Search Hotels with Swimming Pool in Winter Park

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Check availability on Winter Park Hotels with Swimming Pool

Our top choices for Winter Park hotels with a pool

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, (1,005 reviews)
  • cleanliness
    Soak up poolside perfection at this luxury hotel with loungers, umbrellas, and a refreshing bar.
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
8.6 out of 10, Excellent, (1,000 reviews)
  • cleanliness
    Splash into fun at this Orlando oasis with pool cabanas, a hot tub, and a poolside bar.
The price is ₹8,566
₹9,637 total
includes taxes & fees
5 Apr - 6 Apr
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
Poolside Family Suite - Exterior Entry (Includes Early Park Admission*) | View from room

Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort
3.5 star property
Florida Center
9.0 out of 10, Wonderful, (6,413 reviews)
  • cleanliness
    Dive into double the fun with 2 outdoor pools, hot tubs, and a lazy river paradise.
The price is ₹12,297
₹13,834 total
includes taxes & fees
12 Apr - 13 Apr
Universal's Cabana Bay Beach Resort
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, (1,606 reviews)
  • cleanliness
    Sun-kissed relaxation awaits at this poolside oasis with loungers and shade umbrellas.
The price is ₹10,910
₹12,274 total
includes taxes & fees
22 Mar - 23 Mar
Hyatt House Orlando International Drive
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, (1,496 reviews)
  • cleanliness
    Relaxing poolside retreat awaits with sun loungers, umbrellas, and a luxurious hot tub experience.
The price is ₹9,682
₹10,893 total
includes taxes & fees
22 Mar - 23 Mar
La Quinta Inn & Suites by Wyndham Orlando Airport
Outdoor pool, open 6:00 AM to midnight, pool umbrellas, pool loungers

Rosen Centre Hotel

Rosen Centre Hotel
4.0 star property
International Drive District
9.0 out of 10, Wonderful, (4,363 reviews)
  • cleanliness
    Dive into poolside bliss at this luxury resort with 2 hot tubs and full-service spa to rejuvenate your senses.
The price is ₹9,919
₹11,270 total
includes taxes & fees
5 Apr - 6 Apr
Rosen Centre Hotel
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, (2,550 reviews)
  • cleanliness
    Vibrant pool oasis near Orlando Airport beckons travellers to dive in after a day exploring nearby attractions.
The price is ₹9,780
₹11,003 total
includes taxes & fees
30 Mar - 31 Mar
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.
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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

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

10/10 Excellent
"Great place to stay. Very safe and easy to get to places you want to go. "
Sheila 4-night trip
Posted 2 hours ago
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Frequently asked questions

What are some accommodation options with pools in Winter Park?
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando: Condo resort 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 Orange County Convention Center 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.