An aerial view of a coastal town with a long pier extending into turquoise waters.

Find Hotels with Pool in Anna Maria Island, FL

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Check availability on Anna Maria Island Hotels with Pool

Tonight
22 Sept - 23 Sept
Tomorrow
23 Sept - 24 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct

Our top choices for Anna Maria Island hotels with a pool

A swimming pool surrounded by palm trees and outdoor seating.
A coastal hotel with multiple buildings, a beach, and a clear view of the ocean.
A narrow pathway flanked by palm trees and tropical plants, leading to a gated area with a pool visible in the distance.
A bedroom with a bed, a desk, a chair, a wardrobe, and a view of the outdoors.

1. The Retreat at Anna Maria Island Inn

The Retreat at Anna Maria Island Inn
Bradenton Beach
  • Serene pool sanctuary at this Anna Maria Island retreat offers peaceful waters surrounded by lush tropical landscaping.
£130
includes taxes & fees
24 Sept - 25 Sept
The Retreat at Anna Maria Island Inn
A covered outdoor area with a pool, lounge chairs, and a dining table with chairs.
A hotel room with a bed, a sofa, a desk, a TV, a wardrobe, and a balcony with a view of palm trees and the beach.
A beach with lounge chairs and striped umbrellas, a building with a balcony, and palm trees.
A wooden deck with a black railing, a table with two chairs, and a view of the ocean and palm trees.

2. Tropic Isle at Anna Maria Island Inn

Tropic Isle at Anna Maria Island Inn
Bradenton Beach
  • Soak up Florida sunshine at this oceanfront retreat with an inviting outdoor pool just steps from Coquina Beach.
£174
includes taxes & fees
30 Sept - 1 Oct
Tropic Isle at Anna Maria Island Inn
A swimming pool with lounge chairs and a thatched-roof structure, surrounded by a fence and palm trees.
A deck with a table and chairs, a beach view, and a railing.
A modern bathroom with a double sink vanity, a toilet, and a walk-in shower.
A wide, sandy beach with a clear sky and calm sea.

3. Seabreeze at Anna Maria Island Inn

Seabreeze at Anna Maria Island Inn
Bradenton Beach
  • Sunshine-soaked pool lounging meets private beachfront serenity at this Anna Maria Island retreat.
£183
includes taxes & fees
24 Sept - 25 Sept
Seabreeze at Anna Maria Island Inn
A swimming pool with lounge chairs and palm trees.
A modern building with a white exterior, a brick gable, and a palm tree in the foreground.
A modern living room with a white sofa, a dining table with chairs, a TV mounted on the wall, and a patterned floor.
A modern house with a well-maintained lawn, white exterior, and palm trees.

4. Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn
Bradenton Beach
  • Splashy poolside escape just steps from the beach makes for a refreshing island retreat.
£153
includes taxes & fees
30 Sept - 1 Oct
Pelican Post at Anna Maria Island Inn
A poolside area with a pool, lounge chairs, and a table.
A resort entrance with palm trees, a pathway leading to a building, and a sign indicating a beach view.
A room with a large flat-screen TV displaying a beach scene, a white wicker dresser with drawers, a wicker bench, and a window with curtains.
A patio area with white Adirondack chairs and a table, surrounded by lush greenery and palm trees.

5. Driftwood at Anna Maria Island Inn

Driftwood at Anna Maria Island Inn
Holmes Beach
£118
includes taxes & fees
29 Sept - 30 Sept
Driftwood at Anna Maria Island Inn
A pool area with lounge chairs and umbrellas, surrounded by palm trees.
A beach with rows of white umbrellas and lounge chairs facing the ocean.
A bedroom with a bed, wooden shutters, a nightstand, and a view of a balcony with palm trees.
A modern living room with a wooden dining table, white chairs, a sofa, a coffee table, and a large woven pendant light. There are wall art pieces and a large window with a view of palm trees.

6. Bali Hai Beachfront Resort and Spa

Bali Hai Beachfront Resort and Spa
Holmes Beach
  • Dive into tropical serenity with a poolside paradise offering free cabanas and beachfront bliss.
£232
includes taxes & fees
20 Oct - 21 Oct
Bali Hai Beachfront Resort and Spa
A pool area with lounge chairs and a table, surrounded by tall palm trees and a wooden fence.
A modern kitchen with wooden cabinets, stainless steel appliances, and a dining area with a table and chairs.
A beach with waves and a sunset.
A sign for Palm Tree Villas with a gravel driveway and palm trees.

7. Palm Tree Villas

Palm Tree Villas
Holmes Beach
  • Soak up the Florida sun in this boutique apartment with a pristine outdoor pool and beach access.
£416
includes taxes & fees
24 Sept - 25 Sept
Palm Tree Villas
A poolside area with lounge chairs and umbrellas, a pool, and a white building with windows.
A paved pathway flanked by palm trees and a building with large windows.
A bedroom with a bed, a wooden dresser, and framed artwork on the walls.
A pool area with lounge chairs and umbrellas, surrounded by a brick patio and palm trees.

8. Haley's at The Anna Maria Island Inn

Haley's at The Anna Maria Island Inn
Holmes Beach
£194
includes taxes & fees
28 Sept - 29 Sept
Haley's at The Anna Maria Island Inn
A pool area with lounge chairs and umbrellas, a view of the beach, and a clear sky.
A balcony with wicker furniture and a table, overlooking a beach with umbrellas and people.
A modern living room with a large TV, comfortable seating, and a view of the ocean.
A beach with white sand, clear turquoise water, and a woman sitting under a striped beach umbrella.

9. Anna Maria Beach Resort

Anna Maria Beach Resort
Holmes Beach
  • Oceanfront pool paradise with white sand beach access and private cabanas for a luxury coastal getaway.
£362
includes taxes & fees
27 Sept - 28 Sept
Anna Maria Beach Resort
A poolside area with lounge chairs, a pool, and light blue buildings with balconies.
A spacious living area with a dining table, chairs, a sofa, and a coffee table. There is a ceiling fan, a painting, and a view of the outside.
A two-story building with a balcony, palm trees, and outdoor seating.
A balcony with a table and chairs, overlooking a beach with palm trees and a blue building with an American flag.

10. Bridgewalk Resort

Bridgewalk Resort
Bridge Street
  • Lounge in the sparkling outdoor pool, where umbrellas and sun loungers create the perfect beach day alternative.
£265
includes taxes & fees
27 Sept - 28 Sept
Bridgewalk Resort
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Choose what matters most at hotels with a pool in Anna Maria Island

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Anna Maria Island Hotel Reviews

Bridgewalk Resort

Bridgewalk Resort

10/10 Excellent
"Would highly recommend this lovely resort for anyone visiting the area. We were checking in very late due to our flight time and the staff couldn’t have been more helpful providing us with all necessary info to ensure we could check in. We had a minor issue checking in around midnight and the on call manager Julie answered our call super quickly and helped us gain access to the room. The next morning the lady on the desk very helpfully gave us our parking pass and couldn’t have been nicer. The room itself was a fantastic size and clean. The surrounding area has loads of shops and bars and you are a 5 min walk to the gorgeous beach. Hoping to return to this resort during another visit to Florida!"
Stephanie 3-night trip
Posted 1 hour ago
Bridgewalk Resort
Tropic Isle at Anna Maria Island Inn

Tropic Isle at Anna Maria Island Inn

10/10 Excellent
"Yels"
Ubaldo 2-night trip
Posted 1 day ago
Tropic Isle at Anna Maria Island Inn
Silver Surf Gulf Beach Resort

Silver Surf Gulf Beach Resort

10/10 Excellent
"Checkin was super easy. Private beach is a plus. They gave us beach towels. Umbrella and beach chairs when you walk on the beach. The downside is the shopping in the area. Staff were super friendly. Offered breakfast every morning. Allowed us to leave car in the parking lot after checking out to use the beach for the day!"
Jill 2-night trip
Posted 2 days ago
Silver Surf Gulf Beach Resort
Haley's at The Anna Maria Island Inn

Haley's at The Anna Maria Island Inn

8/10 Good
"property by the beach should have chairs and umbrellas availabel for the guests"
Angel 2-night trip
Posted 3 days ago
Haley's at The Anna Maria Island Inn
Waterline Villas & Marina, Autograph Collection

Waterline Villas & Marina, Autograph Collection

10/10 Excellent
"Staff was very helpful, we had an amazing time there. Room was spacious and absolutely clean!!"
Dhamelis 2-night trip
Posted 9 days ago
Waterline Villas & Marina, Autograph Collection

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