Hotels with Swimming Pool in Winter Park, Orlando

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Check availability on Winter Park Hotels with Swimming Pool

Top Winter Park Hotels with Swimming Pool

Outdoor pool, open 10:00 AM to 5:00 PM, pool umbrellas, sun loungers
The Alfond Inn

The Alfond Inn

4.0 star property
Winter Park
9.6 out of 10, Exceptional, (1003)
"Beautiful hotel"
United States
Paige
The Alfond Inn
Outdoor pool, open 8:00 AM to 9:00 PM, cabanas (surcharge)
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

3.0 star property
International Drive District
8.8 out of 10, Excellent, (585)
"The rooms were very clean and staff were friendly and courteous "
United States
Tamara
The price is P4,466
P5,024 total
includes taxes & fees
Nov 30 - Dec 1
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
Outdoor pool
Spark by Hilton Orlando near Universal

Spark by Hilton Orlando near Universal

2.5 star property
Florida Center
9.0 out of 10, Wonderful, (281)
"Friendly staff, great location"
United States
Jonathan
The price is P4,675
P5,259 total
includes taxes & fees
Nov 30 - Dec 1
Spark by Hilton Orlando near Universal
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, (1845)
"Nice hotel "
United States
Miguel
The price is P4,545
P5,113 total
includes taxes & fees
Dec 1 - Dec 2
Aloft Orlando Lake Buena Vista
6 outdoor pools, free cabanas, pool umbrellas
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

4.0 star property
Orlando
9.4 out of 10, Exceptional, (3885)
"Nice place to stay for family. "
United States
Niketan Chhaganbhai
The price is P5,383
P6,056 total
includes taxes & fees
Dec 1 - Dec 2
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
4 outdoor pools, open 5:30 AM to midnight, cabanas (surcharge)
Rosen Shingle Creek

Rosen Shingle Creek

4.5 star property
Orlando
9.4 out of 10, Exceptional, (4168)
" Everything was beautiful we will be going back for another stay!!"
United States
Marcelle
The price is P6,564
P7,385 total
includes taxes & fees
Nov 23 - Nov 24
Rosen Shingle Creek
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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Top Winter Park Hotel Reviews

CoCo Key Hotel and Water Resort 

CoCo Key Hotel and Water Resort 

10/10 Excellent
"The resort and grounds were very nice. Lush landscaping, beautiful decor. Both pool areas are great! I really loved the deck of the water park and pool area, it’s a rubber type turf, it’s non slip but also nice on the feet. "
Ruth 2-night trip
Posted 3 hours ago
CoCo Key Hotel and Water Resort 

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Frequently asked questions

What are some accommodations with pools in Winter Park?
Universal's Cabana Bay Beach Resort: Hotel, 5-minute walk from Universal Orlando Resort. Features a lazy river, 2 outdoor pools, 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. Ramada by Wyndham Suites Orlando Airport: Provides a snack bar/deli, an outdoor pool, and daily. Rosen Inn at Pointe Orlando: Hotel, 2-minute walk from Pointe Orlando. Features 2 coffee shops/cafes, 3 outdoor pools, and complimentary wireless internet access. Rosen Inn Lake Buena Vista: Hotel located near Disney Springs™. Offers 2 outdoor pools, a children's 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 Walt Disney World® Resort while you're in the area. Spend some time experiencing the great outdoors at Albin Polasek Museum and Sculpture Gardens and Kraft Azalea Gardens. 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.