Anna Maria Island Vacation Rentals
225 properties available
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
Emerald Shores West by Anna Maria Island Accommodations 214 Fir Ave, Unit A, Anna Maria, FL 34216 Welcome to Emerald Shores West, a charming three-bedroom, two-bath coastal duplex just one minute from the white-sand beaches of Anna Maria Island. With beach views, a shared pool, and a private suite for extra privacy, this two-story home is ideal for
Malibu Beach by AMI Locals 302 55th St, Holmes Beach, FL 34217 VRC18-000067 Welcome to Malibu Beach, an eight bedroom, seven bathroom luxury vacation home in Holmes Beach. Just a 5-minute walk to the white sands of Anna Maria Island, this multi-level retreat features a rooftop deck with panoramic Gulf and Bay views, a resort style pool with watersl
South Seas by Anna Maria Vacations 307 A 66th Street, Unit A, Holmes Beach, FL 34217 VRC16-000311 Welcome to South Seas, a show-stopping three-level vacation home just a 5-minute walk to Holmes Beach! With six spacious bedrooms, four and a half bathrooms, and a private pool with an incredible waterslide, this luxury retreat is perfect for family
Sunset Terrace 209 by Anna Maria Island Accommodations 2312 Gulf Drive, Unit #209, Bradenton Beach, FL 34217 TPL18-000456 Welcome to Sunset Terrace 209, a two-bedroom, two-bath beachfront condo in Bradenton Beach that’s perfect for couples or small families. This inviting Anna Maria Island accommodation features direct access to the sandy shorelin
Moondance by AMI Locals 107 Maple Avenue, Anna Maria, Florida Welcome to Moondance, part of our Exclusive Collection. This luxury six bedroom, six and a half bath Anna Maria Island vacation home just two houses from the Gulf beaches. Nestled on a quiet, prestigious street, this new construction beach home offers resort-style amenities, stunning Gul
Peachy Keen by AMI Locals 206 66th St, Unit B, Holmes Beach, FL 34217 VPR22-000026 Escape to Peachy Keen, a luxurious family vacation rental on Anna Maria Island! This spacious three-bedroom, plus loft, home is just 200 steps from the Gulf, offering stunning water views and easy access to the island’s best amenities. Wake up to breathtaking sunset
Villa #6 Starfish by AMI Locals 3605 Gulf Dr, Unit #6, Holmes Beach, FL 34217 Dive into resort-style living at Villa #6 Starfish, a charming one bedroom, one bath villa just a two-minute walk from the soft sands of Holmes Beach! Tucked within the peaceful Islands West Resort, this cozy retreat offers the perfect blend of comfort and convenience,
Oceanfront Paradise by AMI Locals 2500 Gulf Dr N, Bradenton Beach, Florida Welcome 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 o
Hammock Dreams by Anna Maria Island Accommodations 131 Hammock Rd, Anna Maria, FL 34216 VR16-000408 Welcome to Hammock Dreams! Escape to the peaceful island lifestyle at Hammock Dreams, a stunning canal-front home nestled in the heart of Anna Maria. With three bedrooms, two bathrooms, and a private pool, this tropical retreat is ideal for families
Sail Away by AMI Locals 241 Willow Avenue, Anna Maria, Florida 34216 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 des
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
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