Anna Maria Island Rentals
159 properties available
Mermaid's Hideaway by Anna Maria Island Accommodations VRC16-000135 Experience coastal tranquility at Mermaid's Hideaway, a beautiful three bedroom vacation home just minutes from the finest beaches of Florida! Located two minutes from Holmes Beach and the trolley stop, this inviting retreat offers a backyard oasis with a private pool, sun lounge
Sand Castle by Anna Maria Island Accommodations 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 peaceful neighborhood setting just
Costa Bella by Anna Maria Island Accommodations Home in Anna Maria, FloridaWelcome to Costa Bella, a four bedroom, four and a half bath luxury vacation home just steps from the beach and Pine Avenue. With chic coastal design, a private pool and spa, and ensuite bathrooms in every bedroom, this home is the perfect choice for families and groups look
Escape to Gulf Breeze Villa B, a cozy one-bedroom, one-bathroom retreat just one block from the sparkling sands of Holmes Beach. Perfect for couples or small families, this charming ground-level villa features a private pool, relaxing outdoor spaces, and dog-friendly accommodations so everyone in your group can join the fun. Enjoy peaceful island l
Triple Play by Anna Maria Island Accommodations VR16-000416 Welcome to Triple Play, a canal-front 3-bedroom, 3-bath vacation home where you can enjoy three perfect ways to relax: a short walk to the beach, a refreshing dip in your private pool and spa, or fishing and kayaking right from your own docks. Located just an 8-minute walk to Anna Maria Be
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
Stones Throw by Anna Maria Island Accommodations Holmes Beach Beachside Getaway with Pool VRC16-000152Welcome to Stones Throw, a charming two-bedroom, one-bath vacation home in the heart of Holmes Beach! Just a four-minute walk to Holmes Beach, this bright and airy retreat features access to a community shared heated pool, a screened-in lanai, pet-
Sail Away by AMI Locals Vacation Rental License #VR19-000048 Welcome to Sail Away, a spectacular six bedroom, six and a half bath canal-front luxury home in the heart of Anna Maria Island. With a private dock, a resort style pool with a swim up bar, and a rooftop deck showcasing stunning island views, this vacation rental is designed for unforgetta
Sweet Caroline by Exclusive Vacations Vacation Rental License #VR23-000009 Welcome to Sweet Caroline, part of our Exclusive Collection. This luxury four bedroom, four and a half bath Anna Maria Island vacation home just one small block from the Gulf beaches. This coastal retreat blends refined design, resort-style amenities, and a relaxed island vi
Ohana by Anna Maria Island Accommodations Experience the perfect family vacation at Ohana, a stunning four-bedroom, three and a half bath home just a three-minute walk from the white sands and turquoise waters of Holmes Beach! This beautifully furnished home features a private pool shaded by graceful palms, an outdoor kitchen with a bar and grill,
Beach Retreat by Anna Maria Island Accommodations Vacation Rental License #VRC16-000857 Welcome to Beach Retreat, a bright and spacious four-bedroom, three-bathroom vacation home just a short two-minute walk from Holmes Beach. This three-level coastal escape features an elevator, a private heated pool, and multiple balconies for enjoying the island
Palm Cay 2 by Anna Maria Island AccommodationsWelcome to Palm Cay 2, a charming 2-bedroom, 2-bath vacation condo located in the heart of Holmes Beach on Anna Maria Island. Just steps from the sugar-white sands of Manatee Beach and close to the lively Holmes Beach Town Center, this cozy retreat offers the perfect blend of comfort and convenience. Wh
