Anna Maria Vacation Rentals

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Make Anna Maria your next getaway—choose from 62 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, duplexes, and more


House rentals

View 31 House rentals

Condo rentals

View 12 Condo rentals


View 4 Duplexes

Anna Maria vacation rentals for every getaway

Dog-friendly Hot tub Internet
A  Cozy Cottage
3 Bedroom | 3 Bath | Sleeps 8

A Cozy Cottage - Anna Maria, FL

$292 avg / night
Sunrise Garden #3
1 Bedroom | 1 Bath | Sleeps 4 (2 Adults Max)

Sunrise Garden #3 - Anna Maria, FL

$198 avg / night
Sunrise Garden #4
1 Bedroom | 1 Bath | Sleeps 4

Sunrise Garden #4 - Anna Maria, FL

$206 avg / night
Sunrise Garden #16
1 Bedroom | 1 Bath | Sleeps 4

Sunrise Garden #16 - Anna Maria, FL

$207 avg / night
Sunrise Garden #7
1 Bedroom | 1 Bath | Sleeps 4

Sunrise Garden #7 - Anna Maria, FL

$226 avg / night

View 57 more homes

Recent Anna Maria vacation rental reviews

Loved the pool and the house had everything you would need to prepare meals. I loved that they had a beach wagon, chairs and beach tools for the beach.
Tammy Sue M. | Jun 2022
Such a great space to stay in Anna Maria, great location near the best parts of town!
Abigail Y. | Jun 2022
Everything about the home was clean and nice any criticism would be looking for something. We stay twice a year in different places always renting a home, this one was with the best of them. The furnishing were really nicely done, we also liked the outside area and the large great room. ...we had a great time at Casa Bonita.
Scott L. | Jun 2022

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

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