Find Hotels with a Pool in Winter Park, FL
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28 Sep - 29 SepTomorrow
29 Sep - 30 SepThis weekend
2 Oct - 4 OctNext weekend
9 Oct - 11 OctOur 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.
SAR 1,008
SAR 1,248 total
includes taxes & fees
1 Oct - 2 Oct
2. The Canopy on Periwinkle- A Home Away From Home
The Canopy on Periwinkle- A Home Away From HomeGoldenrod
SAR 484
SAR 1,292 total
includes taxes & fees
29 Sep - 30 Sep
3. 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
SAR 522
SAR 1,085 total
includes taxes & fees
28 Oct - 29 Oct
4. 1-bedroom vacation room just 12 minutes from University of Central Florida
1-bedroom vacation room just 12 minutes from University of Central FloridaOrlando
- Relax poolside at a cozy retreat with both private and outdoor pools, just 12 minutes from University of Central Florida.
SAR 210
SAR 628 total
includes taxes & fees
28 Oct - 29 Oct
5. 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.
SAR 470
SAR 528 total
includes taxes & fees
4 Oct - 5 Oct
6. 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.
SAR 444
SAR 499 total
includes taxes & fees
4 Oct - 5 Oct
7. 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.
SAR 322
SAR 363 total
includes taxes & fees
18 Oct - 19 Oct
8. Wingate by Wyndham - Orlando International Airport
Wingate by Wyndham - Orlando International AirportAirport North
- Refreshing outdoor pool oasis with sun loungers offers relaxation after exploring nearby shopping and dining options.
SAR 321
SAR 361 total
includes taxes & fees
29 Sep - 30 Sep
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Top Winter Park Hotel Reviews
Lake Buena Vista Resort Village & Spa
10/10 Excellent
"We had a great stay! Location is perfect."
Hyatt Regency Orlando International Airport
10/10 Excellent
"Great location."
Drury Plaza Hotel Orlando - Disney Springs Area
10/10 Excellent
"Pool was not working"
Marriott's Grande Vista
8/10 Good
"The property was very quiet and relaxing, great for a couples getaway. Everything was onsite you really didn’t need to leave for anything. The rooms were clean only concern I had was that it seemed that the air wasn’t working properly. It wasn’t hot enough to complain but it wasn’t that cool either. I would stay here again though everyone was so helpful!"
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando
10/10 Excellent
"Great stay!!"
Universal's Cabana Bay Beach Resort
10/10 Excellent
"Was one of the best places I have stayed in a long time great location to universal parks has free shuttle very convenient. Cute place great vibe loved everything about it would definitely stay again"