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
28 properties available
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
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
The Big Yellow House on Pine by Anna Maria Vacations Home in Anna Maria, FL Welcome to The Big Yellow House on Pine by Anna Maria Vacations, a beachfront five-bedroom, four-bath home that captures the relaxed spirit of Anna Maria Island. Perfectly positioned along the Gulf, this charming coastal retreat offers spectacular beach views, a private poo
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
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
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
Salt Life by AMI Locals Vacation Rental License #TPL 18-000551, DWE5105473Welcome 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 exper
Bayfront Paradise by AMI Locals Vacation Rental License #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 private do
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,
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
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
Southern Exposure by Anna Maria Vacations Home in Anna Maria, FL VRC16-000065 Welcome to Southern Exposure by Anna Maria Vacations, a five bedroom, four and a half bath luxury home perfectly located on the prestigious north end of Anna Maria Island. A 7-minute walk from the beach, this retreat combines coastal elegance with laid-back island comfort
