Anna Maria Island Vacation Rentals


Properties Available 238 properties available
Highlights •Located directly on the Bay•Rooftop Deck with Panoramic Bay and Gulf Views•Exciting Backyard Putting Green•7-minute walk to Beach Access•Elevator for Guest convenience•Dog friendly with approval and additional fee•Outdoor Grill, Dining Area and Living Area•Resort Style Pool and Spa Overlooking the Bay•Close Proximity to Historic Bridge
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Big Nauti
Bradenton Beach Pet Friendly
Bedrooms 8 BR
Bathrooms 8 BA
Bathrooms 1 Half Bath
Guests 18 guests
Rating 5 (17)
Island Breeze by Anna Maria Island Accommodations235 64th Street, Holmes Beach, FL 34217Experience the perfect beach retreat at Island Breeze, a stylish three-bedroom, two-bath townhome just a two-minute walk from Holmes Beach’s pristine Gulf beaches! Perfect for relaxation or adventure, this coastal gem offers a private screened-in porch, outdoor
Hot HOT 19
Island Breeze
Holmes Beach
Bedrooms 3 BR
Bathrooms 2 BA
Guests 6 guests
Rating 5 (8)
Blue Tide (Formerly Island Sol)2116 Avenue A Bradenton Beach, Fl 34217TPL22-000072Blue Tide (Formerly Island Sol) is luxury vacationing at its finest! This custom home is multi-leveled, professionally decorated, full of incredible amenities, and very conveniently located in Bradenton Beach! Be sure to snag Blue Tide quickly because it is truly an A
Hot HOT 14
Blue Tide (Formerly Island Sol)
Bradenton Beach Pet Friendly
Bedrooms 5 BR
Bathrooms 4 BA
Guests 14 guests
Rating 5 (51)
Private Palms by AMI Accommodations 132 48th St, Holmes Beach, Florida 34217 Welcome to Private Palms, a beautifully remodeled four bedroom, two bath island retreat located in a peaceful neighborhood in the heart of Holmes Beach. Just a five-minute walk to the beach, this charming home features a private pool, outdoor dining, and boho-chic coastal
Hot HOT 18
Private Palms
Holmes Beach Pet Friendly
Bedrooms 4 BR
Bathrooms 2 BA
Guests 8 guests
Rating 5 (9)
Bo’s Beach Bungalow by Anna Maria Island Accommodations 306 N Shore Dr, Unit B, Anna Maria, FL 34216 Welcome to Bo’s Beach Bungalow, a two-bedroom, one-bath coastal villa in the heart of Anna Maria Island. This charming retreat is less than a five-minute walk from the soft white sands of Anna Maria City Beach and just a short stroll to Pine Avenue
Hot HOT 20
Bo's Beach Bungalow
Anna Maria
Bedrooms 2 BR
Bathrooms 1 BA
Guests 4 guests
Rating 5 (13)
Sail Away by AMI Locals241 Willow Avenue, Anna Maria, Florida 34216VR19-000048Welcome 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 design
Hot HOT 18
Sail Away
Anna Maria
Bedrooms 6 BR
Bathrooms 6 BA
Bathrooms 1 Half Bath
Guests 8 guests
Rating 5 (12)
Tide of Your Life by AMI Locals 106 12th St S, Bradenton Beach, FL 34217 TPL22-000073 Welcome to Tide of Your Life, a spectacular nine bedroom, nine and a half bath luxury retreat in Bradenton Beach. Just a one-minute walk to the beach, this home features a rooftop deck with beach views, a private pool with spa and sun shelf, and spacious indoor an
Hot HOT 14
Tide of Your Life
Bradenton Beach Pet Friendly
Bedrooms 9 BR
Bathrooms 9 BA
Bathrooms 1 Half Bath
Guests 22 guests
Rating 5 (28)
High Tide Haven by Anna Maria Island Accommodations 306 Pine AveAnna Maria, FL 34216Welcome to High Tide Haven where you are just 2 blocks from the beach! Relax in the private heated pool or take a much-needed nap in one of the lounge chairs on the covered balcony. This vacation rental is located right above a small locally owned business, this ele
Hot HOT 54
High Tide Haven
Anna Maria
Bedrooms 3 BR
Bathrooms 2 BA
Guests 8 guests
Rating 5 (31)
Seagrass Sunsets by Anna Maria Island Accommodations101 25th St N Unit 4 Bradenton Beach, FL 34217Welcome to Seagrass Sunsets, a charming 2-bedroom, 2-bathroom coastal condo located just steps from the white-sand shores of Bradenton Beach. Nestled in a modest, low-key building along a quiet street, this relaxing retreat offers a peaceful place to u
Hot HOT 35
Seagrass Sunsets
Bradenton Beach
Bedrooms 2 BR
Bathrooms 2 BA
Guests 6 guests
Palm Cay 2 by Anna Maria Island Accommodations3000 Gulf Dr Unit 2Bradenton Beach, FL 34217Welcome 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
Hot HOT 15
Palm Cay 2
Holmes Beach
Bedrooms 2 BR
Bathrooms 2 BA
Guests 4 guests
Villa La Concha by Anna Maria Island Accommodations 113 Maple Ave, Anna Maria, FL, 34216 VR16-000446 Welcome to Villa La Concha, a six bedroom, four and a half bath luxury retreat just steps from the sugar-white sands of Anna Maria Island. With a private pool and hot tub, game room, and spacious outdoor entertaining areas, this home is designed fo
Hot HOT 30
Villa La Concha
Anna Maria
Bedrooms 6 BR
Bathrooms 4 BA
Bathrooms 1 Half Bath
Guests 12 guests
Rating 5 (37)
Surf View by AMI Locals 209 54th St, Holmes Beach, FL 34217 VRC18-000095 Welcome to Surf View, an expansive eight bedroom, six bath luxury vacation home in Holmes Beach, perfect for large family gatherings, reunions, and group getaways. With a rooftop deck offering sweeping Gulf and Bay views, a resort style pool with waterslide and spa, and plenty
Hot HOT 16
Surf View (AMIL)
Holmes Beach Pet Friendly
Bedrooms 8 BR
Bathrooms 6 BA
Bathrooms 1 Half Bath
Guests 16 guests
Rating 5 (30)

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