A forested area with a waterfall cascading over rocks.

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Check availability on Florida Hotels with Swimming Pool

Tonight
25 Oct - 26 Oct
Tomorrow
26 Oct - 27 Oct
Next weekend
30 Oct - 1 Nov
In two weeks
6 Nov - 8 Nov

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.
A room with large windows, a red patterned rug, a wooden table with benches, and shelves with figurines.
A hotel room with a bed, a sofa, a TV, and a desk with a lamp.
Room

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.
₹11,317
₹12,641 total
includes taxes & fees
15 Nov - 16 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 cozy living room with a fireplace, a red armchair, a bookshelf, and a coffee table.
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.

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.
₹12,511
₹16,095 total
includes taxes & fees
25 Nov - 26 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 living room with a fireplace, comfortable seating, a flat-screen TV, and a stone accent wall.
A Fairfield Inn & Suites by Marriott hotel with a brick facade, large windows, and a covered outdoor seating area.
A modern restaurant with a long counter, multiple seating areas, and pendant lighting.

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.
₹13,702
₹15,305 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.
₹7,628
₹9,562 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 white two-story building with a porch, labeled as a motel.
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.

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.
₹8,027
₹8,966 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 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.
A hotel lobby with a fireplace, seating area, and a bar.

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.
₹14,714
₹16,038 total
includes taxes & fees
1 Nov - 2 Nov
Hampton Inn Bennington
A swimming pool with lounge chairs and a fence.
A garden with a wooden pergola, potted plants, and a lawn with chairs.
A garden with a swing set, a blue chair, and a flower bed.
A breakfast buffet setup with cereal, milk, juice, and pastries.

7. Maple Terrace Motel

Maple Terrace Motel
Williamstown
  • Dive into a heated pool oasis where crystal clear waters beckon at this tranquil Williamstown retreat.
₹9,399
₹10,499 total
includes taxes & fees
1 Nov - 2 Nov
Maple Terrace Motel
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 sign with the word "CLARM" on a grassy field with a road and trees in the background.
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.
₹7,092
₹8,372 total
includes taxes & fees
2 Nov - 3 Nov
Cozy Corner Motel
A blue building with a swimming pool, surrounded by trees and greenery.
A tree with a fallen trunk in a grassy area with a blue building in the background.
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 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.

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.
₹9,361
₹10,204 total
includes taxes & fees
2 Nov - 3 Nov
Hotel Vervana, Trademark Collection by Wyndham
A motel with a swimming pool, lounge chairs, and a sign for Knotty Pine Motel.
A compact kitchen with a microwave, utensils, and a sink. A sliding door leads to a bedroom with a bed and a radiator.
A kitchen with wooden cabinets, a stainless steel sink, a microwave, a kettle, a toaster, and a refrigerator.
A white motel named Knotty Pine with a signboard, windows, and flower planters.

10. Knotty Pine

Knotty Pine
Bennington
₹14,048
₹15,312 total
includes taxes & fees
28 Oct - 29 Oct
Knotty Pine
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

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Everything was absolutely perfect! Staff was extremely friendly and the property is so clean and inviting. We loved it so much that we extended our stay!"
Angelina 7-night trip
Posted 6 hours ago
Vacation Village in the Berkshires
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

8/10 Good
"Rooms were clean, nice beds and new kitchen accessories."
Linda 1-night trip
Posted 7 hours ago
Jiminy Peak Mountain Resort
Willows Motel Williamstown

Willows Motel Williamstown

10/10 Excellent
"Outstanding bed and breakfast in Williamstown, walking distance to the college, and also close to Mass MOCA. Will be staying there again. The fresh fruit was absolutely outstanding."
Anuj 2-night trip
Posted 10 hours ago
Willows Motel Williamstown
Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property

10/10 Excellent
"We went for a wedding and couldn’t have been happier with our stay."
Kevin 2-night trip
Posted 11 hours ago
Grand Summit Resort, A Vail Resorts Property
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent
"Great"
Sharath 1-night trip
Posted 1 day ago
Hotel Downstreet, an Ascend Collection Hotel
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 3 days 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 5 days ago
The Porches Inn at Mass MoCA

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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