A forested area with a waterfall cascading over rocks.

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Check availability on Florida Hotels with Pool

Tonight
23 Oct - 24 Oct
Tomorrow
24 Oct - 25 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

Our top choices for Florida hotels with a pool

An indoor swimming pool with blue tiles, a wooden wall, and a blue and white color scheme.
A bookshelf with various books and pamphlets, including titles like 'JIMINY' and 'Berkshire Landscapes'.
A hotel room with a bed, a sofa, a TV, and a desk with a lamp.
A reception area with a large landscape painting, a dark reception desk, and a potted plant.

1. Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
North Adams
  • Poolside bliss awaits with mountain views in this rejuvenating indoor pool and hot tub retreat.
฿4,022
฿4,493 total
includes taxes & fees
12 Nov - 13 Nov
Hotel Downstreet, an Ascend Collection Hotel
Two people relaxing by a poolside with drinks, a building in the background, and a clear sky.
A row of colorful Victorian-style houses with a prominent red one labeled "PORCHES."
A hallway with a collection of plates on the walls, leading to a staircase.
A cozy living room with a fireplace, a red armchair, a bookshelf, and a coffee table.

2. The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA
North Adams
  • Float peacefully day or night at this 24-hour outdoor pool and hot tub sanctuary.
฿5,294
฿6,667 total
includes taxes & fees
22 Nov - 23 Nov
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.
A fire feature with a metal frame and a brick wall in the background.
A modern restaurant with a long counter, multiple seating areas, and pendant lighting.
A modern living room with a fireplace, comfortable seating, a flat-screen TV, and a stone accent wall.

3. Fairfield Inn & Suites by Marriott Williamstown

Fairfield Inn & Suites by Marriott Williamstown
Williamstown
  • Swim indoors year-round at this welcoming retreat with an indoor pool, hot tub, and extended pool hours for ultimate relaxation.
฿4,870
฿5,440 total
includes taxes & fees
15 Nov - 16 Nov
Fairfield Inn & Suites by Marriott Williamstown
Indoor pool
A spacious living room with a fireplace, comfortable seating, and large windows.
A spacious living room with large windows, a fireplace, and a variety of seating options.
A two-story building with a symmetrical facade, a central entrance, and a well-maintained lawn.

4. Vacation Village in the Berkshires

Vacation Village in the Berkshires
Williamstown
  • Family-friendly pools await at this Berkshires condo with indoor, outdoor, and kids' options.
฿2,700
฿3,384 total
includes taxes & fees
12 Nov - 13 Nov
Vacation Village in the Berkshires
A rectangular swimming pool with a blue interior, surrounded by a white picket fence.
A patio area with wooden chairs and tables, surrounded by dense greenery and trees.
A hotel room with a TV, a desk, a chair, a dresser, a bed with a patterned bedspread, and a microwave.
A hay bale display with pumpkins and scarecrows.

5. Willows Motel Williamstown

Willows Motel Williamstown
Williamstown
  • Escape to a poolside oasis with a swim-up bar and the freedom to float from dawn to dusk.
฿2,841
฿3,173 total
includes taxes & fees
1 Nov - 2 Nov
Willows Motel Williamstown
An indoor swimming pool with clear water, metal railings, and lounge chairs.
A hotel lobby with a fireplace, seating area, and a bar.
A hotel room with two beds, a desk with a television, and a window with a mountain view.
A hotel reception area with a reception desk, a chandelier, framed pictures, and a coffee station.

6. Hampton Inn Bennington

Hampton Inn Bennington
Bennington
  • Dive into year-round aquatic bliss at this Bennington retreat with an immaculate indoor pool and thoughtful amenities.
฿5,207
฿5,676 total
includes taxes & fees
3 Nov - 4 Nov
Hampton Inn Bennington
A swimming pool with lounge chairs and a fence.
A garden with a swing set, a blue chair, and a flower bed.
A breakfast buffet setup with cereal, milk, juice, and pastries.
A garden with a wooden pergola, potted plants, and a lawn with chairs.

7. Maple Terrace Motel

Maple Terrace Motel
Williamstown
  • Dive into a heated pool oasis where crystal clear waters beckon at this tranquil Williamstown retreat.
฿3,327
฿3,716 total
includes taxes & fees
1 Nov - 2 Nov
Maple Terrace Motel
An outdoor seating area with Adirondack chairs and potted plants.
A building with a double door labeled "WELCOME" and "OFFICE," a "PARKING ONLY" sign, and flower baskets on either side of the entrance.
A hotel room with a bed, a nightstand, a lamp, a window with curtains, and a painting on the wall.
A covered porch with beige siding, white railings, and a row of wooden benches.

8. Cozy Corner Motel

Cozy Corner Motel
Williamstown
  • Pool paradise awaits with a lazy river and mountain views at this tranquil family-friendly retreat.
฿2,510
฿2,963 total
includes taxes & fees
4 Nov - 5 Nov
Cozy Corner Motel
A blue building with a swimming pool, surrounded by trees and greenery.
A hotel room with a red sofa, a round wooden table, a black armchair, a bed, and a large window with a view of greenery.
A tree with a fallen trunk in a grassy area with a blue building in the background.
A hotel room with a large bed, a desk with a chair, a balcony with a view, and a TV mounted on the wall.

9. Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham
Bennington
  • Soak up summer relaxation at this city centre hotel with a seasonal outdoor pool paradise.
฿3,327
฿3,627 total
includes taxes & fees
2 Nov - 3 Nov
Hotel Vervana, Trademark Collection by Wyndham
A stone fire pit surrounded by a grassy area with a tree and outdoor seating.
A person sitting by a fireplace with stockings hanging above.
A snow-covered house with a red exterior, two lit lanterns, and a snow-covered entrance.
A wooden table with a glass, a knife, a napkin, salt and pepper shakers, and a candle holder.

10. The Nutmeg

The Nutmeg
Wilmington
  • Summer river retreats with exclusive seasonal poolside fun from July through September.
฿6,048
฿6,653 total
includes taxes & fees
3 Nov - 4 Nov
The Nutmeg
View all properties

Choose what matters most at hotels with a pool in Florida

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Florida Hotel Reviews

Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

8/10 Good
"The rooms are outdated but they were clean. The hot tubs were down unfortunately which was one reason we booked this resort so that was a bummer but the staff was great and the price was right. The views were gorgeous and it's near hiking trails and a bike trail. Would book it again if they update their rooms and amenities."
Jennifer 1-night trip
Posted 11 hours ago
Jiminy Peak Mountain Resort
New Englander Inn Bennington

New Englander Inn Bennington

8/10 Good
"Nice place and nice people running it. Full breakfast included. Nice bed but a bit too soft for us. Nice shower."
Denise 1-night trip
Posted 18 hours ago
New Englander Inn Bennington
The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA

10/10 Excellent
"Very well done remodel, clean and modern"
Brad 1-night trip
Posted 3 days ago
The Porches Inn at Mass MoCA
Hampton Inn & Suites Greenfield

Hampton Inn & Suites Greenfield

10/10 Excellent
"This was the perfect location and having modern amenities and snacks and breakfast was lovely."
Margaret 2-night trip
Posted 12 days ago
Hampton Inn & Suites Greenfield

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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