Anna Maria Island
405 properties available
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
Coral Escape by AMI Locals VRC18-000089 Welcome to Coral Escape by AMI Locals, a stunning 6-bedroom, 4-bathroom coastal retreat just a 3-minute walk from the beach on beautiful Anna Maria Island. Perfect for families and large groups, this luxury beach home blends spacious comfort, modern design, and fun amenities; including a private pool and spa,
Calypso Cottage by Anna Maria Vacations Home in Holmes Beach, Florida VRC16-000622Your island vacation starts at Calypso Cottage, a Mediterranean-inspired escape just a short stroll from Holmes Beach’s white sandy beaches on Anna Maria Island! This three-bedroom, three-bath home offers a private pool with a spa, a ping pong table, and tropical outd
Bleuphoria by AMI Locals Welcome to Bleuphoria, a four-bedroom, four-bath luxury beach home on the peaceful North End of Anna Maria Island. Just three houses away from the sugar white sands of the Gulf and steps from Pine Avenue’s boutique shops and restaurants, this designer retreat delivers modern coastal elegance and resort-style amenities. With
Paradise on Pine by AMI Locals Vacation Rental License #VR20-000052 Welcome to Paradise on Pine, a spectacular four bedroom, three and a half bath waterfront vacation home located in the heart of Anna Maria Island. Featuring a private pool, boat dock, and elevator access, this home offers the perfect blend of island luxury and laid-back charm. Just
Midnight Gulf Resort by Anna Maria VacationsWelcome to Midnight Gulf Resort, a refreshed six-bedroom, four-bathroom beach retreat in the heart of Bradenton Beach. Combining both sides of this thoughtfully updated duplex, Midnight Gulf Resort offers the perfect setup for large families, multiple families traveling together, group getaways, and speci
The Deckhouse by AMI Locals Vacation Rental License #VR20-000007 Welcome to The Deckhouse, a beautifully remodeled three bedrooms, three bathrooms home just three houses from the beach! With a brand-new heated pool and spa, multiple deck spaces offering Gulf views, and a stylish coastal interior, this luxury Anna Maria Island rental is perfect for
Beach Sunrise and Sunset Villas by AMI Locals Welcome to Beach Sunrise and Sunset Villas by AMI Locals, a beautifully designed duplex just one minute from Bradenton Beach! With five bedrooms and four bathrooms between two private villas, this property is perfect for multi-generational families, couples traveling together, or large groups seeking a
Castaway Cove by AMI Locals Vacation Rental License #VR16-000471 Experience the ultimate island escape at Castaway Cove, a stunning canal front beach home with a private dock, a sparkling pool, and an expansive game room. Located just steps from Anna Maria Island’s white sandy beaches, this five-bedroom, three and a half-bath home offers access t
Sea Breeze by AMI Locals VRC21-000002 Welcome to Sea Breeze by AMI Locals, a charming three-bedroom, two-bathroom coastal retreat just a 4-minute walk to the beach on beautiful Anna Maria Island. Nestled in the heart of Holmes Beach, this home blends tropical style with modern comfort and features a private heated pool, lush landscaping, and a rela
Bright, breezy, and effortlessly warm – welcome to The Salty Perch – thoughtfully outfitted to be the backdrop to your favorite vacation memories. Designed for romantic escapes and small family getaways, this inviting one-bedroom, one-bath condo features a king bed in the primary suite and memory foam queen sleeper in the living room. Located steps
Just Breathe by Exclusive Vacations Vacation Rental License #VR23-000046 Welcome to Just Breathe, part of our Exclusive Collection. This luxury four bedroom, four and a half bath vacation home perfectly positioned on the Bayfront across from Tampa Bay and just a short walk to the Gulf beaches. This home pairs modern sophistication with a relaxed is
