$40,290
Available: Right Now
Listed: 28/07/2024
Anna Maria, FL
Seaside by Anna Maria VacationsVR16-000432Welcome to Seaside! This three-bedroom and two-and-a-half bath waterfront home boasts unparalleled views of the Skyway Bridge, Egmont Key, and Downtown St. Petersburg from its multiple balconies and p...
$33,570
Available: Right Now
Listed: 01/08/2024
Anna Maria, FL
The Fish House by AMI LocalsHome in Anna Maria, FloridaVR19-000056Welcome to The Fish House, a modern canal front paradise with a private dock where you can drop your own (or rent locally) kayaks and paddleboards and set out to explore! T...
$10,620
Available: Right Now
Listed: 31/07/2024
Holmes Beach, FL
Joy AboundsOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'You're going to love spreading out in this lovely three-bedroom 1950s-style house facing the Gu...
$13,860
Available: Right Now
Listed: 31/07/2024
Holmes Beach, FL
Flip Flop Inn is a luxury home that’s tucked away on a peaceful and quiet street in the city of Homles Beach. This Mediterranean-style townhouse is perfect for families that want to enjoy their Anna Maria Island vacation in style. The main level entr...
$10,260
Available: Right Now
Listed: 31/07/2024
Holmes Beach, FL
Quiet Palms by Anna Maria VacationsHome in Holmes Beach, FL 34217VRC16-000364Welcome to Quiet Palms, a peaceful paradise with a tropical backyard, pool, spa, plenty of lounge chairs, and an indoor game room with a ping pong table. This th...
$13,320
Available: Right Now
Listed: 31/07/2024
Holmes Beach, FL
It's My Dream is a brand new and lovely island-themed private duplex with 3 bedrooms and 2 bathrooms. Equipped with a private heated pool/spa and spacious deck. This luxury home truly represents the best of what Anna Maria Island has to offer. Centra...
$10,260
Available: Right Now
Listed: 31/07/2024
Holmes Beach, FL
Welcome to Chapter II Create some magic memories in a slice of “Old Florida”. Relax outside in the heated saltwater pool or in the shade of an oversized Tiki Hut with ceiling fan. This 3-bedroom 2-bathroom home is the perfect beach escape! Th...
$15,000
Available: Right Now
Listed: 31/07/2024
Holmes Beach, FL
Imagine waking up every morning to a million dollar view and never being more than a few steps away from the pristine white sand beaches of Anna Maria Island. Imagine sitting outside on the over-sized balcony and enjoying your morning coffee, while g...
$21,870
Available: Right Now
Listed: 01/08/2024
Anna Maria island, FL, 34216
Welcome to Osprey House, Gulf front vacation rental-located on the North end of Anna Maria Island.Located directly on the beach, this is the perfect relaxing and fun Florida vacation getaway. You can sunbathe in the tropical breeze or watch spect...
$15,360
Available: Right Now
Listed: 31/07/2024
Holmes Beach, FL
This completely custom remodeled island 3 bedroom 2 bath 2200 sq ft. pet friendly home with a fantastic back yard.It is just one block (we have a long block) to the beach (short 5 min walk or 2 minute bike/golf cart ride) and centrally located on...
$18,540
Available: Right Now
Listed: 31/07/2024
Anna Maria, FL
Treat yourself to “Crescent Palms” on the north end of Anna Maria Island. This ground level, newly renovated and professionally decorated 3 bedroom, 2 bath beach house offers comfort, luxury, and relaxation. Crescent Palms is located on a quiet stree...
$13,800
Available: Right Now
Listed: 31/07/2024
Holmes Beach, FL
Neolinda 305Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Treat yourself and your loved ones to the luxurious Anna Maria Island vacation you've been dre...
$12,960
Available: Right Now
Listed: 31/07/2024
Brandenton Beach, FL
Welcome to Beach Breeze East by RVA; a fantastic vacation rental that includes a spacious patio area to enjoy the warm Florida beach breezes. Look forward to placing your toes in the sand just a short walk away, or sailing on Sarasota Bay. This beaut...
$12,960
Available: Right Now
Listed: 31/07/2024
Holmes Beach, FL
Sweet Melissa's Beach House by AMI Locals Home in Anna Maria, Florida VR19-000057 Welcome to Sweet Melissa’s Beach House! This three-bedroom, three-bathroom getaway is situated right across the street from the bay beaches and features an ...
$25,170
Available: Right Now
Listed: 31/07/2024
Anna Maria, FL
836 S Bay Blvd, Anna Maria, FL 34216What You'll Love About This Home:Location! Stunning Views with Private Access to the Bay!3 Bedrooms / 3 Bathrooms3 King BedsPrivate Heated Pool & Spa3 Levels of Decks & Verandas with Adirond...
$17,460
Available: Right Now
Listed: 31/07/2024
Anna Maria, FL
Welcome to Southern Belle Beach House located just steps away from the Gulf beaches of Anna Maria Island. Southern Belle is an elevated beach home with a patio surrounded by tropical landscaping where you can enjoy the outdoor shower, picnic table an...
$6,450
Available: Right Now
Listed: 28/07/2024
Holmes Beach, FL
Welcome to your dream getaway on Anna Maria Island! This charming coastal retreat offers the perfect blend of comfort and luxury for an unforgettable vacation. With a minimum stay of one month, you'll have ample time to immerse yourself in the serene...
$12,480
Available: Right Now
Listed: 31/07/2024
Brandenton Beach, FL
Picture yourself on the balcony of this 3 bedroom/ 2 bathroom condo enjoying a glass of wine while watching a warm sunset, or with a cup of coffee watching the sunrise in paradise. This newly renovated villa includes a third bedroom with a full over ...
$8,640
Available: Right Now
Listed: 28/07/2024
Holmes Beach, FL
Orange Crush by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 Welcome to Orange Crush! This recently updated three-bedroom and two-bath home has been thoughtfully decorated and has a game room you'll love! It features arcade...
$15,600
Available: Right Now
Listed: 31/07/2024
Brandenton Beach, FL
Welcome to Island Breeze, your gateway to the laid-back paradise of Anna Maria Island's Gulf Coast. Nestled in Bradenton Beach, this newly completed duplex embodies the island's charm, enhanced by proximity to top-notch dining and shopping experience...
$12,390
Available: Right Now
Listed: 01/08/2024
Holmes Beach, FL
Welcome to this beautiful home in North Beach Village on Anna Maria Island, where coastal charm and exceptional privacy create a blissful retreat. Experience the quintessential island lifestyle as you are just steps to the gorgeous beaches of Anna Ma...
$16,680
Available: Right Now
Listed: 29/07/2024
Holmes Beach, FL
3 bedroom, sleeps 8, private heated pool, steps to the beach Please note that there is a 7 day minimum reservation, exceptions may be available for last-minute reservations & in the Fall The cottage Blue Turtle Cottage is an Anna ...