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Find Hotels with a Pool in Florida, MA

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Check availability on Florida Hotels with a Pool

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Oct 5 - Oct 6
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Oct 6 - Oct 7
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Oct 10 - Oct 12
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Oct 17 - Oct 19

Top Florida Hotels with a Pool

Huttopia Berkshires
Outdoor pool

Huttopia Berkshires

1.0 star property
10.0 out of 10, Exceptional, (4)
"Perfect place for a relaxing getaway! We loved everything! "
$98 nightly
The price is $109
Oct 7 - Oct 8
Total with taxes and fees
Huttopia Berkshires
The Springs Motel
Seasonal outdoor pool

The Springs Motel

2.0 star property
9.2 out of 10, Wonderful, (71)
"Quiet and quaint place. I have stayed a couple of times."
$97 nightly
The price is $107
Oct 7 - Oct 8
Total with taxes and fees
The Springs Motel
Knotty Pine
Property grounds

Knotty Pine

2.5 star property
9.0 out of 10, Wonderful, (2)
"Very quiet. Evening staff efficient and helpful upon arrival. Breakfast was posted to start at 7 AM but food and drink was not ready. Left without breakfast. "
$154 nightly
The price is $168
Oct 23 - Oct 24
Total with taxes and fees
Knotty Pine
Willows Motel Williamstown
Outdoor pool

Willows Motel Williamstown

2.0 star property
9.0 out of 10, Wonderful, (957)
"Very quaint inn, comfortable beds, very clean. Most cheerful staff and great fresh fruit and variety at breakfast."
$99 nightly
The price is $111
Oct 7 - Oct 8
Total with taxes and fees
Willows Motel Williamstown
Cozy Corner Motel
Exterior

Cozy Corner Motel

2.0 star property
9.2 out of 10, Wonderful, (867)
"Very nice staff, nice breakfast"
$79 nightly
The price is $88
Nov 2 - Nov 3
Total with taxes and fees
Cozy Corner Motel
The Inn At Quail Run
Seasonal outdoor pool

The Inn At Quail Run

2.5 star property
9.0 out of 10, Wonderful, (65)
"Property was just as described, it was great staying there, outdoors was beautiful."
$185 nightly
The price is $204
Nov 1 - Nov 2
Total with taxes and fees
The Inn At Quail Run
Hampton Inn & Suites Greenfield
Pool

Hampton Inn & Suites Greenfield

2.5 star property
8.6 out of 10, Excellent, (860)
"The rooms were well appointed, the free breakfast was very good, the staff was friendly, and the location was convenient. "
$161 nightly
The price is $179
Nov 2 - Nov 3
Total with taxes and fees
Hampton Inn & Suites Greenfield
Maple Terrace Motel
Seasonal outdoor pool, open 9 AM to 8 PM, pool umbrellas, sun loungers

Maple Terrace Motel

2.5 star property
9.6 out of 10, Exceptional, (579)
"Excellent place. Bountiful view. "
$99 nightly
The price is $111
Nov 2 - Nov 3
Total with taxes and fees
Maple Terrace Motel
2BR 2BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
Outdoor pool, a heated pool

2BR 2BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

9.4 out of 10, Exceptional, (16)
"So cute and in such a great area! It was a perfect stay"
$224 nightly
The price is $253
Oct 14 - Oct 15
Total with taxes and fees
2BR 2BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
Mountaineer Inn
Seasonal outdoor pool

Mountaineer Inn

2.0 star property
8.6 out of 10, Excellent, (521)
"Easy check in and out. Beautiful location"
$97 nightly
The price is $107
Nov 2 - Nov 3
Total with taxes and fees
Mountaineer Inn
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

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Beautiful property surrounded by the Berkshire mountains. Lovely views of the surrounding area. Be aware there is no late check-out allowed, as I was told it is their policy. I liked the kitchenette and option of the pullout couch although I ended up not needing it. I will definitely be returning to this nice property."
Jennifer 1-night trip
Posted 3 hours ago
Vacation Village in the Berkshires

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: Features free self parking, an indoor pool, and complimentary wireless internet access. The Williams Inn: Offers a health club, an indoor pool, and complimentary wired internet access. Hotel Downstreet, an Ascend Collection Hotel: Condo resort, 1-minute walk from Jiminy Peak Mountain Resort. Features 2 restaurants, an outdoor pool, and 2 bars. Holiday Inn & Suites Pittsfield-Berkshires by IHG: Offers free self parking, a seasonal outdoor pool, and complimentary wireless internet access.
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, Reed Brook Preserve, and Florida Free Library 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.

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