Find hotels with pools in Winter Park, FL from $269

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.

DoubleTree by Hilton Hotel Orlando at SeaWorld: Hotel, 8-minute walk from Aquatica. Features 2 outdoor pools, a children’s pool, and 2 restaurants. Hyatt Regency Orlando International Airport: Offers 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. Provides a children’s pool, an outdoor pool, and 2 restaurants. Holiday Inn Resort Orlando Suites - Waterpark, an IHG Hotel: Hotel located near Old Town. Features a water park, 2 outdoor pools, and 2 spa tubs. Universal’s Endless Summer Resort - Dockside Inn and Suites: Hotel, 10-minute walk from Universal Orlando Resort. Offers 2 outdoor pools, a children’s pool, and 3 bars.

Expedia has 8 hotels in Winter Park for your poolside break.

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.

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.

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.