TOP Hotels with Pool in Florida, MA for 2026

Q: What are some accommodation options 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 : Provides a health club, an indoor pool and free valet parking. Hotel On North : Features daily, a seasonal outdoor pool and free self 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

฿3,635 total

includes taxes & fees

26 May - 27 May

Cozy Corner Motel

Williamstown

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

฿3,050 total

includes taxes & fees

31 May - 1 Jun

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.

฿7,008 total

includes taxes & fees

29 May - 30 May

The Springs Motel

New Ashford

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

฿3,681 total

includes taxes & fees

25 May - 26 May

Vacation Village in the Berkshires

Williamstown

Family-friendly pools await at this Berkshires condo with indoor, outdoor, and kids' options.

฿3,506 total

includes taxes & fees

25 May - 26 May

Grand Summit Resort, A Vail Resorts Property

West Dover

Take a plunge in the year-round outdoor pool at this Mount Snow resort, with relaxing hot tubs and spa facilities to rejuvenate.

฿5,126 total

includes taxes & fees

26 May - 27 May

Brook Bound Inn

Wilmington

Seasonal outdoor pool sparkles beneath Vermont's mountains at this recently remodeled lodge.

฿8,490 total

includes taxes & fees

9 Jun - 10 Jun

Seasonal outdoor pool, open 9 AM to 8 PM, pool umbrellas, pool loungers

Maple Terrace Motel

Williamstown

Dive into a heated pool oasis where crystal clear waters beckon at this tranquil Williamstown retreat.

฿3,978 total

includes taxes & fees

26 May - 27 May

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Choose what matters most at hotels with a pool in Florida

Breakfast included

4 stars

Top Florida Hotel Reviews

Jiminy Peak Mountain Resort

8/10 Good

"The property had a village square with a mountain coaster, alpine slide, giant swing and other family activities."

Hotel Vervana, Trademark Collection by Wyndham

6/10 Okay

"Bathroom faucet not working. Ice maker not working. A/c unit knobs not legible. Didn’t know if I had heat or a/c. The bed base was squeaking every time you moved! I’ve stayed in this property 5-6 times before and this was my last. Shaky neighbors in the building in front of this hotel made me and my wife feel unsafe (smoking weed and drinking alcohol in the open). Front desk acknowledged it!!"

Holiday Inn & Suites Pittsfield-Berkshires by IHG

8/10 Good

"I was a bit distressed by the parking lot situation and with the garage and lot all dug up and torn apart it looked horrible. But the staff was super kind and helpful and the room was really nice and I liked everything else about it. I was a bit anxious when I pulled up. It would have been nice to know in advance. But our stay went great. (My dog and me). I would stay there again if I have another dog trial out in that area."

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 accommodation options 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: Provides a health club, an indoor pool and free valet parking. Hotel On North: Features daily, 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 Monroe State Forest, 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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