Anna Maria Vacation Homes

A marina with boats, a bridge, and high-rise buildings.

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Our top choices for Anna Maria holiday homes

Island Home with Private Pool, Oversized Front Porch, and Poolside Dining!

Anna Maria

Katherine W.

HK$8,485 total

includes taxes & fees

8 Aug - 9 Aug

3 bedrooms, iron/ironing board, free WiFi, bed sheets

Shell We Dance? Charming Bungalow with Fabulous Location and Private Pool!

Anna Maria

Chase S.

HK$6,287 total

includes taxes & fees

16 Aug - 17 Aug

Sassy Seagull -Classic beach cottage, moments from the sand, beautiful pool!

Anna Maria

Terry R.

HK$5,914 total

includes taxes & fees

11 Aug - 12 Aug

Beach nearby, sun-loungers, beach towels

BEST LOCATION! NORTH END OF ANNA MARIA, FL STEPS TO BEACH & DINING - LOWER UNIT

Anna Maria

Chuck M.

HK$6,527 total

includes taxes & fees

29 Jul - 30 Jul

Adorable Updated Cottage steps to the beach with pool, beach gear, bikes & grill

Anna Maria

Lewis E.

HK$5,947 total

includes taxes & fees

9 Aug - 10 Aug

Canalfront Home with Pool, Dock and Putting Green! Close to the Beach!

Anna Maria

Elizabeth F.

HK$11,889 total

includes taxes & fees

25 Jul - 26 Jul

BEST LOCATION! NORTH END OF ANNA MARIA, FL STEPS TO BEACH & DINING - LOWER UNIT

Anna Maria

cara M.

HK$7,091 total

includes taxes & fees

21 Jul - 22 Jul

Do you love the beach?

Anna Maria

Benjamin K.

HK$8,042 total

includes taxes & fees

21 Jul - 22 Jul

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Top Anna Maria Hotel Reviews

Perfect Anna Maria. Dock on Canal. 3 blocks to sugar sand beach. Heated pool.

10/10 Excellent

"We had a great time! It is a great location."

Sun and Seader North |Charming Cottage | Steps from the Beach in Anna Maria | 2 bedrooms | 1 king bed + 2 twin beds |

8/10 Good

"Our stay was great. The proximity to the beach was fantastic. The unit was clean and quiet and met our needs as a family of 4."

Waterfront Charm! Walk to Bayfront Park!

8/10 Good

"Cute Rental very comfortable couch! Mattresses not so much super firm woke up sore. Also didn’t realize we’d be sharing a backyard Space with other occupants in the duplex. Didn’t even realize it was a duplex lol other than that, it was a great stay!"

Beautiful, Gulf-Front Home on Bean Point--Halcyon House

10/10 Excellent

"Great beach house. We had everything we needed for a great stay. Great view of the Gulf and on the beach. The host was responsive and made everything easy from check-in to check-out. We'd definitely stay here again and highly recommend it!"

Sea La Vie AM: Bay front, pool, hot tub, rooftop deck, and water sports gear!

10/10 Excellent

"The beach house is as lovely as it is depicted in the photographs. We rented the beach house in late June when the outside temperatures were in the mid-90s F (feels like temps over 100), but the air conditioning and ceiling fans kept the house cool and bedrooms comfortably cool for sleeping. Most of the day we were outdoors as much of the pool deck is shaded. We all swam, kayaked, and our son-in-law caught sea trout from his kayak in front of the beach house. The grill worked perfectly and it was one of the best seafood dinners ever. The pool was in full sun during the afternoon and as all Florida pools do during the summer, the pool water was in the mid-90s F. The water in Tampa Bay was only slightly cooler. We saw dolphins, manatees, and osprey from the deck, and the view of the Skyway Bridge across the bay from the deck is gorgeous (about 8 miles across the water from the beach house). The beach house was immaculate, well appointed, and very comfortable. It has its own parking spot(s) on site which is essential on Anna Maria. It is not suitable for persons who cannot handle stairs. The views are breathtaking. We have already rebooked to stay again."

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