Find Hotels with a Pool in Winter Park, FL

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Check availability on Winter Park Hotels with a Pool

Tonight
25 Jul - 26 Jul
Tomorrow
26 Jul - 27 Jul
This weekend
25 Jul - 27 Jul
Next weekend
1 Aug - 3 Aug

Top Winter Park Hotels with a Pool

The Alfond Inn
Outdoor pool, open 10:00 AM to 5:00 PM, pool umbrellas, sun loungers

The Alfond Inn

4.0 star property
9.4 out of 10, Exceptional, (1012)
"Hotel was great location was great. The only thing I recommend is the lack of chairs by the
pool
. "
Erik
The Alfond Inn
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.

Top Winter Park Hotel Reviews

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

10/10 Excellent
"Wonderful! Beautiful rooms and very clean. "
Anonymous traveler 1-night trip
Posted 9 hours ago
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Frequently asked questions

What's it like visiting Winter Park?
If relaxing by the pool is your idea of a great vacation, you may want to consider Winter Park, which has 8 places to stay with pools. While you're here, you can explore sights such as Universal Studios Florida and Universal Orlando Resort, and then kick back and relax poolside at one of the accommodations in Winter Park that guests like for their pools.
What are some accommodations with pools in Winter Park?
Hyatt Regency Orlando International Airport: Features 2 restaurants, an outdoor pool, and complimentary wireless internet access. 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. Marriott's Grande Vista: Hotel located near Aquatica. Provides 4 outdoor pools, a children's pool, and 3 restaurants. Universal's Cabana Bay Beach Resort: Hotel, 5-minute walk from Universal Orlando Resort. Features a lazy river, 2 outdoor pools, and 2 restaurants. Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando: Hotel located near Disney Springs™. Offers 6 outdoor pools, a children's pool, and 3 restaurants.
How many pool hotels are there in Winter Park?
Expedia has 8 hotels in Winter Park for your poolside break.
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.