Winter Park Hotel Guide - Hotels with Pool in Winter Park, Orlando

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Check availability on Winter Park Hotels with Pool

Top Winter Park Hotels with Pool

Outdoor pool
Quiet and safe neighborhood come to this great place with lots of room for relax

Quiet and safe neighborhood come to this great place with lots of room for relax

3.0 star property
Orlando
10.0 out of 10, Exceptional, (1)
"Pool is very inviting"
United States
Geri Lamborn M.
The price is €225
includes taxes & fees
21 Dec - 22 Dec
Quiet and safe neighborhood come to this great place with lots of room for relax
Pool
Cozy RV with AC and fitness room in brilliant Winter Park

Cozy RV with AC and fitness room in brilliant Winter Park

Goldenrod
Cozy RV with AC and fitness room in brilliant Winter Park
Outdoor pool, open 10:00 AM to 5:00 PM, pool umbrellas, pool loungers
The Alfond Inn

The Alfond Inn

4.0 star property
Winter Park
9.6 out of 10, Exceptional, (1001)
"Beautiful hotel"
United States
Paige
The Alfond Inn
A heated pool
Winter Park Charmer - Heated Pool Home - Close to everything

Winter Park Charmer - Heated Pool Home - Close to everything

Winter Park
8.0 out of 10, Very good, (11)
"Great house, however it was not stocked at all. Usually there are seasonings left behind, plastic baggies etc & there were none. There were minimal shower towels & a propane grill would have made this place so much better. Booking was easy, great communication & overall a nice place to stay. "
United States
Holly N.
The price is €389
includes taxes & fees
25 Nov - 26 Nov
Winter Park Charmer - Heated Pool Home - Close to everything
Outdoor pool, open 8:00 AM to 9:00 PM, pool 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, (608)
"Awesome hotel. And the great price is an added bonus!"
United States
Khristo
The price is €74
includes taxes & fees
15 Dec - 16 Dec
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
Outdoor pool, pool umbrellas, pool loungers
Aloft Orlando Lake Buena Vista

Aloft Orlando Lake Buena Vista

3.0 star property
Orlando
8.8 out of 10, Excellent, (1872)
"Great stay"
United States
Ramprasad
The price is €68
includes taxes & fees
24 Nov - 25 Nov
Aloft Orlando Lake Buena Vista
View from property
AC Hotel by Marriott Orlando Lake Buena Vista

AC Hotel by Marriott Orlando Lake Buena Vista

3.5 star property
Orlando
9.2 out of 10, Wonderful, (1620)
"This property was the best location for my trip close to every thing and everywhere"
United States
abayomi
The price is €77
includes taxes & fees
1 Dec - 2 Dec
AC Hotel by Marriott Orlando Lake Buena Vista
Outdoor pool, open 9:00 AM to 9:00 PM, pool loungers
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3.0 star property
Kissimmee
8.2 out of 10, Very good, (5152)
"Clean room, nice staff, good breakfast, and kid friendly amenities. "
United States
Marcos
Palazzo Lakeside Hotel
Outdoor pool, pool loungers
TRYP by Wyndham Orlando

TRYP by Wyndham Orlando

3.0 star property
International Drive District
9.0 out of 10, Wonderful, (1018)
"The property is amazing! "
United States
Lissette
The price is €67
includes taxes & fees
16 Dec - 17 Dec
TRYP by Wyndham Orlando
4 outdoor pools, open 5:30 AM to midnight, pool cabanas (surcharge)
Rosen Shingle Creek

Rosen Shingle Creek

4.5 star property
Orlando
9.4 out of 10, Exceptional, (4257)
"Great resort "
United States
Camille
The price is €108
includes taxes & fees
25 Nov - 26 Nov
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

Ramada by Wyndham Suites Orlando Airport

Ramada by Wyndham Suites Orlando Airport

10/10 Excellent
"Always great staying there. Staff is very courteous and helpful."
Nelson 1-night trip
Posted 8 hours ago
Ramada by Wyndham Suites Orlando Airport

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Frequently asked questions

What are some accommodation options 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 swimming pools and 2 restaurants. Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando: Hotel located near Disney Springs™. Offers 6 outdoor swimming 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 swimming pools and complimentary wireless Internet access. Rosen Inn Lake Buena Vista: Hotel located near Disney Springs™. Offers 2 outdoor swimming pools, a children's pool and a snack bar/deli.
What is there to see and do in Winter Park?
Explore places such as 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. Travellers 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 the local weather in Winter Park into account can help you maximise your time at the pool during your trip. The hottest months are usually July and August, with an average temperature of 28°C, while the coldest months are January and February, with an average of 18°C. The rainiest months in Winter Park are August, September, July and June, with each month seeing an average of 185 mm 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. If you want to venture outside the area, take a train from Winter Park Station. Winter Park might not have many public transport options, so consider renting a car to explore more.