Find Hotels with a Pool in Winter Park, FL

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Check availability on Winter Park Hotels with a Pool

Top Winter Park Hotels with a Pool

Magic Studio
9.4 out of 10, Exceptional, (3)
"Clean, roomy for two, comfortable bed, Met all our needs. Plan to stay there again."
Nan D.
The price is ¥10,368
¥27,347 total
includes taxes & fees
Nov 17 - Nov 18
Magic Studio
1-bedroom vacation room just 12 minutes from University of Central Florida
10.0 out of 10, Exceptional, (1)
"Fantastic Host"
Marek K.
The price is ¥9,466
¥26,333 total
includes taxes & fees
Oct 28 - Oct 29
1-bedroom vacation room just 12 minutes from University of Central Florida
Quiet and safe neighborhood come to this great place with lots of room for relax
3.0 star property
The price is ¥15,507
¥38,557 total
includes taxes & fees
Oct 28 - Oct 29
Quiet and safe neighborhood come to this great place with lots of room for relax
Winter Park Charmer - Heated Pool Home - Close to everything
8.4 out of 10, Very Good, (10)
"Property was in quiet area. Clean and easy to get to other areas of interest. Comfortable beds. Great pool! "
Joanne L.
The price is ¥27,648
¥65,255 total
includes taxes & fees
Oct 25 - Oct 26
Winter Park Charmer - Heated Pool Home - Close to everything
The Alfond Inn
4.0 star property
9.4 out of 10, Exceptional, (1011)
"Wonderful location and excellent staff."
Adam
The Alfond Inn
Hyatt House Orlando International Drive
4.0 star property
9.2 out of 10, Wonderful, (1138)
"Perfect stay!"
TAMARA
The price is ¥16,567
¥18,637 total
includes taxes & fees
Nov 2 - Nov 3
Hyatt House Orlando International Drive
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
3.0 star property
8.8 out of 10, Excellent, (545)
"great rooms!!"
Oleg
The price is ¥14,157
¥15,926 total
includes taxes & fees
Oct 26 - Oct 27
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
Red Lion Hotel Orlando Lake Buena Vista South
3.5 star property
8.8 out of 10, Excellent, (4113)
"Great place to stay"
Luis Eriel
The price is ¥7,664
¥11,257 total
includes taxes & fees
Oct 26 - Oct 27
Red Lion Hotel Orlando Lake Buena Vista South
Rosen Shingle Creek
4.5 star property
9.4 out of 10, Exceptional, (4109)
"Always a great experience when we stay here. "
Marla
The price is ¥14,336
¥16,127 total
includes taxes & fees
Nov 15 - Nov 16
Rosen Shingle Creek
Wyndham I-Drive Avanti Resort & Conference Center
3.5 star property
7.4 out of 10, Good, (3725)
"I love this place the food and the pool was amazing and the rooms was clean…"
Monique
The price is ¥7,469
¥11,445 total
includes taxes & fees
Nov 5 - Nov 6
Wyndham I-Drive Avanti Resort & Conference Center
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.

Top Winter Park Hotel Reviews

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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. Universal's Cabana Bay Beach Resort: Hotel, 5-minute walk from Universal Orlando Resort. Offers a lazy river, 2 outdoor pools, and 2 restaurants. Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando: Hotel located near Disney Springs™. Provides 6 outdoor pools, a children's pool, and 3 restaurants. 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. Marriott's Grande Vista: Hotel located near Aquatica. 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 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.