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

9.6 out of 10, Exceptional, (1,010 reviews)
cleanliness Soak up poolside perfection at this luxury hotel with loungers, umbrellas, and a refreshing bar.
$326 nightly
The price is $367
Jul 30 - Jul 31
Total with taxes and fees

The Canopy on Periwinkle- A Home Away From Home
The Canopy on Periwinkle- A Home Away From HomeGoldenrod
10.0 out of 10, Exceptional, (3 reviews)
$419 nightly
The price is $466
Aug 2 - Aug 3
Total with taxes and fees

Quiet and safe neighborhood come to this great place with lots of room for relax
Quiet and safe neighborhood come to this great place with lots of room for relaxOrlando
9.6 out of 10, Exceptional, (4 reviews)
$263 nightly
The price is $292
Jul 29 - Jul 30
Total with taxes and fees

1-bedroom vacation room just 12 minutes from University of Central Florida
1-bedroom vacation room just 12 minutes from University of Central FloridaOrlando
9.6 out of 10, Exceptional, (4 reviews)
cleanliness Relax poolside at a cozy retreat with both private and outdoor pools, just 12 minutes from University of Central Florida.
$153 nightly
The price is $169
Aug 4 - Aug 5
Total with taxes and fees

Winter Park Charmer - Heated Pool Home - Close to everything
Winter Park Charmer - Heated Pool Home - Close to everythingWinter Park
8.2 out of 10, Very Good, (19 reviews)
$368 nightly
The price is $407
Aug 15 - Aug 16
Total with taxes and fees

9.4 out of 10, Exceptional, (1,042 reviews)
cleanliness Float in sunshine at downtown Orlando's chic hotel pool, surrounded by plush loungers and umbrellas.
$122 nightly
The price is $138
Jul 31 - Aug 1
Total with taxes and fees

8.8 out of 10, Excellent, (1,022 reviews)
cleanliness Make a splash in downtown Orlando with this hotel's seasonal outdoor pool and relaxing hot tub for post-exploration recovery.
$105 nightly
The price is $119
Aug 23 - Aug 24
Total with taxes and fees

9.0 out of 10, Wonderful, (1,532 reviews)
cleanliness Sink into pure bliss at this outdoor pool with loungers for a refreshing Florida getaway.
$113 nightly
The price is $128
Aug 2 - Aug 3
Total with taxes and fees
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 Park Hotel Reviews

Hyatt Regency Orlando International Airport
10/10 Excellent
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