A forested area with a waterfall cascading over rocks.

Hotels with Swimming Pools in Florida

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Florida Hotels with Swimming Pools

Tonight
12 Oct - 13 Oct
Tomorrow
13 Oct - 14 Oct
This weekend
16 Oct - 18 Oct
Next weekend
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 hotel room with a bed, a sofa, a TV, and a bathroom visible through an open door.
A modern interior with a large window, a wooden table, and bar stools.
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.
S$171
includes taxes & fees
2 Nov - 3 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."
Two people sitting by a campfire in a wooded area with benches and a clear view of the surrounding trees.
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.
S$241
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 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.
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.
S$213
includes taxes & fees
1 Nov - 2 Nov
Fairfield Inn & Suites by Marriott Williamstown
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 hay bale display with pumpkins and scarecrows.

4. 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.
S$121
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 breakfast buffet setup with cereal, milk, juice, and pastries.

5. Maple Terrace Motel

Maple Terrace Motel
Williamstown
  • Dive into a heated pool oasis where crystal clear waters beckon at this tranquil Williamstown retreat.
S$142
includes taxes & fees
1 Nov - 2 Nov
Maple Terrace Motel
Indoor pool
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.
A spacious living room with a fireplace, comfortable seating, and large windows.

6. 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.
S$129
includes taxes & fees
1 Nov - 2 Nov
Vacation Village in the Berkshires
An outdoor seating area with Adirondack chairs and potted plants.
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.
A hotel room with a bed, a nightstand, a lamp, a window with curtains, and a painting on the wall.

7. Cozy Corner Motel

Cozy Corner Motel
Williamstown
  • Pool paradise awaits with a lazy river and mountain views at this tranquil family-friendly retreat.
S$113
includes taxes & fees
2 Nov - 3 Nov
Cozy Corner Motel
A blue building with a swimming pool, surrounded by trees and greenery.
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 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.

8. 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.
S$147
includes taxes & fees
1 Nov - 2 Nov
Hotel Vervana, Trademark Collection by Wyndham
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.
S$149
includes taxes & fees
1 Nov - 2 Nov
The Springs Motel
A swimming pool with a gazebo, outdoor seating, and a view of trees.
A cozy lounge area with a stone fireplace, comfortable seating, and a 'Hi' sign above.
A cozy living room with a stone fireplace, a wooden coffee table, and comfortable seating.
A long dining table with chairs, large windows, and hanging disco balls.

10. Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow
West Dover
S$126
includes taxes & fees
2 Nov - 3 Nov
Hideaway Inn Mt. Snow
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

Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham

10/10 Excellent
"This Best Western was very quiet and clean even though it was close to the airport! The restaurant and staff were excellent! I was stay here again! The pool and gym were very well kept and clean!"
Chris 2-night trip
Posted less than an hour ago
Hotel Vervana, Trademark Collection by Wyndham
Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"This is my go-to accommodation to visit Williams College in Williamstown."
David 1-night trip
Posted 11 hours ago
Vacation Village in the Berkshires
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 15 hours ago
Hampton Inn & Suites Greenfield
Willows Motel Williamstown

Willows Motel Williamstown

10/10 Excellent
"Good location, nice and clean rooms, exceptional breakfast."
Adrian 2-night trip
Posted 17 hours ago
Willows Motel Williamstown
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 23 hours ago
Jiminy Peak Mountain Resort

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.

Explore a world of travel with Expedia