Hotels with Pool & Resorts in Winter Park

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Check availability on Winter Park Hotels with Pool

Best Winter Park Hotels with Pool

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

The Alfond Inn

4.0 star property
9.4 out of 10, Exceptional, (1004)
"The hotel staff, restaurants and accommodations are very nice."
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

Drury Plaza Hotel Orlando - Disney Springs Area

Drury Plaza Hotel Orlando - Disney Springs Area

10/10 Excellent
"Easy. Confortable. Except I wasnt aware I had to pay extra $25 for parking. Great pool and close to disney springs. Good breakfast. "
Martha 1-night trip
Posted 2 hours ago
Drury Plaza Hotel Orlando - Disney Springs Area

Frequently asked questions

What's it like visiting Winter Park?
If lounging by a pool is your idea of the perfect getaway, you may want to consider Winter Park, which has 8 places to stay with pools. During your trip, you can explore sights such as Universal Studios Florida and Universal Orlando Resort, and then take it easy poolside at one of the accommodation options in Winter Park that guests like for their pools.
What are some accommodation options with pools in Winter Park?
DoubleTree by Hilton at the Entrance to Universal Orlando: Hotel, 2-minute walk from Universal Orlando Resort. Features a children's pool, an outdoor pool and 2 restaurants. Rosen Inn at Pointe Orlando: Hotel, 2-minute walk from Pointe Orlando. Offers 2 coffee shops/cafes, 3 outdoor swimming pools and complimentary wireless Internet access. Universal's Cabana Bay Beach Resort: Hotel, 5-minute walk from Universal Orlando Resort. Provides a lazy river, 2 outdoor swimming pools and 2 restaurants. Marriott's Grande Vista: Hotel located near Aquatica. Features 4 outdoor swimming pools, a children's pool and 3 restaurants. Holiday Inn Resort Orlando Suites - Waterpark by IHG: Hotel located near Old Town. Offers a water park, 2 outdoor swimming pools and 5 restaurants.
How many pool hotels can I expect to find 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 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.