Find Hotels with a Pool in Winter Park, FL
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Sep 1 - Sep 2Tomorrow
Sep 2 - Sep 3This weekend
Sep 4 - Sep 6Next weekend
Sep 11 - Sep 13Our top choices for Winter Park hotels with a pool
1. The Alfond Inn
The Alfond InnWinter Park
- Soak up poolside perfection at this luxury hotel with loungers, umbrellas, and a refreshing bar.
$258 nightly
$290 total
Sep 13 - Sep 14
Total with taxes and fees
2. 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
$266 nightly
$295 total
Sep 5 - Sep 6
Total with taxes and fees
3. Comfort Suites Downtown
Comfort Suites DowntownIvanhoe Village
- Make a splash in downtown Orlando with this hotel's seasonal outdoor pool and relaxing hot tub for post-exploration recovery.
$115 nightly
$130 total
Sep 22 - Sep 23
Total with taxes and fees
4. Courtyard by Marriott Orlando Downtown
Courtyard by Marriott Orlando DowntownIvanhoe Village
- Float in sunshine at downtown Orlando's chic hotel pool, surrounded by plush loungers and umbrellas.
$122 nightly
$138 total
Sep 4 - Sep 5
Total with taxes and fees
5. La Quinta Inn & Suites by Wyndham Orlando UCF
La Quinta Inn & Suites by Wyndham Orlando UCFOrlando
- Sun-soaked outdoor pool offers refreshing escapes and hot tub relaxation near the University of Central Florida campus.
$82 nightly
$92 total
Sep 6 - Sep 7
Total with taxes and fees
6. Ramada by Wyndham Suites Orlando Airport
Ramada by Wyndham Suites Orlando AirportAirport North
- Poolside paradise awaits with sun loungers, umbrellas, and a refreshing outdoor oasis.
$78 nightly
$88 total
Sep 17 - Sep 18
Total with taxes and fees
7. DoubleTree by Hilton at the Entrance to Universal Orlando
DoubleTree by Hilton at the Entrance to Universal OrlandoFlorida Center
- Splash into Florida sunshine at the entrance to Universal Orlando with a poolside cocktail and refreshing hot tub.
$84 nightly
$95 total
Sep 8 - Sep 9
Total with taxes and fees
8. Fairfield Inn By Marriott Orlando Airport
Fairfield Inn By Marriott Orlando AirportAirport North
- Splash into this refreshing outdoor retreat with crystal-clear waters and a rejuvenating hot tub after airport arrivals.
$84 nightly
$95 total
Sep 2 - Sep 3
Total with taxes and fees
View all properties
Top Winter Park Hotel Reviews
Sonesta ES Suites Orlando - Lake Buena Vista
10/10 Excellent
"Great place and will come back"
Rosen Inn Lake Buena Vista
8/10 Good
"It was a great stay. The room was a bit dated but it was clean. I did not like the service at the on-site restaurant at dinner time. Breakfast was good and the service at breakfast was also."
Westgate Lakes Resort & Spa Universal Studios Area
10/10 Excellent
"Check in took a long time , only because we weren’t owners. To fully enjoy the amenities you need at least a week . It was beautiful, spacious and clean . Went for my fiancée birthday .I wish they had more locations in Florida . Overall experience was great."
Marriott's Grande Vista
10/10 Excellent
"We were very pleased and happy with this Marriott property in Orlando! Everyone we met there was so nice. Even around all the random rain, we managed to have a great time at the pool and surrounding area like sea world. The one bedroom villa was a great size for a family of 3. Definitely will book here again when we come back to Orlando. Thank you Grande Vista!"
Hyatt Regency Orlando International Airport
10/10 Excellent
"This hotel is so quiet- you can’t hear neighbors or people in the hall- not even the airplanes!"
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando
8/10 Good
"It has a lot amenities! And entertainment."
Drury Plaza Hotel Orlando - Disney Springs Area
10/10 Excellent
"Safe goid"
Coco Key Hotel & Water Park Resort
10/10 Excellent
"Need more cleaning the location"
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