A forested area with a waterfall cascading over rocks.

Florida Hotels with Swimming Pool

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Check availability on Florida Hotels with Swimming Pools

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 RM487
RM544 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 RM658
RM827 total
includes taxes & fees
22 Nov - 23 Nov
The Porches Inn at Mass MoCA
Indoor pool

3. 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 RM328
RM412 total
includes taxes & fees
16 Nov - 17 Nov
Vacation Village in the Berkshires
An indoor swimming pool with clear water, a diving area, and a view of the outdoors through large windows.

4. 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 RM626
RM699 total
includes taxes & fees
29 Nov - 30 Nov
Fairfield Inn & Suites by Marriott Williamstown
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 RM346
RM386 total
includes taxes & fees
16 Nov - 17 Nov
Willows Motel Williamstown
An indoor swimming pool with clear water, metal railings, and lounge chairs.

6. Hampton Inn Bennington

Hampton Inn Bennington
2.5 star property
Bennington
8.6 out of 10, Excellent, (1,002 reviews)
  • cleanliness
    Dive into year-round aquatic bliss at this Bennington retreat with an immaculate indoor pool and thoughtful amenities.
The price is RM566
RM617 total
includes taxes & fees
22 Nov - 23 Nov
Hampton Inn Bennington
A swimming pool with lounge chairs and a fence.

7. 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 RM405
RM452 total
includes taxes & fees
16 Nov - 17 Nov
Maple Terrace Motel
An outdoor seating area with Adirondack chairs and potted plants.

8. 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 RM305
RM360 total
includes taxes & fees
16 Nov - 17 Nov
Cozy Corner Motel
A blue building with a swimming pool, surrounded by trees and greenery.

9. 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 city centre hotel with a seasonal outdoor pool paradise.
The price is RM344
RM375 total
includes taxes & fees
22 Nov - 23 Nov
Hotel Vervana, Trademark Collection by Wyndham
A stone fire pit surrounded by a grassy area with a tree and outdoor seating.

10. 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 RM736
RM809 total
includes taxes & fees
16 Nov - 17 Nov
The Nutmeg
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 2 hours ago
Willows Motel Williamstown

Frequently asked questions

What are some accommodation options 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 the local weather in Florida into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Florida are January, March, February and November, with each month seeing an average of 17 cm of snowfall.

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