Hotels with Pool & Resorts in Winter Park from AU$127

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Check availability on Winter Park Hotels with Pool

Our top choices for Winter Park hotels with a 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 review)
"Pool is very inviting"
United States
Geri Lamborn M.
The price is AU$403
includes taxes & fees
1 Feb - 2 Feb
Quiet and safe neighborhood come to this great place with lots of room for relax
Outdoor pool

1-bedroom vacation room just 12 minutes from University of Central Florida

1-bedroom vacation room just 12 minutes from University of Central Florida
Orlando
9.4 out of 10, Exceptional, (3 reviews)
"Fantastic Host"
United States
Marek K.
The price is AU$262
includes taxes & fees
20 Jan - 21 Jan
1-bedroom vacation room just 12 minutes from University of Central Florida
Pool

Cozy RV with AC and fitness room in brilliant Winter Park

Cozy RV with AC and fitness room in brilliant Winter Park
Goldenrod
The price is AU$201
includes taxes & fees
28 Jan - 29 Jan
Cozy RV with AC and fitness room in brilliant Winter Park
2 outdoor pools, open 10:00 AM to 5:00 PM, pool cabanas (surcharge)

The Alfond Inn

The Alfond Inn
4.0 star property
Winter Park
9.6 out of 10, Exceptional, (1,005 reviews)
"Location was great, friendly staff, beautiful hotel."
United States
Jessica
The price is AU$599
includes taxes & fees
29 Jan - 30 Jan
The Alfond Inn
Outdoor pool, pool umbrellas, pool loungers

Hyatt House Orlando International Drive

Hyatt House Orlando International Drive
4.0 star property
International Drive District
9.4 out of 10, Exceptional, (1,470 reviews)
"Great place to stay and great amenities"
United States
Darshan
The price is AU$200
includes taxes & fees
25 Jan - 26 Jan
Hyatt House Orlando International Drive
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
8.6 out of 10, Excellent, (840 reviews)
"Location cannot be better; very clean place; helpful staff; substantial breakfast "
Canada
Leonid
The price is AU$148
includes taxes & fees
26 Jan - 27 Jan
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, (1,944 reviews)
"Super nice hotel at a great price."
United States
Terry
The price is AU$138
includes taxes & fees
25 Jan - 26 Jan
Aloft Orlando Lake Buena Vista
Outdoor banquet area

Rosen Shingle Creek

Rosen Shingle Creek
4.5 star property
Orlando
9.4 out of 10, Exceptional, (4,406 reviews)
"Very nice place to stay with family. "
United States
Anick
The price is AU$177
includes taxes & fees
23 Jan - 24 Jan
Rosen Shingle Creek
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, (4,337 reviews)
"Stay here a few times a year, always great! Wouldn’t stay anywhere else. "
United States
Raymond
The price is AU$127
includes taxes & fees
19 Jan - 20 Jan
Red Lion Hotel Orlando Lake Buena Vista South
3 outdoor pools, a heated pool, pool cabanas (surcharge), pool umbrellas

Caribe Royale Orlando

Caribe Royale Orlando
4.5 star property
Orlando
9.2 out of 10, Wonderful, (4,607 reviews)
"Great Stay ! "
United States
Matthew
The price is AU$326
includes taxes & fees
23 Jan - 24 Jan
Caribe Royale Orlando
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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Choose what matters most at hotels with a pool in Winter Park

Water park
Outdoor pool

Top Winter Park Hotel Reviews

Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

10/10 Excellent
"All good "
Robert 4-night trip
Posted 1 day ago
Universal's Cabana Bay Beach Resort

Frequently asked questions

What are some accommodation options with pools in Winter Park?
Wyndham I-Drive Avanti Resort & Conference Center: Hotel, 7-minute walk from CoCo Key Water Resort. Features a children's pool, an outdoor pool and 2 bars. Universal's Cabana Bay Beach Resort: Hotel, 5-minute walk from Universal Orlando Resort. Offers a lazy river, 2 outdoor swimming pools and 2 restaurants. Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando: Hotel located near Disney Springs™. Provides 6 outdoor swimming pools, a children's pool and 3 restaurants. Rosen Inn at Pointe Orlando: Hotel, 14-minute walk from Orange County Convention Center. Features 2 coffee shops/cafes, 3 outdoor swimming pools and complimentary wireless Internet access. 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.
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 Kraft Azalea Gardens and Lake Virginia. 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.