Find Hotels with a Pool in Florida, MA

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Check availability on Florida Hotels with a Pool

Our top choices for Florida hotels with a pool

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
8.8 out of 10, Excellent, (27 reviews)
"Great cozy hotel very close to Mount Snow. "
United States
Yuhui
The price is ₩199,158
₩219,073 total
includes taxes & fees
Jan 20 - Jan 21
Hideaway Inn Mt. Snow
Indoor pool

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, (1,006 reviews)
"Staff was very courteous and rooms clean."
United States
Steven
The price is ₩144,414
₩161,311 total
includes taxes & fees
Jan 23 - Jan 24
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Indoor pool

Hampton Inn Bennington

Hampton Inn Bennington
2.5 star property
Bennington
8.6 out of 10, Excellent, (1,002 reviews)
"Clean rooms, friendly staff, good breakfast, comfy beds."
United States
William
The price is ₩192,129
₩209,421 total
includes taxes & fees
Feb 1 - Feb 2
Hampton Inn Bennington
Gazebo

Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (891 reviews)
"Excellent service and a beautifully decorated property."
United States
Ivana
The price is ₩102,121
₩120,821 total
includes taxes & fees
Feb 1 - Feb 2
Cozy Corner Motel
Exterior

Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham
2.5 star property
Bennington
8.2 out of 10, Very Good, (1,006 reviews)
"The warm welcome and awesome customer service shown to us by Richard that was the highlight of our stay. The hotel is centrally located, clean, affordable and roomy. We would definitely stay here again if ever in Bennington."
United States
Carol
The price is ₩184,349
₩200,940 total
includes taxes & fees
Jan 20 - Jan 21
Hotel Vervana, Trademark Collection by Wyndham
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, (1,000 reviews)
"Staff was pleasant and helpful, room spacey and all immaculate ."
United States
Barbara
The price is ₩184,260
₩205,818 total
includes taxes & fees
Feb 3 - Feb 4
Hotel Downstreet, an Ascend Collection Hotel
Seasonal outdoor pool

The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.2 out of 10, Wonderful, (90 reviews)
"Great vibe. Comfortable great staff"
United States
Bart
The price is ₩195,961
₩214,970 total
includes taxes & fees
Jan 26 - Jan 27
The Springs Motel
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, (595 reviews)
"Cute place"
United States
Lisa
The price is ₩145,887
₩162,951 total
includes taxes & fees
Jan 20 - Jan 21
Maple Terrace Motel
Exterior

Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,212 reviews)
"I great place to stay!!"
United Kingdom
Maricel
The price is ₩153,214
₩187,306 total
includes taxes & fees
Jan 20 - Jan 21
Vacation Village in the Berkshires
Outdoor pool

Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.0 out of 10, Wonderful, (1,002 reviews)
"Wonderful. Great hosts. Would 100% stay again"
United States
Ben
The price is ₩112,731
₩125,920 total
includes taxes & fees
Jan 20 - Jan 21
Willows Motel Williamstown
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 Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham

10/10 Excellent
"The warm welcome and awesome customer service shown to us by Richard that was the highlight of our stay. The hotel is centrally located, clean, affordable and roomy. We would definitely stay here again if ever in Bennington."
Carol 2-night trip
Posted 2 days ago
Hotel Vervana, Trademark Collection by Wyndham

Frequently asked questions

What are some accommodations with pools in Florida?
Blue Vista Motor Lodge: Condo, 14-minute walk from Jiminy Peak Mountain Resort. Provides a children's pool, an indoor pool, and free self parking. Vacation Village in the Berkshires: Features free self parking, an indoor pool, and complimentary wireless internet access. Hotel Downstreet, an Ascend Collection Hotel: Offers a health club, an indoor pool, and complimentary wired internet access. Holiday Inn & Suites Pittsfield-Berkshires by IHG: Resort, 3-minute walk from Mount Snow. Offers a full-service spa, an outdoor pool, and 2 hot tubs. The Williams Inn: Provides free self parking and an outdoor pool.
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 Hoosac Range, Florida Town Hall, 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.