Find Hotels with a Pool in Haines City, FL

Start date: Check-in selected.
To Date
End date: Check-out

Check availability on Haines City Hotels with a Pool

This weekend
Next weekend

Top Haines City Hotels with a Pool

Golf Country Pool Home in Southern Dunes with Golf and Country Club

Haines City
10.0 out of 10, Exceptional, (3)
"The house and the amenities were fantastic. Could not have asked for a better location for golf and relaxation. The pool was heated to a perfect temp. The only thing would be the master bath shower needs to be tweaked for hot water. Give this an A+"
United States
Jon H.
$394 nightly
The price is $408
Dec 8 - Dec 9
Total with taxes and fees
Golf Country Pool Home in Southern Dunes with Golf and Country Club

LUXURY 2 BEDROOM SECOND FLOOR (CORNER) CONDO IN SOUTHERN DUNES

Haines City
9.2 out of 10, Wonderful, (63)
"We extended our stay by two weeks, please read my previous review. Can not complain about anything apart from location from theme parks, at least a 45 minute drive from attractions."
United Kingdom
Anthony M.
$390 nightly
The price is $431
Dec 5 - Dec 6
Total with taxes and fees
LUXURY 2 BEDROOM SECOND FLOOR (CORNER) CONDO IN SOUTHERN DUNES

Golf and Disney Family Vacation Home in Gated Golf Community, Near Orlando FL

Haines City
9.4 out of 10, Exceptional, (8)
"Very comfortable, nicely updated, has everything you need. Would definitely stay here again !"
United States
Tim H.
$265 nightly
The price is $293
Dec 14 - Dec 15
Total with taxes and fees
Golf and Disney Family Vacation Home in Gated Golf Community, Near Orlando FL

Modern Villa

2.5 star property
Haines City
$215 nightly
The price is $240
Jan 1 - Jan 2, 2026
Total with taxes and fees
Modern Villa

Discover Your Family Retreat in Southern Dunes

2.0 star property
Haines City
$327 nightly
The price is $362
Dec 18 - Dec 19
Total with taxes and fees
Discover Your Family Retreat in Southern Dunes

Chic 4BR/3BA,Heated Pool,Jacuzzi & Dining Oasis near Disney & Legoland

Haines City
$268 nightly
The price is $296
Dec 10 - Dec 11
Total with taxes and fees
Chic 4BR/3BA,Heated Pool,Jacuzzi & Dining Oasis near Disney & Legoland

Modern Lux Villa near Disney-Lego Land

Haines City
$136 nightly
The price is $150
Dec 15 - Dec 16
Total with taxes and fees
Modern Lux Villa near Disney-Lego Land

Spacious Orlando Poolside Getaway 4BR Retreat w/ Suites Near Disney and Legoland

Haines City
$296 nightly
The price is $327
Dec 7 - Dec 8
Total with taxes and fees
Spacious Orlando Poolside Getaway 4BR Retreat w/ Suites Near Disney and Legoland

Luxurious 3BR/2BA: Private heated pool , Golf views , Near Disney & Legoland

2.5 star property
Haines City
$239 nightly
The price is $264
Dec 5 - Dec 6
Total with taxes and fees
Luxurious 3BR/2BA: Private heated pool , Golf views , Near Disney & Legoland

Charming 3-bedroom house with WiFi, AC in lovely Haines City, Florida

Haines City
$408 nightly
The price is $451
Dec 30 - Dec 31
Total with taxes and fees
Charming 3-bedroom house with WiFi, AC in lovely Haines City, Florida
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.

Top Haines City Hotel Reviews

Frequently asked questions

What are some accommodations with pools in Haines City?
Rodeway Inn & Suites Haines City - Winter Haven: Offers televisions, a pool, and air conditioning. Modern Lux Villa near Disney-Lego Land: Provides a water park, a pool, and complimentary wireless internet access. Cozy Home by a Golf Course with pool and 20 min from Disney, not party property: Features complimentary wireless internet access, a communal pool, and kitchens. Grand Westbury 4BR House near Disney Parks: Offers free self parking, an outdoor pool, and complimentary wireless internet access. Modern Villa: Features a water park, a communal pool, and complimentary wireless internet access.
What is there to see and do in Haines City?
Explore places like LEGOLAND® Florida, Disney's Animal Kingdom® Theme Park, and Epcot® while you're in the area. Spend some time experiencing the great outdoors at Lake Hatchineha and Snodgrass Island. 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