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

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Check availability on Winter Park Hotels with Pool

Our top choices for Winter Park hotels with a pool

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 €165
includes taxes & fees
13 Apr - 14 Apr
1-bedroom vacation room just 12 minutes from University of Central Florida
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, (14 reviews)
"Not as advertised, very disappointed. Got in from a red eye flight and thought we could relax around the pool. But it was unkept and full of algae. Stained black mold all around the pool. And mold on the furniture and pool floats. Not a pleasant start to our family vacation."
United States
Jon F.
The price is €380
includes taxes & fees
17 Mar - 18 Mar
Winter Park Charmer - Heated Pool Home - Close to everything
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
Orlando
10.0 out of 10, Exceptional, (2 reviews)
"Pool is very inviting"
United States
Geri Lamborn M.
The price is €274
includes taxes & fees
13 Apr - 14 Apr
Quiet and safe neighborhood come to this great place with lots of room for relax
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)
"Love the location!"
United States
Sonia
The price is €290
includes taxes & fees
12 Apr - 13 Apr
The Alfond Inn
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, (1,000 reviews)
"Beautiful stay"
United States
Shelleen
The price is €91
includes taxes & fees
5 Apr - 6 Apr
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
Poolside Family Suite - Exterior Entry (Includes Early Park Admission*) | View from room

Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort
3.5 star property
Florida Center
9.0 out of 10, Wonderful, (6,412 reviews)
"We loved the staff and location was great"
United States
Jacqueline
The price is €131
includes taxes & fees
12 Apr - 13 Apr
Universal's Cabana Bay Beach Resort
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, (1,604 reviews)
"Staff was very friendly and welcoming "
United States
Cynthia
The price is €116
includes taxes & fees
22 Mar - 23 Mar
Hyatt House Orlando International Drive
Outdoor pool, pool umbrellas, pool loungers

La Quinta Inn & Suites by Wyndham Orlando Airport

La Quinta Inn & Suites by Wyndham Orlando Airport
3.0 star property
Airport North
7.4 out of 10, Good, (1,495 reviews)
"Very nice place and very clean "
United States
Nathan
The price is €94
includes taxes & fees
16 Mar - 17 Mar
La Quinta Inn & Suites by Wyndham Orlando Airport
Outdoor pool, open 6:00 AM to midnight, pool umbrellas, pool loungers

Rosen Centre Hotel

Rosen Centre Hotel
4.0 star property
International Drive District
9.0 out of 10, Wonderful, (4,363 reviews)
"Beautiful stay!"
United States
S
The price is €107
includes taxes & fees
5 Apr - 6 Apr
Rosen Centre Hotel
Outdoor pool

Hampton Inn & Suites Orlando Airport @ Gateway Village

Hampton Inn & Suites Orlando Airport @ Gateway Village
3.0 star property
Airport North
9.4 out of 10, Exceptional, (2,549 reviews)
"Great place "
Canada
Maria
The price is €104
includes taxes & fees
30 Mar - 31 Mar
Hampton Inn & Suites Orlando Airport @ Gateway Village
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

Breakfast included
4 stars

Top Winter Park Hotel Reviews

Lake Buena Vista Resort Village & Spa

Lake Buena Vista Resort Village & Spa

10/10 Excellent
"Yes the LVB outlet great location will stay again"
Walif 4-night trip
Posted 1 hour ago
Lake Buena Vista Resort Village & Spa

Frequently asked questions

What are some accommodation options with pools in Winter Park?
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando: Condo resort located near Disney Springs™. Features 6 outdoor swimming pools, a children's pool and 3 restaurants. Hyatt Regency Orlando International Airport: Offers 2 restaurants, an outdoor pool and complimentary wireless Internet access. Universal's Cabana Bay Beach Resort: Hotel, 5-minute walk from Universal Orlando Resort. Provides a lazy river, 2 outdoor swimming pools and 2 restaurants. Westgate Lakes Resort & Spa Universal Studios Area: Hotel located near The Orlando Eye. Features 7 outdoor swimming pools, a children's pool and a water park. Rosen Inn at Pointe Orlando: Hotel, 14-minute walk from Orange County Convention Center. Offers 2 coffee shops/cafes, 3 outdoor swimming pools and complimentary wireless Internet access.
What is there to see and do in Winter Park?
Explore places such as Universal Studios Florida, Universal Orlando Resort and Orange County Convention Center 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.