Anna Maria Island Vacation Rentals
225 properties available
Blissful Bay at Bayside Bungalow by AMI Locals 201 S Bay Blvd, Unit #4, Anna Maria, FL 34216 VR18-000088 Welcome to Blissful Bay at Bayside Bungalow, a bright and beachy three bedroom, two bath condo perfectly located on the north end of Anna Maria Island! Just across the street from the Tampa Bay and near the islands pristine white-sand beaches, t
Beach Escape by AMI Locals 789 Jacaranda Rd, Anna Maria, FL, 34216 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
Private Palms by Anna Maria Island Accommodations 132 48th St, Holmes Beach, Florida 34217 Welcome to Private Palms, a beautifully remodeled four-bedroom, two-bath coastal retreat just a 3-minute walk to Holmes Beach and close to the shops and dining of Holmes Beach Towne Center. This bright and stylish home features a private pool, relaxed outdoor
Ob La Di Ob La Da by Anna Maria Island Accommodations 442 62nd St, Holmes Beach, FL 34217 Welcome to Ob La Di Ob La Da by Anna Maria Island Accommodations, a cheerful two-bedroom, two-bathroom ground-level retreat in the heart of Holmes Beach! This cozy bungalow radiates charm and good vibes, just like the iconic Beatles tune “life goes on.” Whethe
The Twins Hideaway at Sun Plaza West by Anna Maria Island Accommodations 5608 Gulf Dr, Unit 108, Holmes Beach, FL 34217VRC20-000171Discover your ultimate beach vacation at The Twins Hideaway at Sun Plaza West, a beautifully updated two-bedroom, two-bath condo nestled directly in Holmes Beach on Anna Maria Island! Just steps from the stunning Gulf b
Gypsy Sol by Anna Maria Island Accommodations 516 Loquat Dr, Anna Maria, FL, 34216 VR18-000034 Welcome to Gypsy Sol, your ultimate Anna Maria Island escape! This four bedroom, two bath canal front vacation home is packed with fun and relaxation, featuring a private pool, hot tub, and ping pong table for endless entertainment. Just a short stroll f
Majestic Summer by Anna Maria Island Accommodations 2213 Avenue C, Bradenton Beach, FL 34217Experience the ultimate luxury vacation at Majestic Summer, a seven-bedroom, seven and a half bath estate nestled just minutes from the pristine beaches of Anna Maria Island! Boasting a private pool with an in-ground spa, a spacious rooftop deck with Gulf vi
Sea Turtle by Anna Maria Island Accommodations 5704 Holmes Blvd, Holmes Beach, FL 34217VRC16-000113Welcome to Sea Turtle, your perfect beach retreat on Anna Maria Island! This ground-level, three-bedroom, two-bath home offers a private pool, a brand-new putting green, and an inviting backyard perfect for outdoor fun and relaxation. Just three block
Cloud Nine on Pine by Anna Maria Island Accommodations 303 Pine Ave, Anna Maria, FL 34216 Welcome to Cloud Nine on Pine, a six bedroom, six and a half bath luxury retreat in the heart of Anna Maria Island. This coastal home features three levels of stylish living space, a rooftop deck with 360° island views, and premium amenities that include a hea
The Hideaway by AMI Locals 117 Palm Ave, Anna Maria, FL 34216VR16-000481Welcome to The Hideaway, an Old Florida style home nestled in the heart of Anna Maria Island! This charming, modern three-bedroom, two-bath vacation rental is less than a block from the soft sands of Anna Maria Beach! Located within walking distance to cafes, boutique shops, go
AMI Breeze by AMI Locals 507 Spring Ave, Anna Maria, FL VR20-000022 Welcome to AMI Breeze! Tucked away in a relaxed neighborhood just minutes from the soft white sands of Anna Maria Beach, this two bedroom, two bath retreat is perfect for families, couples, or friends. With a private heated pool and spa surrounded by lush landscaping, plus styli
Seahorse Paradise by Anna Maria Island Accommodations 311 68th St, Holmes Beach, FL 34217 VRC16-000108 Welcome to Seahorse Paradise by Anna Maria Island Accommodations, a charming three-bedroom, two-bathroom vacation home located just two and a half blocks from the soft white sands of Holmes Beach. This inviting island getaway blends Old Florida ch
Tell us what you're looking for and someone will contact you with available options.