Hotels with Swimming Pool in Winter Park, Orlando

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Check availability on Winter Park Hotels with Swimming Pool

Tonight
Mar 25 - Mar 26
Tomorrow
Mar 26 - Mar 27
This weekend
Mar 27 - Mar 29
Next weekend
Apr 3 - Apr 5

Our top choices for Winter Park hotels with a pool

2 outdoor pools, open 10:00 AM to 5:00 PM, cabanas (surcharge)

The Alfond Inn

The Alfond Inn
4.0 star property
Winter Park
9.6 out of 10, Exceptional, (1,000 reviews)
  • cleanliness
    Soak up poolside perfection at this luxury hotel with loungers, umbrellas, and a refreshing bar.
The Alfond Inn
Exterior

Wyndham Grand Orlando Resort Bonnet Creek

Wyndham Grand Orlando Resort Bonnet Creek
4.0 star property
Orlando
9.0 out of 10, Wonderful, (2,911 reviews)
  • cleanliness
    Splash into aquatic bliss at this resort with 5 outdoor pools, a lazy river, and poolside cabanas.
The price is P9,543
P13,568 total
includes taxes & fees
Apr 11 - Apr 12
Wyndham Grand Orlando Resort Bonnet Creek
Outdoor pool, open 9:00 AM to 10:00 PM, pool umbrellas, sun loungers

Universal's Stella Nova Resort

Universal's Stella Nova Resort
3.0 star property
Orlando
9.2 out of 10, Wonderful, (614 reviews)
The price is P13,748
P15,466 total
includes taxes & fees
Apr 11 - Apr 12
Universal's Stella Nova Resort
Waterslide

Holiday Inn Resort Orlando Suites - Waterpark by IHG

Holiday Inn Resort Orlando Suites - Waterpark by IHG
3.5 star property
Orlando
7.2 out of 10, Good, (5,112 reviews)
  • cleanliness
    Splash into water park paradise with two refreshing pools and a tropical waterslide for families.
The price is P4,316
P7,486 total
includes taxes & fees
Mar 26 - Mar 27
Holiday Inn Resort Orlando Suites - Waterpark by IHG
Outdoor pool, pool umbrellas, sun 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, (1,578 reviews)
  • cleanliness
    Relaxing poolside retreat awaits with sun loungers, umbrellas, and a luxurious hot tub experience.
The price is P5,011
P5,638 total
includes taxes & fees
Apr 21 - Apr 22
La Quinta Inn & Suites by Wyndham Orlando Airport
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, (2,580 reviews)
  • cleanliness
    Vibrant pool oasis near Orlando Airport beckons travelers to dive in after a day exploring nearby attractions.
The price is P6,341
P7,133 total
includes taxes & fees
Mar 30 - Mar 31
Hampton Inn & Suites Orlando Airport @ Gateway Village
Outdoor pool, open 8:00 AM to 9:00 PM, 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, (1,046 reviews)
  • cleanliness
    Splash into fun at this Orlando oasis with pool cabanas, a hot tub, and a poolside bar.
The price is P5,341
P6,009 total
includes taxes & fees
Apr 5 - Apr 6
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
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

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

6/10 Okay
"Service was disappointing and did not match the price. For what we paid, we expected much better overall quality and attention."
Albery 2-night trip
Posted 2 hours ago
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Frequently asked questions

What are some accommodations with pools in Winter Park?
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando: Condo resort located near Disney Springs™. Features 6 outdoor 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 pools, and 2 restaurants. Westgate Lakes Resort & Spa Universal Studios Area: Hotel located near Aquatica. Features 7 outdoor 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 pools, and complimentary wireless internet access.
What is there to see and do in Winter Park?
Explore places like 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. 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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