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

Find Hotels with a Pool in Haines City, FL

  • 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 a Pool

This weekend
Aug 7 - Aug 9
Next weekend
Aug 14 - Aug 16

Our top choices for Haines City hotels with a pool

House (3 Bedrooms) | Interior

1. Golf, Dine & Unwind Poolside! Haines City Getaway

Golf, Dine & Unwind Poolside! Haines City Getaway
3.0 star property
Haines City
The price is NT$6,266
NT$14,801 total
includes taxes & fees
Sep 1 - Sep 2
Golf, Dine & Unwind Poolside! Haines City Getaway
House | 4 bedrooms

2. Southern Dunes Pool Home w Golf Cart Available

Southern Dunes Pool Home w Golf Cart Available
2.0 star property
Haines City
The price is NT$5,642
NT$16,737 total
includes taxes & fees
Aug 6 - Aug 7
Southern Dunes Pool Home w Golf Cart Available
Outdoor pool, pool umbrellas, sun loungers

3. Best Western Plus Winter Haven Inn & Suites 

Best Western Plus Winter Haven Inn & Suites 
3.5 star property
Winter Haven
9.6 out of 10, Exceptional, (1,340 reviews)
  • cleanliness
    Sun-soaked pool area creates perfect retreat near LEGOLAND Florida with loungers and umbrellas.
The price is NT$3,700
NT$4,144 total
includes taxes & fees
Aug 10 - Aug 11
Best Western Plus Winter Haven Inn & Suites 
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

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

Breakfast included
Hot tub

Top Haines City Hotel Reviews

Frequently asked questions

What are some accommodations with pools in Haines City?
Balmoral Resort Florida: Features a children's pool, an outdoor pool, and free water-park access.
What is there to see and do in Haines City?
Explore places like 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 Snodgrass Island and Lake Hatchineha. Enjoy activities like 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 offers an outdoor swimming pool if you're planning to visit Haines City in the driest months of February, December, or November when the average rainfall is 2 inches. Lodging with an indoor pool may be the way to go if you come to town during the rainiest months of August, July, and September when the average rainfall is 9 inches.

Explore a world of travel with Expedia