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.
114 properties available
Highlights • Canal front with private dock• Less than a 10-minute walk to the beach• Private pool with in-ground spa• Poolside bar• ElevatorBayshores by Anna Maria Island Accommodations228 S Harbor DrHolmes Beach, FL 34217VRC18-000040Step into a slice of Old Florida at Bayshores, a charming three-bedroom, three-bathroom canal front retreat nestled
Honu Hale by Anna Maria Island Accommodations 306 55th St, Holmes Beach, FL 34217 Welcome to Honu Hale by Anna Maria Island Accommodations, a newly renovated three-bedroom, two-bath coastal retreat where tropical charm meets modern comfort. Named after the Hawaiian word for “turtle,” Honu Hale captures the calm, carefree rhythm of island life. Perf
Honeywood House by Anna Maria Island Accommodations 243 Willow Ave, Anna Maria, FL 34216 Welcome to Honeywood House, a canal-front three-bedroom, four-bath vacation home with a private dock, pool, and spa. Located on scenic Bimini Bay, this pet-friendly retreat offers direct access to Tampa Bay by boat and is just a short ten-minute walk to the Gul
Bay Vista at Bayside Bungalow by AMI Locals 201 S Bay Blvd, Unit #5, Anna Maria, FL 34216 VR18-000088 Welcome to Bay Vista at Bayside Bungalow, a three bedroom, two bath condo located in Anna Maria. With panoramic 180° water views, this coastal retreat offers front-row seats to dolphins, sailboats, and spectacular sunrises. Just steps from the Bays
Two Sisters by Anna Maria Island Accommodations 6319 Gulf Dr, Holmes Beach, FL 34217 Escape to Two Sisters, an adorable three-bedroom, two-bath townhome nestled in a relaxed beach community of Holmes Beach! Just a five-minute walk to the soft sand and turquoise waters, this coastal retreat offers access to a community pool, a screened-in balcony,
Social Nest by Anna Maria Island Accommodations 308 Pine Avenue, Anna Maria, FL 34216 Welcome to Social Nest, a charming three-bedroom, two-bath vacation home perfectly located on iconic Pine Avenue in the city of Anna Maria. This home is located directly above the popular Pizza Social shop right on Pine Avenue in the city of Anna Maria. This invit
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Mermaid's Hideaway by Anna Maria Island Accommodations 7205 Gulf Dr, North Unit, Holmes Beach, FL 34217 VRC16-000135 Experience coastal tranquility at Mermaid's Hideaway, a beautiful three bedroom vacation home just minutes from the finest beaches of Florida! Located two minutes from Holmes Beach and the trolley stop, this inviting retreat offers
Emerald Shores West by Anna Maria Island Accommodations 214 Fir Ave, Unit A, Anna Maria, FL 34216 Welcome to Emerald Shores West, a charming three-bedroom, two-bath coastal duplex just one minute from the white-sand beaches of Anna Maria Island. With beach views, a shared pool, and a private suite for extra privacy, this two-story home is ideal for
Shamrock Palms by Anna Maria Island Accommodations 415 Bay Palms Dr, Holmes Beach, FL 34217VRC16-000106Welcome to Shamrock Palms, a charming ground level Florida retreat just a short, less than a 10-minute walk from Holmes Beach shoreline. This spacious three-bedroom, two-bathroom home offers a relaxing outdoor oasis with a private pool, rejuvenati
Sand Dollar by Anna Maria Island Accommodations 316 64th St, Holmes Beach, FL 34217 VR16-000117 Welcome to Sand Dollar, a stunning vacation home featuring a sparkling pool and hot tub, just a short walk from Holmes Beach’s sugar-white sands! This three-bedroom, two-bath retreat offers a lush outdoor space with multiple seating areas, a charming ti
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
Casa Allegria by Anna Maria Island Accommodations209 Archer Way Anna Maria, FL 34216VR16-000015 Welcome to Casa Allegria! This beautifully remodeled 3-bedroom, 2-bathroom vacation home offers an idyllic retreat just a five-minute walk from the stunning beaches of Anna Maria Island. Ideal for families or groups looking for a relaxing beach getaway,
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