Anna Maria Island Vacation Rentals

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Make Anna Maria Island your next getaway—choose from 170 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
Sunrise Garden #3 3D Tour
1 Bedroom | 1 Bath | Sleeps 4 (2 Adults Max)

Sunrise Garden #3 - Anna Maria, FL

From $161
Gulf View Cottage #3
1 Bedroom | 1 Bath | Sleeps 4

Gulf View Cottage #3 - Bradenton Beach, FL

From $146
Dolphin Watch 3D Tour
2 Bedroom | 1 Bath | Sleeps 6

Dolphin Watch - Anna Maria, FL

From $260
Runaway Bay 167 3D Tour
2 Bedroom | 2 Bath | Sleeps 6

Runaway Bay 167 - Bradenton Beach, FL

From $144
Sunrise Garden #14 3D Tour
1 Bedroom | 1 Bath | Sleeps 4

Sunrise Garden #14 - Anna Maria, FL

From $144

View 165 more homes

Recent Anna Maria Island vacation rental reviews

Very beautiful, comfortable home with a wonderful view! The owner left us with lots of nice extras given to make us feel Homey!
Nancy S. | Jan 2022
We had an absolute blast at Mer-Vue. We'll definitely be back. The house finishes are all very high end and the home is brand new. The layout is perfect with a main floor that has the kitchen/great/room/dining area along with a spacious powder room and a large master bedroom. The balcony off of the great room has a large dining table that is great for big family meals. Upstairs, the main landing has a great area for kids to watch movies, as well as a very large balcony where we spent time every night. That leads to the roof top deck which is gorgeous. You have ocean views from the upstairs balcony as well as the roof top. The kids room is a blast with two bunk beds. Our little ones really enjoyed it. The ensuite bathroom is very convenient as well. The second bedroom upstairs, also with an ensuite bathroom was very comfortable. Beds across the board were great. Very quiet. Other perks: 3 beach cruisers that we used to stroll along the island. The downstairs pool and spa were great. Heated up very nicely. Putting green was used a fair amount. Very private all around. The location is fantastic. Quiet street with a very short stroll to the beach access off of Fern and NorthShore. Everything is close. Kitchen was well stocked. Smart TVs in every room. Good internet.
Lori M. | Jan 2022
Staff very friendly and accommodating. Room was clean and spacious. Pool and grounds were well maintained.
Angie K. | Jan 2022

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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