A two-story house with a balcony, surrounded by lush greenery and trees.

Hotels with Swimming Pools in Winter Park

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Check availability on Winter Park Hotels with Swimming Pools

Tonight
4 Sept - 5 Sept
Tomorrow
5 Sept - 6 Sept
This weekend
4 Sept - 6 Sept
Next weekend
11 Sept - 13 Sept

Our top choices for Winter Park hotels with a pool

1. The Alfond Inn

The Alfond Inn
Winter Park
  • Soak up poolside perfection at this luxury hotel with loungers, umbrellas, and a refreshing bar.
S$365
includes taxes & fees
13 Sept - 14 Sept
The Alfond Inn

2. Courtyard by Marriott Orlando Downtown

Courtyard by Marriott Orlando Downtown
Ivanhoe Village
  • Float in sunshine at city centre Orlando's chic hotel pool, surrounded by plush loungers and umbrellas.
S$175
includes taxes & fees
7 Sept - 8 Sept
Courtyard by Marriott Orlando Downtown

3. Comfort Suites Downtown

Comfort Suites Downtown
Ivanhoe Village
  • Make a splash in city centre Orlando with this hotel's seasonal outdoor pool and relaxing hot tub for post-exploration recovery.
S$165
includes taxes & fees
28 Sept - 29 Sept
Comfort Suites Downtown

4. La Quinta Inn & Suites by Wyndham Orlando UCF

La Quinta Inn & Suites by Wyndham Orlando UCF
Orlando
  • Sun-soaked outdoor pool offers refreshing escapes and hot tub relaxation near the University of Central Florida campus.
S$116
includes taxes & fees
13 Sept - 14 Sept
La Quinta Inn & Suites by Wyndham Orlando UCF

5. Hampton Inn & Suites Orlando Airport @ Gateway Village

Hampton Inn & Suites Orlando Airport @ Gateway Village
Airport North
  • Vibrant pool oasis near Orlando Airport beckons travellers to dive in after a day exploring nearby attractions.
S$127
includes taxes & fees
8 Sept - 9 Sept
Hampton Inn & Suites Orlando Airport @ Gateway Village

6. Wingate by Wyndham - Orlando International Airport

Wingate by Wyndham - Orlando International Airport
Airport North
  • Refreshing outdoor pool oasis with sun loungers offers relaxation after exploring nearby shopping and dining options.
S$112
includes taxes & fees
7 Sept - 8 Sept
Wingate by Wyndham - Orlando International Airport

7. La Quinta Inn & Suites by Wyndham Orlando Airport

La Quinta Inn & Suites by Wyndham Orlando Airport
Airport North
  • Relaxing poolside retreat awaits with sun loungers, umbrellas, and a luxurious hot tub experience.
S$102
includes taxes & fees
27 Sept - 28 Sept
La Quinta Inn & Suites by Wyndham Orlando Airport

8. Hyatt House Orlando Airport

Hyatt House Orlando Airport
Airport North
  • Refreshing outdoor pool sanctuary awaits near Florida Mall, with a firepit and poolside lounging for a sunny getaway experience.
S$157
includes taxes & fees
20 Sept - 21 Sept
Hyatt House Orlando Airport
View all properties

Choose what matters most at hotels with a pool in Winter Park

Breakfast included
4 stars
Hot tub
5 stars
Spa

Top Winter Park Hotel Reviews

Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

10/10 Excellent
"Me and my Son loved it! We’ll definitely be back!"
Nicole 2-night trip
Posted 4 hours ago
Universal's Cabana Bay Beach Resort
Caribe Royale Orlando, WorldHotels Elite

Caribe Royale Orlando, WorldHotels Elite

10/10 Excellent
"place was great , very well located ,super clean ,well maintained , pool was awesome restaurants were great"
Pericles Brito and lumenia 6-night trip
Posted 6 hours ago
Caribe Royale Orlando, WorldHotels Elite
Coco Key Hotel & Water Park Resort

Coco Key Hotel & Water Park Resort

10/10 Excellent
"Our family stay was great. The water park on site is clean, and has areas for younger children as well as older children and adults. It doesnt open until 11am, however the other pool areas are open earlier and stay open later (waterpark closes at 7) The waterpark had lifeguards standing by the pool areas for the smallers kids, however I was surprised that there wasnt a lifeguard by the larger, outdoor pool area. That larger pool was open very late, as we went night swimming and my kids had tons of fun. The only thing I would keep in mind while booking is that due to the pool being open late, if youre planning on getting to bed around 8 or 9pm don't expect it to be quiet outside. You will hear kids laughing and having fun in the pool, so if that's not for you ask for a room not near the outdoor pool. Also, Im not a big fan of the gradual incline of the pool... it gradually gets deeper and for my child it was difficult to notice. Id rather a pool were one side is specific dept and the other side is deeper, possibly with a floating rope in between so that children realize when they're going in the deep end. Kids are having fun swimming and not looking at the liner of the pool to read the gradual increase in dept. For us, it was so convienient having to step out of our room and right to the pool area. Rooms were very clean!! I appreciate the abundance of towels that were left in the room and the hairdryers."
Joseph Gene 3-night trip
Posted 9 hours ago
Coco Key Hotel & Water Park Resort
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

10/10 Excellent
"All was fine"
Vincent M. 5-night trip
Posted 10 hours ago
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

10/10 Excellent
"I didn't like being put by the kid pool when we stood there, I wish someone would of told us that side was people with kids."
Karen 3-night trip
Posted 10 hours ago
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando
Holiday Inn Resort Orlando Suites - Waterpark by IHG

Holiday Inn Resort Orlando Suites - Waterpark by IHG

10/10 Excellent
"My son and I enjoyed our stay"
Jamella 2-night trip
Posted 11 hours ago
Holiday Inn Resort Orlando Suites - Waterpark by IHG
Drury Plaza Hotel Orlando - Disney Springs Area

Drury Plaza Hotel Orlando - Disney Springs Area

10/10 Excellent
"Price was good for everything that was included, breakfast, dinner, and complimentary drinks daily. Kids had fun at the pool and was close to every where we were going"
Ramiro 4-night trip
Posted 11 hours ago
Drury Plaza Hotel Orlando - Disney Springs Area
Rosen Inn Lake Buena Vista

Rosen Inn Lake Buena Vista

8/10 Good
"No"
MARIE 2-night trip
Posted 14 hours ago
Rosen Inn Lake Buena Vista
Avanti International Resort

Avanti International Resort

10/10 Excellent
"none"
Edgar 2-night trip
Posted 2 days ago
Avanti International Resort

Frequently asked questions

What are some accommodation options with pools in Winter Park?
Hyatt Regency Orlando International Airport: Features 2 restaurants, an outdoor pool and complimentary wireless Internet access. Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando: Aparthotel located near Orlando Vineland Premium Outlets. Offers 6 outdoor swimming pools, a children's pool and 3 restaurants. 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. Marriott's Grande Vista: Aparthotel located near Orlando Vineland Premium Outlets. Features 4 outdoor swimming pools, a children's pool and 3 restaurants. Universal's Endless Summer Resort - Dockside Inn and Suites: Hotel located near Universal Orlando Resort. Offers 2 outdoor swimming pools, a children's pool and 3 bars.
What is there to see and do in Winter Park?
Explore places such as Universal Studios Florida, Universal Orlando Resort and Universal's Volcano Bay 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.

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