Anna Maria Island Vacation Rentals

Compare 200 vacation rentals with savings up to 30% off this summer.
USA > Florida > Anna Maria Island

Make Anna Maria Island your next getaway

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

View 61 Condo rentals
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House rentals

View 58 House rentals
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Duplexes

View 31 Duplexes

Anna Maria Island vacation rentals for every getaway

Popular
Dog-friendly Hot tub Internet
Holmes Beach Bungalow - A
2 Bedroom | 2 Bath | Sleeps 6

Holmes Beach Bungalow - A - Holmes Beach, FL

$274 avg / night
Bungalow A
2 Bedroom | 2 Bath | Sleeps 4

Bungalow A - Bradenton Beach, FL

$172 avg / night
Sunrise Garden #8
2 Bedroom | 1 Bath | Sleeps 6

Sunrise Garden #8 - Anna Maria, FL

$246 avg / night
Sunrise Garden #16
1 Bedroom | 1 Bath | Sleeps 4

Sunrise Garden #16 - Anna Maria, FL

$191 avg / night
Sunrise Garden #4
1 Bedroom | 1 Bath | Sleeps 4

Sunrise Garden #4 - Anna Maria, FL

$192 avg / night

View 195 more homes

Browse more vacation rental amenities in Anna Maria Island

Pool | Ocean view | Oceanfront | Sound view | Soundfront | Water view | Waterfront | A/C | Elevator | Fireplace

Recent Anna Maria Island vacation rental reviews

Small condo unit, great layout, nice upgrades and right across street from the beach and close to shops and restaurants! I wish there was more than one parking space or a space for when you rent a golf cart. Other than that and being sent the wrong code for the door & having to call for help..... I can't list a negative. Would love to stay here again!!
c s. | Jun 2023
This house was very clean and just 100 yards from the beach. Restaurants and shops were within walking distance, which was great because traffic was horrible. Just a few things that would have made our visit better (suggestions): 1. Provide more than a roll and a half of toilet paper. New roll of toilet paper was only a third of a full roll in other places. 2. Mirrors…there was only one mirror and it was in the bathroom. 3. Need a proper shower curtain, not the thin ones from the 1980s that blows every time the air blew, touching you while showing. 4. Use fabric softener when washing towels and bedding. Or, purchase softer towels and bedding.
Elishia H. | Jun 2023
We loved the location. Our first time visiting this area we did think that we would have access right across from the condo but due to construction they had it closed and we had to walk about 200 yards to nearest access. Condo was clean and had everything we needed
Kalley K. | May 2023
Anna Maria Island vacation rental FAQ

Yes, 73 of our Anna Maria Island homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).

Browse dog-friendly homes >

Yes. 200 of our Anna Maria Island vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >


Some of the most popular amenities in our Anna Maria Island vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Anna Maria Island team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for Anna Maria Island, log in to Trip Manager to see options available for your specific trip.

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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