Anna Maria Island Vacation Rentals

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Make Anna Maria Island your next getaway—choose from 182 great Anna Maria Island 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


Condo rentals

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House rentals

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Anna Maria Island vacation rentals for every getaway

Dog-friendly Hot tub Internet
Seahorse Cottage 3D Tour
3 Bed | 3.5 Bath | Sleeps 6

Seahorse Cottage - Holmes Beach, FL

From $330
21 Palms Unit A 3D Tour
2 Bed | 1 Bath | Sleeps 4

21 Palms Unit A - Anna Maria, FL

From $154
The Cove at Sandy Pointe #212 3D Tour
2 Bed | 2 Bath | Sleeps 4

The Cove at Sandy Pointe #212 - Holmes Beach, FL

From $154
Dolphin Watch 3D Tour
2 Bed | 1 Bath | Sleeps 6

Dolphin Watch - Anna Maria, FL

From $235
Mermaid Manor 3D Tour
4 Bed | 4 Bath | Sleeps 8

Mermaid Manor - Anna Maria, FL

From $530

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Recent Anna Maria Island vacation rental reviews

We loved the location. So close to pine street (5min walk) and a five min walk to the beach. Ac was great. The bedrooms were fine and clean. Nothing fancy but had a tv and everything that you need. Not fancy by any means. It’s an older beach house. Did not hear our neighbors at all. Vacasa was easy to work with. They called us to let us know we could check in early and have us a number to reach them locally. Would stay here again. Only downside is if you plan to eat here there is only a table for two and no table to eat on porch. Would really need to go out to eat if you wanted a table for four.
Julianne L. | Apr 2021
Perfect location!! Quiet street and only a 1 minute walk to the beach. Very clean, updated through out, with a nice outdoor space! I would definitely recommend and book again!
Brittany S. | Apr 2021
Location location location
Larry D. | Apr 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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