Anna Maria Island Vacation Rentals

Compare 176 vacation rentals.
USA > Florida > Anna Maria Island

Make Anna Maria Island your next getaway

Looking for a charming beach getaway? Anna Maria Island, Florida, is a hidden gem nestled on the Gulf Coast, offering pristine beaches, vibrant sunsets, and a laid-back island vibe. With its sugar-white sands and crystal-clear waters, this idyllic destination promises the perfect setting for relaxation and adventure.

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

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Condo rentals

View 60 Condo rentals
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House rentals

View 51 House rentals
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Duplexes

View 27 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
4.54 (56)
Sunrise Garden #14
1 Bedroom | 1 Bath | Sleeps 4

Sunrise Garden #14 - Anna Maria, FL

$203 avg / night
4.11 (56)
Seagrass Sunsets
2 Bedroom | 2 Bath | Sleeps 6 (4 Adults Max)

Seagrass Sunsets - Bradenton Beach, FL

$267 avg / night
4.74 (54)
A Gulf Front Getaway
1 Bedroom | 1.5 Bath | Sleeps 4

A Gulf Front Getaway - Holmes Beach, FL

$264 avg / night
4.8 (65)
Sunrise Garden #11
0 Bedroom | 1 Bath | Sleeps 4

Sunrise Garden #11 - Anna Maria, FL

$205 avg / night
4.13 (38)

View 171 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

House was great back yard was paradise 1 minute too Beach hurricane came we had to evacuate we will be back
Danny W. | Oct 2024
The support received from Vacasa in the build up to and the evacuation of the Island was appalling - apart from a visit for 1 person who said “what are you doing here” they we non existents in support. There was also no refunds and we had to sort out all our alternate accommodation. I would recommend.
Paul W. | Sep 2024
Great place! Clean and as pictured. Only wrinkle was the Netflix's wasn't connecting. But I also don't try that hard.
Annie H. | Sep 2024
Anna Maria Island vacation rental FAQ

Yes, 54 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. 175 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.

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

Explore Anna Maria Island

Stroll along the beautiful beaches of Anna Maria Island, where you can soak up the sun, build sandcastles, or take a dip in the warm Gulf waters. With three stunning public beaches—Bean Point, Manatee Public Beach, and Coquina Beach—you'll find the ideal spot to unwind and enjoy the breathtaking views.

Fun activities for everyone

Whether you’re seeking adventure or relaxation, Anna Maria Island has something for everyone:

Discover nature and wildlife

Nature enthusiasts will love the island’s parks and nature reserves. Explore the scenic trails of the Anna Maria Island Historical Society and spot wildlife at the nearby Leffis Key or Robinson Preserve, where you can enjoy hiking, biking, and birdwatching.

Plan your perfect getaway

With its friendly atmosphere, stunning landscapes, and countless activities, Anna Maria Island is the ideal destination for families, couples, or solo travelers. Whether you’re planning a romantic escape, a family vacation, or a fun-filled adventure with friends, this enchanting island will leave you with unforgettable memories.

Book your Anna Maria Island vacation rental today and experience the magic of this beautiful Florida paradise.

Anna Maria Island travel inspiration

The 8 Best Beach Towns Near Tampa for Every Traveler
7 Charming Anna Maria Beach Cottages for a Seaside Retreat

Nearby destinations

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