Hotels with Pool & Resorts in Winter Park from AU$105

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Winter Park Hotels with Pool

Tonight
20 Apr - 21 Apr
Tomorrow
21 Apr - 22 Apr
This weekend
24 Apr - 26 Apr
Next weekend
1 May - 3 May

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
9.4 out of 10, Exceptional, (3 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$236
includes taxes & fees
12 May - 13 May
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
10.0 out of 10, Exceptional, (2 reviews)
The price is AU$407
includes taxes & fees
4 May - 5 May
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, (1,001 reviews)
  • cleanliness
    Soak up poolside perfection at this luxury hotel with loungers, umbrellas, and a refreshing bar.
The price is AU$470
includes taxes & fees
18 May - 19 May
The Alfond Inn
Outdoor pool, open 8:00 AM to 9:00 PM, pool cabanas (surcharge)

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
3.0 star property
International Drive District
8.4 out of 10, Very good, (1,194 reviews)
  • cleanliness
    Splash into fun at this Orlando oasis with pool cabanas, a spa pool, and a poolside bar.
The price is AU$105
includes taxes & fees
12 May - 13 May
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
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, (5,207 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$172
includes taxes & fees
21 Apr - 22 Apr
Universal's Endless Summer Resort - Dockside Inn and Suites
Outdoor pool, pool loungers

Drury Plaza Hotel Orlando - Disney Springs Area

Drury Plaza Hotel Orlando - Disney Springs Area
3.0 star property
Lake Buena Vista
9.8 out of 10, Exceptional, (5,819 reviews)
  • cleanliness
    Dive into a cool-down oasis with a spacious outdoor pool, spa pool, and poolside bar service.
The price is AU$240
includes taxes & fees
4 May - 5 May
Drury Plaza Hotel Orlando - Disney Springs Area
Water park

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area
4.0 star property
Orlando
8.4 out of 10, Very good, (6,215 reviews)
  • cleanliness
    Splash into aquatic paradise with 7 pools, a lazy river, and waterslides at this family resort.
The price is AU$200
includes taxes & fees
26 Apr - 27 Apr
Westgate Lakes Resort & Spa Universal Studios Area
Outdoor pool, pool umbrellas, pool loungers

Hyatt House Orlando International Drive

Hyatt House Orlando International Drive
4.0 star property
International Drive District
9.4 out of 10, Exceptional, (1,729 reviews)
  • cleanliness
    Sun-kissed relaxation awaits at this poolside oasis with loungers and shade umbrellas.
The price is AU$173
includes taxes & fees
27 Apr - 28 Apr
Hyatt House Orlando International Drive
Aerial view

Wyndham Garden Lake Buena Vista – Disney Springs® Area

Wyndham Garden Lake Buena Vista – Disney Springs® Area
3.5 star property
Lake Buena Vista
8.2 out of 10, Very good, (4,047 reviews)
  • cleanliness
    Splash into family-friendly fun with 2 outdoor pools and a poolside bar at this Disney Springs resort.
The price is AU$196
includes taxes & fees
21 Apr - 22 Apr
Wyndham Garden Lake Buena Vista – Disney Springs® Area
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, (2,610 reviews)
  • cleanliness
    Vibrant pool oasis near Orlando Airport beckons travellers to dive in after a day exploring nearby attractions.
The price is AU$166
includes taxes & fees
27 Apr - 28 Apr
Hampton Inn & Suites Orlando Airport @ Gateway Village
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.
View all properties

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

4/10 Poor
"The staff was extremely friendly and courteous when I arrived and remained very helpful throughout my stay. The facility I found to be very old in decor and in need of serious upgrade. The room had torn and very worn out furniture, but the bathroom and shower were clearly updated and very nice. The elevator was very dirty and remained so throughout. The adult only pool was nice until a ton of kids came and the adult only was never enforced. I did like the boardwalk to the small island hut and I spent my mornings there enjoying the beautiful view and the lake view. The facility is a member owned facility and not nearly as nice as others I have stayed out. Again, cleanliness has a lot to be desired and it badly needs a refresh."
Jeffrey 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 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. Westgate Lakes Resort & Spa Universal Studios Area: Hotel located near The Orlando Eye. Features 7 outdoor swimming pools, a children's pool and a water park. Rosen Inn at Pointe Orlando: Hotel, 14-minute walk from Orange County Convention Center. Offers 2 coffee shops/cafes, 3 outdoor swimming pools and complimentary wireless Internet access.
What is there to see and do in Winter Park?
Explore places such as Universal Studios Florida, Universal Orlando Resort and Universal's Volcano Bay while you're in the area. Spend some time experiencing the great outdoors at Kraft Azalea Gardens and Lake Virginia. 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.