7+ Bedroom Anna Maria Island Vacation Rentals

Discover our selection of 7+ bedroom Anna Maria Island vacation rentals. With enough living and bedroom space for multiple families to enjoy a vacation together, look no further! Plan a family or friend reunion with a large kitchen, dining room, and entertainment area to make the best memories together. Relax poolside or lounge comfortably on the private deck lounges. The options are endless! Use our search filters below to find your ideal Anna Maria Island vacation rental in Holmes Beach and Bradenton Beach.

Frequently Asked Questions

Where do the locals eat on Anna Maria Island?
Locals enjoy The Sandbar, Rod & Reel Pier, Ginny & Jane E’s, The Ugly Grouper, and Duffy’s Tavern for seafood, cinnamon rolls, and burgers.

Where is Anna Maria, Florida?
Anna Maria is located on the northern tip of Anna Maria Island, just south of Tampa Bay and north of Bradenton Beach.

How far is Anna Maria Island from Sarasota?
It takes about 30 to 40 minutes by car, depending on the traffic.

Properties Available 10 properties available
Bay View Beauty by Exclusive Vacations Vacation Rental License #VR18-000097 Welcome to Bay View Beauty, part of our Exclusive Collection. This luxurious seven-bedroom, seven and a half bath waterfront home with unobstructed bay views. Ideally located along Anna Maria’s North Shore Drive, this luxury retreat places you steps from the white-sand Bay
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Bay View Beauty
Anna Maria Pet Friendly
Bedrooms 7 BR
Bathrooms 7 BA
Bathrooms 1 Half Bath
Guests 16 guests
Rating 5 (64)
Grande Haven by AMI LocalsVacation Rental License #VR18-000049 Welcome to Grande Haven by AMI Locals, an exquisite seven bedroom, three bath Anna Maria Island vacation home located directly across the street from the public beach access to the island’s famous Bean Point. This luxurious coastal retreat offers elegant interiors, a resort-style backya
Grande Haven
Anna Maria Pet Friendly
Bedrooms 7 BR
Bathrooms 3 BA
Guests 16 guests
Rating 4.9 (24)
Luna Sea by AMI Locals Vacation Rental License #TPL24-000005, DWE5105449Welcome to Luna Sea, a stunning brand new luxury vacation home just steps from the soft sands of Cortez Beach on Anna Maria Island! With seven bedrooms, seven and a half bathrooms, and high end finishes throughout, this spectacular retreat was designed for families and groups s
Hot HOT 10
Luna Sea
Bradenton Beach Pet Friendly
Bedrooms 7 BR
Bathrooms 7 BA
Bathrooms 1 Half Bath
Guests 16 guests
Rating 5 (6)
Beach Haven by AMI Locals Vacation Rental License #VRC18-000066 Welcome to Beach Haven, an eight bedroom, seven and a half bathroom luxury vacation home just a 5-minute stroll to the beautiful beaches of Anna Maria Island. This expansive, multi-level getaway is ideal for large family reunions or group vacations. With a private pool, in-ground spa
Beach Haven
Holmes Beach Pet Friendly
Bedrooms 8 BR
Bathrooms 7 BA
Bathrooms 1 Half Bath
Guests 16 guests
Rating 5 (56)
Welcome to Poseidons Palace, an extraordinary eight bedroom, five and a half bath vacation retreat just a two-minute walk from the beach. Designed with families and groups in mind, this spacious home features a resort style backyard with a private pool and spa, a rooftop deck with stunning views, and endless entertainment options including a game r
Hot HOT 13
Poseidons Palace
Holmes Beach
Bedrooms 8 BR
Bathrooms 5 BA
Bathrooms 1 Half Bath
Guests 16 guests
Rating 5 (8)
Blue Bay by Anna Maria Island Accommodations Home in Anna Maria, FloridaVPR16-000138Experience the ultimate coastal retreat at Blue Bay, a luxurious and expansive vacation estate offering eight bedrooms and six bathrooms! Located just across the street from the pristine Tampa Bay, this home embodies beachside elegance with breathtaking water views,
Blue Bay
Anna Maria Pet Friendly
Bedrooms 8 BR
Bathrooms 6 BA
Guests 18 guests
Rating 5 (49)
Big Nauti by Exclusive Vacations TPL22-000071, DWE5105909Welcome to Big Nauti, an extraordinary eight bedroom, eight and a half bath luxury waterfront home that redefines Anna Maria Island living. Located directly on the Bay in Bradenton Beach, this stunning retreat pairs breathtaking panoramic views with resort amenities, including a rooftop deck,
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Big Nauti
Bradenton Beach Pet Friendly
Bedrooms 8 BR
Bathrooms 8 BA
Bathrooms 1 Half Bath
Guests 18 guests
Rating 5 (21)
Beachfront Paradise by Exclusive Vacations TPL19-000058, DWE5105473 Escape to Beachfront Paradise, part of our Exclusive Collection. Offering an exquisite eight bedroom, six-and-a-half bath waterfront estate with spectacular ocean views and private beach access! This boutique luxury home boasts a heated pool and spa, perfect for large family gather
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Beachfront Paradise
Bradenton Beach Pet Friendly
Bedrooms 8 BR
Bathrooms 6 BA
Bathrooms 1 Half Bath
Guests 16 guests
Rating 4.9 (32)
Welcome to Tide of Your Life, a spectacular nine bedroom, nine and a half bath luxury retreat in Bradenton Beach. Just a one-minute walk to the beach, this home features a rooftop deck with beach views, a private pool with spa and sun shelf, and spacious indoor and outdoor living areas designed for relaxation and entertainment. Perfect for large fa
Tide of Your Life
Bradenton Beach Pet Friendly
Bedrooms 9 BR
Bathrooms 9 BA
Bathrooms 1 Half Bath
Guests 22 guests
Rating 5 (19)
Sea Swept by Exclusive Vacations TPL22-000035, DWE5105473 Welcome to Sea Swept, part of our Exclusive Collection. This beachfront luxury home boasts ten-bedrooms, eight-and-a-half-baths with breathtaking Gulf views, private beach access, and resort-style amenities. Located just steps from the pristine beaches, this home offers a private pool and ho
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Sea Swept
Bradenton Beach Pet Friendly
Bedrooms 10 BR
Bathrooms 8 BA
Bathrooms 1 Half Bath
Guests 20 guests
Rating 4.9 (36)

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