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Find Hotels with a Pool in Florida, NY from CA $128

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Check availability on Florida Hotels with a Pool

Tonight
Oct 17 - Oct 18
Tomorrow
Oct 18 - Oct 19
Next weekend
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1

Our top choices for Florida hotels with a pool

An indoor swimming pool with a 9-foot depth warning.
A Simon Premium Outlet sign at Woodbury Commons.
A modern hotel lobby with a large map mural, seating areas, and a reception desk.
A hotel room with a bed, a sofa, a TV, a desk, and a wall with a geometric pattern.

1. Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG
Chester
  • Refreshing indoor pool sanctuary promises relaxation near LEGOLAND, with loungers for post-adventure unwinding.
CA $152
CA $187 total
includes taxes & fees
Nov 15 - Nov 16
Holiday Inn Express Hotel & Suites Chester by IHG
A swimming pool with colorful umbrellas and lounge chairs.
A restaurant with multiple dining tables and chairs, a central counter with a chef figure, and colorful hanging lights.
A colorful play area with a check-in counter and a mascot.
A hotel room with a large bed, a bookshelf, a mural, and a window with curtains.

2. LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York
Goshen
  • Splash into aquatic adventures at this family retreat with an outdoor pool, playful toys, and refreshing waters.
CA $108
CA $314 total
includes taxes & fees
Oct 25 - Oct 26
LEGOLAND Hotel NEW York
A rectangular swimming pool with a metal ladder, surrounded by a low fence and trees.
A modern restaurant with a long counter, wooden chairs, and pendant lighting.
A modern living room with a stone accent wall, a flat-screen TV, and a fireplace. There are multiple seating options including a sofa, chairs, and a table.
A spacious lobby with a stone accent wall, a flat-screen TV, and a seating area with sofas and a coffee table.

3. Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown
Goshen
  • Seasonal outdoor pool offers refreshing dips during warm summer months in Goshen.
CA $182
CA $225 total
includes taxes & fees
Nov 8 - Nov 9
Fairfield Inn & Suites by Marriott Goshen Middletown
A pool area with lounge chairs and a hot tub.
A modern hotel lobby with a seating area, large windows, and a television screen.
A landscaped outdoor area with a fire feature, seating, and a pathway.
A modern hotel lobby with a fireplace, comfortable seating, and a television.

4. Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
Middletown
  • Refresh with a splash in this modern hotel's year-round indoor pool near Orange County attractions.
CA $143
CA $169 total
includes taxes & fees
Nov 8 - Nov 9
Courtyard by Marriott Middletown Goshen
An indoor swimming pool with lounge chairs and a stone wall.
A Sleep Inn & Suites hotel with a stone facade, multiple balconies, and a covered entrance.
A modern lobby with a brown sofa, yellow armchairs, a patterned carpet, and a decorative plant centerpiece.
A modern dining area with a large fish tank, sofas, and wooden tables and chairs.

5. Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen
Middletown
  • Serene indoor pool sanctuary adds year-round relaxation to your Middletown adventure.
CA $143
CA $169 total
includes taxes & fees
Nov 8 - Nov 9
Sleep Inn & Suites Middletown - Goshen
An indoor swimming pool with clear water, surrounded by walls with a blue and white color scheme, and equipped with safety railings and seating areas.
A hotel room with two beds, a desk, a TV, and a chair.
A modern hotel with a prominent 'La Quinta' sign, large windows, and a covered entrance area.
A modern bathroom with a large mirror, a sink, and a shower.

6. La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen
Middletown
  • Immerse in a serene aquatic escape at this family-friendly hotel featuring a pristine indoor pool and relaxation hot tub.
CA $154
CA $182 total
includes taxes & fees
Nov 8 - Nov 9
La Quinta Inn & Suites by Wyndham Middletown-Goshen
A poolside area with red umbrellas, a pool, and a fenced patio with chairs and tables.
A modern living room with a fireplace, two armchairs, a coffee table, and a TV mounted on the wall.
A gym with exercise equipment, treadmills, and weight machines.
A Hampton Inn hotel with a modern design, featuring a covered entrance and a well-lit facade.

7. Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
Middletown
  • Seasonal outdoor pool escape awaits at this Middletown hotel, where recreational amenities and adventure opportunities abound.
CA $119
CA $141 total
includes taxes & fees
Nov 9 - Nov 10
Hampton Inn by Hilton Middletown
A swimming pool with four lounge chairs and a metal ladder.
A hotel sign for Candlewood Suites, an IHG hotel, with a parking lot and cars in front.
A modern living room with a large TV, comfortable seating, and a patterned rug.
A circular outdoor seating area with a fire pit in the center, surrounded by wicker chairs and a small table.

8. Candlewood Suites Middletown Goshen by IHG

Candlewood Suites Middletown Goshen by IHG
Middletown
CA $156
CA $184 total
includes taxes & fees
Oct 27 - Oct 28
Candlewood Suites Middletown Goshen by IHG
An indoor swimming pool area with chairs and a sign that reads 'POOLSIDE IS MY VIBE'.
A compact kitchen with a stainless steel refrigerator, a microwave, and a dishwasher.
A conference room with multiple tables and chairs, a projector screen, and a green accent wall.
A black electric vehicle charging station with cables connected to it, set against a wooden fence and greenery.

9. Home2 Suites by Hilton Middletown

Home2 Suites by Hilton Middletown
Middletown
  • Year-round pool perfection at this hotel, where aquatic bliss awaits after a day of adventure.
CA $227
CA $273 total
includes taxes & fees
Oct 27 - Oct 28
Home2 Suites by Hilton Middletown
A rectangular swimming pool with a wooden deck and a fence.
A hotel room with a desk, television, two beds, a chair, and a window with curtains.
A lobby with a reception desk, a Coca-Cola refrigerator, a Day's Inn sign, and a seating area with a chair and table.
A Days Inn with a prominent sign, multiple motel units, and a well-maintained lawn.

10. Days Inn by Wyndham Middletown

Days Inn by Wyndham Middletown
New Hampton
  • Dive into summer bliss at this motel's seasonal outdoor pool, open June through August.
CA $108
CA $128 total
includes taxes & fees
Nov 8 - Nov 9
Days Inn by Wyndham Middletown
View all properties

Choose what matters most at hotels with a pool in Florida

Breakfast included
4 stars
Hot tub
5 stars
Water park

Top Florida Hotel Reviews

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

10/10 Excellent
"Bear Mountain Inn is a unique and beautiful retreat in the heart of the Hudson Valley. We go for the scenery, hiking, and watching the marine and rail traffic along the Hudson River. Staff is always helpful. We booked 2 nights but could only. stay 1 due to a family emergency and the staff worked with Expedia to refund the 2nd night. Will definitely return as we love the atmosphere. Stayed in 1 of the stone cottages in the woods above the lake. Basic room with a shared common area and outdoor porch/deck. Room had a small refrigerator and TV with local channels. Clean and quiet and what you'd expect in a state or national park setting. Great 1.5 mile paved walking trail below the cottage that circles the picturesque lake on the property grounds. Nice way to start the day."
Robert K 2-night trip
Posted 6 hours ago
Overlook Lodge at Bear Mountain
Best Western Hunt's Landing Hotel Matamoras/Milford

Best Western Hunt's Landing Hotel Matamoras/Milford

10/10 Excellent
"Easy access from the highway. Friendly staff. Great value."
Bill 1-night trip
Posted 9 hours ago
Best Western Hunt's Landing Hotel Matamoras/Milford
Crowne Plaza Suffern - Mahwah by IHG

Crowne Plaza Suffern - Mahwah by IHG

10/10 Excellent
"Had a really pleasant time on my overnight trip. Definitely will recommend a longer stay."
Keith 1-night trip
Posted 9 hours ago
Crowne Plaza Suffern - Mahwah by IHG
Courtyard by Marriott Mahwah

Courtyard by Marriott Mahwah

10/10 Excellent
"Staff is always so helpful!"
Jennese 1-night trip
Posted 2 days ago
Courtyard by Marriott Mahwah
Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen

10/10 Excellent
"Stayed for a wedding. Terrible weather, but my room was large, clean, warm, comfortable. Lots of space and nice light on 4th floor looking at foliage. Big bathroom, coffee bar, fridge - convenient. Really perfect and used the whirlpool in the morning. Maybe some extra sugars for the coffee bar but just comfy, nice staff, very pleasant."
Lyndsay 1-night trip
Posted 2 days ago
Courtyard by Marriott Middletown Goshen

Frequently asked questions

What are some hotels with pools in Florida?
Overlook Lodge at Bear Mountain: Hotel, 1-minute walk from Bear Mountain State Park. Features a full-service spa, a seasonal outdoor pool, and a snack bar/deli. Sleep Inn & Suites Middletown - Goshen: Offers continental, an indoor pool, and complimentary wired internet access. Crowne Plaza Suffern - Mahwah by IHG: Features buffet, an indoor pool, and free self parking. La Quinta Inn & Suites by Wyndham Middletown-Goshen: Features free self parking, an indoor pool, and complimentary wireless internet access. Ramada by Wyndham Newburgh/West Point: Hotel located near LEGOLAND® New York. Offers on-the-go, a pool, and complimentary wired internet access.
What is there to see and do in Florida?
Explore places like Woodbury Common Premium Outlets while you're in the area. Make a point to visit attractions like Lake Tiorati Beach and LEGOLAND® New York.
When is the best time to book a hotel with a pool in Florida?
You may want to think about an accommodation that has an outdoor pool if you plan to visit Florida in the warmest months of July, August, or June when the average temp is 69°F. Lodging offering an indoor pool may be what you want if you come to town during the coldest months of January, February, or December when the average temperature is 32°F.

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