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.
113 properties available
Seahorse Paradise by Anna Maria Island Accommodations 311 68th St, Holmes Beach, FL 34217 VRC16-000108 Welcome to Seahorse Paradise by Anna Maria Island Accommodations, a charming three-bedroom, two-bathroom vacation home located just two and a half blocks from the soft white sands of Holmes Beach. This inviting island getaway blends Old Florida ch
Island Breeze by Anna Maria Island Accommodations 235 64th Street, Holmes Beach, FL 34217 Experience the perfect beach retreat at Island Breeze, a stylish three-bedroom, two-bath townhome just a two-minute walk from Holmes Beach’s pristine Gulf beaches! Perfect for relaxation or adventure, this coastal gem offers a private screened in porch, outdoo
Azure by Anna Maria Island Accommodations 268 Gladiolus St, Anna Maria, FL 34216 VR18-000114 Welcome to Azure, a modern three bedroom, two bath vacation home on the north end of Anna Maria Island. Just a 7-minute walk to both Bean Point Beach and the Bayfront, this home features a private pool, stylish interiors, and close access to popular attract
Lavender Lagoon by Anna Maria Island Accommodations 123 Crescent Dr, Anna Maria, FL 34216VR22-000006Welcome to Lavender Lagoon, a beautiful canal front three-bedroom, two-bath vacation home tucked in the heart of Anna Maria. This waterfront retreat offers a private pool and spa, screened lanai, a backyard putting green, and a private dock ideal fo
Serendipity by Anna Maria Island Accommodations 207 55th St, Holmes Beach, FL 34217VRC16-000107Welcome to Serendipity, a gorgeous villa just a four-minute walk from the pristine white sands of Holmes Beach! This home is all new, with a fully updated kitchen and new furnishings. This elegant single-level duplex features three bedrooms and two bathro
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
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
Addison’s Beach House by Anna Maria Island Accommodations 7203 Gulf Dr, South Unit, Holmes Beach, FL 34217 VRC16-000188 Welcome to Addison’s Beach House, your idyllic beach vacation escape just a three-minute walk from the breathtaking Holmes Beach on Anna Maria Island! This beautifully renovated, ground-level three-bedroom, two-bath home offers
Peachy Keen by AMI Locals 206 66th St, Unit B, Holmes Beach, FL 34217 VPR22-000026 Escape to Peachy Keen, a luxurious family vacation rental on Anna Maria Island! This spacious three-bedroom, plus loft, home is just 200 steps from the Gulf, offering stunning water views and easy access to the island’s best amenities. Wake up to breathtaking sunset
The Hideaway by AMI Locals 117 Palm Ave, Anna Maria, FL 34216VR16-000481Welcome to The Hideaway, an Old Florida style home nestled in the heart of Anna Maria Island! This charming, modern three-bedroom, two-bath vacation rental is less than a block from the soft sands of Anna Maria Beach! Located within walking distance to cafes, boutique shops, go
Coral Palms by Anna Maria Island Accommodations 209 81st St, Holmes Beach, FL 34217VRC16-000157Welcome to Coral Palms, a beautiful ground-level vacation home featuring three bedrooms and 2 bathrooms, perfect for families or groups seeking a relaxing escape on Anna Maria Island! Just a four-minute walk to the sparkling beaches of Holmes Beach, this
Orange Crush by Anna Maria Island Accommodations 312 61st St Unit B, Holmes Beach, FL 34217Welcome to Orange Crush, a beautifully updated and thoughtfully decorated three bedrooms, two bath home just two blocks from the gorgeous beaches of Anna Maria Island! This vibrant retreat offers a perfect blend of relaxation and fun, featuring a game room w
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