Find Hotels with a Pool in Florida, NY

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Check availability on Florida Hotels with a Pool

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Dec 6 - Dec 7
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Dec 7 - Dec 8
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Dec 12 - Dec 14
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Dec 19 - Dec 21

Top Florida Hotels with a Pool

Indoor pool, sun loungers
Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG

2.5 star property
Chester
8.6 out of 10, Excellent, (1002)
"Great for a quick stay 👍"
United States
Jerry
$93 nightly
The price is $110
Dec 11 - Dec 12
Total with taxes and fees
Holiday Inn Express Hotel & Suites Chester by IHG
Seasonal outdoor pool
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 star property
Bear Mountain
8.4 out of 10, Very Good, (1003)
"Staff was incredibly kind and the room was super cozy. The inn is beautiful and there is enough to do around. "
United States
Ryan
$101 nightly
The price is $115
Dec 16 - Dec 17
Total with taxes and fees
Overlook Lodge at Bear Mountain
Outdoor pool
LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York

3.0 star property
Goshen
8.8 out of 10, Excellent, (32)
"We loved everything from the staff to the stay "
United States
Arnassia
$294 nightly
The price is $346
Dec 22 - Dec 23
Total with taxes and fees
LEGOLAND Hotel NEW York
BBQ/picnic area
Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown

2.5 star property
Middletown
8.6 out of 10, Excellent, (1002)
"Room was clean and staff was great!"
United States
Annemarie
$75 nightly
The price is $89
Dec 21 - Dec 22
Total with taxes and fees
Hampton Inn by Hilton Middletown
Indoor pool
La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen

3.0 star property
Middletown
9.4 out of 10, Exceptional, (929)
"great staff, clean rooms, nice breakfast .. overall a pleasant & safe atmosphere !"
United States
Emerson
$115 nightly
The price is $136
Dec 23 - Dec 24
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Middletown-Goshen
Indoor pool
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

2.0 star property
New Windsor
8.4 out of 10, Very Good, (1002)
"Fast check in, great parking area. "
United States
Helene
$101 nightly
The price is $114
Jan 1 - Jan 2, 2026
Total with taxes and fees
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Indoor pool, open 6 AM to 11 PM, sun loungers
Courtyard by Marriott Newburgh Stewart Airport

Courtyard by Marriott Newburgh Stewart Airport

3.0 star property
Newburgh
8.2 out of 10, Very Good, (692)
"Property clean rooms clean front desk the Best "
United States
Dirwin
$101 nightly
The price is $119
Dec 14 - Dec 15
Total with taxes and fees
Courtyard by Marriott Newburgh Stewart Airport
Reception
Hampton Inn & Suites Newburgh Stewart Airport

Hampton Inn & Suites Newburgh Stewart Airport

2.5 star property
Newburgh
9.2 out of 10, Wonderful, (976)
"Clean great staff great breakfast pool area warm "
United States
LaRhonda
$103 nightly
The price is $122
Dec 14 - Dec 15
Total with taxes and fees
Hampton Inn & Suites Newburgh Stewart Airport
Indoor pool
Hampton Inn & Suites Mahwah

Hampton Inn & Suites Mahwah

2.5 star property
Mahwah
8.8 out of 10, Excellent, (1409)
"Excellent stay. Wonderful staff!"
United States
Andrew
$111 nightly
The price is $127
Dec 14 - Dec 15
Total with taxes and fees
Hampton Inn & Suites Mahwah
Seasonal outdoor pool
Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown

2.5 star property
Goshen
8.8 out of 10, Excellent, (1002)
"This place is fantastic from the staff to the rooms. Very clean. Will definitely stay here again."
United States
Linda
$93 nightly
The price is $115
Dec 17 - Dec 18
Total with taxes and fees
Fairfield Inn & Suites by Marriott Goshen Middletown
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 Florida Hotel Reviews

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury

10/10 Excellent
"Nice place great staff"
Irvin 1-night trip
Posted 3 days ago
Hampton Inn Harriman Woodbury

Frequently asked questions

What are some hotels with pools in Florida?
Overlook Lodge at Bear Mountain: Hotel, 1-minute walk from Bear Mountain State Park. Features a full-service spa, a seasonal outdoor pool, and a snack bar/deli. La Quinta Inn & Suites by Wyndham Middletown-Goshen: Offers daily, an indoor pool, and free self parking. Hampton Inn Harriman Woodbury: Hotel, 1-minute walk from Woodbury Common Premium Outlets. Provides daily, an indoor pool, and complimentary wired internet access. Hampton Inn & Suites Mahwah: Features full, a pool, and complimentary wired internet access. Crowne Plaza Suffern - Mahwah by IHG: Offers free self parking, an indoor pool, and complimentary wireless internet access.
What is there to see and do in Florida?
Make a point to visit attractions like The Rock Sports Complex and LEGOLAND® New York. During your stay, check out sights such as Castle Fun Center, Warwick Valley Winery and Distillery, and Goshen Historic Track.
When is the best time to book a hotel with a pool in Florida?
You may want to think about an accommodation that has an outdoor pool if you plan to visit Florida in the warmest months of July, August, or June when the average temp is 69°F. Lodging offering an indoor pool may be what you want if you come to town during the coldest months of January, February, or December when the average temperature is 32°F.

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