Find Hotels with a Pool in Winter Park, FL

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Our top choices for Winter Park hotels with a pool

The Alfond Inn

The Alfond Inn
4.0 star property
Winter Park
9.6 out of 10, Exceptional, (1,000 reviews)
"Location was great, friendly staff, beautiful hotel."
United States
Jessica
The Alfond Inn

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area
4.0 star property
Orlando
8.2 out of 10, Very Good, (5,892 reviews)
"Very nice and comfy resort."
United States
Christopher
The price is NT$3,084
NT$4,537 total
includes taxes & fees
Feb 23 - Feb 24
Westgate Lakes Resort & Spa Universal Studios Area

Calypso Cay Vacation Villas

Calypso Cay Vacation Villas
3.5 star property
Kissimmee
8.2 out of 10, Very Good, (1,009 reviews)
"The place was very nice and met expectations "
United States
Gregory
Calypso Cay Vacation Villas

Holiday Inn Resort Orlando - Lake Buena Vista by IHG

Holiday Inn Resort Orlando - Lake Buena Vista by IHG
3.5 star property
Orlando
8.4 out of 10, Very Good, (3,779 reviews)
"Very nice staff ,clean rooms"
United States
Luis
The price is NT$1,999
NT$3,316 total
includes taxes & fees
Feb 24 - Feb 25
Holiday Inn Resort Orlando - Lake Buena Vista by IHG

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, (1,330 reviews)
"It was great especially the breakfast "
Canada
Ahmad Taha
The price is NT$3,264
NT$3,672 total
includes taxes & fees
Feb 24 - Feb 25
La Quinta Inn & Suites by Wyndham Orlando Airport

Rosen Centre Hotel

Rosen Centre Hotel
4.0 star property
International Drive District
9.0 out of 10, Wonderful, (4,300 reviews)
"Hotel, staff and rooms were great!"
United States
Tammy
The price is NT$3,621
NT$4,114 total
includes taxes & fees
Mar 4 - Mar 5
Rosen Centre Hotel

Rosen Inn at Pointe Orlando

Rosen Inn at Pointe Orlando
3.0 star property
International Drive District
8.6 out of 10, Excellent, (5,808 reviews)
"Great place to stay"
United States
Kamasha
The price is NT$2,662
NT$2,994 total
includes taxes & fees
Feb 23 - Feb 24
Rosen Inn at Pointe Orlando

Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort
3.5 star property
Florida Center
9.0 out of 10, Wonderful, (6,385 reviews)
"Great spot for families."
United States
Lyndon
The price is NT$4,207
NT$4,732 total
includes taxes & fees
Mar 19 - Mar 20
Universal's Cabana Bay Beach Resort
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.

Choose what matters most at hotels with a pool in Winter Park

Top Winter Park Hotel Reviews

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. 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. DoubleTree by Hilton Orlando Theme Park Resort: Resort, 8-minute walk from Aquatica. Provides 2 outdoor pools, a children's pool, and 2 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. Marriott's Grande Vista: Condo resort located near Orange County Convention Center. Offers 4 outdoor pools, a children's pool, and 3 restaurants.
What is there to see and do in Winter Park?
Explore places like Universal Studios Florida, Universal Orlando Resort, and Walt Disney World® Resort 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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