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 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
Safari Suite 3D Tour
1 Bed | 1 Bath | Sleeps 4

Safari Suite - Bradenton Beach, FL

From $108
Highland Avenue Heaven  3D Tour
1 Bed | 1 Bath | Sleeps 4

Highland Avenue Heaven - Bradenton Beach, FL

From $98
Sunset Oasis 3D Tour
3 Bed | 2 Bath | Sleeps 8

Sunset Oasis - Bradenton Beach, FL

From $134
Gulf View Cottage #3
1 Bed | 1 Bath | Sleeps 4

Gulf View Cottage #3 - Bradenton Beach, FL

From $125
Birds Nest Unit C 3D Tour
2 Bed | 2 Bath | Sleeps 4

Birds Nest Unit C - Bradenton Beach, FL

From $325

View 165 more homes

Recent Anna Maria Island vacation rental reviews

We loved everything about our stay at Gulf Place 14. Gulf Place was quiet, well kept, VERY CLEAN, convenient and inviting. My husband and I came down with our two kids (16 and 13) and their two cousins (15 and 13). It was our first time on AMI. We We felt confident in allowing them to rent bikes and ride around AMI as we saw an abundance of security and police around at all times of day. we would highly recommend AMI and Gulf Place to anyone!
Miranda W. | Jun 2021
We thoroughly enjoyed our week on AMI at this property. We've stayed at a lot of beach properties in various places over the years, know what to expect, and don't have over-expectations. Having said that, this unit was very comfortable and seemed well-maintained. The owner must be a back-sleeper, because the mattress is the firmest I've ever felt, but it wasn't terrible after you get used to it. Having two BR with king beds was really nice. The lanais are wonderful and one of the attractions for us initially. The location was really about perfect. It's right behind the shopping center but the traffic is on the far side, so not a distraction or safety issue behind, and the easy walking access was a huge plus. The walk to the beach is short and easy, and the beach spot is just south of the crowd at the county park, so not terribly busy. As noted by other reviewers, access to the rest of the island is really easy, either on the shuttle or by driving. I should also note that even with the accessible location, this property felt fairly secluded and quiet.
Don M. | Jun 2021
Beautiful property & location! You cannot beat the view and sunsets from the porch. We would definitely rent this condo again. Wonderful stay. Vacasa was very responsive & helpful.
Shannon R. | Jun 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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