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
Our Tern by Anna Maria Island Accommodations 111 Tern Dr, Anna Maria, Florida 34216 VR22-000023 Welcome to Our Tern, a gorgeous canal front vacation home on the north end of Anna Maria Island! This three bedroom, three and a half bath retreat offers a private dock, sparkling pool and hot tub, and multiple outdoor living spaces, making it the perfec
Key Largo Cottage by Anna Maria Island Accommodations 315 62nd Street, Holmes Beach, FloridaDiscover the ultimate family getaway at Key Largo Cottage, a charming bungalow-style vacation rental perfectly situated along Anna Maria Island’s peaceful streets! This spacious home features three bedrooms, three modern bathrooms, and a private heated pool
Salty Seagull at Hunter’s Point by AMI Locals 4321 Marina View Way, Cortez, FL 34215 Enjoy an unforgettable island escape at Salty Seagull at Hunter’s Point, a brand new canal front vacation home just one mile from Anna Maria Island’s iconic beaches. This three bedroom, two and a half bath residence is located in an exclusive new sustainable commun
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
Pink Palm Bungalow by Anna Maria Island Accommodations 304 Palm Ave, Anna Maria, FL 34217 VR16-000353 Welcome to Pink Palm Bungalow, a charming three bedroom, two bath vacation home on the north end of Anna Maria Island. With a sparkling saltwater pool surrounded by lush tropical gardens, this home is just a 5-minute walk to the Gulf beaches and cl
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
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
Banana Cabana by Anna Maria Island Accommodations 318 64th Street, Holmes Beach, FL 34217 Relax and unwind at Banana Cabana, a charming three-bedroom, two-bath vacation home just minutes from Holmes Beach’s powdery Gulf beaches! This beautifully furnished retreat features a private pool, bubbling hot tub, outdoor bar, and multiple outdoor lounge
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
Blissful Bay at Bayside Bungalow by AMI Locals 201 S Bay Blvd, Unit #4, Anna Maria, FL 34216 VR18-000088 Welcome to Blissful Bay at Bayside Bungalow, a bright and beachy three bedroom, two bath condo perfectly located on the north end of Anna Maria Island! Just across the street from the Tampa Bay and near the islands pristine white-sand beaches, t
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
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
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