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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View 19 Duplexes

Anna Maria Island vacation rentals for every getaway

Dog-friendly Hot tub Internet
21 Palms Unit A 3D Tour
2 Bed | 1 Bath | Sleeps 4

21 Palms Unit A - Anna Maria, FL

From $117
21 Palms Unit B 3D Tour
1 Bed | 1 Bath | Sleeps 2

21 Palms Unit B - Anna Maria, FL

From $72
Mermaid Manor 3D Tour
4 Bed | 4 Bath | Sleeps 8

Mermaid Manor - Anna Maria, FL

From $420
Water's Edge 105 South 3D Tour
1 Bed | 1.5 Bath | Sleeps 4

Water's Edge 105 South - Holmes Beach, FL

From $234
A Gulf Front Getaway 3D Tour
1 Bed | 1.5 Bath | Sleeps 4

A Gulf Front Getaway - Holmes Beach, FL

From $108

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Recent Anna Maria Island vacation rental reviews

Beautiful yard & pool area! Short walk to the beach. Nice house well equipped for vacationers :)
Kristie L. | Apr 2021
We loved our stay at Spring Haven. Your home and pool are beautiful and the location was perfect!! Thank you
Kathleen C. | Apr 2021
Clean. Beachy decor enhanced the relaxing vibe. Beds were firm and covered in high-quality bedding. Well-stocked kitchen. Plenty of utensils, pots/pans, plates/bowls and cups/glasses/mugs. Pleasantly surprised with a Keurig machine. Great location. Only an 8 minute walk to the beach. Pool was a hit with the grandkids. They loved the pool lights at night. Third trip to AMI. Revisited old favorites: Ginny & Jane E's, Bridge Tender, pancakes at Manatee Beach, Cha Cha Coconuts at St. Armand's Circle, Cortez Kitchen, Tide Tables, Swordfish Grill. Even found some new jewels: Seafood Shack, Harry's, Pizza Social, Bridge Tender, Mar-Vista, Beach House, Sand Bar, Harr's Continental Kitchen in Longboat. Looking forward to next year.
Leigh O. | 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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