A forested area with a waterfall cascading over rocks.

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Check availability on Florida Hotels with Pool

Tonight
11 Oct - 12 Oct
Tomorrow
12 Oct - 13 Oct
Next weekend
16 Oct - 18 Oct
In two weeks
23 Oct - 25 Oct

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 modern bathroom with a large mirror, two sinks, a toilet, and towel racks.
A reception area with a large landscape painting, a dark reception desk, and a potted plant.
A hotel room with a bed, a sofa, a TV, and a bathroom visible through an open door.

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.
฿3,997
฿4,464 total
includes taxes & fees
1 Nov - 2 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 cozy living room with a fireplace, a red armchair, a bookshelf, and a coffee table.
A hallway with a collection of plates on the walls, leading to a staircase.

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.
฿4,982
฿6,313 total
includes taxes & fees
10 Nov - 11 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 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.
A fire feature with a metal frame and a brick wall in the background.

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.
฿5,102
฿5,698 total
includes taxes & fees
1 Nov - 2 Nov
Fairfield Inn & Suites by Marriott Williamstown
Indoor pool
A two-story building with a symmetrical facade, a central entrance, and a well-maintained lawn.
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.

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.
฿2,694
฿3,377 total
includes taxes & fees
1 Nov - 2 Nov
Vacation Village in the Berkshires
A rectangular swimming pool with a blue interior, surrounded by a white picket fence.
A hotel room with a TV, a desk, a chair, a dresser, a bed with a patterned bedspread, and a microwave.
A patio area with wooden chairs and tables, surrounded by dense greenery and trees.
A white two-story building with a porch, labeled as a motel.

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.
฿2,835
฿3,167 total
includes taxes & fees
1 Nov - 2 Nov
Willows Motel Williamstown
A swimming pool with lounge chairs and a fence.
A house with a porch, snow-covered ground, and a Christmas tree with lights.
A garden with a swing set, a blue chair, and a flower bed.
A garden with a wooden pergola, potted plants, and a lawn with chairs.

6. Maple Terrace Motel

Maple Terrace Motel
Williamstown
  • Dive into a heated pool oasis where crystal clear waters beckon at this tranquil Williamstown retreat.
฿3,319
฿3,708 total
includes taxes & fees
1 Nov - 2 Nov
Maple Terrace Motel
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 Hampton Inn hotel with a covered entrance and a clear sign indicating a 16-foot clearance.

7. 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.
฿5,196
฿5,664 total
includes taxes & fees
25 Oct - 26 Oct
Hampton Inn Bennington
An outdoor seating area with Adirondack chairs and potted plants.
A hotel room with a bed, a nightstand, a lamp, a window with curtains, and a painting on the wall.
A building with a double door labeled "WELCOME" and "OFFICE," a "PARKING ONLY" sign, and flower baskets on either side of the entrance.
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.
฿2,505
฿2,957 total
includes taxes & fees
2 Nov - 3 Nov
Cozy Corner Motel
A blue building with a swimming pool, surrounded by trees and greenery.
A modern conference room with round tables and orange chairs, large windows with a view of greenery, and a ceiling with a grid pattern and hanging lights.
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.
฿3,534
฿3,852 total
includes taxes & fees
1 Nov - 2 Nov
Hotel Vervana, Trademark Collection by Wyndham
A swimming pool with a diving board and a hot tub area.
A bathroom with a large mirror, a sink, and a towel rack.
A modern hotel room with a sofa, a TV, a kitchen area with bar stools, and a patterned floor.
A hotel room with a large bed, a desk with a lamp, a television, and a view of the city.

10. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Pittsfield
  • Splash into year-round relaxation at this hotel's indoor pool, steps from vibrant city adventures.
฿3,521
฿3,933 total
includes taxes & fees
6 Nov - 7 Nov
Holiday Inn & Suites Pittsfield-Berkshires by IHG
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

10/10 Excellent
"Our room was nice and clean. The suite is perfect. Can fix a cup of tea or a meal, everything you need just bring your food. A restaurant on site if you don't want to cook. Bed was comfortable with crisp white linens."
Anna 2-night trip
Posted 1 hour ago
Jiminy Peak Mountain Resort
Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Beautiful location!"
Pofen 1-night trip
Posted 4 hours ago
Vacation Village in the Berkshires
Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham

8/10 Good
"The room was very spacious and clean. Staff was helpful, parking was easy. I would definitely stay here again."
Gloria 3-night trip
Posted 15 hours ago
Hotel Vervana, Trademark Collection by Wyndham
Hampton Inn & Suites Greenfield

Hampton Inn & Suites Greenfield

10/10 Excellent
"Staff was helpful and super friendly. Rooms were clean and looked recently renovated. Thank you for a great stay, highly recommended and will return."
Robert 2-night trip
Posted 3 days ago
Hampton Inn & Suites Greenfield
Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property

8/10 Good
"Allen in the restaurant is great."
Bettina 1-night trip
Posted 5 days ago
Grand Summit Resort, A Vail Resorts Property

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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