Anna Maria Island 5 – 6 Bedroom Vacation Rentals
Your group will love staying in our 5+ bedroom Anna Maria Island vacation rentals. Anna Maria Island is a great place for family vacations, weddings, a fun weekend with a group of friends and so much more. You will find all of our rental homes with 5 or more bedrooms below. These homes are perfect for multi-family vacations as we have homes that have enough space for everyone. These homes can accommodate up to 20 guests. Included in these homes are amenities like:
- Ample living and dining space
- Outdoor entertainment like grills and patio space
- Access to all amenities in the Anna Maria Island area
- High-speed internet access
24 properties available
Oceanfront Paradise by AMI Locals TPL25-000069, DWE5105909Welcome 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 offers direct beac
Villa Portofino by Anna Maria Vacations VRC18-000050Experience the perfect family vacation at Villa Portofino, a charming island retreat just a short walk from the pristine beaches of Holmes Beach! Offering five bedrooms, three and a half bathrooms, and a private backyard oasis featuring a sparkling pool, lush tropical landscaping, and outdoor livi
Blue Tide (Formerly Island Sol) by Anna Maria Vacations Home in Bradenton Beach, FL TPL20-000004 / RBT20-000002 / DWE5105831Welcome 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,
Mojito Splash by AMI Locals 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-edged spa, and a large, covered lanai with a
Beachside Oasis by Anna Maria Vacations Home in Bradenton Beach, FL TPL18-000049 / DWE5105831Welcome to Beachside Oasis by Anna Maria Vacations, a beautiful Bradenton Beach vacation home perfectly located just a two-minute walk from the Gulf beaches. With five bedrooms and three and a half bathrooms, this spacious retreat accommodates up to 14 gues
Welcome to Antigua Bay, a stunning five-bedroom, four-bath luxury vacation home located on the prestigious north end of Anna Maria Island, just steps from the Gulf. Perfect for large families and groups, this dog-friendly retreat offers premium amenities including a rooftop deck with panoramic island views, a private pool and in-ground spa, and fun
Beach Escape by AMI Locals Vacation Rental License #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 fun. Spend your
Caribbean Dream by Anna Maria Vacations Home in Holmes Beach, Florida VRC17-000129 Experience the ultimate Gulf Coast escape at Caribbean Dream, a luxurious three-level retreat designed for families and friends seeking relaxation and adventure. Located less than five minutes from the white sandy beaches of Holmes Beach, this spacious five-bedroom,
Ocean Sunset by Anna Maria Vacations Home in Anna Maria, FL VR17-000051 Experience laid-back luxury just steps from the beach at Ocean Sunset, a beautiful five bedroom, three bathroom vacation retreat located just three houses from the shoreline in the heart of Anna Maria. This island escape offers breathtaking Gulf views from multiple balconies, a
Gone Gulfin’ by AMI Locals 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 like ping pong and putting green. Desig
Absolute Paradise by Anna Maria Vacations VR16-000465 Welcome to Absolute Paradise, a beautifully updated five-bedroom, four-bath beach home just a short stroll from the white sand shores of Anna Maria Island. Perfectly located near Pine Avenue’s shops and restaurants, this home combines coastal charm and modern comfort with fantastic outdoor space
Go with the Flow by Exclusive VacationsVacation Rental License #VR24-000026Welcome to Go with the Flow, an exceptional three-level luxury retreat offering five bedrooms and five and a half bathrooms, thoughtfully designed for an elevated Anna Maria Island getaway. Located just a short five-minute stroll to Anna Maria Beach, this newly built vacatio
