Anna Maria Island Vacation Rentals

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Make Anna Maria Island your next getaway—choose from 174 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 house rentals, condo rentals, duplexes, and more


House rentals

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Condo rentals

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Anna Maria Island vacation rentals for every getaway

Dog-friendly Hot tub Internet
Sunrise Garden #3 3D Tour
1 Bedroom | 1 Bath | Sleeps 4 (2 Adults Max)

Sunrise Garden #3 - Anna Maria, FL

From $88
Sunrise Garden #4 3D Tour
1 Bedroom | 1 Bath | Sleeps 4

Sunrise Garden #4 - Anna Maria, FL

From $120
South Bay Inn 3 3D Tour
1 Bedroom | 1 Bath | Sleeps 2

South Bay Inn 3 - Anna Maria, FL

From $86
Sunrise Garden #12 3D Tour
1 Bedroom | 1 Bath | Sleeps 4

Sunrise Garden #12 - Anna Maria, FL

From $93
Grant's View 3D Tour
2 Bedroom | 2 Bath | Sleeps 6

Grant's View - Anna Maria, FL

From $150

View 169 more homes

Recent Anna Maria Island vacation rental reviews

Centrally located, with beautiful view of the ocean beyond well maintained swimming pool. Sit on the screened in porch, by the pool or on the beach. All are convenient. The condo is updated, comfortable, with lovely "extras" and quality appliances. Trolly pickup conveniently located. Publix delivers! Hope to come back soon. Great memories were made while staying in this gem!
Amy F. | Sep 2021
We loved this house for our family. It is adorable, very clean, and has every thing you could need! The only thing they didn’t have a after asking before arrival was an iron, but when we arrived, there was an iron. They also had beach wagons, beach chairs, toys, and umbrellas. They even had some adorable pool towels. We were very impressed with the layout and the amenities. We were only a mile from Ginny & Jane’s place for the best cinnamon rolls and to other restaurants. The walk to the beach was easy enough with a 2 & 4 year old. We would definitely recommend this place and would stay again! It is a duplex of sorts and I was worried we would hear our neighbors, but it is built very good, we never heard them. The only downside was we had 4 washcloths for the entire house. I had to wash them every single night to have enough washcloths each day. I mentioned it to them and they didn’t acknowledge it in their response so not sure what the deal is with that. Over all, it’s a very beachy, fun nice home.
Tiffany W. | Sep 2021
Sea Pirate #6 was perfect. Close enough to everything to enjoy the restaurants and island culture but private enough to be a peaceful getaway. I have visited AMI several times and will definitely try to book this room again in the future.
Sarah L. | Sep 2021

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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