Anna Maria Vacation Rentals

Compare 47 vacation rentals.
USA > Florida > Anna Maria

Make Anna Maria your next getaway

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

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House rentals

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Condo rentals

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Apartments

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Popular amenities for Anna Maria vacation rentals

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

Sunrise Garden #1 - Anna Maria, FL

$213 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)
Sunrise Garden #11
0 Bedroom | 1 Bath | Sleeps 4

Sunrise Garden #11 - Anna Maria, FL

$207 avg / night
4.13 (38)
Sunrise Garden #8
2 Bedroom | 1 Bath | Sleeps 6

Sunrise Garden #8 - Anna Maria, FL

$251 avg / night
4.46 (59)
Sunrise Garden #10
1 Bedroom | 1 Bath | Sleeps 4

Sunrise Garden #10 - Anna Maria, FL

$205 avg / night
4.1 (49)

View 42 more homes

Recent Anna Maria guest reviews

There is nothing better then quiet, privacy and feeling like your at a home away from home. Can't wait to book again.
Chris C. | Dec 2024
Everything about this home is amazing. The owners have really put a lot of thought into what you might need/want and provided it. Lots of room to be together or apart. Views, views, views!! Owners even decorated for Christmas! Plenty of kitchenware, table seats and great room seating for everyone in your group. Beds were supportive and lots of drawers for unpacking. The large pool and huge spa are beautiful and perfect for a large group. Was a big hit for kids at Christmas. And tremendous roof top viewing of sunrises, sunsets and the surrounding area on easy access stairs.
Robert M. | Dec 2024
This cute little house was perfect for our vacation! I loved the pool, and the fact that it was heated was a huge bonus! The backyard was definitely it's own cute little private oasis and that was a great place to hang out. The beach/gulf was literally steps away. There was one house between us and the beach entrance which was a very cool path through like a tunnel of trees. I love that there is also a walkway/path that runs along the beach that you can use to get down to the restaurants and shops instead of walking out to the road. Very nice! I recommend this place to everyone looking for a beautiful, quite beach get-a-way!
Shannon C. | Dec 2024
Anna Maria vacation rental FAQ

Yes, 82 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. 251 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.

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

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

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7 Charming Anna Maria Beach Cottages for a Seaside Retreat

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