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

Anna Maria Hotels with Swimming Pool

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Anna Maria Hotels with Swimming Pools

Tonight
4 Oct - 5 Oct
Tomorrow
5 Oct - 6 Oct
Next weekend
9 Oct - 11 Oct
In two weeks
16 Oct - 18 Oct

Our top choices for Anna Maria hotels with a pool

An aerial view of a swimming pool surrounded by lounge chairs and a stone pathway.
A modern bathroom with white subway tiles, a shower with a handheld showerhead, and a white door leading to a kitchen area.
A pink exterior of a building with a covered porch, a window with blinds, and a chair.
A modern living room with a sofa, a television, and a kitchen area with cabinets and a stove.

1. Sunrise Garden Resort

Sunrise Garden Resort
Anna Maria
RM748
RM845 total
includes taxes & fees
6 Oct - 7 Oct
Sunrise Garden Resort
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 spacious restaurant with high ceilings, hanging wicker chandeliers, and a view of the sea through large windows.

2. Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound
Bradenton
  • Dip into a serene poolside oasis at Anna Maria Sound, with stunning sunset views and waterfront dining.
RM551
RM738 total
includes taxes & fees
1 Nov - 2 Nov
Compass Hotel by Margaritaville Anna Maria Sound
A swimming pool surrounded by palm trees and outdoor seating.
A narrow pathway flanked by palm trees and tropical plants, leading to a gated area with a pool visible in the distance.
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.

3. 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.
RM579
RM732 total
includes taxes & fees
1 Nov - 2 Nov
The Retreat at Anna Maria Island Inn
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.

4. 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.
RM866
RM1,096 total
includes taxes & fees
2 Nov - 3 Nov
Tropic Isle at Anna Maria Island Inn
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 beach path leading to thatched-roof huts with a clear blue sky.
A coastal building with outdoor seating and a view of the ocean.

5. Silver Surf Gulf Beach Resort

Silver Surf Gulf Beach Resort
Bradenton Beach
  • Dive into a tranquil beachfront escape with a refreshing pool and private beach access.
RM1,360
RM1,652 total
includes taxes & fees
5 Oct - 6 Oct
Silver Surf Gulf Beach Resort
A swimming pool surrounded by colorful buildings, with palm trees and umbrellas.
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

Holiday Inn Express & Suites Bradenton West by IHG
Bradenton
  • Escape to a refreshing aquatic oasis with a hot tub and spacious outdoor pool surrounded by comfortable loungers and umbrellas.
RM413
RM466 total
includes taxes & fees
7 Oct - 8 Oct
Holiday Inn Express & Suites Bradenton West by IHG
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 beach with white sand, clear turquoise water, and a woman sitting under a striped beach umbrella.
A hotel with a pool, lounge chairs, and a view of the ocean.

7. 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.
RM1,877
RM2,376 total
includes taxes & fees
5 Oct - 6 Oct
Anna Maria Beach Resort
A swimming pool with lounge chairs and a covered seating area, surrounded by a fence and palm trees.
A hotel lobby with a checkered floor, red and white curtains, and multiple seating areas with lamps.
A wooden bench by a pond with hanging plants.
A multi-story hotel with balconies, a ground-level shop, and parked cars.

8. Hampton Inn & Suites Bradenton Downtown Historic District

Hampton Inn & Suites Bradenton Downtown Historic District
Downtown Bradenton
  • Splash into pure relaxation at this historic hotel with a sun-drenched pool oasis and fitness centre.
RM583
RM659 total
includes taxes & fees
11 Oct - 12 Oct
Hampton Inn & Suites Bradenton Downtown Historic District
A modern outdoor pool area with wooden decking, lounge chairs, and a dining set.
A bedroom with a bed, a dresser, a TV, and a window.
A modern living room with a white sofa, colorful pillows, a small round table, and a large beach-themed painting on the wall.
A wide sandy beach with a clear blue sky and scattered clouds.

9. Captain's Quarters at Anna Maria Island Inn

Captain's Quarters at Anna Maria Island Inn
Bradenton Beach
  • Modern pool sanctuary steps from the beach, with a hot tub and access to water adventures on Anna Maria Island.
RM662
RM838 total
includes taxes & fees
5 Oct - 6 Oct
Captain's Quarters at Anna Maria Island Inn
A swimming pool with a waterfall feature, surrounded by lounge chairs and palm trees, with a sunset in the background.
A spacious lobby with a modern design, featuring a wooden floor, comfortable seating areas, and large windows providing natural light.
Meeting facility
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.

10. Palmetto Marriott Resort & Spa

Palmetto Marriott Resort & Spa
Palmetto
  • Soak up the sun at this triple-pool paradise where cocktails flow and luxury never ends.
RM519
RM794 total
includes taxes & fees
11 Oct - 12 Oct
Palmetto Marriott Resort & Spa
View all properties

Choose what matters most at hotels with a pool in Anna Maria

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Anna Maria Hotel Reviews

Frequently asked questions

What's it like visiting Anna Maria?
If relaxing by the pool is your idea of a great holiday, you might want to think about Anna Maria, which offers 17 places to stay with pools. While you're here, you can explore sights such as Lido Beach and Tampa Bay, and then relax poolside at one of the accommodation options in Anna Maria that guests like for their pools.
What are some accommodation options with pools in Anna Maria?
Sunrise Garden Resort: Hotel located near Anna Maria Beach. Offers free self parking, an outdoor pool and complimentary wireless Internet access.
How many hotels with pools should I expect to find in Anna Maria?
Expedia's 17 hotels in Anna Maria give you a great choice for your poolside getaway.
What is there to see and do in Anna Maria?
Explore places such as Lido Beach and Tampa Bay while you're in the area. Enjoy a stroll along the shore at Anna Maria Beach and Bean Point Beach. Take in the natural beauty of the island views, beaches and sunrises in Anna Maria.
When is the best time to book a hotel with a pool in Anna Maria?
You may want to consider a place to stay that offers an outdoor swimming pool if you'll be visiting Anna Maria in the driest months of February, March or November, when the average rainfall is 48 mm. Accommodation with an indoor pool may be the way to go if you come to town during the rainiest months of August, September and July when the average rainfall is 181 mm.

Explore a world of travel with Expedia