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

Winter Park Hotels with Swimming Pool

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Check availability on Winter Park Hotels with Swimming Pools

Our top choices for Winter Park hotels with a pool

Outdoor pool, open 9:00 AM to 10:00 PM, pool umbrellas, pool loungers

Universal's Stella Nova Resort

Universal's Stella Nova Resort
3.0 star property
Orlando
9.2 out of 10, Wonderful, (908 reviews)
The price is RM558
RM627 total
includes taxes & fees
21 Jul - 22 Jul
Universal's Stella Nova Resort
Outdoor pool

Hampton Inn & Suites Orlando Airport @ Gateway Village

Hampton Inn & Suites Orlando Airport @ Gateway Village
3.0 star property
Airport North
9.4 out of 10, Exceptional, (2,768 reviews)
  • cleanliness
    Vibrant pool oasis near Orlando Airport beckons travellers to dive in after a day exploring nearby attractions.
The price is RM364
RM409 total
includes taxes & fees
13 Jul - 14 Jul
Hampton Inn & Suites Orlando Airport @ Gateway Village
Outdoor pool, pool umbrellas, pool loungers

La Quinta Inn & Suites by Wyndham Orlando Airport

La Quinta Inn & Suites by Wyndham Orlando Airport
3.0 star property
Airport North
7.4 out of 10, Good, (2,290 reviews)
  • cleanliness
    Relaxing poolside retreat awaits with sun loungers, umbrellas, and a luxurious hot tub experience.
The price is RM284
RM320 total
includes taxes & fees
16 Jul - 17 Jul
La Quinta Inn & Suites by Wyndham Orlando Airport
Outdoor pool, pool loungers

Drury Plaza Hotel Orlando - Disney Springs Area

Drury Plaza Hotel Orlando - Disney Springs Area
4.0 star property
Lake Buena Vista
9.8 out of 10, Exceptional, (5,982 reviews)
  • cleanliness
    Dive into a cool-down oasis with a spacious outdoor pool, hot tub, and poolside bar service.
The price is RM571
RM642 total
includes taxes & fees
21 Jul - 22 Jul
Drury Plaza Hotel Orlando - Disney Springs Area
2 outdoor pools, pool umbrellas, pool loungers

Universal's Endless Summer Resort - Dockside Inn and Suites

Universal's Endless Summer Resort - Dockside Inn and Suites
3.0 star property
Florida Center
9.2 out of 10, Wonderful, (5,417 reviews)
  • cleanliness
    Splash into a family adventure at Universal's Endless Summer Resort with 2 outdoor pools, loungers, and a refreshing poolside bar.
The price is RM603
RM679 total
includes taxes & fees
15 Jul - 16 Jul
Universal's Endless Summer Resort - Dockside Inn and Suites
2 outdoor pools, a heated pool, pool cabanas (surcharge), pool umbrellas

Wyndham Lake Buena Vista – Disney Springs® Area

Wyndham Lake Buena Vista – Disney Springs® Area
4.0 star property
Lake Buena Vista
8.8 out of 10, Excellent, (2,882 reviews)
  • cleanliness
    Float in paradise with 2 dreamy outdoor pools offering sun-soaked fun and cabana luxury.
The price is RM405
RM620 total
includes taxes & fees
15 Jul - 16 Jul
Wyndham Lake Buena Vista – Disney Springs® Area
Exterior

Hilton Vacation Club Grand Beach Orlando

Hilton Vacation Club Grand Beach Orlando
3.0 star property
Orlando
9.4 out of 10, Exceptional, (1,578 reviews)
  • cleanliness
    Splash into family fun with 2 outdoor pools, a children's pool, and shoreline activities.
The price is RM323
RM478 total
includes taxes & fees
2 Aug - 3 Aug
Hilton Vacation Club Grand Beach Orlando
Outdoor pool, open 8:00 AM to 11:00 PM, pool umbrellas, pool loungers

SpringHill Suites by Marriott Orlando Theme Parks/Lake Buena Vista

SpringHill Suites by Marriott Orlando Theme Parks/Lake Buena Vista
3.0 star property
Orlando
8.8 out of 10, Excellent, (3,587 reviews)
  • cleanliness
    Splash into holiday mode at this resort-style outdoor pool sanctuary with kid-friendly aquatic fun and poolside dining.
The price is RM346
RM389 total
includes taxes & fees
20 Jul - 21 Jul
SpringHill Suites by Marriott Orlando Theme Parks/Lake Buena Vista
Exterior

Wyndham Grand Orlando Resort Bonnet Creek

Wyndham Grand Orlando Resort Bonnet Creek
4.0 star property
Orlando
8.8 out of 10, Excellent, (3,006 reviews)
  • cleanliness
    Splash into aquatic bliss at this resort with 5 outdoor pools, a lazy river, and poolside cabanas.
The price is RM583
RM848 total
includes taxes & fees
7 Aug - 8 Aug
Wyndham Grand Orlando Resort Bonnet Creek
2 outdoor pools, pool loungers

Hilton Orlando Lake Buena Vista - Disney Springs® Area

Hilton Orlando Lake Buena Vista - Disney Springs® Area
4.0 star property
Lake Buena Vista
8.6 out of 10, Excellent, (1,677 reviews)
  • cleanliness
    Splash into fun with 2 outdoor pools, a hot tub, and a children's pool at this family-friendly Disney resort.
The price is RM481
RM729 total
includes taxes & fees
1 Aug - 2 Aug
Hilton Orlando Lake Buena Vista - Disney Springs® Area
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

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

8/10 Good
"The unit was exactly what our family needed for the week in Orlando. Clean, attentive staff, accessible amenities."
Karen 4-night trip
Posted 1 hour ago
Westgate Lakes Resort & Spa Universal Studios Area

Frequently asked questions

What are some accommodation options with pools in Winter Park?
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando: Aparthotel located near Orlando Vineland Premium Outlets. Features 6 outdoor swimming 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 swimming pools and 2 restaurants. Avanti International Resort: Hotel, 11-minute walk from The Orlando Eye. Provides a children's pool, a seasonal outdoor pool and a snack bar/deli. Rosen Inn Lake Buena Vista: Hotel located near Disney Springs™. Features 2 outdoor swimming pools, a children's pool and a snack bar/deli. Hyatt Regency Orlando International Airport: Offers 2 restaurants, an outdoor pool and complimentary wireless Internet access.
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.

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