Hotels with Swimming Pool, Winter Park Orlando

Q: What are some accommodations with pools in Winter Park?

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando : Aparthotel located near Disney Springs™. Features 6 outdoor pools, a children's pool, and 3 restaurants. DoubleTree by Hilton at the Entrance to Universal Orlando : Hotel, 3-minute walk from Universal Orlando Resort. Offers a children's pool, an outdoor pool, and 2 restaurants. 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. Avanti International Resort : Hotel, 9-minute walk from Pointe Orlando. Offers a children's pool, a seasonal outdoor pool, and a snack bar/deli.

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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

Winter Park

Soak up poolside perfection at this luxury hotel with loungers, umbrellas, and a refreshing bar.

P18,857 total

includes taxes & fees

Jun 28 - Jun 29

Outdoor pool, open 6:30 AM to 11 PM, pool umbrellas, sun loungers

Courtyard by Marriott across Universal Orlando

Florida Center

P7,152 total

includes taxes & fees

Jul 6 - Jul 7

2 outdoor pools, a heated pool, cabanas (surcharge), pool umbrellas

Wyndham Lake Buena Vista – Disney Springs® Area

Lake Buena Vista

Float in paradise with 2 dreamy outdoor pools offering sun-soaked fun and cabana luxury.

P9,315 total

includes taxes & fees

Jun 25 - Jun 26

Outdoor pool, open 9:00 AM to 10:00 PM, pool umbrellas, sun loungers

Universal's Terra Luna Resort

Orlando

P9,559 total

includes taxes & fees

Jul 15 - Jul 16

Hilton Vacation Club Grand Beach Orlando

Orlando

Splash into family fun with 2 outdoor pools, a children's pool, and shoreline activities.

P8,817 total

includes taxes & fees

Jun 29 - Jun 30

Wyndham Garden Lake Buena Vista – Disney Springs® Area

Lake Buena Vista

Splash into family-friendly fun with 2 outdoor pools and a poolside bar at this Disney Springs resort.

P7,922 total

includes taxes & fees

Jun 25 - Jun 26

Outdoor pool, open 6:00 AM to midnight, pool umbrellas, sun loungers

Rosen Centre Hotel

International Drive District

Dive into poolside bliss at this luxury resort with 2 hot tubs and full-service spa to rejuvenate your senses.

P8,452 total

includes taxes & fees

Jul 10 - Jul 11

Outdoor pool, pool umbrellas, sun loungers

Hyatt House Orlando International Drive

International Drive District

Sun-kissed relaxation awaits at this poolside oasis with loungers and shade umbrellas.

P7,984 total

includes taxes & fees

Jul 7 - Jul 8

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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

Wyndham I-Drive Avanti Resort & Conference Center

10/10 Excellent

"Great service thank you"

Frequently asked questions

What are some accommodations with pools in Winter Park?

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando: Aparthotel located near Disney Springs™. Features 6 outdoor pools, a children's pool, and 3 restaurants. DoubleTree by Hilton at the Entrance to Universal Orlando: Hotel, 3-minute walk from Universal Orlando Resort. Offers a children's pool, an outdoor pool, and 2 restaurants. 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. 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 Kia Center, Universal Studios Florida, and Universal Orlando Resort while you're in the area. Spend some time experiencing the great outdoors at Lake Virginia and Mead Garden. 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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