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.
105 properties available
Covey Cottage by Anna Maria Island Accommodations Home in Anna Maria, FloridaVR16-000292 Welcome to Covey Cottage by Anna Maria Island Accommodations, a three bedroom, three and a half bathroom vacation home with a private pool and an unbeatable location. Just a seven-minute walk to the white-sand Gulf beaches and one minute to Pine Avenue’s shops
Hammock Dreams by Anna Maria Island Accommodations VR16-000408 Welcome to Hammock Dreams! Escape to the peaceful island lifestyle at Hammock Dreams, a stunning canal-front home nestled in the heart of Anna Maria. With three bedrooms, two bathrooms, and a private pool, this tropical retreat is ideal for families or small groups seeking the perfect
Pink Palm Bungalow by Anna Maria Island Accommodations 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 close to Pine Avenue’s boutiques and
Carefree Cay by Anna Maria Island Accommodations Home in Anna Maria, FloridaVR16-000412 Welcome to Carefree Cay, a three-bedroom, two-and-a-half-bath vacation home in the north end of Anna Maria Island. Just a short two-block stroll from the soft white sands of Anna Maria Beach and the charming shops and restaurants along Pine Avenue, this spacio
Island Breeze by Anna Maria Island Accommodations VRC25-000031Experience 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, outdoor grill, access to a communi
Our Tern by Anna Maria Island Accommodations 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 perfect spot for both adventure and relaxatio
The Sea Zoo by Anna Maria Island Accommodations TPL23-000123, DWE5105083 Welcome to The Sea Zoo, your ideal bayfront escape on Anna Maria Island! This beautifully designed three-bedroom, three and a half bath home offers a perfect mix of relaxation and family fun, just steps from Bridge Street’s charming shops and waterfront dining. The Gulf beach
Ainsley Beach House by Anna Maria Island Accommodations VRC16-000185 Welcome to Ainsley Beach House, a charming three-bedroom, two-bath vacation home perfectly situated in the heart of Holmes Beach on Anna Maria Island. Just a five-minute stroll from the powder soft Gulf beaches, this inviting coastal retreat offers a private pool with a built-in t
Two Sisters by Anna Maria Island Accommodations 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, an outdoor shower, and a BBQ area, p
Azure by Anna Maria Island Accommodations Home in Anna Maria, FloridaVR18-000114 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 attractions like Ba
Addison’s Beach House by Anna Maria Island Accommodations 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 a tropical backyard oasis with a private pool, pe
Attitude By Latitude by Anna Maria Island Accommodations VRC16-000182Welcome to Attitude by Latitude, three bedrooms, two and a half bathrooms coastal getaway just a short walk from the stunning Gulf beaches. Perfect for families or friends, this home offers a private heated pool, a fully stocked game room, and a covered outdoor entertainment area.
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