3-4 Bedroom Anna Maria Island Rentals
Browse our variety of 3-4 bedroom Anna Maria Island rentals, ideal for families and friends getaways! Enjoy your own living space and prepare delicious meals and snacks in the comfort of your own kitchen. Cool off and relax in the privacy of an on-site pool! Ready to search? Use our filters below to find your perfect Anna Maria Island vacation rental near Holmes Beach and Bradenton Beach.
Enjoy beaches, kayaking, paddleboarding, and fishing. Explore Bridge Street, shop at boutiques, dine on fresh seafood, or take a sunset cruise. Rent a bike or golf cart to explore the island.
Where is Anna Maria Island in FL?
It is located on Florida’s Gulf Coast, south of Tampa Bay and west of Bradenton, between the Gulf of Mexico and Sarasota Bay.
What airport is closest to Anna Maria Island, FL?
Sarasota-Bradenton International Airport (SRQ) is the closest airport, about 30 minutes away. Tampa International Airport (TPA) is about an hour away.
Frequently Asked Questions
What to do in Anna Maria Island, FL?Enjoy beaches, kayaking, paddleboarding, and fishing. Explore Bridge Street, shop at boutiques, dine on fresh seafood, or take a sunset cruise. Rent a bike or golf cart to explore the island.
Where is Anna Maria Island in FL?
It is located on Florida’s Gulf Coast, south of Tampa Bay and west of Bradenton, between the Gulf of Mexico and Sarasota Bay.
What airport is closest to Anna Maria Island, FL?
Sarasota-Bradenton International Airport (SRQ) is the closest airport, about 30 minutes away. Tampa International Airport (TPA) is about an hour away.
136 properties available
Blissful Bay at Bayside Bungalow by AMI Locals Bradenton Beach Vacation Condo 201 S Bay Blvd, Unit #4, Bradenton Beach, FL 34217 VR18-000088 Welcome to Blissful Bay at Bayside Bungalow, a beautifully styled three-bedroom, two-bathroom condo located just steps from the sparkling Bay beaches of Bradenton Beach. With resort-style amenities, water view
Palm Gables 110 by Anna Maria Vacations Holmes Beach Beachfront Condo 110 36th St, Holmes Beach, FL 34217 Welcome to Palm Gables 110, a rare Gulf-front three-bedroom condo perfectly situated in the heart of Holmes Beach on beautiful Anna Maria Island. With bold tropical decor, stunning panoramic views of the Gulf of Mexico, and a private balcony th
Highlights• 5-minute walk to the beach • Spacious backyard with Pool and Spa• Pet Friendly• Tiki hut and bar area Island Life by AMI Locals108 78th St Holmes Beach VRC#18-000083Welcome to Island Life, a fully renovated and updated vacation home with three bedrooms and two bathrooms. A private backyard tiki bar, a hot tub, and a heated pool await yo
Peachy Keen by AMI Locals 206 66th St B, Holmes Beach, FL 34217 VRC22-000026Welcome to Peachy Keen, the ultimate family vacation paradise! This spacious 3-bedroom plus loft, 2.5-bath beach home is just 200 steps from the stunning Gulf of Mexico, making it ideal for families looking to create unforgettable memories. With ample room to play and rela
Sea Haven AMI Retreat by Anna Maria Island Accommodations Holmes Beach Canal Front Home Experience the best of Anna Maria Island at Sea Haven AMI Retreat, a charming canal front home just a five-minute walk from Holmes Beach’s pristine beaches! This beautifully remodeled retreat (2025) offers three spacious bedrooms and three bathrooms, ideal for f
Highlights• 5-minute walk to the beach• Screened-in Balcony• Community Pool• Outdoor Shower• BBQ areaTwo Sisters by Anna Maria Island Accommodations6319 Gulf DrHolmes Beach. FL 34217Welcome to Two Sisters, an adorable three-bedroom and two-bath townhome nestled in the relaxed beach community of Holmes Beach just a quick walk to the breathtaking tur
High Tide Haven by Anna Maria Island Accommodations 306 Pine AveAnna Maria, FL 34216Welcome to High Tide Haven where you are just 2 blocks from the beach! Relax in the private heated pool or take a much-needed nap in one of the lounge chairs on the covered balcony. This vacation rental is located right above a small locally owned business, this ele
Addison's Beach House by Anna Maria Island Accommodations 7203 Gulf Dr, South Unit Holmes Beach, FL 34217 VRC16-000188Welcome to Addison’s Beach House, your idyllic beach vacation getaway! Just a short 2-minute stroll from the breathtaking Gulf waters, this rental three-bedroom, two-bathroom home invites you to experience the warmth of soft sandy
Highlights • Private Pool • Less than a 5-minute walk to the beach • Pet friendly + Fenced-In Backyard• Near trolley stop and restaurants • BBQ grill Walking on Sunshine by AMI Locals2906 Gulf Dr Holmes Beach, FloridaVRC19-000232Your dream vacation awaits at Walking on Sunshine, a cute three-bedroom, three-bath getaway a block from the warm sandy b
Coral Kai by Anna Maria Island Accommodations 117 Maple Avenue Anna Maria, Florida VR20-000067 Welcome to Coral Kai, the perfect vacation rental for you and your friends! Featuring three luxurious king bedrooms and three-and-a-half baths, this stunning home places you just six houses from the beautiful Gulf of Mexico beaches and half a mile from th
Anna Maria Guest House 317 by Anna Maria Island Accommodations Anna Maria Vacation Rental 317 Pine Ave, Anna Maria, FL 34216 Welcome to Anna Maria Guest House 317, a charming beach cottage nestled in the heart of Anna Maria Island’s most iconic street, Pine Avenue. Just two and a half blocks from the Gulf beaches and steps from boutique shops, cafe
A Twist of Lime by AMI Locals 113 10th St N Bradenton BeachTPL22-000045 Discover the ultimate beach getaway at A Twist of Lime, perfectly situated just steps from the beautiful Gulf of Mexico and the tranquil Bay in stunning Bradenton Beach! This vibrant, spacious condo features three bedrooms and two and a half bathrooms, making it an ideal retrea
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