Find Hotels with a Pool in Winter Park, FL

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Our top choices for Winter Park hotels with a pool

The Alfond Inn

The Alfond Inn
4.0 star property
Winter Park
9.6 out of 10, Exceptional, (1,003 reviews)
  • cleanliness
    Soak up poolside perfection at this luxury hotel with loungers, umbrellas, and a refreshing bar.
The price is NT$8,480
NT$10,427 total
includes taxes & fees
May 24 - May 25
The Alfond Inn

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
8.6 out of 10, Excellent, (1,223 reviews)
  • cleanliness
    Splash into fun at this Orlando oasis with pool cabanas, a hot tub, and a poolside bar.
The price is NT$2,196
NT$2,471 total
includes taxes & fees
May 19 - May 20
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

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, (5,194 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 NT$4,317
NT$4,857 total
includes taxes & fees
May 5 - May 6
Universal's Endless Summer Resort - Dockside Inn and Suites

Hyatt House Orlando International Drive

Hyatt House Orlando International Drive
4.0 star property
International Drive District
9.4 out of 10, Exceptional, (1,744 reviews)
  • cleanliness
    Sun-kissed relaxation awaits at this poolside oasis with loungers and shade umbrellas.
The price is NT$3,183
NT$3,581 total
includes taxes & fees
May 3 - May 4
Hyatt House Orlando International Drive

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, (6,211 reviews)
  • cleanliness
    Splash into aquatic paradise with 7 pools, a lazy river, and waterslides at this family resort.
The price is NT$3,073
NT$4,520 total
includes taxes & fees
Apr 29 - Apr 30
Westgate Lakes Resort & Spa Universal Studios Area

Rosen Shingle Creek

Rosen Shingle Creek
4.5 star property
Orlando
9.4 out of 10, Exceptional, (4,711 reviews)
  • cleanliness
    Swim in luxury with four sparkling pools and poolside cabanas at this golf resort haven.
The price is NT$3,756
NT$4,226 total
includes taxes & fees
May 2 - May 3
Rosen Shingle Creek

Hilton Vacation Club Grande Villas Orlando

Hilton Vacation Club Grande Villas Orlando
3.5 star property
Orlando
9.2 out of 10, Wonderful, (2,843 reviews)
  • cleanliness
    Poolside paradise awaits with 2 sparkling outdoor pools and luxurious cabanas for ultimate relaxation.
The price is NT$2,652
NT$3,692 total
includes taxes & fees
May 3 - May 4
Hilton Vacation Club Grande Villas Orlando

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 NT$2,798
NT$4,424 total
includes taxes & fees
May 26 - May 27
Wyndham Garden 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.

Choose what matters most at hotels with a pool in Winter Park

Top Winter Park Hotel Reviews

Frequently asked questions

What are some accommodations with pools in Winter Park?
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando: Aparthotel located near Disney Springs™. Features 6 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. Rosen Inn at Pointe Orlando: Hotel, 14-minute walk from Orange County Convention Center. Provides 2 coffee shops/cafes, 3 outdoor pools, and complimentary wireless internet access. Westgate Lakes Resort & Spa Universal Studios Area: Hotel located near The Orlando Eye. Features 7 outdoor pools, a children's pool, and a water park. Avanti International Resort: Hotel, 11-minute walk from The Orlando Eye. Offers a children's pool, a seasonal outdoor pool, and a snack bar/deli.
What is there to see and do in Winter Park?
Explore places like 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. 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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