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.
25 properties available
Bayfront Paradise by AMI Locals 238 S Harbor Dr, Holmes Beach, FL VRC18-000090 Welcome to Bayfront Paradise by AMI Locals, a spectacular 5-bedroom, 4.5-bathroom canal-front luxury home offering panoramic views of the Bay. Located in a quiet residential area of Holmes Beach, this coastal retreat combines elegance, relaxation, and adventure. With a p
Beach Escape by AMI Locals 789 Jacaranda Rd, Anna Maria, FL, 34216 VR18-000090 Welcome to Beach Escape, a stunning five-bedroom, four-bath luxury home just one street from the powdery white sands of Anna Maria Island. Ideally located on the peaceful north end near Bean Point Beach, this coastal retreat combines upscale comfort with endless outdoor
Mojito Splash by AMI Locals 304 65th Street, Holmes Beach, FL 34217 VRC18-000068 Welcome to Mojito Splash, a stunning five-bedroom, three and a half bath waterfront retreat located just a short stroll from Holmes Beach’s white sandy beaches on Anna Maria Island! This beautifully designed home boasts a sparkling pool, dual waterfalls, a stone-edge
Blue Tide (Formerly Island Sol) by Anna Maria Vacations 2116 Avenue A, Bradenton Beach, FL 34217 TPL20-000004 RBT20-000002Welcome to Blue Tide by Anna Maria Vacations, a luxury five-bedroom, four-bathroom custom home designed for the ultimate Anna Maria Island vacation. Perfectly located in Bradenton Beach, just two blocks from the Gulf beaches, th
Sand Castle by Anna Maria Island Accommodations 302 65th St, Holmes Beach, FL 34217 VRC19-000022 Welcome to Sand Castle by Anna Maria Island Accommodations, a bright five bedroom, three and a half bath vacation home in beautiful Holmes Beach. Perfect for families and groups, this island getaway offers the best of Anna Maria Island accommodations. A
A Wave From It All by Anna Maria Island Accommodations 404 Spring Ave, Anna Maria, FL, 34216 VR19-000058 / DWE5105449 Welcome to A Wave From It All, a luxurious five-bedroom, six-and-a-half-bath vacation rental in the heart of Anna Maria Island. Just a short seven-minute walk to the island’s white-sand beaches and steps from the boutiques and eate
Gone Gulfin’ by AMI Locals 9605 Gulf Drive, Anna Maria, Florida Welcome to Gone Gulfin’, a brand new, five-bedroom, four and a half bath luxury beach home just one block from the Gulf beaches. Perfect for families and friends seeking a modern island retreat, this stunning home features a private pool and spa, rooftop deck, and fun outdoor games li
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
Salt Life by AMI Locals 112 11th St S, Bradenton Beach, Florida TPL 18-000551 Welcome to Salt Life by AMI Locals, a breathtaking five bedroom, five a half bath bayfront retreat located on the serene south end of Bradenton Beach. Perfect for families, boaters, and beach lovers, this luxury home offers the ultimate Anna Maria Island vacation rental e
Oceanfront Paradise by AMI Locals 2500 Gulf Dr N, Bradenton Beach, Florida Welcome to Oceanfront Paradise by AMI Locals, a spectacular five bedroom, five full and two half bath beachfront home perfectly positioned along the white sands of Bradenton Beach on Anna Maria Island. Designed for ultimate relaxation and entertainment, this luxury getaway o
Go with the Flow by AMI Locals 311 Spring Ave, Anna Maria, FL 34216 VR24-000026Welcome to Go with the Flow, a stunning three-level luxury home offering five bedrooms and five and a half bathrooms, designed for beach lovers. Located just a five-minute walk to Anna Maria Beach, this brand new vacation retreat boasts a private pool, rooftop deck, and
C-View Florida by Anna Maria Island Accommodations715 Holly Rd Anna Maria, FL 34216Welcome to C-View Florida, a recently refreshed five-bedroom, three and a half bath, ground floor vacation home located in the heart of Anna Maria. Designed for families and group getaways, this upscale island retreat offers a private pool, canal front living, and a
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