Winter Park Hotel Guide - Hotels with Pool in Winter Park, Orlando

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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.
"Fantastic Host"
United States
Marek K.
The price is €151
includes taxes & fees
25 May - 26 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)
"Pool is very inviting"
United States
Geri Lamborn M.
The price is €253
includes taxes & fees
25 May - 26 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.
"A beautiful hotel in a historic Florida town that is an easy walk to a shopping and dining thoroughfare, with fine dining, pool, gym, spa…."
United States
Denise
The price is €258
includes taxes & fees
25 May - 26 May
The Alfond Inn
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, (6,513 reviews)
  • cleanliness
    Splash into aquatic paradise with 7 pools, a lazy river, and waterslides at this family resort.
"I loved the pool and bar area , will revisit soon !"
United States
Monique
The price is €123
includes taxes & fees
3 Jun - 4 Jun
Westgate Lakes Resort & Spa Universal Studios Area
Outdoor pool, open 9:00 AM to 10:00 PM, pool umbrellas, pool loungers

Universal's Terra Luna Resort

Universal's Terra Luna Resort
3.0 star property
Orlando
9.2 out of 10, Wonderful, (656 reviews)
"pool is large and fun!"
Canada
Jessica
The price is €146
includes taxes & fees
25 May - 26 May
Universal's Terra Luna Resort
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, (1,988 reviews)
  • cleanliness
    Relaxing poolside retreat awaits with sun loungers, umbrellas, and a luxurious hot tub experience.
"The pool was nice."
United States
Jason
The price is €76
includes taxes & fees
26 May - 27 May
La Quinta Inn & Suites by Wyndham Orlando Airport
Outdoor pool

Hyatt House Orlando Airport

Hyatt House Orlando Airport
3.5 star property
Airport North
9.6 out of 10, Exceptional, (3,018 reviews)
  • cleanliness
    Refreshing outdoor pool sanctuary awaits near Florida Mall, with a firepit and poolside lounging for a sunny getaway experience.
"Clean room, early check in, helpful/friendly staff, awesome pool & great breakfast!"
Canada
Jillian
The price is €102
includes taxes & fees
7 Jun - 8 Jun
Hyatt House Orlando Airport
Outdoor pool, pool loungers

Wingate by Wyndham - Orlando International Airport

Wingate by Wyndham - Orlando International Airport
3.0 star property
Airport North
8.8 out of 10, Excellent, (3,989 reviews)
  • cleanliness
    Refreshing outdoor pool oasis with sun loungers offers relaxation after exploring nearby shopping and dining options.
"Breakfast was good(could have been little better) and having a pool, hot tub and a workout on property and accessible."
United States
Dawn
The price is €79
includes taxes & fees
26 May - 27 May
Wingate by Wyndham - Orlando International Airport
Exterior

Hilton Vacation Club Grande Villas Orlando

Hilton Vacation Club Grande Villas Orlando
3.5 star property
Orlando
9.2 out of 10, Wonderful, (2,890 reviews)
  • cleanliness
    Poolside paradise awaits with 2 sparkling outdoor pools and luxurious cabanas for ultimate relaxation.
"The pools were good, busy with kids in the hot tub."
United States
yvonne
The price is €101
includes taxes & fees
2 Jun - 3 Jun
Hilton Vacation Club Grande Villas Orlando
Exterior

Wyndham Grand Orlando Resort Bonnet Creek

Wyndham Grand Orlando Resort Bonnet Creek
4.0 star property
Orlando
9.0 out of 10, Wonderful, (2,934 reviews)
  • cleanliness
    Splash into aquatic bliss at this resort with 5 outdoor pools, a lazy river, and poolside cabanas.
"Amazing location, pools were perfect, just need more food options"
United States
Brian
The price is €185
includes taxes & fees
14 Jun - 15 Jun
Wyndham Grand Orlando Resort Bonnet Creek
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

10/10 Excellent
"Nuestro objectivo fue ir a Disney, y elegimos este hotel y fue una bonita experiencia. El parque de agua es muy divertido. Tiene un extra fee, pero vale la pena. Super amable el staff, y todo impecable."
Meilin 2-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. DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel: Hotel, 10-minute walk from CoCo Key Water Resort. Features a children's pool, an outdoor pool and buffet. Universal's Endless Summer Resort - Dockside Inn and Suites: Hotel located near Universal Orlando Resort. Offers 2 outdoor swimming pools, a children's pool and 3 bars.
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 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.