Anna Maria Island Vacation Rentals

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Make Anna Maria Island your next getaway

Nestled on Florida’s Gulf Coast, Anna Maria Island is a hidden gem where Old Florida charm meets stunning natural beauty. With no high-rises, a relaxed island vibe, and miles of pristine beaches, it’s the perfect destination for a laid-back getaway. Whether you're strolling along historic piers, indulging in fresh seafood, or simply soaking up the sun, Anna Maria Island offers an escape like no other.

Top Anna Maria Island property types

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Condo rentals

View 49 Condo rentals
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House rentals

View 32 House rentals
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Duplexes

View 26 Duplexes

Popular amenities for Anna Maria Island vacation rentals

Popular
Dog-friendly Hot tub Internet
Sunrise Garden #1
1 Bedroom | 1 Bath | Sleeps 4

Sunrise Garden #1 - Anna Maria, FL

$212 avg / night
(excludes fees and taxes)
4.56 (66)
Sunrise Garden #4
1 Bedroom | 1 Bath | Sleeps 4

Sunrise Garden #4 - Anna Maria, FL

$190 avg / night
(excludes fees and taxes)
4.07 (68)
South Bay Inn 1
1 Bedroom | 1 Bath | Sleeps 2

South Bay Inn 1 - Anna Maria, FL

$194 avg / night
(excludes fees and taxes)
4.46 (109)
Sunrise Garden # 17
1 Bedroom | 1 Bath | Sleeps 4

Sunrise Garden # 17 - Anna Maria, FL

$199 avg / night
(excludes fees and taxes)
4.17 (35)
Sunrise Garden #8
2 Bedroom | 1 Bath | Sleeps 6

Sunrise Garden #8 - Anna Maria, FL

$247 avg / night
(excludes fees and taxes)
4.49 (67)

View 136 more homes

Browse more vacation rental amenities in Anna Maria Island

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

Recent Anna Maria Island guest reviews

The unit is in a well kept recently upgraded complex. There are beach chairs and umbrellas for use. As well as multiple BBQ grills and towels for the *heated* pool! Just a short walk to multiple beaches. And the on site manager Candy was wonderful! This place has for sure been saved to our favorites. The *only* negative was the water pressure in the shower. It was difficult to wash and rinse my hair.
Roy S. | Dec 2025
Wonderful pool Great location
Michelle M. | Dec 2025
The location is amazing, and the accommodations are very clean and comfortable.
Ryan W. | Dec 2025
Anna Maria Island vacation rental FAQ

Yes, 40 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).

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Yes. 141 of our Anna Maria Island vacation rentals have internet access, so you can stay connected throughout your trip.

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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 the 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 problem, plans can change. For more information, please read our cancellation policy. If you have a Vacasa reservation for Anna Maria Island, log in to Trip Manager to explore the options available for your specific trip.

Book confidently. Stay comfortably.

Vacasa Guest Value Prop icon: 24-7
24/7 guest service
Vacasa Guest Value Prop Icon check-in
Seamless check-in
Vacasa Guest Value Prop Icons cleaning
Professional cleaning

Why choose Anna Maria Island?


Book an Anna Maria Island vacation rental

Whether you're lounging under swaying palm trees, exploring quirky shops and gourmet eateries, or soaking in the laid-back island vibes, Anna Maria Island offers the peaceful escape you've been dreaming of. From cozy beachfront cottages to spacious, family-friendly homes, we have the ideal vacation rental for your next island getaway!

Anna Maria Island travel inspiration

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Nearby destinations

Gulf Coast   |   Florida Gulf Coast   |   Manatee County   |   Sunrise Garden Resort - Anna Maria Island   |   Waters Edge Condos - Holmes Beach, FL   |   The Bayview Inn   |   Hidden Cove Condominiums - Holmes Beach   |   Runaway Bay Condos - Bradenton Beach   |   La Casa Costiera - Anna Maria Island   |   North Beach Village - Holmes Beach   |   Sea Pirate - Holmes Beach   |   Cortez   |   Bradenton   |   Holmes Beach   |   Anna Maria   |   Bradenton Beach   |   Florida
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