5-6 Bedroom Anna Maria Island Vacation Rentals
View our selection of 5-6 bedroom Anna Maria Island rentals, ideal for larger families! Bring the whole crew on your Anna Maria getaway, and enjoy multiple bedrooms and living spaces for everyone to relax comfortably. With extra amenities like entertainment rooms and games to play, you will never run out of options for things to do! Use our search filters below to find your ideal Ana Maria Island vacation rental near Holmes Beach and Bradenton Beach.
Dine at The Sandbar, Rod & Reel Pier, The Waterfront Restaurant, Ginny & Jane E's, or Skinny's Place for casual meals and fresh seafood.
Where to stay on Anna Maria Island, FL?
Book with us for oceanfront, beachfront, and pet-friendly vacation rentals for small or large group getaways. Enjoy the best rates, personalized service, and 24/7 local support.
How far is Anna Maria Island from Tampa?
It takes about 1 to 1.5 hours by car, depending on traffic.
Frequently Asked Questions
Where to eat on Anna Maria Island, FL?Dine at The Sandbar, Rod & Reel Pier, The Waterfront Restaurant, Ginny & Jane E's, or Skinny's Place for casual meals and fresh seafood.
Where to stay on Anna Maria Island, FL?
Book with us for oceanfront, beachfront, and pet-friendly vacation rentals for small or large group getaways. Enjoy the best rates, personalized service, and 24/7 local support.
How far is Anna Maria Island from Tampa?
It takes about 1 to 1.5 hours by car, depending on traffic.
33 properties available
Highlights• Brand New Construction• Rooftop Deck • Less than a 5-minute walk to the beach• Private Pool and In-ground Spa• Putting Green and Ping Pong TableGone Gulfin’ by AMI Locals9605 Gulf DriveAnna Maria, FL 34216Get ready for the ultimate beach vacation at Gone Gulfin'! This brand-new, five-bedroom, four-and-a-half-bathroom home is located jus
Highlights • 2-minute walk to the beach • Private pool with in-ground spa • Waterslide • Private dock can accommodate up to 30ft boat • Brand-new putting green • BBQ grill • Backyard Tiki hut • Beach chairs and a beach cart • Dog friendly with approval and additional fee Tortuga Bay by AMI Locals 9405 Gulf Dr Anna Maria, Florida VR16-000460 Welco
Highlights • Beachfront with beach access • Private pool with in-ground spa • Private basketball court • Ping pong table • Corn hole Oceanfront Paradise by AMI Locals 2500 Gulf Dr. N Bradenton Beach, FloridaWelcome to Oceanfront Paradise, where dream vacations are made! This five bedrooms plus a den and seven bath beachfront home offers premier ame
Coastal Couture by AMI Locals 103 Park Ave, Anna Maria, Florida VR21-000085 Welcome to Coastal Couture! This luxurious multi-level estate boasts 5 bedrooms and 4.5 bathrooms, perfect for families or groups seeking a relaxing island escape on Anna Maria Island. Just steps away from the stunning sugar-sand beaches and nearby attractions include the c
Highlights • Rooftop deck• 4-minute walk to the beach• Private heated pool and spaWelcome to Gulf View Beach House! Be ready to experience tranquil sounds and the fresh breeze of the Gulf of Mexico right from the living room, balconies, and rooftop deck. You'll also be able to see the Intercoastal Waterway, Bradenton Beach Marina, and Cortez Fish
Sand Castle by Anna Maria Island Accommodations302 65th St Holmes Beach, FL 34217VRC19-000022Welcome to Sand Castle! Nestled in the heart of Holmes Beach, this stunning 5-bedroom, 3.5-bath home offers an idyllic escape for families or groups seeking a perfect beach getaway. Just two short blocks from the sandy shores, Sand Castle is ideally located
Highlights• Beachfront • Outdoor kitchen area• Pool and hot tub• Private beach access• ElevatorTarpon Lookout by Anna Maria Island Accommodations2302 Gulf Dr NBradenton Beach, FL 34217TPL18-000468The ultimate beachfront vacation awaits you at Tarpon Lookout, a luxury five-bedroom and five-and-a-half bathroom getaway with private beach access, a gul
Blue Tide (Formerly Island Sol)2116 Avenue A Bradenton Beach, Fl 34217TPL22-000072Blue Tide (Formerly Island Sol) is luxury vacationing at its finest! This custom home is multi-leveled, professionally decorated, full of incredible amenities, and very conveniently located in Bradenton Beach! Be sure to snag Blue Tide quickly because it is truly an A
Mojito Splash by AMI Locals304 65th St Holmes Beach 34217VRC18-000068Welcome to Mojito Splash! This stunning five-bedroom, three-and-a-half-bathroom home is the perfect getaway for your family and friends to enjoy a fabulous beach vacation! The house boasts an expansive backyard with a sparkling pool. Plus, it's just a quick walk away from the soft
Go with the Flow by AMI Locals 311 Spring Ave Anna Maria, Florida Welcome to Go with the Flow! This brand-new five-bedroom, five-and-a-half-bath getaway is the epitome of opulence, infused with a warm, fun beach vibe. Prepare your group to be dazzled by the array of amenities, including an incredible and unique Lazy River-style Pool and Spa, wher
Salt Life by AMI Locals112 11th St S Bradenton Beach, Florida TPL 18-000551Welcome to Salt Life, a spectacular Bayfront home with a private dock for fishing and a fantastic rooftop deck that is just a short walk to the sugar-white sands and calm turquoise waters of Cortez Beach. Luxurious throughout, this five-bedroom, five-bathroom getaway has gor
Highlights • 5-minute walk from the Beach • Private Pool and Hot Tub • Game RoomA Wave From It All by Anna Maria Island Accommodations404 Spring Ave Anna Maria, FloridaVR19-000058 / DWE5105449Welcome to A Wave From It All a luxurious vacation home where it does not matter if you take a right or a left out the front door because either way, you are
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