Hotels with Swimming Pool in Winter Park, Florida

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Check prices for these dates

Tonight
Nov 6 - Nov 7
Tomorrow
Nov 7 - Nov 8
This weekend
Nov 6 - Nov 8
Next weekend
Nov 13 - Nov 15

Our top choices for Winter Park hotels with a pool

A multi-story hotel with balconies, a swimming pool, and a landscaped courtyard.

1. 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 P18,474
P22,697 total
includes taxes & fees
Nov 30 - Dec 1
The Alfond Inn
A modern living room with a sliding glass door, a black sofa, a small side table, and a large window.

2. gorgeous property at winter park -118

gorgeous property at winter park -118
2.0 star property
Winter Park
The price is P4,473
P12,364 total
includes taxes & fees
Nov 7 - Nov 8
gorgeous property at winter park -118
A pool area with a hot tub, lounge chairs, and a covered seating area.

3. Comfort Suites Downtown

Comfort Suites Downtown
2.5 star property
Ivanhoe Village
8.8 out of 10, Excellent, (1,107 reviews)
  • cleanliness
    Make a splash in downtown Orlando with this hotel's seasonal outdoor pool and relaxing hot tub for post-exploration recovery.
The price is P7,176
P8,073 total
includes taxes & fees
Nov 27 - Nov 28
Comfort Suites Downtown
A swimming pool with wooden deck seating, palm trees, and a modern building in the background.

4. Courtyard by Marriott Orlando Downtown

Courtyard by Marriott Orlando Downtown
3.0 star property
Ivanhoe Village
9.4 out of 10, Exceptional, (1,125 reviews)
  • cleanliness
    Float in sunshine at downtown Orlando's chic hotel pool, surrounded by plush loungers and umbrellas.
The price is P7,444
P8,374 total
includes taxes & fees
Nov 23 - Nov 24
Courtyard by Marriott Orlando Downtown
A hot tub with a waterfall mural, a metal ladder, and a tiled floor.

5. Wingate by Wyndham - Orlando International Airport

Wingate by Wyndham - Orlando International Airport
3.0 star property
Airport North
8.8 out of 10, Excellent, (4,363 reviews)
  • cleanliness
    Refreshing outdoor pool oasis with sun loungers offers relaxation after exploring nearby shopping and dining options.
The price is P4,980
P5,603 total
includes taxes & fees
Nov 17 - Nov 18
Wingate by Wyndham - Orlando International Airport
A swimming pool with lounge chairs and umbrellas, surrounded by a multi-story building with balconies.

6. Hyatt House Orlando Airport

Hyatt House Orlando Airport
3.5 star property
Airport North
9.6 out of 10, Exceptional, (2,855 reviews)
  • cleanliness
    Refreshing outdoor pool sanctuary awaits near Florida Mall, with a firepit and poolside lounging for a sunny getaway experience.
The price is P7,825
P8,803 total
includes taxes & fees
Nov 22 - Nov 23
Hyatt House Orlando Airport
A pool area with lounge chairs and canopies, surrounded by palm trees.

7. DoubleTree by Hilton Orlando Airport

DoubleTree by Hilton Orlando Airport
4.0 star property
Airport North
8.6 out of 10, Excellent, (2,741 reviews)
  • cleanliness
    Dive into sun-kissed relaxation with a perfect outdoor pool oasis in this airport-adjacent retreat.
The price is P6,664
P7,497 total
includes taxes & fees
Nov 22 - Nov 23
DoubleTree by Hilton Orlando Airport
A hotel pool area with lounge chairs, umbrellas, and a swimming pool.

8. 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, (2,931 reviews)
  • cleanliness
    Vibrant pool oasis near Orlando Airport beckons travelers to dive in after a day exploring nearby attractions.
The price is P6,908
P7,772 total
includes taxes & fees
Nov 22 - Nov 23
Hampton Inn & Suites Orlando Airport @ Gateway Village
A pool area with lounge chairs, a table, and umbrellas.

9. Holiday Inn Express Orlando International Airport by IHG

Holiday Inn Express Orlando International Airport by IHG
2.5 star property
Orlando
9.0 out of 10, Wonderful, (2,029 reviews)
The price is P6,111
P6,875 total
includes taxes & fees
Nov 22 - Nov 23
Holiday Inn Express Orlando International Airport by IHG
A swimming pool with lounge chairs and umbrellas, a building with multiple windows, and palm trees.

10. La Quinta Inn & Suites by Wyndham Orlando UCF

La Quinta Inn & Suites by Wyndham Orlando UCF
3.0 star property
Orlando
8.8 out of 10, Excellent, (2,684 reviews)
  • cleanliness
    Sun-soaked outdoor pool offers refreshing escapes and hot tub relaxation near the University of Central Florida campus.
The price is P5,569
P6,266 total
includes taxes & fees
Nov 23 - Nov 24
La Quinta Inn & Suites by Wyndham Orlando UCF
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

Frequently Asked Questions

What are some accommodations with pools in Winter Park?

Hyatt Regency Orlando International Airport: Features 2 restaurants, an outdoor pool, and complimentary wireless internet access. Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando: Aparthotel located near Orlando Vineland Premium Outlets. Offers 6 outdoor pools, a children's pool, and 3 restaurants. Marriott's Grande Vista: Aparthotel located near Orlando Vineland Premium Outlets. Provides 4 outdoor pools, a children's pool, and 3 restaurants. Universal's Cabana Bay Beach Resort: Hotel, 5-minute walk from Universal Orlando Resort. Features a lazy river, 2 outdoor pools, and 2 restaurants. Avanti International Resort: Hotel, 9-minute walk from Pointe Orlando. 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 Orange County Convention Center while you're in the area. Spend some time experiencing the great outdoors at Albin Polasek Museum and Sculpture Gardens and Lake Mizell. 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.