Anna Maria Island Vacation Rentals

Compare 140 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.

Explore Anna Maria Island condo rentals, house rentals, duplexes, and more

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Condo rentals

View 49 Condo rentals
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House rentals

View 31 House rentals
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Duplexes

View 26 Duplexes

Explore more vacation rental amenities in Anna Maria Island

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

Anna Maria Island vacation rentals for every getaway

Popular
Dog-friendly Hot tub Internet
Latitude Adjustment
2 Bed | 1 Bath | Sleeps 4

Latitude Adjustment - Anna Maria, FL

$384 avg / night
(excludes fees and taxes)
Sunrise Garden #8
2 Bed | 1 Bath | Sleeps 6

Sunrise Garden #8 - Anna Maria, FL

$384 avg / night
(excludes fees and taxes)
4.49 (65)
Sunrise Garden # 17
1 Bed | 1 Bath | Sleeps 4

Sunrise Garden # 17 - Anna Maria, FL

$315 avg / night
(excludes fees and taxes)
4.17 (35)
Beach Bungalow B
2 Bed | 1 Bath | Sleeps 6

Beach Bungalow B - Bradenton Beach, FL

$286 avg / night
(excludes fees and taxes)
4.24 (25)
Sunrise Garden #1
1 Bed | 1 Bath | Sleeps 4

Sunrise Garden #1 - Anna Maria, FL

$322 avg / night
(excludes fees and taxes)
4.56 (66)

View 135 more homes

Recent Anna Maria Island vacation rental reviews

We loved our stay in Coquina Reef 12 on Anna Maria Island! The condo was perfect with a clean and updated feel, comfortable bed and pull out couch, and included all the things we needed. The pool was warm, the grill and patio furniture worked great for dinners by the pool, and the beach was so close. A perfect place for us!
Kayleen W. | Dec 2025
The place was perfect for our stay, clean, decorated nice, everything we needed, comfy bed and pillows. We will definately return! Great lacation
Erika S. | Dec 2025
The view, location, cleanliness, the pool and beach were perfection!
Allie A. | Dec 2025
Anna Maria Island Frequently Asked Questions

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).

Browse dog-friendly homes >

Yes. 140 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

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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