Anna Maria Vacation Rentals

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Make Anna Maria your next getaway—choose from 60 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

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Condo rentals

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View 4 Duplexes

Anna Maria vacation rentals for every getaway

Dog-friendly Hot tub Internet
Sunrise Garden #4 3D Tour
1 Bedroom | 1 Bath | Sleeps 4

Sunrise Garden #4 - Anna Maria, FL

From $102
Sunrise Garden #9 3D Tour
1 Bedroom | 1 Bath | Sleeps 4

Sunrise Garden #9 - Anna Maria, FL

From $100
Sunrise Garden #12 3D Tour
1 Bedroom | 1 Bath | Sleeps 4

Sunrise Garden #12 - Anna Maria, FL

From $92
Sunrise Garden #14 3D Tour
1 Bedroom | 1 Bath | Sleeps 4

Sunrise Garden #14 - Anna Maria, FL

From $93
Sunrise Garden #16 3D Tour
1 Bedroom | 1 Bath | Sleeps 4

Sunrise Garden #16 - Anna Maria, FL

From $92

View 55 more homes

Recent Anna Maria vacation rental reviews

The house was as expected, it was great everything was nice and neat when we showed up, all the amenities listed made a fantastic week for us. We absolutely will be looking into this home for next year. We had one of the most minor flaws when we got here that being the pool light was out but they got here the following day fixed it and there was no issue. The gentleman from vacasa was very helpful in giving me tips on where to go around the area with family and we definitely had a great time. If anyone reads any of the other comments take them with grain of salt because that's what I did and we had a blast.
Jason B. | Sep 2021
Loved location was 2 blocks from beach. House was beautiful, pool was clean. A little inconvenience with accessing the beach gear and getting the correct code for the door but was corrected on a timely manner.
Ada R. | Sep 2021
Ideal location, great bars and restaurants within walking distance in any direction. The Waterfront, The Sandbar, Ginny’s and Jane E’s Cafe highly recommend. The downside to this location is the bed, neither the wife or I could get comfortable. If I was rating the location by itself I would give this 3 stars (middle of the road) for the bed alone. Place is well equipped with pots/pans, dish ware, etc.
Shawn P. | Sep 2021

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.

Discover Anna Maria Island

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