Find Hotels with a Pool in Haines City, FL

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Check availability on Haines City Hotels with a Pool

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Dec 7 - Dec 8
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Dec 19 - Dec 21

Top Haines City Hotels with a Pool

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

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.
$389 nightly
The price is $430
Dec 8 - Dec 9
Total with taxes and fees
LUXURY 2 BEDROOM SECOND FLOOR (CORNER) CONDO IN SOUTHERN DUNES
Pool
Golf and Disney Family Vacation Home in Gated Golf Community, Near Orlando FL

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
Exterior
Modern Villa

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
Dining
Discover Your Family Retreat in Southern Dunes

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
A heated pool
Chic 3BR Getaway, Heated Pool, Golf Views & Theme Parks

Chic 3BR Getaway, Heated Pool, Golf Views & Theme Parks

Haines City
10.0 out of 10, Exceptional, (2)
"Beautiful home, and great communication fromHost."
United States
Eridania E.
$294 nightly
The price is $326
Jan 2 - Jan 3, 2026
Total with taxes and fees
Chic 3BR Getaway, Heated Pool, Golf Views & Theme Parks
A heated pool
Chic 4BR/3BA,Heated Pool,Jacuzzi & Dining Oasis near Disney & Legoland

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
Exterior
Modern Lux Villa near Disney-Lego Land

Modern Lux Villa near Disney-Lego Land

Haines City
$136 nightly
The price is $150
Dec 8 - Dec 9
Total with taxes and fees
Modern Lux Villa near Disney-Lego Land
Pool
Spacious Orlando Poolside Getaway 4BR Retreat w/ Suites Near Disney and Legoland

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

Haines City
$298 nightly
The price is $329
Dec 10 - Dec 11
Total with taxes and fees
Spacious Orlando Poolside Getaway 4BR Retreat w/ Suites Near Disney and Legoland
Exterior
Charming 3-bedroom house with WiFi, AC in lovely Haines City, Florida

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

Haines City
$410 nightly
The price is $453
Dec 29 - Dec 30
Total with taxes and fees
Charming 3-bedroom house with WiFi, AC in lovely Haines City, Florida
Exterior
Luxe 3BR-2BA Retreat with Pool & Designer Touches, Close to Disneyland, Legoland

Luxe 3BR-2BA Retreat with Pool & Designer Touches, Close to Disneyland, Legoland

Haines City
$243 nightly
The price is $358
Dec 8 - Dec 9
Total with taxes and fees
Luxe 3BR-2BA Retreat with Pool & Designer Touches, Close to Disneyland, Legoland
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.
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Top Haines City Hotel Reviews

Rodeway Inn & Suites Haines City - Winter Haven

Rodeway Inn & Suites Haines City - Winter Haven

10/10 Excellent
"Will stay again"
Tracy 1-night trip
Posted 4 months ago
Rodeway Inn & Suites Haines City - Winter Haven

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.

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