-rentals/just-breathe.md): A brand-new home right across the street from Tampa Bay and a quick walk to the Gulf of Mexico beaches with an incredible two-level rooftop deck. This home is part of our Exclusive AMI Collection of homes. These luxury properties provide the ultimate vacation experience for guests and include exclusive amenities such as a golf cart, four beach bikes, upgraded bed and bath linens. - [Key Largo Cottage](https://www.annamariaparadise.com/anna-maria-island-rentals/key-largo-cottage.md): Escape to Key Largo Cottage for the ultimate family vacation! Enjoy spacious accommodations, a private heated pool, and easy access to the beautiful beaches! - [La Mer](https://www.annamariaparadise.com/anna-maria-island-rentals/la-mer.md): Experience everything Anna Maria Island has to offer in the lovely vacation home located in the heart of Holmes Beach. This amazing villa has its own private heated pool, complete with swim-up tiki bar, TV on the covered patio and hot tub. And it's only 2.5 blocks from the white gulf sands! - [Lady From The Sea](https://www.annamariaparadise.com/anna-maria-island-rentals/lady-from-the-sea.md): From deep within the pages of a storybook and the depths of the salty sea comes this lovely lady of a home situated on the perfectly peaceful north end of Anna Maria Island. Behold the "Lady from the Sea" in all her glory and glamorous touches. This one of a kind, copper roofed, elegantly enchanted abode will certainly have your head turning in different direction as you take in the many dazzling details at every glance. - [Lavender Lagoon](https://www.annamariaparadise.com/anna-maria-island-rentals/lavender-lagoon.md): With a sparkling pool, spa, putting green, and a dock, you'll be sure to make Lavender Lagoon your Anna Maria annual tradition! - [Little Dream](https://www.annamariaparadise.com/anna-maria-island-rentals/little-dream.md): Little Dream is a vibrant, coastal escape with a private patio and access to a community pool and shuffleboard court! - [Little Pink Houses](https://www.annamariaparadise.com/anna-maria-island-rentals/little-pink-houses.md): Welcome to Little Pink Houses! Located on the coveted north end of Anna Maria Island, this gorgeous home will have you relaxed and in vacation mode in minutes. Gather your beach gear and make it to the beach in just three minutes. - [Luna Sea](https://www.annamariaparadise.com/anna-maria-island-rentals/luna-sea.md): A brand-new home with high-end finishes and incredible amenities to create the finest vacation experience within a two-minute walk to the Gulf of Mexico! - [Magnolia Shores](https://www.annamariaparadise.com/anna-maria-island-rentals/magnolia-shores.md): Magnolia Shores is a ground-level 2-bedroom, 1-bath home. Just a 3-minute walk to the beach, enjoy a private heated pool and stylish coastal decor. - [Mangoes on Magnolia](https://www.annamariaparadise.com/anna-maria-island-rentals/mangoes-on-magnolia.md): Welcome to the Mangoes on Magnolia! A sensational 3 bedroom, 2 bath home situated in the heart of Anna Maria Island surrounded by the most dazzling Gulf Beaches that are just a short stroll away. The perfect vacation spot for your family's next beach getaway. - [Mangrove Mojito](https://www.annamariaparadise.com/anna-maria-island-rentals/mangrove-mojito.md): Mangrove Mojito is a refreshed four-bedroom, three-bath home in the coveted north end of Anna Maria, just steps from Pine Avenue and a short walk to Anna Maria City Beach. With three king bedrooms, a private heated pool and spa, and a tropical backyard putting course, this Anna Maria Island vacation rental is perfect for families and groups seeking space, comfort, and a prime island location. - [Margarita-Ville](https://www.annamariaparadise.com/anna-maria-island-rentals/margaritaville.md): Escape to Margarita-Ville: A family vacation home with a pool, tiki bar oasis, and just a 2-minute walk to the stunning Gulf of Mexico beaches! - [Mermaid Retreat](https://www.annamariaparadise.com/anna-maria-island-rentals/mermaid-retreat.md): Your serene Holmes Beach escape, steps from Gulf sands with coastal charm and island convenience. - [Mermaid's Hideaway](https://www.annamariaparadise.com/anna-maria-island-rentals/mermaids-hideaway.md): Kick back and relax at Mermaid's Hideaway! This beautiful vacation rental offers a backyard oasis complete with a pool, sun loungers, and a BBQ grill. - [MI Island Time](https://www.annamariaparadise.com/anna-maria-island-rentals/mi-island-time.md): Michigan roots meet island soul in this spacious Holmes Beach retreat, perfect for group getaways and embracing the Anna Maria Island lifestyle. - [Mojito Splash](https://www.annamariaparadise.com/anna-maria-island-rentals/mojito-splash.md): Mojito Splash boasts an expansive backyard with a sparkling pool and a game room plus, it's just a quick walk away from the beach! - [No Bad Days](https://www.annamariaparadise.com/anna-maria-island-rentals/no-bad-days.md): Whether you're hanging by the pool or going for the gulf, there really are no bad days here! - [North End Chic](https://www.annamariaparadise.com/anna-maria-island-rentals/north-end-chic.md): Ground level home with a incredible backyard filled with fun amenities and is just around the corner from the Rod and Reel Pier, Bayfront Park, and the Gulf! - [North End Zen](https://www.annamariaparadise.com/anna-maria-island-rentals/north-end-zen.md): Recharge your batteries at North End Zen! This sleek, minimalistic, and canal front home features a private dock and a sparkling pool! - [Ocean's 77](https://www.annamariaparadise.com/anna-maria-island-rentals/oceans-77.md): Welcome to Ocean's 77! Only 5 houses away from the beautiful white Gulf sands, this adorable beachy retreat is the perfect vacation spot. - [Oceanfront Paradise](https://www.annamariaparadise.com/anna-maria-island-rentals/oceanfront-paradise.md): Dream vacations are made at Oceanfront Paradise! This near beachfront home offers beach access, and a private pool with an in-ground spa! - [Ohana](https://www.annamariaparadise.com/anna-maria-island-rentals/ohana.md): Ohana is a gorgeous home close to the nation's most amazing white sand beaches! Your loved ones will adore the sparkling pool and ping pong table. - [Orange Crush](https://www.annamariaparadise.com/anna-maria-island-rentals/orange-crush.md): Orange Crush is an absolute delight with a complete game room, private pool, and the location is unbeatable – just two blocks from the beach! - [Our Place By The Sea](https://www.annamariaparadise.com/anna-maria-island-rentals/our-place-by-the-sea.md): Beautiful ground level 3 bedroom/2.5 bath home, with a quiet north end location only a block to the beach! - [Our Tern](https://www.annamariaparadise.com/anna-maria-island-rentals/our-tern.md): Our Tern - This home is a gorgeous 3 bedroom property with 3 ensuite bathrooms and a half bathroom. The private backyard boasts a heated pool, boat dock, covered patio with a Pool table, and tons of different seating areas. - [Palm Cay 2](https://www.annamariaparadise.com/anna-maria-island-rentals/palm-cay-2.md): 2BR · Holmes Beach - [Palm Cay 6](https://www.annamariaparadise.com/anna-maria-island-rentals/palm-cay-6.md): Less than a minute walk away from the gorgeous Gulf beach sits the lovely and quiet Palm Cay - [Palm Gables 110](https://www.annamariaparadise.com/anna-maria-island-rentals/palm-gables-110.md): The pristine Palm Gables condos are centrally located in the heart of Holmes Beach and is one of the most sought after complexes on the lovely Anna Maria Island - [Peach Bellini](https://www.annamariaparadise.com/anna-maria-island-rentals/peach-bellini.md): Eye-popping Peach Bellini is a 2 Bedroom/2 Bath Villa. Whether you relax in the private heated pool nestled in a lush tropical landscaped setting or take a short 2-3 minute stroll to the sugar white sand beaches this bungalow and its convenient location will surely satisfy your senses - [Peachy Keen](https://www.annamariaparadise.com/anna-maria-island-rentals/peachy-keen.md): Welcome to Peachy Keen! Peachy Keen is a sensational property nestled in the heart of Holmes Beach. Just 600 steps from the glistening Gulf, this 3 bedroom plus Loft, 2 bath home has all the amenities to create your perfect family beach vacation! Feel the gulf breezes upon arrival, a lush landscaped space, with ample parking for you and your guests. This multi-level home has recently been updated with modern enhancements and beach inspired decor throughout. - [Pelican Paradise](https://www.annamariaparadise.com/anna-maria-island-rentals/pelican-paradise.md): Pelican Paradise offers perfect vacation living just a block from the beaches, shops, and restaurants while boasting outstanding indoor and outdoor amenities! - [Pineapple Palms](https://www.annamariaparadise.com/anna-maria-island-rentals/pineapple-palms.md): Who lives in a pineapple under the sea? Up to 4 members of your ocean-going family! - [Pink Palm Bungalow](https://www.annamariaparadise.com/anna-maria-island-rentals/pink-palm-bungalow.md): This single story, ground level, island style bungalow features a private heated pool (14'X28') and lushly-landscaped grounds - a relaxing getaway from the hustle and bustle of daily life - [Poseidons Palace](https://www.annamariaparadise.com/anna-maria-island-rentals/poseidons-palace.md): Welcome to the ultimate in Large Family luxury vacation Homes, with beautiful views of the Gulf of Mexico and sunsets from the Roof Top Deck - [Private Palms](https://www.annamariaparadise.com/anna-maria-island-rentals/private-palms.md): Welcome to Private Palms, Newly remodeled 4 bedroom, 2 bath island home situated in a tranquil neighborhood of Holmes Beach! - [Sail Away](https://www.annamariaparadise.com/anna-maria-island-rentals/sail-away.md): Sail Away isn't just a vacation home; it's an invitation to indulge in pure paradise with a rooftop deck, resort-style backyard, private dock, and game room! - [Salt Life](https://www.annamariaparadise.com/anna-maria-island-rentals/salt-life.md): Luxurious throughout, this getaway has gorgeous bay views from the balconies and a backyard where you can swim in the private pool and cast your fishing lines! - [Salty Margarita](https://www.annamariaparadise.com/anna-maria-island-rentals/salty-margarita.md): Steps from the Beach! Luxe Island Retreat with Rooftop Views, Pool, Spa and Game Room Fun - [Salty Seagull at Hunter's Point](https://www.annamariaparadise.com/anna-maria-island-rentals/salty-seagull-at-hunters-point.md): Enjoy a luxury vacation at a canal-front home located in an exciting new eco-friendly community with a private dock that can accommodate up to a 24ft boat. - [Salty Soul](https://www.annamariaparadise.com/anna-maria-island-rentals/salty-soul.md): Escape to Salty Soul on Anna Maria Island! This charming canal front villa is perfect for family fun, adventure, and unforgettable beach memories! - [Sand And Sea 109 A](https://www.annamariaparadise.com/anna-maria-island-rentals/sand-and-sea-109-a.md): Sand and Sea 109 A is a ground-level condo just two houses from the nearest beach access and has access to a shared pool and patio area! - [Sand And Sea 109 B](https://www.annamariaparadise.com/anna-maria-island-rentals/sand-and-sea-109-b.md): At Sand and Sea 109 B, you'll have many restaurants, shops, and the beach at your fingertips! - [Sand And Sea 111 B](https://www.annamariaparadise.com/anna-maria-island-rentals/sand-and-sea-111-b.md): Sand and Sea 111 B is packed with community and private amenites, plus it is just two houses from the beach! - [Sand And Sea 113 A](https://www.annamariaparadise.com/anna-maria-island-rentals/sand-and-sea-113-a.md): An adorable coastal condo with a private patio and access to a shared pool all within a short walk to the beach! - [Sand And Sea 113 B](https://www.annamariaparadise.com/anna-maria-island-rentals/sand-and-sea-113-b.md): A delightful ground-level condo boasting tropical decor and access to a shared pool and outdoor space. - [Sand Castle](https://www.annamariaparadise.com/anna-maria-island-rentals/sand-castle.md): Beautiful 5 bedroom/3.5 bath home with a large privacy fenced lushly tropical landscaped yard, heated pool, hot tub, elevator, and ping pong table! - [Sand Dollar (AMIA)](https://www.annamariaparadise.com/anna-maria-island-rentals/sand-dollar-amia.md): There's no better way to enjoy Anna Maria Island than Sand Dollar! Centrally located in a mellow, residential neighborhood, Sand Dollar is a half block to the free Island trolley and a quick 6 minute walk to the beach 3 blocks away. - [Santorini](https://www.annamariaparadise.com/anna-maria-island-rentals/santorini.md): Book your stay at Santorini and enjoy a wraparound deck with plenty of seating all within minutes of the beach, restaurants, and shopping! - [Sea Oats](https://www.annamariaparadise.com/anna-maria-island-rentals/sea-oats.md): Check out this beautiful Large Family luxury Home with views of the Gulf of Mexico from the great room, kitchen, dining room, master bedroom, west facing bedrooms and balconies - [Sea Swept](https://www.annamariaparadise.com/anna-maria-island-rentals/sea-swept.md): Welcome to Sea Swept! Incredible 10 bedroom/8.5 bathroom home that sleeps up to 20 guests. - [Sea Turtle](https://www.annamariaparadise.com/anna-maria-island-rentals/sea-turtle.md): This charming ground level home with a heated pool is only minutes to the beautiful Gulf sands - [Seabreeze A](https://www.annamariaparadise.com/anna-maria-island-rentals/seabreeze-a.md): This very well maintained two bedroom, two bath condo in the quiet, four-unit complex of Seabreeze is only a short block to the beach and is equipped with a large heated pool! - [Seabreeze D](https://www.annamariaparadise.com/anna-maria-island-rentals/seabreeze-d.md): You'll love the short stroll to the Gulf of Mexico, where you can bask in the sunshine and the convenience of nearby shopping and dining. A great getaway awaits at Seabreeze D! - [Seahorse Cove](https://www.annamariaparadise.com/anna-maria-island-rentals/seahorse-cove.md): Seahorse Cove is a 4 bedroom/3 bath duplex with a large shared, screened, and heated pool. - [Seahorse Paradise](https://www.annamariaparadise.com/anna-maria-island-rentals/seahorse-paradise.md): Beautifully outfitted and maintained is this 3 bedroom/2 bath home with a Heated Pool in a very tropical backyard setting. - [SeaLuxe](https://www.annamariaparadise.com/anna-maria-island-rentals/sealuxe.md): Escape to your own luxury Island getaway. SeaLuxe is a brand-new, exquisite home that offers guests a unique coastal vacation experience. - [Seaside Manor](https://www.annamariaparadise.com/anna-maria-island-rentals/seaside-manor.md): Welcome to paradise! Seaside Manor is a newly renovated "Old Florida" cottage located just 2 houses from the beach - [Seaside Serenity](https://www.annamariaparadise.com/anna-maria-island-rentals/seaside-serenity.md): This bayfront features a private dock and a private balcony to enjoy views of sailboats, dolphins, and magnificent sunrises! - [Shamrock Palms](https://www.annamariaparadise.com/anna-maria-island-rentals/shamrock-palms.md): This great ground level home will have your family dancing an Irish Jig the entire vacation! - [Shore's Nice](https://www.annamariaparadise.com/anna-maria-island-rentals/shores-nice.md): Shore's Nice is located directly across the street from the gorgeous Bay beaches. - [Siena Sky](https://www.annamariaparadise.com/anna-maria-island-rentals/siena-sky.md): Siena Sky is a luxurious new home just a minute from the beach with a spa and pool, and phenomenal views from the rooftop deck. Book now for a perfect retreat! - [Simply Chic](https://www.annamariaparadise.com/anna-maria-island-rentals/simply-chic.md): Beautiful, Ground Level 4 bedroom/3 bath home, just a short block to the beach - [Social Nest](https://www.annamariaparadise.com/anna-maria-island-rentals/social-nest.md): A private home situated above a business in the heart of Pine Avenue with a private backyard featuring a stunning pool, and a putting green! - [Stones Throw (AMIA)](https://www.annamariaparadise.com/anna-maria-island-rentals/stones-throw-amia.md): Stones Throw is a coastal beach escape with community pool access and a private lanai, all within a 2-minute walk to the beach! - [Stormalong Bay](https://www.annamariaparadise.com/anna-maria-island-rentals/stormalong-bay.md): Stormalong Bay is a brand new custom built home located in Holmes Beach. This stunning modern home features an open floorplan and a huge backyard patio area. - [Sun Daze](https://www.annamariaparadise.com/anna-maria-island-rentals/sun-daze.md): Adorable and Updated 2 BR/2BA Villa with a private heated pool. - [Sunset Terrace 209](https://www.annamariaparadise.com/anna-maria-island-rentals/sunset-terrace-209.md): Sunset Terrace is your ideal beachfront escape, offering breathtaking beach views, modern furnishings, a sparkling community pool, and direct beach access. - [Sunshine Daydream](https://www.annamariaparadise.com/anna-maria-island-rentals/sunshine-daydream.md): Experience comfort, convenience, and island charm at this Holmes Beach retreat. - [Sweet and Salty](https://www.annamariaparadise.com/anna-maria-island-rentals/sweet-and-salty.md): Welcome to Sweet and Salty, a beautiful brand-new vacation home with four bedrooms and four and a half bathrooms. Chill out with friends and family in the secluded backyard with a dazzling private pool and spa, and an epic outdoor patio and bar area. Stroll a block down 77th Street to the nearby beach access or take the island trolley to discover new restaurants and boutiques on Anna Maria Island’s popular Pine Avenue. And don’t miss a single sunset from your own rooftop deck! - [Take Me Away](https://www.annamariaparadise.com/anna-maria-island-rentals/take-me-away.md): A recently renovated vacation home with a private pool and an awesome outdoor space just a quick stroll from the white sandy beaches of the Gulf of Mexico! - [Tarpon Lookout](https://www.annamariaparadise.com/anna-maria-island-rentals/tarpon-lookout.md): The ultimate beachfront vacation awaits you at Tarpon Lookout, a luxury five-bedroom and five-and-a-half bathroom getaway with private beach access, a gulf-side pool, hot tub, and balconies with spectacular views of the Gulf of Mexico. Pack your bags and get ready for the best Anna Maria Island escape! - [The James](https://www.annamariaparadise.com/anna-maria-island-rentals/the-james.md): The James is the ultimate beach getaway with incredible amenities, including a rooftop deck with breathtaking beach views, an array of games, and a pool. Just a 5-minute walk to the beach! - [The Palms 2](https://www.annamariaparadise.com/anna-maria-island-rentals/the-palms-2.md): 1 Block to Beach 2 Bedroom/2 Bath updated condo in a great central Holmes Beach location, and just a few steps from the beautiful white sand beach! There is a Queen in the master a with TV and ensuite bath and Queen in the second bedroom with TV. Amenities also include Heated pool, Washer/Dryer, Cable TV, DVD, High Speed Internet, AC, Gas Grill. The Palms have designer touches throughout, decorated by The Pink Pineapple. This private four unit villa condo complex is just steps to the beach. Each unit has a fully equipped kitchen, granite countertops, stainless steel appliances, and a cozy living area in beautiful island decor. Everything you could ask for in the perfect beach vacation home, including a heated pool for relaxing after a full day at the beach. Close to shops and restaurants. Sleeps up to 4 Bedroom 1: Queen with TV and Ensuite Bath Bedroom 2: Queen with TV Living Room: Queen Sleeper Sofa Vacation Rental Certificate VRC16-000099 *The City of A - [The Sea Zoo](https://www.annamariaparadise.com/anna-maria-island-rentals/the-sea-zoo.md): The Sea Zoo is a gorgeous Bay front 3 bedroom home located just 1 block to Bridge Street and the Bradenton Historic Street Pier. - [The Twins Hideaway at Sun Plaza West](https://www.annamariaparadise.com/anna-maria-island-rentals/the-twins-hideaway-at-sun-plaza-west.md): Discover your beach paradise at The Twins Hideaway! Steps from the Gulf beaches, enjoy easy access to a community pool, tennis courts, and local dining options! - [Three Little Birds Cottage](https://www.annamariaparadise.com/anna-maria-island-rentals/three-little-birds-cottage.md): Three Little Birds Cottage is a stunning modern home featuring an open floorplan and a huge backyard patio area filled with plenty of amenities for entertaining and a pool! - [Tiny Tides](https://www.annamariaparadise.com/anna-maria-island-rentals/tiny-tides.md): Tiny Tides - [Totally Beachin'](https://www.annamariaparadise.com/anna-maria-island-rentals/totally-beachin.md): A luxury boho-chic home with a private pool, in-ground spa, and a putting green just 5-minutes from the beach! - [Triple Play](https://www.annamariaparadise.com/anna-maria-island-rentals/triple-play.md): Looking for that place to kick back and relax your cares away? Check out Triple Play! - [Turtle Crawl](https://www.annamariaparadise.com/anna-maria-island-rentals/turtle-crawl.md): 2 Blocks to Beach This adorable remodeled duplex sits quietly in the highly desirable north end of the Island in the City of Anna Maria. It is a short walk of only a little more than a block to the Gulf beach where the sand is sugary white and the water is a beautiful blue-green color. There is a King in the master with TV, a Queen in the second, and a full size sleeper sofa in the living room. Outdoor amenities include a beautiful heated pool with a tranquil waterfall, natural tropical landscaping, and a grill. The inside boasts tile floors throughout, Washer/Dryer, High Speed wireless Internet, A/C, Dishwasher, Cable TV. This Island gem sleeps up to 4 Beachgoers. Bedroom 1: King with TV Bedroom 2: King Vacation Rental Certificate VR16-000350 - [Turtle Trax](https://www.annamariaparadise.com/anna-maria-island-rentals/turtle-trax.md): 2 Blocks to Beach This adorable remodeled duplex sits quietly in the highly desirable north end of the Island in the City of Anna Maria. It is a short walk of only a little more than a block to the Gulf beach where the sand is sugary white and the water is a beautiful blue-green color. There is a King in the master with TV and a Queen in the second. Outdoor amenities include a beautiful heated pool with a tranquil waterfall, natural tropical landscaping, and a grill. The inside boasts granite countertops, tile floors throughout, Washer/Dryer, High Speed wireless Internet, A/C, Dishwasher, Cable TV. This Island gem sleeps up to 4 Beachgoers Bedroom 1: King with TV Bedroom 2: Queen Vacation Rental Certificate VR16-000350 - [Two Pina Coladas](https://www.annamariaparadise.com/anna-maria-island-rentals/two-pina-coladas.md): 1 Block to Beach Welcome to the ultimate in large family luxury vacation homes, with peeks of the Gulf of Mexico from the balconies! Newly renovated in January of 2019, this 6 bedroom/4.5 bath beauty features a large, private, tropically landscaped backyard with heated pool and hot tub, gas grill, swim up tiki, and covered tiki bar area with flat screen TV. Two Pina Coladas is west of Gulf Drive less than a block from Anna Maria's beautiful white sand beaches with no busy streets to cross! In addition to the superb backyard and proximity to the beach, this handsome Holmes Beach hideaway is just steps from the free island trolley. Inside Two Pina Coladas are 10' ceilings, granite counter-tops, stainless steel appliances, a large flat screen HDTV with DVD player, and wireless internet. The game room on the ground floor offers Ping Pong, Foosball, Putting Green, and a Golden Tee arcade game. There are 2 king bedrooms with en-suite bathrooms, 2 king bedrooms w - [Two Sisters](https://www.annamariaparadise.com/anna-maria-island-rentals/two-sisters.md): An adorable townhome nestled in the relaxed beach community of Holmes Beach near the Gulf with a private furnished balcony and access to a community pool! - [Walking on Sunshine](https://www.annamariaparadise.com/anna-maria-island-rentals/walking-on-sunshine.md): Bring the whole family to swim, eat, and sleep just steps from the beach, in this newly renovated 3 bedroom, 3 bathroom vacation home, Walking on Sunshine. World class sunsets, your own private pool and sugar sand beaches await you at this ground-level Anna Maria Island paradise home! - [Water Colors](https://www.annamariaparadise.com/anna-maria-island-rentals/water-colors.md): 100 Steps to Beach This gorgeous, luxury Anna Maria Island home is situated on the coveted north-end and is just 100 steps to the white Gulf sands with no streets to cross! Complete with private heated pool, hot tub, ocean views, and rooftop deck, Water Colors sets the stage for the perfect Island vacation! Situated perfectly, Water Colors is also an easy stroll from some of the island's favorite spots, including Ginny and Jane E's, the Sandbar restaurant, and the shops of Pine Avenue. And with an Island Trolley stop just moments away, the shops, restaurants, and excursions of Holmes Beach and Bridge Street are well within reach. - [White Pelican House](https://www.annamariaparadise.com/anna-maria-island-rentals/white-pelican-house.md): White Pelican House is a waterfront Bradenton Beach retreat featuring 3 bedrooms, a bonus room, and 2.5 baths. Enjoy a private pool and spa, balcony with sweeping water views, and your own dock, just minutes from Bradenton Beach and Bridge Street. ## For agents - [MCP server card](https://annamariaparadise.com/.well-known/mcp.json) - [MCP (quote & book)](https://mcp.kismet.travel/mcp)