Anna Maria Island Vacation Rentals

Compare 185 vacation rentals. Enter your trip dates to get started.
USA > Florida > Anna Maria Island

Make Anna Maria Island your next getaway—choose from 185 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

housing_type_condo.jpg

Condo rentals

View 65 Condo rentals
housing_type_house.jpg

House rentals

View 56 House rentals
housing_type_duplex.jpg

Duplexes

View 23 Duplexes

Anna Maria Island vacation rentals for every getaway

Popular
Dog-friendly Hot tub Internet
Adjust your Altitude 181
2 Bedroom | 2 Bath | Sleeps 6

Adjust your Altitude 181 - Bradenton Beach, FL

$270 avg / night
Sunrise Garden #10
1 Bedroom | 1 Bath | Sleeps 4

Sunrise Garden #10 - Anna Maria, FL

$245 avg / night
Gulf View Cottage #3
1 Bedroom | 1 Bath | Sleeps 4

Gulf View Cottage #3 - Bradenton Beach, FL

$258 avg / night
Sunrise Garden #11
1 Bedroom | 1 Bath | Sleeps 4

Sunrise Garden #11 - Anna Maria, FL

$254 avg / night
Almost Heaven
2 Bedroom | 1 Bath | Sleeps 4

Almost Heaven - Bradenton Beach, FL

$273 avg / night

View 180 more homes

Recent Anna Maria Island vacation rental reviews

The condo was large enough to accommodate three additional family members overnight several times. The pool and beach were very close. Decorated in a cute beach theme and beds were amazingly comfortable. Plenty of linens. Kitchen fully stocked and tv in every room. Games and books were available. Unit was clean and spacious. My husband and I were very happy there for 2 weeks. Vacasa was very thorough with communication throughout the entire process.
Susan M. | Jan 2023
The beds were so comfy, they supplied so many towels, the entire stay was just wonderful and so peaceful!
Brianna M. | Jan 2023
beautiful condo and well equipped great location beautiful beach great restaurants
carol b. | Jan 2023
Anna Maria Island vacation rental FAQ

Yes, 56 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. 185 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:

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!

Discover Anna Maria Island

The 8 Best Beach Towns Near Tampa for Every Traveler
7 Charming Anna Maria Beach Cottages for a Seaside Retreat
Best Off-the-Grid Vacations for Outdoor Adventurers