A two-story house with a balcony, surrounded by lush greenery and trees.

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Check availability on Winter Park Hotels with Swimming Pool

This weekend
31 Jul - 2 Aug
Next weekend
7 Aug - 9 Aug

Our top choices for Winter Park hotels with a pool

Exterior

1. The Alfond Inn

The Alfond Inn
4.0 star property
Winter Park
9.6 out of 10, Exceptional, (1,000 reviews)
  • cleanliness
    Soak up poolside perfection at this luxury hotel with loungers, umbrellas, and a refreshing bar.
The price is ₹25,738
₹31,861 total
includes taxes & fees
2 Aug - 3 Aug
The Alfond Inn
Outdoor pool, open 6:00 AM to 11:00 PM, pool umbrellas, pool loungers

2. Courtyard by Marriott Orlando Downtown

Courtyard by Marriott Orlando Downtown
3.0 star property
Ivanhoe Village
9.4 out of 10, Exceptional, (1,040 reviews)
  • cleanliness
    Float in sunshine at city centre Orlando's chic hotel pool, surrounded by plush loungers and umbrellas.
The price is ₹11,707
₹13,171 total
includes taxes & fees
3 Aug - 4 Aug
Courtyard by Marriott Orlando Downtown
Seasonal outdoor pool

3. Comfort Suites Downtown

Comfort Suites Downtown
2.5 star property
Ivanhoe Village
8.8 out of 10, Excellent, (1,023 reviews)
  • cleanliness
    Make a splash in city centre Orlando with this hotel's seasonal outdoor pool and relaxing hot tub for post-exploration recovery.
The price is ₹10,081
₹11,341 total
includes taxes & fees
23 Aug - 24 Aug
Comfort Suites Downtown
Outdoor pool, open 8:00 AM to 10:00 PM, pool umbrellas, pool loungers

4. Hilton Orlando/Altamonte Springs

Hilton Orlando/Altamonte Springs
4.0 star property
Altamonte Springs
9.0 out of 10, Wonderful, (1,537 reviews)
  • cleanliness
    Sink into pure bliss at this outdoor pool with loungers for a refreshing Florida getaway.
The price is ₹10,588
₹12,241 total
includes taxes & fees
16 Aug - 17 Aug
Hilton Orlando/Altamonte Springs
Outdoor pool

5. La Quinta Inn & Suites by Wyndham Orlando UCF

La Quinta Inn & Suites by Wyndham Orlando UCF
3.0 star property
Orlando
8.8 out of 10, Excellent, (2,670 reviews)
  • cleanliness
    Sun-soaked outdoor pool offers refreshing escapes and hot tub relaxation near the University of Central Florida campus.
The price is ₹8,513
₹9,577 total
includes taxes & fees
9 Aug - 10 Aug
La Quinta Inn & Suites by Wyndham Orlando UCF
Outdoor pool

6. Hyatt House Orlando Airport

Hyatt House Orlando Airport
3.5 star property
Airport North
9.6 out of 10, Exceptional, (2,958 reviews)
  • cleanliness
    Refreshing outdoor pool sanctuary awaits near Florida Mall, with a firepit and poolside lounging for a sunny getaway experience.
The price is ₹10,904
₹12,267 total
includes taxes & fees
18 Aug - 19 Aug
Hyatt House Orlando Airport
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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Choose what matters most at hotels with a pool in Winter Park

Breakfast included
4 stars

Top Winter Park Hotel Reviews

Holiday Inn Resort Orlando Suites - Waterpark by IHG

Holiday Inn Resort Orlando Suites - Waterpark by IHG

10/10 Excellent
"Room ws clean, property as well and also pool….would definately stay again"
Gilberto 1-night trip
Posted less than an hour ago
Holiday Inn Resort Orlando Suites - Waterpark by IHG

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. Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando: Aparthotel located near Orlando Vineland Premium Outlets. Offers 6 outdoor swimming pools, a children's pool and 3 restaurants. DoubleTree by Hilton at the Entrance to Universal Orlando: Hotel, 3-minute walk from Universal Orlando Resort. Provides a children's pool, an outdoor pool and 2 restaurants. Rosen Inn Lake Buena Vista: Hotel located near Disney Springs™. Features 2 outdoor swimming pools, a children's pool and a snack bar/deli. 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.
What is there to see and do in Winter Park?
Explore places such as Kia Center, Universal Studios Florida and Universal Orlando Resort while you're in the area. Spend some time experiencing the great outdoors at Lake Virginia and Albin Polasek Museum and Sculpture 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.