Hotels with Pool & Resorts in Winter Park from AU$113

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Check availability on Winter Park Hotels with Pool

Our top choices for Winter Park hotels with a pool

Outdoor pool

1-bedroom vacation room just 12 minutes from University of Central Florida

1-bedroom vacation room just 12 minutes from University of Central Florida
Orlando
9.6 out of 10, Exceptional, (4 reviews)
  • cleanliness
    Relax poolside at a cosy retreat with both private and outdoor pools, just 12 minutes from University of Central Florida.
The price is AU$243
includes taxes & fees
8 June - 9 June
1-bedroom vacation room just 12 minutes from University of Central Florida
Outdoor pool

Quiet and safe neighborhood come to this great place with lots of room for relax

Quiet and safe neighborhood come to this great place with lots of room for relax
Orlando
9.4 out of 10, Exceptional, (3 reviews)
The price is AU$411
includes taxes & fees
11 June - 12 June
Quiet and safe neighborhood come to this great place with lots of room for relax
2 outdoor pools, open 10:00 AM to 5:00 PM, pool cabanas (surcharge)

The Alfond Inn

The Alfond Inn
4.0 star property
Winter Park
9.6 out of 10, Exceptional, (1,002 reviews)
  • cleanliness
    Soak up poolside perfection at this luxury hotel with loungers, umbrellas, and a refreshing bar.
The price is AU$467
includes taxes & fees
7 June - 8 June
The Alfond Inn
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, (5,359 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 AU$180
includes taxes & fees
11 June - 12 June
Universal's Endless Summer Resort - Dockside Inn and Suites
2 restaurants; lunch and dinner served

Embassy Suites by Hilton Orlando Lake Buena Vista South

Embassy Suites by Hilton Orlando Lake Buena Vista South
4.0 star property
Kissimmee
9.4 out of 10, Exceptional, (1,429 reviews)
  • cleanliness
    Make a splash at this sun-drenched resort pool oasis with spa pool and poolside refreshments.
The price is AU$173
includes taxes & fees
18 June - 19 June
Embassy Suites by Hilton Orlando Lake Buena Vista South
Exterior

Wyndham Grand Orlando Resort Bonnet Creek

Wyndham Grand Orlando Resort Bonnet Creek
4.0 star property
Orlando
9.0 out of 10, Wonderful, (2,962 reviews)
  • cleanliness
    Splash into aquatic bliss at this resort with 5 outdoor pools, a lazy river, and poolside cabanas.
The price is AU$303
includes taxes & fees
2 July - 3 July
Wyndham Grand Orlando Resort Bonnet Creek
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, (2,718 reviews)
  • cleanliness
    Vibrant pool oasis near Orlando Airport beckons travellers to dive in after a day exploring nearby attractions.
The price is AU$154
includes taxes & fees
8 June - 9 June
Hampton Inn & Suites Orlando Airport @ Gateway Village
Outdoor pool

Hyatt House Orlando Airport

Hyatt House Orlando Airport
3.5 star property
Airport North
9.6 out of 10, Exceptional, (2,977 reviews)
  • cleanliness
    Refreshing outdoor pool sanctuary awaits near Florida Mall, with a firepit and poolside lounging for a sunny getaway experience.
The price is AU$183
includes taxes & fees
8 June - 9 June
Hyatt House Orlando Airport
Outdoor pool, open 8:00 AM to 11:00 PM, pool umbrellas, pool loungers

Fairfield Inn By Marriott Orlando Airport

Fairfield Inn By Marriott Orlando Airport
3.5 star property
Airport North
9.0 out of 10, Wonderful, (2,475 reviews)
  • cleanliness
    Splash into this refreshing outdoor retreat with crystal-clear waters and a rejuvenating spa pool after airport arrivals.
The price is AU$113
includes taxes & fees
15 June - 16 June
Fairfield Inn By Marriott 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, (5,916 reviews)
  • cleanliness
    Dive into a cool-down oasis with a spacious outdoor pool, spa pool, and poolside bar service.
The price is AU$241
includes taxes & fees
2 July - 3 July
Drury Plaza Hotel Orlando - 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

Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

8/10 Good
"The restaurants and pools and shops were very nice. We upgraded to a suite that supposedly faced fireworks from the Volcano Park, but there were no fireworks. Our suite was older, dated, but pretty well maintained. The toilet kept running. Overall we were happy."
Kathryn Gayle 4-night trip
Posted less than an hour ago
Universal's Cabana Bay Beach Resort

Frequently asked questions

What are some accommodation options with pools in Winter Park?
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando: Aparthotel located near Disney Springs™. Features 6 outdoor swimming pools, a children's pool and 3 restaurants. Hyatt Regency Orlando International Airport: Offers 2 restaurants, an outdoor pool 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. Universal's Endless Summer Resort - Dockside Inn and Suites: Hotel located near Universal CityWalk. Features 2 outdoor swimming pools, a children's pool and 3 bars. Westgate Lakes Resort & Spa Universal Studios Area: Hotel located near The Orlando Eye. Offers 7 outdoor swimming pools, a children's pool and a water park.
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 Mead Garden. 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.