Find Hotels with a Pool in Winter Park, FL

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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)
"Wonderful location and excellent staff."
$354 nightly
The price is $398
Oct 5 - Oct 6
Total with taxes and fees
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.
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Top Winter Park Hotel Reviews

Rosen Inn at Pointe Orlando

Rosen Inn at Pointe Orlando

10/10 Excellent
"With this location, everything was within walking distance. We visited point Orlando right across the street so we didn’t have to pay for parking. The hotel does charge a $50 deposit which you have to have a card with a chip in it and your name on it and it’s $10 a day per car to park there but it is gated in there’s one way in and one way out. It’s very clean. The room was clean the restaurant downstairs. I would give a 7 out of 10. This will definitely be my go to spot when I come to Orlando from now on."
Sara 1-night trip
Posted 9 hours ago
Rosen Inn at Pointe Orlando

Frequently asked questions

What are some accommodations with pools in Winter Park?
Marriott's Grande Vista: Hotel located near Aquatica. Features 4 outdoor pools, a children's pool, and 3 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. Sheraton Vistana Villages Resort Villas, I-Drive/Orlando: Hotel located near Aquatica. Provides 5 outdoor pools, a children's pool, and 2 restaurants. DoubleTree by Hilton Orlando Airport: Features a snack bar/deli, an outdoor pool, and complimentary wired internet access. Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando: Hotel located near Disney Springs™. Offers 6 outdoor pools, a children's pool, and 3 restaurants.
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.

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