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Find Hotels with a Pool in Florida, MA

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Check availability on Florida Hotels with a Pool

Tonight
Dec 3 - Dec 4
Tomorrow
Dec 4 - Dec 5
This weekend
Dec 5 - Dec 7
Next weekend
Dec 12 - Dec 14

Top Florida Hotels with a Pool

Indoor pool, outdoor pool, pool umbrellas
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3.0 star property
Williamstown
8.8 out of 10, Excellent, (2160)
"Great stay and beautiful scenery close to Jiminy’s Peak Ski slopes. They have a heated pool for winter weather and extra outdoor for the summer plus other family oriented amenities"
United States
Karla
The price is ₩119,661
₩149,761 total
includes taxes & fees
Dec 4 - Dec 5
Vacation Village in the Berkshires
Property grounds
Knotty Pine

Knotty Pine

2.5 star property
Bennington
9.2 out of 10, Wonderful, (27)
"The rooms were clean and well maintained. The staff was friendly. It is just a motel. "
United States
Martha
The price is ₩161,442
₩175,971 total
includes taxes & fees
Dec 4 - Dec 5
Knotty Pine
Seasonal outdoor pool
Farm Road Estate

Farm Road Estate

3.0 star property
West Dover
10.0 out of 10, Exceptional, (77)
"Room was clean, staff friendly, amenities were good"
United States
Movses
Farm Road Estate
Meeting facility
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
Pittsfield
8.0 out of 10, Very Good, (975)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
The price is ₩136,315
₩152,264 total
includes taxes & fees
Dec 7 - Dec 8
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas
Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow

2.0 star property
West Dover
10.0 out of 10, Exceptional, (1)
"This was the perfect little getaway! Beautiful area, staff was nice, atmosphere was relaxing and having the hot tub option was perfect! "
United States
Harley
The price is ₩167,165
₩183,882 total
includes taxes & fees
Dec 4 - Dec 5
Hideaway Inn Mt. Snow
Indoor pool, open 6:00 AM to 10 PM, sun loungers
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

3.0 star property
North Adams
8.8 out of 10, Excellent, (1000)
"Great property, nice staff, lovely rooms, awesome location."
Canada
Krysten
The price is ₩157,185
₩175,576 total
includes taxes & fees
Dec 20 - Dec 21
Hotel Downstreet, an Ascend Collection Hotel
Seasonal outdoor pool, open 9 AM to 8 PM, pool umbrellas, sun loungers
Maple Terrace Motel

Maple Terrace Motel

2.5 star property
Williamstown
9.6 out of 10, Exceptional, (586)
"Reception was great, lovely beds (most important to me), great location, this place is excellent."
United States
William
The price is ₩145,297
₩162,292 total
includes taxes & fees
Dec 7 - Dec 8
Maple Terrace Motel
Seasonal outdoor pool
The Springs Motel

The Springs Motel

2.0 star property
New Ashford
9.2 out of 10, Wonderful, (87)
"Love this place! I’ve stayed here several times. It is sweet and uncomplicated and convenient."
United States
Jennifer
The price is ₩192,064
₩210,695 total
includes taxes & fees
Dec 12 - Dec 13
The Springs Motel
Seasonal outdoor pool, sun loungers
Best Western Bennington

Best Western Bennington

2.5 star property
Bennington
7.6 out of 10, Good, (941)
"Great stay"
United States
TONY
The price is ₩155,248
₩169,220 total
includes taxes & fees
Dec 10 - Dec 11
Best Western Bennington
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

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent
"Perfect "
Peter 2-night trip
Posted 2 days ago
Hotel Downstreet, an Ascend Collection Hotel

Frequently asked questions

What are some accommodations with pools in Florida?
Blue Vista Motor Lodge: Condo, 14-minute walk from Jiminy Peak Mountain Resort. Offers a children's pool, an indoor pool, and free self parking. Vacation Village in the Berkshires: Provides free self parking, an indoor pool, and complimentary wireless internet access. Hotel Downstreet, an Ascend Collection Hotel: Features a health club, an indoor pool, and complimentary wired internet access. Holiday Inn & Suites Pittsfield-Berkshires by IHG: Features free self parking, a seasonal outdoor pool, and complimentary wireless internet access. The Williams Inn: Offers a sauna, an outdoor pool, and continental.
What is there to see and do in Florida?
The picturesque setting of Deerfield River and Green Mountain National Forest showcase the area's natural beauty. Discover sights such as Florida Town Hall, Hoosac Range, and Reed Brook Preserve during your stay.
When is the best time to book a hotel with a pool in Florida?
Taking into account the local weather in Florida is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Florida are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.