Anna Maria Island Vacation Rentals

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USA > Florida > Anna Maria Island

Make Anna Maria Island your next getaway—choose from 190 great vacation rentals

Ready for an escape to Florida's tropics? Your perfect Anna Maria Island vacation rental awaits! Anna Maria Island is a quaint, 7-mile long gem in the Gulf of Mexico. It’s an island of vibrant contrasts: blue skies, white beaches, fine dining restaurants, and even a few dive bars. Anna Maria Island truly has something for everyone.

Explore Anna Maria Island condo rentals, house rentals, duplexes, and more

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Condo rentals

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House rentals

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Duplexes

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Anna Maria Island vacation rentals for every getaway

Popular
Dog-friendly Hot tub Internet
A  Cozy Cottage
3 Bedroom | 3 Bath | Sleeps 8

A Cozy Cottage - Anna Maria, FL

$295 avg / night
Sea Salt & Sunny Days
3 Bedroom | 2 Bath | Sleeps 6

Sea Salt & Sunny Days - Holmes Beach, FL

$297 avg / night
Gulf View Cottage #3
1 Bedroom | 1 Bath | Sleeps 4

Gulf View Cottage #3 - Bradenton Beach, FL

$189 avg / night
Gulfside Garden De-Light
2 Bedroom | 2 Bath | Sleeps 6

Gulfside Garden De-Light - Bradenton Beach, FL

$409 avg / night
Sunrise Garden #3
1 Bedroom | 1 Bath | Sleeps 4 (2 Adults Max)

Sunrise Garden #3 - Anna Maria, FL

$198 avg / night

View 185 more homes

Recent Anna Maria Island vacation rental reviews

This home is so well appointed and comfortable and the perfect “beach” vacation home!!!
Patrice R. | Jun 2022
Loved the pool and the house had everything you would need to prepare meals. I loved that they had a beach wagon, chairs and beach tools for the beach.
Tammy Sue M. | Jun 2022
Such a great space to stay in Anna Maria, great location near the best parts of town!
Abigail Y. | Jun 2022
Anna Maria Island Frequently Asked Questions

Yes, 61 of our Anna Maria Island homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).

Browse dog-friendly homes >

Yes. 190 of our Anna Maria Island vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >


Some of the most popular amenities in our Anna Maria Island vacation rentals include:
  • Hot tub
  • Internet
  • Pool
  • Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find check-in and check-out details in the Vacasa guest app or your Trip Manager.

    Absolutely. Our local Anna Maria Island team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

    Learn more about Vacasa Premium Clean >

    No worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for Anna Maria Island, log in to Trip Manager to see options available for your specific trip.

    Book confidently. Stay comfortably.

    Book confidently. Stay comfortably.
    24/7 support
    Easy check-in
    Easy check-in
    Professional cleaning
    Professional cleaning


    Find a beautiful Anna Maria Island vacation rental

    This charming island draws visitors out to Florida's beautiful beaches and family-friendly activities on the Gulf coast every time of year. Only 60 miles south of Tampa, Anna Maria Island is hidden in plain sight amid the attractions of central Florida.

    Where to book a beach house or condo rental on Anna Maria Island

    We offer a vast variety of Anna Maria Island vacation rentals, from the town of Anna Maria to Bradenton Beach. The namesake town occupies the northern end of the island, with plenty of local dining, cute cottages, and scenic piers to delight any visitor. Holmes Beach sits a little further south, where you'll find groceries, parks, and the beloved Manatee Public Beach. Drive down the road, and you're in Bradenton Beach—a point of mainland access, and home to some truly cute beach house rentals.

    Family activities on Anna Maria Island

    Anna Maria Island's picture-perfect beaches are the main attraction for vacation rental guests, so plan to spend plenty of time out in the sand and surf. Explore Leffis Key and test your bird watching skills while taking in the beauty of the wetlands. Skaters of all ages will want to test their chops at the island skate park—just don't forget to wear a helmet! Families looking for a quieter playground should check out Anna Maria Bayfront Park and head to Rod and Reel Pier for lunch afterward.

    Beaches near our Anna Maria Island vacation rentals and condos

    Of course, we can't blame you for wanting to spend all day at one of Anna Maria Island's gorgeous beaches. Manatee Public Beach is popular for its pristine sands and volleyball nets—an excellent option for a family beach day. Coquina Beach, on the southern end of the island, is also lovely. Check out less-frequented Bradenton Beach vacation rentals for a chance to possibly avoid the crowds.

    Come to Anna Maria Island for a taste of the dreamy Florida vacation you've envisioned. You may not be far from the mainland here, but you're worlds away from the stresses of everyday life. Reserve one of our Anna Maria Island vacation rentals and see what it's all about!

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