Anna Maria Vacation Rentals

Compare 57 vacation rentals. Enter your trip dates to get started.
USA > Florida > Anna Maria

Make Anna Maria your next getaway—choose from 57 great vacation rentals

Treat yourself to a seaside getaway filled with sun-soaked days and easy beach breezes when you pay a visit to Anna Maria. Offering postcard-perfect beaches, easy access to deep sea fishing and ocean adventures, as well as the tranquility of a small town, this hidden Florida vacation destination is perfect spot to let the stress melt away as you slip into vacation mode. With family-friendly outings, wonderful nightlife options, and seasonal festivals, there is something for everyone to dive into no matter what time of year you plan to visit our Anna Maria vacation rentals.

Explore Anna Maria house rentals, condo rentals, apartments, and more

housing_type_house.jpg

House rentals

View 29 House rentals
housing_type_condo.jpg

Condo rentals

View 12 Condo rentals
housing_type_apartment.jpg

Apartments

View 3 Apartments

Anna Maria vacation rentals for every getaway

Popular
Dog-friendly Hot tub Internet
Sunrise Garden #10
1 Bedroom | 1 Bath | Sleeps 4

Sunrise Garden #10 - Anna Maria, FL

$238 avg / night
Sunrise Garden #11
1 Bedroom | 1 Bath | Sleeps 4

Sunrise Garden #11 - Anna Maria, FL

$247 avg / night
Sunrise Garden #6
1 Bedroom | 1 Bath | Sleeps 4

Sunrise Garden #6 - Anna Maria, FL

$253 avg / night
Sunrise Garden #9
1 Bedroom | 1 Bath | Sleeps 4

Sunrise Garden #9 - Anna Maria, FL

$263 avg / night
Sunrise Garden # 17
1 Bedroom | 1 Bath | Sleeps 4

Sunrise Garden # 17 - Anna Maria, FL

$265 avg / night

View 52 more homes

Recent Anna Maria vacation rental reviews

The house is located just blocks away from the beach and bay. The house was the perfect size for a couple and dogs.
Jack W. | Feb 2023
The sliding glass door would not shut. The gap let in bugs and let cold air out. Once this gets fixed and I would recommend. Great location
Rebecca A. | Jan 2023
We loved the beautifully spacious elevated double porch vibe + heated pool, and short walk to both buttery white sand beach, shops, and city pier. Downsides: the dishwasher wasn't working during our stay and they weren't able to fix it before we left so we had to hand wash dishes/ housekeeping needs to leave more toilet paper, paper towels and dish soap but we were able to easily buy additional supplies at the super stocked Publix a short drive away. Extra special mention: the epic sunsets daily, crab cakes at Rod and Reel Pier, and swimming in the gulf with stingrays and dolphins nearby. All super memorable!! A++
Amy M. | Jan 2023
Anna Maria vacation rental FAQ

Yes, 85 of our Anna Maria 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. 252 of our Anna Maria 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 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 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, 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, FL?

Located at the tip of Anna Maria Island at the south end of Tampa Bay, you'll be surrounded by the tranquility of swaying palm trees while escaping the typical Florida crowds. An easy drive from Bradenton on the mainland and only 44 miles south of the picturesque shores of Madeira Beach, our Anna Maria vacation rentals have the best of it all.

Things to do in Anna Maria, FL

Grab a spot underneath one of the beautiful Australian Pines on Manatee Beach and enjoy a bit of lunch before you head out onto the water with a rented stand-up paddleboard. Stroll down the walking path at Coquina Beach and slip into the beach lifestyle, then treat yourself to a bit of shopping at St. Armands Circle.

Grab the famed Anna Maria Island Trolley to one of the local aquariums to learn about the local marine life, then take a water shuttle along the coast to see some dolphins jumping and snap some photos of the sweeping ocean views. Treat yourself to a seaside happy hour and a plate of fresh, mouthwatering seafood while you watch the waves rolling in during sunset.

With a bevy of family-friendly offerings, vibrant nightlife hotspots, and a seemingly endless array of ocean adventures, our Anna Maria vacation rentals put memory-making fun at your fingertips.

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

Unique Weekend Getaways in Florida