Find Hotels with a Pool in Winter Park, FL

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Check availability on Winter Park Hotels with a Pool

Tonight
25 Oct - 26 Oct
Tomorrow
26 Oct - 27 Oct
Next weekend
31 Oct - 2 Nov
In two weeks
7 Nov - 9 Nov

Top Winter Park Hotels with a Pool

Pool
Magic Studio
Magic Studio
9.4 out of 10, Exceptional, (3)
"Clean, roomy for two, comfortable bed, Met all our needs. Plan to stay there again."
United States
Nan D.
Magic Studio
Outdoor pool
Charming Winter Park 3 Bedroom Villa with Pool
Charming Winter Park 3 Bedroom Villa with Pool
9.4 out of 10, Exceptional, (11)
"Great, quiet little spot. Had everything we needed. Great location too! "
United States
Jennifer
The price is AED 284
AED 1,281 total
includes taxes & fees
2 Nov - 3 Nov
Charming Winter Park 3 Bedroom Villa with Pool
Outdoor pool
1-bedroom vacation room just 12 minutes from University of Central Florida
1-bedroom vacation room just 12 minutes from University of Central Florida
10.0 out of 10, Exceptional, (1)
"Fantastic Host"
United States
Marek K.
The price is AED 195
AED 603 total
includes taxes & fees
29 Oct - 30 Oct
1-bedroom vacation room just 12 minutes from University of Central Florida
Outdoor pool
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 relax
3.0 star property
Quiet and safe neighborhood come to this great place with lots of room for relax
A heated pool
Winter Park Charmer - Heated Pool Home - Close to everything
Winter Park Charmer - Heated Pool Home - Close to everything
8.4 out of 10, Very Good, (10)
"Property was in quiet area. Clean and easy to get to other areas of interest. Comfortable beds. Great pool! "
United States
Joanne L.
Winter Park Charmer - Heated Pool Home - Close to everything
Outdoor pool, open 10:00 AM to 5:00 PM, pool umbrellas, sun loungers
The Alfond Inn
The Alfond Inn
4.0 star property
9.6 out of 10, Exceptional, (1003)
"Wonderful location and excellent staff."
United States
Adam
The Alfond Inn
Outdoor pool, pool umbrellas, sun loungers
Hyatt House Orlando International Drive
Hyatt House Orlando International Drive
4.0 star property
9.2 out of 10, Wonderful, (1171)
"Perfect stay!"
United States
TAMARA
The price is AED 404
AED 455 total
includes taxes & fees
11 Nov - 12 Nov
Hyatt House Orlando International Drive
Property amenity
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
3.0 star property
8.8 out of 10, Excellent, (560)
"great rooms!!"
United States
Oleg
The price is AED 340
AED 383 total
includes taxes & fees
2 Nov - 3 Nov
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
Water park
Red Lion Hotel Orlando Lake Buena Vista South
Red Lion Hotel Orlando Lake Buena Vista South
3.5 star property
8.8 out of 10, Excellent, (4169)
"Great place to stay"
United States
Luis Eriel
The price is AED 198
AED 288 total
includes taxes & fees
29 Oct - 30 Oct
Red Lion Hotel Orlando Lake Buena Vista South
4 outdoor pools, open 5:30 AM to midnight, cabanas (surcharge)
Rosen Shingle Creek
Rosen Shingle Creek
4.5 star property
9.4 out of 10, Exceptional, (4103)
"Always a great experience when we stay here. "
United States
Marla
The price is AED 390
AED 439 total
includes taxes & fees
15 Nov - 16 Nov
Rosen Shingle Creek
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.
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Top Winter Park Hotel Reviews

Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

10/10 Excellent
"It was a great place to stay."
Bruce 4-night trip
Posted 9 hours ago
Universal's Cabana Bay Beach Resort

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Frequently asked questions

What are some accommodations with pools in Winter Park?
DoubleTree by Hilton Hotel Orlando at SeaWorld: Resort, 8-minute walk from Aquatica. Features 2 outdoor pools, a children's pool, and 2 restaurants. Universal's Cabana Bay Beach Resort: Hotel, 5-minute walk from Universal Orlando Resort. Offers a lazy river, 2 outdoor pools, and 2 restaurants. Rosen Inn at Pointe Orlando: Hotel, 2-minute walk from Pointe Orlando. Provides 2 coffee shops/cafes, 3 outdoor pools, and complimentary wireless internet access. Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando: Hotel located near Disney Springs™. Features 6 outdoor pools, a children's pool, and 3 restaurants. Wyndham I-Drive Avanti Resort & Conference Center: Hotel, 7-minute walk from CoCo Key Water Resort. Offers a children's pool, an outdoor pool, and 2 bars.
What is there to see and do in Winter Park?
Explore places like Universal Studios Florida, Universal Orlando Resort, and Walt Disney World® Resort while you're in the area. Spend some time experiencing the great outdoors at Albin Polasek Museum and Sculpture Gardens and Kraft Azalea Gardens. Travelers love Winter Park for its array of dining options.
When is the best time to book a hotel with a pool in Winter Park?
Taking into account the local weather in Winter Park can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 82°F, while the coldest months are January and February with an average of 64°F. The rainiest months in Winter Park are August, September, July, and June, with each month seeing an average of 7 inches of rainfall.
What's the best way to travel around Winter Park?
Knowing the transportation options in Winter Park can help you enjoy the area beyond your hotel pool. To venture out into the surrounding area, hop aboard a train at Winter Park Station. Winter Park might not have very many public transit choices so consider renting a car to explore more.