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Explore Our Collection

pool retreats
The Perfect Fit for Every Stay
beach condo getaways
monthly rentals
mini getaways
new properties
pet-friendly stays
beachfront escapes

Featured Properties

Anna Maria Island Vacation Rental Home

Calypso Cottage by Anna Maria Vacations

Holmes Beach, Florida
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Anna Maria Island Vacation Rental Home

Castaway Cottage by Anna Maria Vacations

Holmes Beach, Florida
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Anna Maria Island Vacation Rental Home

Direct Beach Front by Anna Maria Vacations

Bradenton Beach, Florida
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Anna Maria Island Vacation Rental Condo

Dolphin Baycation at Runaway Bay by Anna Maria Vacations

Bradenton Beach, Florida
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Relax. You’re on Island Time.

Exclusive Experiences

We have curated an amazing selection of experiences to enhance your vacation to Anna
Maria Island. Whether you are looking for excitement on the water or relaxing on the beach
we have an experience that is perfect for your vacation.

Boat Rental
Dolphin Tours
Egmont Key Tours
Sunset Cruises
Parasailing
Sandbar Tours
Watersports Rentals

Explore Our Area

Learn more about area attractions and things to do when you’re on Anna Maria.

Top Attractions

Island Rentals and Guest Services

Shopping and Dining Experiences
testimonials

Whispering Waves West – this is a rustic 1 BR/1Bt duplex; its location is supreme, right on Holmes Beach. AMV were super good to work with and we certainly will be back and utilize them.

Paul Delomel
testimonials

We have been using Anna Maria Vacations for years and have always had a clean property and excellent customer service. We recently had a random issue with our property and the maintenance line answered so quickly and Andy was at our unit in minutes. He was absolutely amazing! Very very very satisfied with this company and their service.

Brittney Gordan
testimonials

Absolutely loved our stay! The house was clean, spacious, and had everything we needed for a relaxing getaway. The location is perfect—walking distance from the beach, local shops, and restaurants. The host was super responsive and helpful, making check-in a breeze. We’ll definitely be back for another stay!

Anthony De Los Santos
1/5

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Stories from our recent guests

Vote for your favorite photo below and receive a special bonus for your next trip! Have a photo you’d like
to share from a previous stay? Share Your Photo and you’ll be entered in our vacation giveaway contest!