The Best Hotels with a Pool in Florida, MA from NT$2,895 in 2026

Q: What are some accommodations with pools in Florida?

Blue Vista Motor Lodge : 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 : Features a sauna, an outdoor pool, and continental. The Williams Inn : Resort, 3-minute walk from Mount Snow. Offers a full-service spa, an outdoor pool, and 2 hot tubs. Hotel On North : Features a health club, an indoor pool, and free valet parking.

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Our top choices for Florida hotels with a pool

Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas

Hideaway Inn Mt. Snow

West Dover

NT$3,079 total

includes taxes & fees

Jun 1 - Jun 2

Knotty Pine

Bennington

NT$3,892 total

includes taxes & fees

Jun 2 - Jun 3

Hampton Inn Bennington

Bennington

Dive into year-round aquatic bliss at this Bennington retreat with an immaculate indoor pool and thoughtful amenities.

NT$5,315 total

includes taxes & fees

Jun 7 - Jun 8

Cozy Corner Motel

Williamstown

Pool paradise awaits with a lazy river and mountain views at this tranquil family-friendly retreat.

NT$3,122 total

includes taxes & fees

Jun 2 - Jun 3

The Inn At Quail Run

Wilmington

Dive into summer luxury at this guesthouse's seasonal pool, complete with sauna and nearby bay views for a refreshing retreat.

NT$6,727 total

includes taxes & fees

Jun 6 - Jun 7

The Springs Motel

New Ashford

Refreshing mountain retreat boasts a sparkling seasonal pool surrounded by lounging areas and firepits.

NT$4,103 total

includes taxes & fees

May 31 - Jun 1

Hotel Vervana, Trademark Collection by Wyndham

Bennington

Soak up summer relaxation at this downtown hotel with a seasonal outdoor pool paradise.

NT$4,752 total

includes taxes & fees

Jun 14 - Jun 15

Willows Motel Williamstown

Williamstown

Escape to a poolside oasis with a swim-up bar and the freedom to float from dawn to dusk.

NT$2,895 total

includes taxes & fees

Jun 30 - Jul 1

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Choose what matters most at hotels with a pool in Florida

Breakfast included

4 stars

Top Florida Hotel Reviews

Vacation Village in the Berkshires

4/10 Poor

"So after answering all questions that could only lead to a “decent” review here’s what happened. Check in was fine, it was a check in; friendly and we checked in. We get to the room and I leave to grab food for our dinner, my wife calls front desk because of awful noises upstairs, people stomping around like they’re getting paid to. I get back and she’s still on the phone after desk telling her everything is fixed… okayyy but we still hear incredible stomping. Lady insisted everything is fixed it must be a kid…..right but our room sounds like an industrial zone. Do we have to beg to be moved to a new room when this place is mostly vacant? Our food is cold and we’re on the phone again noise won’t stop even though I’m listening on ALL FLOORS for the source of noise, finally agrees to move us to a top floor in a new building. We haul our stuff over, keycards maintenance brought us don’t work. He says he’ll get new ones (very nice guy btw). ONE of the two new cards works after he comes back and he tries for a few minutes to get it to slide in at the perfect angle and velocity. Finally we get to settle into our new room for the last few hours we would be awake. Thanks for a wonderful finale to our one anniversary night away from kiddos. At least there was a tub to relax in this room. This place would have been fine if it weren’t for the horrible sound enhancing construction and front desk person who tried their best not to solve an easy problem."

Hotel Vervana, Trademark Collection by Wyndham

6/10 Okay

"Most importantly, our room was clean, nice, and quiet. No problems within the room, and I thought they offered a pretty nice room configuration for a hotel of their price range. However, outside of the room, the amenities were a little disappointing. The pool was not maintained (to be fair, it might have been too cold to merit that in mid-May). The laundry room did not look great, and the gym was marginally better, but both lacking for a hotel of this price range. Breakfast had hot food and was okay overall, though nothing special. Staff were friendly and mostly helpful for everyday things, but I didn’t feel entirely confident in seeking their assistance. Altogether, a nice room and just okay amenities, and a little expensive for its offerings, in my opinion."

The Porches Inn at Mass MoCA

8/10 Good

"Loved my room, staff were friendly and helpful, and the breakfast included delicious bagels and lox. I hope to return, though I will specifically ask to not stay in the building that houses reception. It’s an historic building so not soundproofed, and I could hear every guest checking in and out, and all the sounds from the kitchen during breakfast hours - it was just a little noisy for me."

Grand Summit Resort, A Vail Resorts Property

8/10 Good

"Rooms were very clean, great coffee in the room. The resort(the actual area in general )is in “mud month”. Very few restaurants and stores were open. Not the fault of the resort. Refrigerator needed to be requested. The views were spectacular and the lobby was beautiful "

Frequently asked questions

What are some accommodations with pools in Florida?

Blue Vista Motor Lodge: 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: Features a sauna, an outdoor pool, and continental. The Williams Inn: Resort, 3-minute walk from Mount Snow. Offers a full-service spa, an outdoor pool, and 2 hot tubs. Hotel On North: Features a health club, an indoor pool, and free valet 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 Florida Town Hall, Hoosac Range, 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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