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
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
Tiki Sunshine by Anna Maria Vacations Home in Holmes Beach, Florida VRC16-000935Escape to Tiki Sunshine, a tropical duplex just seconds from the stunning Holmes Beach! This spacious retreat offers five bedrooms and four bathrooms across two separate units, making it ideal for large families or multiple groups traveling together. Enjoy the Florida s
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
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
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
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
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,
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
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
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 eateries along Pine Avenue, this family-friendly retreat is ideal for large families and groups seeking comfort, fun, and r
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,
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
