Find Hotels with a Pool in Winter Park, FL
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Aug 7 - Aug 8Tomorrow
Aug 8 - Aug 9This weekend
Aug 7 - Aug 9Next weekend
Aug 14 - Aug 16Our 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.
$326 nightly
$367 total
Aug 9 - Aug 10
Total with taxes and fees
2. 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.
$105 nightly
$119 total
Aug 30 - Aug 31
Total with taxes and fees
3. 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.
$127 nightly
$142 total
Aug 10 - Aug 11
Total with taxes and fees
4. Hilton Orlando/Altamonte Springs
Hilton Orlando/Altamonte SpringsAltamonte Springs
- Sink into pure bliss at this outdoor pool with loungers for a refreshing Florida getaway.
$110 nightly
$125 total
Aug 30 - Aug 31
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.
$74 nightly
$83 total
Aug 24 - Aug 25
Total with taxes and fees
6. 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.
$79 nightly
$89 total
Aug 10 - Aug 11
Total with taxes and fees
7. Hampton Inn & Suites Orlando Airport @ Gateway Village
Hampton Inn & Suites Orlando Airport @ Gateway VillageAirport North
- Vibrant pool oasis near Orlando Airport beckons travelers to dive in after a day exploring nearby attractions.
$93 nightly
$105 total
Aug 12 - Aug 13
Total with taxes and fees
8. Hyatt House Orlando Airport
Hyatt House Orlando AirportAirport North
- Refreshing outdoor pool sanctuary awaits near Florida Mall, with a firepit and poolside lounging for a sunny getaway experience.
$110 nightly
$124 total
Aug 16 - Aug 17
Total with taxes and fees
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Top Winter Park Hotel Reviews
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
10/10 Excellent
"Only thing little far from all the attractions otherwise very nice, clean and comfortable accommodation."
Universal's Cabana Bay Beach Resort
10/10 Excellent
"Clean rooms excellent staff pool area was wonderful amazing food, and drinks, kid friendly we had an excellent time."
Holiday Inn Resort Orlando Suites - Waterpark by IHG
10/10 Excellent
"The stay was wonderful. The suite was clean and spacious. The pools and water parks were operating as well as the surf zone. The amenities were great. This was a stay to remember."
Rosen Inn Lake Buena Vista
10/10 Excellent
"Very nice establishment"
Wyndham I-Drive Avanti Resort & Conference Center
10/10 Excellent
"Out dated"
Rosen Inn International
10/10 Excellent
"Really nice ffand it really surprised me how clean the room was especially for the price"
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando
10/10 Excellent
"If I could give this resort more than 5 stars, I absolutely would! Our stay at Sheraton Vistana Villages Resort Villas was nothing short of incredible. The entire property is beautiful, peaceful, and exceptionally well cared for. The pools were spotless every single day and quickly became one of our favorite places to relax. The villa was spacious, comfortable, and had more than enough room for everyone to spread out and feel at home. Every detail made our stay easy and enjoyable. One feature that really stood out was the informative text messages we received throughout our stay. They kept us updated on activities, amenities, and important resort information, which made everything so convenient. The staff was welcoming, friendly, and made us feel valued from the moment we arrived. You can truly see the pride they take in providing a great guest experience. My only regret is forgetting to take advantage of the special discounted offer to book another stay within a week. I was so disappointed because I would have booked another vacation without hesitation! We loved every minute of our stay and are already talking about coming back. Next time, I want to bring our entire family because this resort is the perfect place to relax, reconnect, and make unforgettable memories. Thank you for such an amazing experience, we can't wait to return!"
DoubleTree by Hilton at the Entrance to Universal Orlando
10/10 Excellent
"I loved this hotel. It was fancier than I expected for the price. Great value if you’re going to Universal Studios!"
Lake Buena Vista Resort Village & Spa
8/10 Good
"Check-in was late and got a accessible room. Said our room wouldn't be ready till after 6:00 p.m. Pool was great as usual, pool bar drinks have gotten ridiculous for price."
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