Anna Maria Vacation Rentals

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Make Anna Maria your next getaway—choose from 59 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
Dolphin Watch 3D Tour
2 Bedroom | 1 Bath | Sleeps 6

Dolphin Watch - Anna Maria, FL

From $255
LaRaya Retreat 3D Tour
3 Bedroom | 2 Bath | Sleeps 8

LaRaya Retreat - Anna Maria, FL

From $247
Sunrise Garden #14 3D Tour
1 Bedroom | 1 Bath | Sleeps 4

Sunrise Garden #14 - Anna Maria, FL

From $170
Sunrise Garden #5 3D Tour
1 Bedroom | 1 Bath | Sleeps 4

Sunrise Garden #5 - Anna Maria, FL

From $170
Sunrise Garden #3 3D Tour
1 Bedroom | 1 Bath | Sleeps 4 (2 Adults Max)

Sunrise Garden #3 - Anna Maria, FL

From $160

View 54 more homes

Recent Anna Maria vacation rental reviews

This was a very nice rental that had everything you need for a stay on the island. It is close to beaches and plenty of shops and restaurants. The pool looks lovely (too cold during our stay to swim). The inside was comfy and cozy and has all the creature comforts of home. The views out our windows were not so pleasant and you walk up and see a rundown home next door but the neighborhood was lovely and safe to walk at night. Great place, would definitely visit there again!
Maria V. | Jan 2022
We have stayed here eight times and love the feel and location of the Sunrise Garden Resort. It has become quite expensive but so has all accommodation in the area as it has gained popularity over the years. Vacasa began managing the property a few years ago and have made many enhancements but there is one glaring problem: the internet. We stayed here in November and there was very intermittent internet as Spectrum was working on the problem. You can imagine our shock when the internet service was actually worse when we arrived 10 days ago. Property management offered a monetary compensation for the issue which we accepted. The saving grace was that we could access the internet using my wife's phone as a "hot spot" but even that offered a weak signal -- perhaps due to the units having a metal roof. Aside from this aggravation we enjoyed our stay and Vacasa's Eric J. was most helpful as we worked through the frustrations.
Hans V. | Jan 2022
Home & location
Melanie L. | Jan 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

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