Find Hotels with a Pool in Winter Park, FL

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Check availability on Winter Park Hotels with a Pool

Tonight
Oct 26 - Oct 27
Tomorrow
Oct 27 - Oct 28
Next weekend
Oct 31 - Nov 2
In two weeks
Nov 7 - Nov 9

Top Winter Park Hotels with a Pool

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, (1004)
"Very pretty and comfortable hotel"
United States
Benjamin
The Alfond Inn
Outdoor pool, pool umbrellas, sun loungers
Hyatt House Orlando International Drive
Hyatt House Orlando International Drive
4.0 star property
9.4 out of 10, Exceptional, (1179)
"Clean rooms, great breakfast "
United States
Avraham
The price is NT$3,388
NT$3,811 total
includes taxes & fees
Nov 11 - Nov 12
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, (562)
"Very nice staff at check-in "
United States
Perry
The price is NT$2,854
NT$3,210 total
includes taxes & fees
Nov 2 - Nov 3
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, (4174)
"Loved the stay ! "
United States
Patricia
The price is NT$1,663
NT$2,412 total
includes taxes & fees
Nov 3 - Nov 4
Red Lion Hotel Orlando Lake Buena Vista South
Outdoor pool
Candlewood Suites Orlando - Lake Buena Vista by IHG
Candlewood Suites Orlando - Lake Buena Vista by IHG
2.5 star property
9.0 out of 10, Wonderful, (2168)
"Always a wonderful stay here, both for business and pleasure. "
United States
Alberto
The price is NT$1,786
NT$2,356 total
includes taxes & fees
Nov 2 - Nov 3
Candlewood Suites Orlando - Lake Buena Vista by IHG
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, (4105)
"Always a great experience when we stay here. "
United States
Marla
The price is NT$3,302
NT$3,714 total
includes taxes & fees
Nov 15 - Nov 16
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

Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport

10/10 Excellent
"Very clean. Nice resturant n bar. "
John 1-night trip
Posted 21 hours ago
Hyatt Regency Orlando International Airport

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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.