A forested area with a waterfall cascading over rocks.

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Check availability on Florida Hotels with a Pool

Our top choices for Florida hotels with a pool

An indoor swimming pool with a colorful mural on the wall, a lifeguard station, and clear pool rules posted.

1. Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
3.0 star property
North Adams
9.0 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Poolside bliss awaits with mountain views in this rejuvenating indoor pool and hot tub retreat.
The price is AED 438
AED 489 total
includes taxes & fees
29 Nov - 30 Nov
Hotel Downstreet, an Ascend Collection Hotel
Two people relaxing by a poolside with drinks, a building in the background, and a clear sky.

2. The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA
3.5 star property
North Adams
9.4 out of 10, Exceptional, (533 reviews)
  • cleanliness
    Float peacefully day or night at this 24-hour outdoor pool and hot tub sanctuary.
The price is AED 522
AED 665 total
includes taxes & fees
16 Dec - 17 Dec
The Porches Inn at Mass MoCA
An indoor swimming pool with clear water, a diving area, and a view of the outdoors through large windows.

3. Fairfield Inn & Suites by Marriott Williamstown

Fairfield Inn & Suites by Marriott Williamstown
3.0 star property
Williamstown
8.8 out of 10, Excellent, (442 reviews)
  • cleanliness
    Swim indoors year-round at this welcoming retreat with an indoor pool, hot tub, and extended pool hours for ultimate relaxation.
The price is AED 562
AED 628 total
includes taxes & fees
29 Nov - 30 Nov
Fairfield Inn & Suites by Marriott Williamstown
Indoor pool

4. Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,855 reviews)
  • cleanliness
    Family-friendly pools await at this Berkshires condo with indoor, outdoor, and kids' options.
The price is AED 295
AED 370 total
includes taxes & fees
16 Nov - 17 Nov
Vacation Village in the Berkshires
A rectangular swimming pool with a blue interior, surrounded by a white picket fence.

5. Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (1,003 reviews)
  • cleanliness
    Escape to a poolside oasis with a swim-up bar and the freedom to float from dawn to dusk.
The price is AED 311
AED 347 total
includes taxes & fees
16 Nov - 17 Nov
Willows Motel Williamstown
A swimming pool with lounge chairs and a fence.

6. Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (648 reviews)
  • cleanliness
    Dive into a heated pool oasis where crystal clear waters beckon at this tranquil Williamstown retreat.
The price is AED 364
AED 406 total
includes taxes & fees
16 Nov - 17 Nov
Maple Terrace Motel
An outdoor seating area with Adirondack chairs and potted plants.

7. Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (969 reviews)
  • cleanliness
    Pool paradise awaits with a lazy river and mountain views at this tranquil family-friendly retreat.
The price is AED 274
AED 324 total
includes taxes & fees
16 Nov - 17 Nov
Cozy Corner Motel
A poolside area with lounge chairs, umbrellas, and a swimming pool.

8. The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.0 out of 10, Wonderful, (124 reviews)
  • cleanliness
    Refreshing mountain retreat boasts a sparkling seasonal pool surrounded by lounging areas and firepits.
The price is AED 384
AED 421 total
includes taxes & fees
20 Nov - 21 Nov
The Springs Motel
A stone fire pit surrounded by a grassy area with a tree and outdoor seating.

9. The Nutmeg

The Nutmeg
3.5 star property
Wilmington
9.4 out of 10, Exceptional, (444 reviews)
  • cleanliness
    Summer river retreats with exclusive seasonal poolside fun from July through September.
The price is AED 641
AED 705 total
includes taxes & fees
16 Dec - 17 Dec
The Nutmeg
A blue building with a swimming pool, surrounded by trees and greenery.

10. Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham
2.5 star property
Bennington
8.2 out of 10, Very good, (1,003 reviews)
  • cleanliness
    Soak up summer relaxation at this downtown hotel with a seasonal outdoor pool paradise.
The price is AED 309
AED 337 total
includes taxes & fees
22 Nov - 23 Nov
Hotel Vervana, Trademark Collection by Wyndham
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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Choose what matters most at hotels with a pool in Florida

Breakfast included
4 stars

Top Florida Hotel Reviews

Willows Motel Williamstown

Willows Motel Williamstown

8/10 Good
"Staff was very friendly. The room was clean and well maintained. Great location for being close to Williams College."
James 2-night trip
Posted 3 hours ago
Willows Motel Williamstown

Frequently asked questions

What are some accommodations with pools in Florida?
Blue Vista Motor Lodge: Aparthotel, 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 daily, an indoor pool, and free self parking. Hotel Downstreet, an Ascend Collection Hotel: Hotel, 1-minute walk from Green Mountain National Forest. Provides daily, a seasonal outdoor pool, and free self parking. The Williams Inn: Hotel, 1-minute walk from Jiminy Peak Mountain Resort. Features 2 hot tubs, an outdoor pool, and 2 outdoor tennis courts. FairBridge Inn Express: Hotel, 1-minute walk from Green Mountain National Forest. Offers a sauna, a seasonal outdoor pool, and free self parking.
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.