A forested area with a waterfall cascading over rocks.

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Check availability on Florida Hotels with a Pool

Tonight
Oct 1 - Oct 2
Tomorrow
Oct 2 - Oct 3
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

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 modern bathroom with a large mirror, two sinks, a toilet, and towel racks.
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.
NT$3,797
NT$4,242 total
includes taxes & fees
Nov 1 - Nov 2
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."
Two people sitting by a campfire in a wooded area with benches and a clear view of the surrounding trees.
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.
NT$4,733
NT$5,998 total
includes taxes & fees
Nov 1 - Nov 2
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 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.

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.
NT$5,298
NT$5,918 total
includes taxes & fees
Oct 18 - Oct 19
Fairfield Inn & Suites by Marriott Williamstown
Indoor pool
A spacious living room with a fireplace, comfortable seating, and large windows.
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.

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.
NT$2,748
NT$3,418 total
includes taxes & fees
Nov 1 - Nov 2
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 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.

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.
NT$2,693
NT$3,008 total
includes taxes & fees
Nov 1 - Nov 2
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 wooden pergola, potted plants, and a lawn with chairs.
A breakfast buffet setup with cereal, milk, juice, and pastries.

6. Maple Terrace Motel

Maple Terrace Motel
Williamstown
  • Dive into a heated pool oasis where crystal clear waters beckon at this tranquil Williamstown retreat.
NT$3,154
NT$3,523 total
includes taxes & fees
Nov 1 - Nov 2
Maple Terrace 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 hotel reception area with a reception desk, a chandelier, framed pictures, and a coffee station.
A hotel lobby with a fireplace, seating area, and a bar.

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.
NT$4,937
NT$5,381 total
includes taxes & fees
Nov 1 - Nov 2
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 sign with the word "CLARM" on a grassy field with a road and trees in the background.
A building with a double door labeled "WELCOME" and "OFFICE," a "PARKING ONLY" sign, and flower baskets on either side of the entrance.

8. Cozy Corner Motel

Cozy Corner Motel
Williamstown
  • Pool paradise awaits with a lazy river and mountain views at this tranquil family-friendly retreat.
NT$3,154
NT$3,697 total
includes taxes & fees
Oct 4 - Oct 5
Cozy Corner Motel
A stone fire pit surrounded by a grassy area with a tree and outdoor seating.
A wooden table with a glass, a knife, a napkin, salt and pepper shakers, and a candle holder.
A person sitting by a fireplace with stockings hanging above.
A room with a blue sofa, a plant, a lamp, and framed artwork on the wall.

9. The Nutmeg

The Nutmeg
Wilmington
  • Summer river retreats with exclusive seasonal poolside fun from July through September.
NT$6,690
NT$7,359 total
includes taxes & fees
Oct 25 - Oct 26
The Nutmeg
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 hotel room with a large bed, a desk with a chair, a balcony with a view, and a TV mounted on the wall.
A tree with a fallen trunk in a grassy area with a blue building in the background.

10. Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham
Bennington
  • Soak up summer relaxation at this downtown hotel with a seasonal outdoor pool paradise.
NT$3,493
NT$3,807 total
includes taxes & fees
Nov 1 - Nov 2
Hotel Vervana, Trademark Collection by Wyndham
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 11 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 13 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 1 day 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 accommodations 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 into account the local weather in Florida is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Florida are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.

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