A garden with a central fountain, surrounded by white columns and covered walkways.

Search Hotels with Pool in Haines City

  • 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 Haines City Hotels with Pool

Tonight
14 Oct - 15 Oct
Tomorrow
15 Oct - 16 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Haines City hotels with a pool

A pool area with a view of a golf course through a glass enclosure.
A residential house with a beige exterior, a white garage door, and a front yard with leaf-covered ground.
A modern living room with a blue sofa, a beige sofa, a TV, and a ceiling fan.
A modern bathroom with a glass shower enclosure, a white toilet, a sink with a granite countertop, and a large mirror.

1. Golfview Pool Home Southern Dunes

Golfview Pool Home Southern Dunes
Haines City
3.473.361 ₫
12.877.662 ₫ total
includes taxes & fees
16 Oct - 17 Oct
Golfview Pool Home Southern Dunes
A swimming pool with a glass enclosure, wooden lounge chairs, and a patio area with a table and chairs.
A room with a pool table, a gaming area with a dartboard, a television, and a bookshelf with board games.
Room
A living room with a sectional sofa, a coffee table, a ceiling fan, and a wall with framed pictures.

2. Family Villa With Pool in Southern Dunes

Family Villa With Pool in Southern Dunes
Haines City
3.915.623 ₫
13.400.734 ₫ total
includes taxes & fees
16 Oct - 17 Oct
Family Villa With Pool in Southern Dunes
A covered outdoor swimming pool with a view of a golf course.
A modern living room with a sofa, ottoman, bar stools, a TV, and a ceiling fan.
A residential neighborhood with houses, a golf course, and a sunset sky.
A modern kitchen with a marble countertop, stainless steel appliances, and a dining area with a view.

3. Southern Dunes Pool Home w Golf Cart Available

Southern Dunes Pool Home w Golf Cart Available
Haines City
3.584.701 ₫
12.178.120 ₫ total
includes taxes & fees
16 Oct - 17 Oct
Southern Dunes Pool Home w Golf Cart Available
A modern hotel with a swimming pool, outdoor seating, and a well-lit facade.
A modern hotel with a prominent entrance, multiple floors, and a parking lot.
A reception area with a modern design, featuring a counter, a seating area, and a wall with a unique pattern.
A hotel room with two beds, a desk, a microwave, a TV, and a painting on the wall.

4. Best Western Plus Winter Haven Inn & Suites 

Best Western Plus Winter Haven Inn & Suites 
Winter Haven
  • Sun-soaked pool area creates perfect retreat near LEGOLAND Florida with loungers and umbrellas.
3.166.417 ₫
3.546.388 ₫ total
includes taxes & fees
18 Oct - 19 Oct
Best Western Plus Winter Haven Inn & Suites 
A swimming pool area with people playing with building blocks.
A row of colorful, single-story buildings with a uniform roof design, white picket fences, and a clear pathway leading to the entrance.
A colorful LEGO-themed beach retreat sign with a beach house and a gas station in the background.
A brightly colored building with a white picket fence, numbered doors, and a surfboard decoration.

5. LEGOLAND Beach Retreat

LEGOLAND Beach Retreat
Winter Haven
5.416.444 ₫
7.082.324 ₫ total
includes taxes & fees
30 Oct - 31 Oct
LEGOLAND Beach Retreat
A pool with a waterfall feature, lounge areas, and a building with a green roof in the background.
A hotel with a swimming pool, lounge chairs, and a fountain.
A landscaped area with a fountain, a pathway, and a building with balconies.
A spacious lobby with high ceilings, chandeliers, a reception desk, and seating areas.

6. Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando
Kissimmee
  • Dive into four refreshing pools at this sun-drenched resort where cabanas await and waterslides thrill.
2.239.142 ₫
3.423.867 ₫ total
includes taxes & fees
21 Oct - 22 Oct
Hilton Vacation Club Mystic Dunes Orlando
A hotel pool area with lounge chairs and umbrellas, surrounded by tall buildings and a sunset sky.
A modern hotel lobby with seating areas, tables, and decorative wall panels.
An outdoor patio area with wicker furniture, red accents, and palm trees.
A spacious lobby with a reception desk, seating area, and decorative hanging lights.

7. Drury Plaza Hotel Orlando - Disney Springs Area

Drury Plaza Hotel Orlando - Disney Springs Area
Lake Buena Vista
  • Dive into a cool-down oasis with a spacious outdoor pool, hot tub, and poolside bar service.
4.735.890 ₫
5.327.876 ₫ total
includes taxes & fees
25 Oct - 26 Oct
Drury Plaza Hotel Orlando - Disney Springs Area
A pool area with a chandelier, a statue, and a view of the outside.
A spacious lobby with a grand chandelier, modern seating, and a view of the outdoor area.
A spa entrance with a wooden facade, a sign indicating a sauna, and a patterned metal partition.
A resort pool area with a winding pool design, lounge chairs, and palm trees.

8. Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks
Kissimmee
  • Splash down the waterslide or bask poolside at this modern family resort with two hot tubs.
781.627 ₫
2.034.024 ₫ total
includes taxes & fees
28 Oct - 29 Oct
Kompose Boutique Resort at Theme Parks
A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a building in the background.
A living room with a Christmas tree, a fireplace, and a balcony with a view of a city skyline.
A hotel room with a large bed, a desk, a chair, a sofa, and a view of the outdoors.
A poolside area with a fire pit, blue outdoor furniture, and palm trees.

9. Hilton Orlando Buena Vista Palace - Disney Springs® Area

Hilton Orlando Buena Vista Palace - Disney Springs® Area
Lake Buena Vista
  • Immerse in poolside paradise at this Disney Springs resort with two outdoor pools and a lazy river sanctuary for all ages.
3.939.620 ₫
5.626.517 ₫ total
includes taxes & fees
15 Nov - 16 Nov
Hilton Orlando Buena Vista Palace - Disney Springs® Area
A swimming pool with clear blue water, surrounded by lounge chairs and yellow umbrellas.
A breakfast bar with various food dispensers, a seating area with a table and chairs, and large windows with a view of greenery.
A lobby with a central seating area, wooden ceiling, and patterned carpet.
A hotel room with a large window overlooking a swimming pool and a landscaped area with trees and a building in the background.

10. Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
Bay Lake
  • Splash into endless fun with an outdoor pool and sunny loungers just steps from Disney magic.
1.958.805 ₫
2.203.656 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
View all properties

Choose what matters most at hotels with a pool in Haines City

Breakfast included
Hot tub
4 stars
5 stars
Water park

Top Haines City Hotel Reviews

Rodeway Inn & Suites Haines City - Winter Haven

Rodeway Inn & Suites Haines City - Winter Haven

8/10 Good
"Property was on par for price"
Anastacia 1-night trip
Posted 11 days ago
Rodeway Inn & Suites Haines City - Winter Haven

Frequently asked questions

What is there to see and do in Haines City?
Explore places such as LEGOLAND® Florida, ESPN Wide World of Sports Complex and Disney's Animal Kingdom® Theme Park while you're in the area. Spend some time experiencing the great outdoors at Lake Hatchineha and Little Lake Hamilton. Enjoy activities such as golfing in Haines City.
When is the best time to book a hotel with a pool in Haines City?
You may want to consider a place to stay that has an outdoor pool if you're planning to visit Haines City in the driest months of February, December or November, when the average rainfall is 49 mm. Accommodation with an indoor pool may be the way to go if you are visiting during the rainiest months of August, July and September when the average rainfall is 217 mm.

Explore a world of travel with Expedia