Anna Maria Island Vacation Rentals

Compare 188 vacation rentals.
USA > Florida > Anna Maria Island

Make Anna Maria Island your next getaway

Escape to Anna Maria Island, where beach bliss, natural beauty, water adventures, charming culture, delightful cuisine, and unforgettable sunsets await. Discover the magic of this island paradise and create memories that will last a lifetime.

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


Condo rentals

View 62 Condo rentals

House rentals

View 52 House rentals


View 33 Duplexes

Anna Maria Island vacation rentals for every getaway

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

Sunrise Garden #1 - Anna Maria, FL

$333 avg / night
Sunrise Garden #14
1 Bed | 1 Bath | Sleeps 4

Sunrise Garden #14 - Anna Maria, FL

$281 avg / night
Seagrass Sunsets
2 Bed | 2 Bath | Sleeps 6 (4 Adults Max)

Seagrass Sunsets - Bradenton Beach, FL

$599 avg / night
A Gulf Front Getaway
1 Bed | 1.5 Bath | Sleeps 4

A Gulf Front Getaway - Holmes Beach, FL

$442 avg / night
Sunrise Garden #11
1 Bed | 1 Bath | Sleeps 4

Sunrise Garden #11 - Anna Maria, FL

$265 avg / night

View 183 more homes

Recent Anna Maria Island vacation rental reviews

Great location close to beach, bars and restaurants.
brian c. | Jul 2024
The condo was clean and well equipped. Love the proximity to tge beach and pool. Would definitely stay again!
Judi M. | Jul 2024
Ultra clean! Great pool and the beach is quite literally in front of you. Close to lots of amazing restaurants. Publix right down the road! Would stay here if i could again and again! The unit has everything you need!!! Do not hesitate to book.
Bhinnata S. | Jul 2024
Anna Maria Island Frequently Asked Questions

Yes, 55 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. 187 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

Where is Anna Maria Island located?

Anna Maria Island is located on the west coast of Florida, in Manatee County. It is situated between Tampa Bay to the north and Sarasota Bay to the south.

What is Anna Maria Island known for?

Anna Maria Island is known for its pristine beaches, laid-back atmosphere, and charming small-town vibe. It is famous for its stunning white sand beaches, clear turquoise waters, and breathtaking sunsets.

The island is also renowned for its excellent fishing opportunities, relaxed coastal lifestyle, and a wide range of outdoor activities such as swimming, boating, kayaking, and biking.

Additionally, Anna Maria Island is appreciated for its local shops, art galleries, unique dining options, and community events that showcase its vibrant island culture.

Where is the best place to stay on Anna Maria Island?

Anna Maria Island offers a variety of accommodations, each with its unique charm and advantages. The best place to stay depends on your preferences and needs.

Anna Maria
The northernmost city on the island, Anna Maria offers a tranquil and residential atmosphere with beautiful beaches, cozy vacation rentals, and easy access to attractions like the Historic Anna Maria City Pier.
Holmes Beach
Located in the middle of the island, Holmes Beach offers a mix of residential and commercial areas. It features a range of vacation rentals, beachfront resorts, shops, restaurants, and recreational activities.
Bradenton Beach
Situated at the southern end of Anna Maria Island, Bradenton Beach is known for its lively atmosphere, beachfront accommodations, waterfront dining, and the popular Historic Bridge Street with its shops and entertainment.

Family activities on Anna Maria Island

Anna Maria Island offers a range of family-friendly activities to enjoy during your visit. Here are some popular things to experience:

Anna Maria Island beaches

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.

Escape to Anna Maria Island for a blissful vacation filled with pristine beaches, stunning sunsets, a laid-back atmosphere, and a wide range of family-friendly activities, creating cherished memories for all.

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