A forested area with a waterfall cascading over rocks.

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Check availability on Florida Hotels with Pool

Tonight
1 Oct - 2 Oct
Tomorrow
2 Oct - 3 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 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 interior with a large window, a wooden table, and bar stools.
A hotel room with a bed, a sofa, a TV, and a bathroom visible through an open door.
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.
Rp2.132.965
Rp2.382.521 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 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.
A row of colorful Victorian-style houses with a prominent red one labeled "PORCHES."

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.
Rp2.658.511
Rp3.369.309 total
includes taxes & fees
1 Nov - 2 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 Fairfield Inn & Suites by Marriott hotel with a brick facade, large windows, and a covered outdoor seating area.
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.
Rp2.976.130
Rp3.324.337 total
includes taxes & fees
18 Oct - 19 Oct
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 large windows, a fireplace, and a variety of seating options.
An outdoor patio area with tables and chairs, green umbrellas, and a building with large windows.

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.
Rp1.543.349
Rp1.920.218 total
includes taxes & fees
1 Nov - 2 Nov
Vacation Village in the Berkshires
A swimming pool with lounge chairs and a fence.
A garden with a wooden pergola, potted plants, and a lawn with chairs.
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.

5. Maple Terrace Motel

Maple Terrace Motel
Williamstown
  • Dive into a heated pool oasis where crystal clear waters beckon at this tranquil Williamstown retreat.
Rp1.771.506
Rp1.978.719 total
includes taxes & fees
1 Nov - 2 Nov
Maple Terrace Motel
A rectangular swimming pool with a blue interior, surrounded by a white picket fence.
A hay bale display with pumpkins and scarecrows.
A hotel room with a TV, a desk, a chair, a dresser, a bed with a patterned bedspread, and a microwave.
A white two-story building with a porch, labeled as a motel.

6. 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.
Rp1.512.938
Rp1.689.909 total
includes taxes & fees
1 Nov - 2 Nov
Willows Motel Williamstown
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.

7. Cozy Corner Motel

Cozy Corner Motel
Williamstown
  • Pool paradise awaits with a lazy river and mountain views at this tranquil family-friendly retreat.
Rp1.771.506
Rp2.076.599 total
includes taxes & fees
4 Oct - 5 Oct
Cozy Corner Motel
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 reception area with a reception desk, a chandelier, framed pictures, and a coffee station.

8. 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.
Rp2.773.212
Rp3.022.801 total
includes taxes & fees
25 Oct - 26 Oct
Hampton Inn Bennington
A poolside area with lounge chairs, umbrellas, and a swimming pool.
A patio area with outdoor furniture, a fire pit, and potted plants.
A bar area with stools, a counter displaying fruits and beverages, and a sign reading "Springs".
A hotel room with a large bed, a desk, a chair, and a view of the outdoors.

9. The Springs Motel

The Springs Motel
New Ashford
  • Refreshing mountain retreat boasts a sparkling seasonal pool surrounded by lounging areas and firepits.
Rp2.033.206
Rp2.230.427 total
includes taxes & fees
1 Nov - 2 Nov
The Springs Motel
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
Rp2.647.596
Rp2.885.944 total
includes taxes & fees
5 Oct - 6 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

The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA

10/10 Excellent
"Excellent staff. Friendly and helpful. Enjoyed the pool and sauna. Breakfast above average. One little quirk with the room. There was a frosted window on the wall of the bathroom so when you turned on the bathroom light it illuminated the bedroom. Could have done without that. But all the rooms are different. Good location across from Mass MoCA. Overall would recommend."
Joel 3-night trip
Posted 18 hours ago
The Porches Inn at Mass MoCA
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

8/10 Good
"Staff very pleasant and helpful. On site restaurant was good and reasonably priced. Room was large with a nice view. Breakfast, which is continental, seemed a bit skimpy. Plenty of parking and in a great central area with many restaurants."
Francesca 1-night trip
Posted 21 hours ago
Hotel Downstreet, an Ascend Collection Hotel
Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham

10/10 Excellent
"Lovely clean room with very comfortable beds. The shower was absolutely amazing, super clean, all new and great pressure!! A lovely little patio and a funky lobby."
Petra 1-night trip
Posted 2 days ago
Hotel Vervana, Trademark Collection by Wyndham
Hampton Inn & Suites Greenfield

Hampton Inn & Suites Greenfield

8/10 Good
"Breakfast was good. It was very pricey for such a town as Greenfield where I grew up. The shower/bathroom needs venting but it's probably structurally impossible"
Greg 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
"What I like is the room was well stocked, very clean and the staff is very helpful. What I did not like is the parking is very inconvenient and is quite a walk which is never fun in bad weather. They need more luggage carts. It looked like they have about 5 or 6 for about a 200 room hotel. There was only one place on the property to get breakfast in the morning. There is a stove and refrigerator in the room. I had no idea before hand those would be available!"
Richard 2-night trip
Posted 4 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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