Find Hotels with a Pool in Winter Park, FL

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Check availability on Winter Park Hotels with a Pool

Tonight
Jan 28 - Jan 29
Tomorrow
Jan 29 - Jan 30
This weekend
Jan 30 - Feb 1
Next weekend
Feb 6 - Feb 8

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, (1,004 reviews)
"Location was great, friendly staff, beautiful hotel."
United States
Jessica
The Alfond Inn
Outdoor pool, pool umbrellas, sun loungers

Hyatt House Orlando International Drive

Hyatt House Orlando International Drive
4.0 star property
International Drive District
9.4 out of 10, Exceptional, (1,487 reviews)
"Great place to stay and great amenities"
United States
Darshan
The price is NT$4,437
NT$4,991 total
includes taxes & fees
Jan 29 - Jan 30
Hyatt House Orlando International Drive
Water park

Red Lion Hotel Orlando Lake Buena Vista South

Red Lion Hotel Orlando Lake Buena Vista South
3.5 star property
Kissimmee
8.8 out of 10, Excellent, (4,388 reviews)
"The grounds were amazing, the staff helpful and just a great place to stay!!"
United States
Tami
The price is NT$2,247
NT$3,264 total
includes taxes & fees
Feb 2 - Feb 3
Red Lion Hotel Orlando Lake Buena Vista South
4 outdoor pools, open 7:00 AM to 11:00 PM, cabanas (surcharge)

Marriott's Grande Vista

Marriott's Grande Vista
4.0 star property
Orlando
9.0 out of 10, Wonderful, (3,827 reviews)
"Excellent Resort"
United States
David
The price is NT$4,002
NT$4,503 total
includes taxes & fees
Feb 22 - Feb 23
Marriott's Grande Vista
Outdoor pool, sun loungers

TRYP by Wyndham Orlando

TRYP by Wyndham Orlando
3.0 star property
International Drive District
9.0 out of 10, Wonderful, (1,037 reviews)
"Beautiful place to stay. Very clean and the staff was wonderful. "
United States
Mary
The price is NT$3,200
NT$3,600 total
includes taxes & fees
Feb 11 - Feb 12
TRYP by Wyndham Orlando
Front of property

Palazzo Lakeside Hotel

Palazzo Lakeside Hotel
3.0 star property
Kissimmee
8.2 out of 10, Very Good, (5,171 reviews)
"Clean and good breakfast and the room is so big ."
United States
Kelian
The price is NT$1,456
NT$2,725 total
includes taxes & fees
Jan 29 - Jan 30
Palazzo Lakeside Hotel
Outdoor banquet area

Rosen Shingle Creek

Rosen Shingle Creek
4.5 star property
Orlando
9.4 out of 10, Exceptional, (4,464 reviews)
"Very nice place to stay with family. "
United States
Anick
The price is NT$4,259
NT$4,791 total
includes taxes & fees
Feb 7 - Feb 8
Rosen Shingle Creek
Outdoor pool, pool umbrellas, sun loungers

Aloft Orlando Lake Buena Vista

Aloft Orlando Lake Buena Vista
3.0 star property
Orlando
8.8 out of 10, Excellent, (1,964 reviews)
"Super nice hotel at a great price."
United States
Terry
The price is NT$3,115
NT$3,504 total
includes taxes & fees
Feb 8 - Feb 9
Aloft Orlando Lake Buena Vista
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

Top Winter Park Hotel Reviews

DoubleTree by Hilton Hotel Orlando at SeaWorld

DoubleTree by Hilton Hotel Orlando at SeaWorld

10/10 Excellent
"Friendly staff, room very clean"
T. Dave 1-night trip
Posted 12 hours ago
DoubleTree by Hilton Hotel Orlando at SeaWorld

Frequently asked questions

What are some accommodations with pools in Winter Park?
DoubleTree by Hilton Hotel Orlando at SeaWorld: Resort, 8-minute walk from Aquatica. Features 2 outdoor pools, a children's pool, and 2 restaurants. Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando: Hotel located near Disney Springs™. Offers 6 outdoor pools, a children's pool, and 3 restaurants. Rosen Inn at Pointe Orlando: Hotel, 14-minute walk from Orange County Convention Center. Provides 2 coffee shops/cafes, 3 outdoor pools, and complimentary wireless internet access. Orlando International Drive North Hotel: Hotel, 12-minute walk from Universal Orlando Resort. Features a snack bar/deli, an outdoor pool, and buffet. Universal's Cabana Bay Beach Resort: Hotel, 5-minute walk from Universal Orlando Resort. Offers a lazy river, 2 outdoor pools, and 2 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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