Hotels with a Pool in Anna Maria

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Hotels with a Pool in Anna Maria

Properties are selected based on real traveler reviews and popularity among guests who’ve booked a night in Anna Maria on Hotels.com. These Anna Maria Hotels with a Pool consistently deliver on quality, location and traveler experience. Last updated on September 24, 2026.

A pool area with lounge chairs, a thatched umbrella, and tropical vegetation.

A modern apartment with a kitchen, a living area, and a view of a beach through the window.

A compact kitchen with a microwave, stove, and a dining area with chairs and a table.

A pink exterior of a building with a covered porch, a window with blinds, and a chair.

1. Sunrise Garden Resort

Anna Maria

Outdoor pool

CNY1,407

CNY1,590 total

includes taxes & fees

Oct 19 - Oct 20

A pool area with umbrellas, lounge chairs, and a view of the marina.

A poolside area with multiple blue umbrellas, lounge chairs, and palm trees.

A reception area with a wooden counter, tropical plants, and a sign reading "Mi Casa Es Su Casa".

A modern hotel room with a sofa, coffee table, and a dining area. There is a large window with a view of the outdoors.

2. Compass Hotel by Margaritaville Anna Maria Sound

Bradenton

Outdoor pool
Pool loungers
Near the beach

CNY851

CNY1,152 total

includes taxes & fees

Oct 1 - Oct 2

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 modern living room with a large TV, white furniture, and a patterned floor.

A bedroom with a bed, a desk, a chair, a wardrobe, and a view of the outdoors.

3. The Retreat at Anna Maria Island Inn

Bradenton Beach

Outdoor pool
Near the beach

CNY959

CNY1,214 total

includes taxes & fees

Oct 21 - Oct 22

A pool area with lounge chairs and umbrellas, a view of the beach, and a clear sky.

A modern living room with a large TV, comfortable seating, and a view of the ocean.

A balcony with wicker furniture and a table, overlooking a beach with umbrellas and people.

A hotel with a pool, lounge chairs, and a view of the ocean.

4. Anna Maria Beach Resort

Holmes Beach

Outdoor pool
Pool loungers
On private beach
Hot tub

CNY2,698

CNY3,415 total

includes taxes & fees

Sep 27 - Sep 28

A covered outdoor area with a pool, lounge chairs, and a dining table with chairs.

A wooden deck with a black railing, a table with two chairs, and a view of the ocean and palm trees.

A beach with lounge chairs and striped umbrellas, a building with a balcony, and palm trees.

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.

5. Tropic Isle at Anna Maria Island Inn

Bradenton Beach

Outdoor pool
Pool loungers
Near the beach

CNY1,237

CNY1,566 total

includes taxes & fees

Sep 30 - Oct 1

A hotel pool area with a brick walkway, lounge chairs, and a pool.

A sunset scene with two people dining under trees, surrounded by plants and candles on the ground.

A modern kitchen with wooden cabinets, a white countertop, and a coffee machine.

A hotel room with two beds, a wooden headboard, a nightstand with a phone, and a window with curtains.

6. Holiday Inn Express & Suites Bradenton West by IHG

Bradenton

Outdoor pool
Pool loungers
Hot tub

CNY678

CNY766 total

includes taxes & fees

Sep 30 - Oct 1

A modern hotel with a swimming pool, sun loungers, and palm trees.

A modern hotel with a glass facade, a prominent entrance, and a landscaped area with palm trees.

A hotel lobby with a reception desk, a staircase, and a glass railing.

A spacious lobby with a modern design, featuring a sofa, armchairs, and a coffee table. A staircase is visible in the background leading to an upper level.

7. Legacy Hotel at IMG Academy

Bradenton

Outdoor pool
Pool loungers
Near the beach

CNY910

CNY1,256 total

includes taxes & fees

Oct 7 - Oct 8

A swimming pool with a metal ladder, surrounded by a fence, and adjacent to a multi-story building with large windows.

A hotel room with a large bathtub, a bed with two pillows, a desk with a flat-screen TV, and a window with patterned curtains.

A modern lounge area with a round black coffee table, patterned armchairs, a flat-screen TV, and a bar area with a coffee machine.

A hotel room with a flat-screen TV mounted on the wall, a desk with a lamp, a chair, and a cabinet with drawers.

8. Best Western Plus Bradenton Gateway Hotel

South Bradenton

Outdoor pool
Pool loungers
Near the beach

CNY628

CNY710 total

includes taxes & fees

Oct 11 - Oct 12

A resort with a swimming pool, palm trees, and a view of the water.

A stone fountain with water jets in a garden setting.

A spacious lobby with a reception desk, seating area, and a bar.

A modern bar area with a counter, seating, and a menu board.

9. Courtyard by Marriott Bradenton Sarasota Riverfront

Bradenton

Outdoor pool
Hot tub

CNY736

CNY832 total

includes taxes & fees

Sep 28 - Sep 29

A swimming pool with lounge chairs, palm trees, and a building with large windows.

Two lounge chairs with striped cushions, a wooden bench, and a decorative metal plant structure.

A modern interior with a central white table, a glass display case, and a sign indicating a market area.

A spacious indoor area with wooden tables and chairs, large windows, and hanging plants.

10. Kompose Boutique Hotel

Sarasota

Outdoor pool
Hot tub

CNY257

CNY435 total

includes taxes & fees

Oct 6 - Oct 7

A swimming pool with lounge chairs and a covered seating area, surrounded by a fence and palm trees.

A wooden bench by a pond with hanging plants.

A multi-story hotel with balconies, a ground-level shop, and parked cars.

A multi-story hotel with a classic architectural style, featuring a central courtyard with palm trees and a street view.

11. Hampton Inn & Suites Bradenton Downtown Historic District

Downtown Bradenton

Outdoor pool

CNY877

CNY991 total

includes taxes & fees

Sep 27 - Sep 28

A swimming pool with a waterfall feature, surrounded by lounge chairs and palm trees, with a sunset in the background.

A restaurant with a long counter, multiple tables, and hanging spherical light fixtures.

A dining area with a long table set for six, surrounded by wicker chairs, large windows, and a view of the sunset over a cityscape.

12. Palmetto Marriott Resort & Spa

Palmetto

3 outdoor pools
2 poolside bars
Full-service spa

CNY933

CNY1,396 total

includes taxes & fees

Sep 27 - Sep 28

A clear blue swimming pool with a tiled edge, surrounded by palm trees and a covered seating area with chairs and a table.

A compact hotel room with a flat-screen TV on a stand, a coffee machine, and a small cabinet with drawers.

A modern bathroom with a granite countertop, a large mirror with LED lighting, a sink, and a towel rack.

A gym with cardio equipment, a wall clock, and a window with blinds.

13. Comfort Inn & Suites Bradenton North I-75

Bradenton

Outdoor pool

CNY423

CNY478 total

includes taxes & fees

Oct 20 - Oct 21

A pool area with thatched umbrellas, lounge chairs, and a clear blue pool.

A hotel room with two beds, a desk, a microwave, a TV, and a bathroom with a mirror and sink.

A hotel with a white exterior, multiple balconies, and thatched-roof structures.

A modern bathroom with a bathtub, toilet, and a large mirror reflecting a bedroom with a bed and a window.

14. Lantern Inn & Suites

Whitfield Estates

Outdoor pool
Poolside bar
Pool loungers

CNY484

CNY547 total

includes taxes & fees

Sep 29 - Sep 30

A swimming pool with lounge chairs and a thatched-roof structure.

An outdoor dining area with thatched umbrellas, wooden tables, and a fenced seating area.

A spacious living area with leather sofas, a wooden coffee table, and a flat-screen TV mounted on the wall.

A waterfront area with thatched-roof structures, a dock with boats, and a sign for 'Low Tide Tours'.

15. Ramada by Wyndham Sarasota Waterfront

Whitfield Estates

Outdoor pool
Poolside bar
Pool loungers

CNY631

CNY713 total

includes taxes & fees

Sep 27 - Sep 28

A pool area with lounge chairs, an umbrella, and a small garden.

A restaurant with wooden tables and chairs, a kitchen area, and a view of a pool.

A hotel room with two beds, a desk, a chair, a TV, a lamp, and artwork on the walls.

A modern bathroom with a toilet, shower, and sink.

16. Super 8 by Wyndham Ellenton Bradenton Area

Ellenton

Outdoor pool
Pool umbrellas

CNY457

CNY516 total

includes taxes & fees

Sep 27 - Sep 28

A pool area with lounge chairs and umbrellas, surrounded by palm trees and a building with balconies.

A hotel room with a large bed, a desk with a TV, a balcony with a view of the ocean, and a seating area with a table and chairs.

A spacious lobby with a modern sofa set, a round coffee table, and a small seating area with stools.

An outdoor seating area with sofas and tables, a bar with shelves of bottles, and a view of palm trees.

17. Zota Beach Resort

Longboat Key

Outdoor pool
Poolside bar
Pool loungers
On private beach
Hot tub

CNY1,403

CNY1,888 total

includes taxes & fees

Sep 27 - Sep 28

A swimming pool with lounge chairs and umbrellas, surrounded by a white fence and a building with a door and windows.

A covered picnic area with benches and a grill, surrounded by palm trees and a pool.

A hotel room with two beds, a desk, a chair, a bathroom, and a window.

A reception area with a white brick wall, two reception desks, and a glass door leading outside.

18. Quality Inn Bradenton - Sarasota North

Bayshore Gardens

Outdoor pool
Pool loungers

CNY451

CNY509 total

includes taxes & fees

Oct 15 - Oct 16

A poolside lounge with a covered seating area, a pool, and a building with multiple balconies in the background.

A reception desk with a beach mural, wooden flooring, and blue and orange decor.

A bar with wooden decor, shelves of bottles, and a hanging light fixture.

An outdoor seating area with a covered structure, a statue, and a well-lit pathway.

19. Golden Host Resort - Sarasota

North Trail

Outdoor pool
Pool umbrellas

CNY477

CNY539 total

includes taxes & fees

Sep 27 - Sep 28

A swimming pool with white lounge chairs and a white fence.

A beachside room with a thatched roof, a bed, and a view of the sea.

A modern living room with a sofa, coffee table, and dining table. There is a TV mounted on the wall and a balcony with a view of the ocean.

A coastal building with outdoor seating and a view of the ocean.

20. Silver Surf Gulf Beach Resort

Bradenton Beach

Outdoor pool
Pool loungers
Near private beach

CNY2,235

CNY2,715 total

includes taxes & fees

Sep 30 - Oct 1

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Breakfast included

Hot tub

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Top landmarks in Anna Maria

A sunset over the ocean with a clear sky and calm waters.

Bean Point Beach

10.0/10 (1 review)

If being by the water is a major draw, Bean Point Beach is a spot you might want to check out, located 0.8 mi (1.2 km) from central Anna Maria. Catch the sunset by the shore at Anna Maria Beach, just a short walk away.

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A small building with an American flag, surrounded by palm trees and a clear blue sky.

Anna Maria Island Museum and Historical Park

9.6/10 (10 reviews)

The center of Anna Maria is home to cultural attractions like Anna Maria Island Museum and Historical Park, so you might want to stop by during your stay. Why not take a stroll along the beaches and watch the sunset while you're here? If you want to experience more of the culture Anna Maria has to offer, head to Anna Maria City Pier, Anna Maria Beach, and Bean Point Beach.

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A beach with white sand, sparse grass, and a cloudy sky.

Palmetto Avenue Beach

10.0/10 (2 reviews)

If you can't wait to get to the beach, you might enjoy a trip to Palmetto Avenue Beach located 0.5 mi (0.9 km) from central Anna Maria. If you want to continue walking by the waves, head to Bay Boulevard Beach located nearby.

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A heron standing in a grassy area with dense vegetation in the background.

Bay Boulevard Beach

10.0/10 (1 review)

If being by the water is a major draw, Bay Boulevard Beach is a spot you might want to check out, located 0.3 mi (0.6 km) from central Anna Maria. Catch the sunset by the shore at Anna Maria Beach and Palmetto Avenue Beach, located nearby.

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Anna Maria Beach

9.6/10 (72 reviews)

If you can't wait to get to the beach, you might enjoy a trip to Anna Maria Beach located 0.7 mi (1.1 km) from central Anna Maria. Catch the sunset by the shore at Bean Point Beach, just a short walk away.

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Anna Maria City Pier

9.6/10 (35 reviews)

Anna Maria City Pier is in the heart of Anna Maria, so why not stop by during your stay.

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Island Players

9.8/10 (8 reviews)

Island Players is 0.3 mi (0.6 km) from central Anna Maria, why not stop by during your stay. Why not take a stroll along the beaches and watch the sunset while you're here? If you want to experience more of the culture Anna Maria has to offer, head to Anna Maria City Pier, Bean Point Beach, and Anna Maria Beach.

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Bayfront Park

9.2/10 (22 reviews)

Bayfront Park is worth a visit when in central Anna Maria. Why not take a stroll along the beaches and watch the sunset while you're here?

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