
Find Hotels with a Pool in Winter Garden, FL
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Check availability on Winter Garden Hotels with a Pool
Our top choices for Winter Garden hotels with a pool

Home2 Suites by Hilton Orlando at Flamingo Crossings
Home2 Suites by Hilton Orlando at Flamingo CrossingsBay Lake
9.2 out of 10, Wonderful, (5,295 reviews)
cleanliness Splash into vacation mode at this family resort featuring a sun-soaked pool area and thrilling waterslide.
The price is ¥16,851
¥18,958 total
includes taxes & fees
Mar 25 - Mar 26

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town CenterBay Lake
9.4 out of 10, Exceptional, (4,595 reviews)
cleanliness Splash into endless fun with an outdoor pool and sunny loungers just steps from Disney magic.
The price is ¥18,479
¥20,789 total
includes taxes & fees
Apr 13 - Apr 14

8.0 out of 10, Very Good, (9,106 reviews)
cleanliness Splash into paradise at this resort with 6 outdoor pools, a lazy river, and a complimentary water park for endless aquatic fun.
The price is ¥28,603
¥40,959 total
includes taxes & fees
Apr 12 - Apr 13

TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western EntranceBay Lake
9.0 out of 10, Wonderful, (1,684 reviews)
cleanliness Dive into this heated outdoor oasis with poolside bar service, minutes from Disney parks and offering daily theme park shuttles.
The price is ¥16,886
¥18,997 total
includes taxes & fees
Apr 12 - Apr 13

Homewood Suites by Hilton Orlando at Flamingo Crossings
Homewood Suites by Hilton Orlando at Flamingo CrossingsBay Lake
9.4 out of 10, Exceptional, (2,298 reviews)
cleanliness Dive into poolside bliss with loungers and a thrilling waterslide at this spotless Orlando retreat.
The price is ¥20,941
¥23,559 total
includes taxes & fees
Apr 5 - Apr 6

8.8 out of 10, Excellent, (4,064 reviews)
cleanliness Splash into family fun with 2 outdoor pools and a free water park at this Disney-adjacent resort.
The price is ¥16,926
¥23,522 total
includes taxes & fees
Apr 12 - Apr 13

SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western EntranceBay Lake
9.0 out of 10, Wonderful, (2,239 reviews)
cleanliness Heated outdoor pool paradise with hot tub sanctuary offers the perfect retreat after exploring nearby Disney theme parks.
The price is ¥17,455
¥19,637 total
includes taxes & fees
Mar 24 - Mar 25

9.4 out of 10, Exceptional, (411 reviews)
cleanliness Sunny poolside retreats at the heart of Winter Garden offer a cool oasis after exploring.
The price is ¥22,030
¥24,783 total
includes taxes & fees
Apr 5 - Apr 6
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Hotels with pools and free breakfast in Winter Garden

Home2 Suites by Hilton Orlando at Flamingo Crossings
Home2 Suites by Hilton Orlando at Flamingo CrossingsBay Lake
9.2 out of 10, Wonderful, (5295)
The price is ¥16,851
¥18,958 total
includes taxes & fees
Mar 25 - Mar 26
Hotels with pools and hot tubs in Winter Garden

8.0 out of 10, Very Good, (9106)
The price is ¥28,603
¥40,959 total
includes taxes & fees
Apr 12 - Apr 13
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top Winter Garden Hotel Reviews

Rosen Inn at Pointe Orlando
10/10 Excellent































































