Hotels with Swimming Pools in Winter Park

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

    Be picky

    Search almost a million properties worldwide

Check availability on Winter Park Hotels with Swimming Pools

Top Hotels with Swimming Pools in Winter Park

Outdoor pool, open 10:00 AM to 5:00 PM, pool umbrellas, pool loungers
The Alfond Inn
The Alfond Inn
4.0 star property
9.4 out of 10, Exceptional, (1008)
"Wonderful location and excellent staff."
The Alfond Inn
Outdoor pool, pool umbrellas, pool loungers
Hyatt House Orlando International Drive
Hyatt House Orlando International Drive
4.0 star property
9.2 out of 10, Wonderful, (1128)
"Perfect stay!"
The price is S$169
includes taxes & fees
3 Nov - 4 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, (541)
"The rooms were very clean and staff were friendly and courteous "
The price is S$137
includes taxes & fees
26 Oct - 27 Oct
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, (4105)
"Great place to stay"
The price is S$97
includes taxes & fees
22 Oct - 23 Oct
Red Lion Hotel Orlando Lake Buena Vista South
4 outdoor pools, open 5:30 AM to midnight, pool cabanas (surcharge)
Rosen Shingle Creek
Rosen Shingle Creek
4.5 star property
9.4 out of 10, Exceptional, (4098)
"Always a great experience when we stay here. "
The price is S$121
includes taxes & fees
8 Nov - 9 Nov
Rosen Shingle Creek
Outdoor pool, pool umbrellas, pool loungers
Wyndham I-Drive Avanti Resort & Conference Center
Wyndham I-Drive Avanti Resort & Conference Center
3.5 star property
7.4 out of 10, Good, (3718)
"Very clean, friendly staff."
The price is S$98
includes taxes & fees
27 Oct - 28 Oct
Wyndham I-Drive Avanti Resort & Conference Center
Lobby
Hyatt Place Lake Mary/Orlando North
Hyatt Place Lake Mary/Orlando North
3.0 star property
8.8 out of 10, Excellent, (1048)
"Enjoyed the stay"
The price is S$147
includes taxes & fees
16 Oct - 17 Oct
Hyatt Place Lake Mary/Orlando North
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.
View all properties

Top Winter Park Hotel Reviews

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

10/10 Excellent
"Very spacious accommodations and wonderful, convenient property. Would definitely stay again."
Alexandra 4-night trip
Posted 2 days ago
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Explore a world of travel with Expedia

Frequently asked questions

What are some accommodation options with pools in Winter Park?
Hyatt Regency Orlando International Airport: Features 2 restaurants, an outdoor pool and complimentary wireless Internet access. Universal's Cabana Bay Beach Resort: Hotel, 5-minute walk from Universal Orlando Resort. Offers a lazy river, 2 outdoor swimming pools and 2 restaurants. Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando: Hotel located near Disney Springs™. Provides 6 outdoor swimming pools, a children's pool and 3 restaurants. Marriott's Grande Vista: Hotel located near Aquatica. Features 4 outdoor swimming pools, a children's pool and 3 restaurants. DoubleTree by Hilton at the Entrance to Universal Orlando: Hotel, 2-minute walk from Universal Orlando Resort. Offers a children's pool, an outdoor pool and 2 restaurants.
What is there to see and do in Winter Park?
Explore places such as 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. Travellers 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 the local weather in Winter Park into account can help you maximise your time at the pool during your trip. The hottest months are usually July and August, with an average temperature of 28°C, while the coldest months are January and February, with an average of 18°C. The rainiest months in Winter Park are August, September, July and June, with each month seeing an average of 185 mm 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. If you want to venture outside the area, take a train from Winter Park Station. Winter Park might not have many public transport options, so consider renting a car to explore more.