Find Hotels with a Pool in Winter Park, FL

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Check prices for these dates

Tonight
12 Nov - 13 Nov
Tomorrow
13 Nov - 14 Nov
This weekend
13 Nov - 15 Nov
Next weekend
20 Nov - 22 Nov

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, (1,001 reviews)
  • cleanliness
    Soak up poolside perfection at this luxury hotel with loungers, umbrellas, and a refreshing bar.
The price is SAR 1,100
SAR 1,352 total
includes taxes & fees
30 Nov - 1 Dec
The Alfond Inn
Pool

2. 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
9.6 out of 10, Exceptional, (4 reviews)
The price is SAR 470
SAR 1,022 total
includes taxes & fees
16 Nov - 17 Nov
Quiet and safe neighborhood come to this great place with lots of room for relax
A swimming pool with a brick patio, surrounded by a fence and a building with large windows.

3. 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 cozy retreat with both private and outdoor pools, just 12 minutes from University of Central Florida.
The price is SAR 280
SAR 681 total
includes taxes & fees
17 Nov - 18 Nov
1-bedroom vacation room just 12 minutes from University of Central Florida
A pool area with a hot tub, lounge chairs, and a covered seating area.

4. Comfort Suites Downtown

Comfort Suites Downtown
2.5 star property
Ivanhoe Village
8.8 out of 10, Excellent, (1,115 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 SAR 471
SAR 530 total
includes taxes & fees
29 Nov - 30 Nov
Comfort Suites Downtown
A swimming pool with lounge chairs and umbrellas, a building with multiple windows, and palm trees.

5. 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, (2,685 reviews)
  • cleanliness
    Sun-soaked outdoor pool offers refreshing escapes and hot tub relaxation near the University of Central Florida campus.
The price is SAR 332
SAR 373 total
includes taxes & fees
23 Nov - 24 Nov
La Quinta Inn & Suites by Wyndham Orlando UCF
A hotel with a large pool, sun loungers, and palm trees.

6. 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, (5,810 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 SAR 484
SAR 545 total
includes taxes & fees
13 Dec - 14 Dec
Universal's Endless Summer Resort - Dockside Inn and Suites
A swimming pool with lounge chairs and umbrellas, surrounded by a multi-story building with balconies.

7. Hyatt House Orlando Airport

Hyatt House Orlando Airport
3.5 star property
Airport North
9.6 out of 10, Exceptional, (2,864 reviews)
  • cleanliness
    Refreshing outdoor pool sanctuary awaits near Florida Mall, with a firepit and poolside lounging for a sunny getaway experience.
The price is SAR 466
SAR 524 total
includes taxes & fees
22 Nov - 23 Nov
Hyatt House Orlando Airport
A hot tub with a waterfall mural, a metal ladder, and a tiled floor.

8. Wingate by Wyndham - Orlando International Airport

Wingate by Wyndham - Orlando International Airport
3.0 star property
Airport North
8.8 out of 10, Excellent, (4,393 reviews)
  • cleanliness
    Refreshing outdoor pool oasis with sun loungers offers relaxation after exploring nearby shopping and dining options.
The price is SAR 316
SAR 355 total
includes taxes & fees
18 Nov - 19 Nov
Wingate by Wyndham - Orlando International Airport
A swimming pool with a brick border, surrounded by a fence and trees.

9. Hyatt Place Lake Mary/Orlando North

Hyatt Place Lake Mary/Orlando North
3.0 star property
Lake Mary
9.0 out of 10, Wonderful, (1,307 reviews)
  • cleanliness
    Spacious outdoor pool and hot tub create a relaxing oasis with nearby recreational activities in this centrally located hotel.
The price is SAR 368
SAR 424 total
includes taxes & fees
22 Nov - 23 Nov
Hyatt Place Lake Mary/Orlando North
A swimming pool with lounge chairs and palm trees, surrounded by a building with large windows.

10. DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando
4.0 star property
Florida Center
8.6 out of 10, Excellent, (7,187 reviews)
  • cleanliness
    Splash into Florida sunshine at the entrance to Universal Orlando with a poolside cocktail and refreshing hot tub.
The price is SAR 348
SAR 391 total
includes taxes & fees
29 Nov - 30 Nov
DoubleTree by Hilton at the Entrance to Universal Orlando
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

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

The Alfond Inn

The Alfond Inn
Winter Park

10/10 Excellent

A beautiful property managed with care and consideration for the aesthetics and for the pampering of its guests. For as many times as I will visit Winter Park, I will stay here again and again.
United States
Gail
Reviewed January 17, 2025
The Alfond Inn

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.