Hotels with Pool & Resorts in Winter Garden from NZ$130

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Check availability on Winter Garden Hotels with Pool

Best Winter Garden Hotels with Pool

Our top choices for Winter Garden hotels with a pool

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
Outdoor pool, open 8:00 AM to 11:00 PM, pool umbrellas, pool loungers

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

2.5 star property
9.4 out of 10, Exceptional, (3910)
"Great place to stay!!!! will definitely stay here again!!"
The price is NZ$191
includes taxes & fees
28 Sept - 29 Sept
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
Home2 Suites by Hilton Orlando at Flamingo Crossings
Outdoor pool, open 9:00 AM to 10:00 PM, pool umbrellas, pool loungers

Home2 Suites by Hilton Orlando at Flamingo Crossings

3.0 star property
9.2 out of 10, Wonderful, (4646)
"Great place to stay "
The price is NZ$224
includes taxes & fees
27 Sept - 28 Sept
Home2 Suites by Hilton Orlando at Flamingo Crossings
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
Outdoor pool, open 8:00 AM to 11:00 PM, pool umbrellas, pool loungers

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

3.0 star property
9.6 out of 10, Exceptional, (1858)
"Great place, will stay again"
The price is NZ$219
includes taxes & fees
16 Oct - 17 Oct
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
Outdoor pool, a heated pool

TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

3.5 star property
9.0 out of 10, Wonderful, (1577)
"Definitely will be staying there again "
The price is NZ$130
includes taxes & fees
28 Sept - 29 Sept
TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
Homewood Suites by Hilton Orlando at Flamingo Crossings
Outdoor pool, open 9:00 AM to 10:00 PM, pool loungers

Homewood Suites by Hilton Orlando at Flamingo Crossings

3.0 star property
9.4 out of 10, Exceptional, (1964)
"Great location and large suites, perfect for families. "
The price is NZ$271
includes taxes & fees
28 Sept - 29 Sept
Homewood Suites by Hilton Orlando at Flamingo Crossings
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
Outdoor pool, a heated pool

SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

3.5 star property
9.0 out of 10, Wonderful, (2201)
"Great and close to Disney "
The price is NZ$139
includes taxes & fees
5 Oct - 6 Oct
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
The Grove Resort & Water Park Orlando
Aerial view

The Grove Resort & Water Park Orlando

4.0 star property
8.0 out of 10, Very good, (8542)
"Great place to stay for a family "
The price is NZ$310
includes taxes & fees
23 Sept - 24 Sept
The Grove Resort & Water Park Orlando
Hyatt House Orlando Airport
Outdoor pool

Hyatt House Orlando Airport

2.0 star property
9.6 out of 10, Exceptional, (2552)
"nice rooms good breakfast and nice staff"
The price is NZ$193
includes taxes & fees
24 Sept - 25 Sept
Hyatt House Orlando Airport
Home2 Suites By Hilton Winter Garden
Outdoor pool

Home2 Suites By Hilton Winter Garden

3.0 star property
9.4 out of 10, Exceptional, (312)
"Stayed here before it's clean perfect location for us can't beat the rooms the staff ate welled trained and really try hard to mske your stay the best it can"
The price is NZ$246
includes taxes & fees
24 Sept - 25 Sept
Home2 Suites By Hilton Winter Garden
Parkway International Resort
Outdoor pool, pool loungers

Parkway International Resort

3.0 star property
9.4 out of 10, Exceptional, (1995)
"Spacious rooms, friendly staff, reasonably priced."
The price is NZ$223
includes taxes & fees
21 Sept - 22 Sept
Parkway International Resort
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.
View all properties

Top Winter Garden Hotel Reviews

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

10/10 Excellent
"Excellent property ,extremely clean, beautiful excellent customer service"
Patricia 3-night trip
Posted 2 days ago
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

What's it like visiting Winter Garden?
If lounging by a pool is your idea of the perfect getaway, you may want to consider family-friendly Winter Garden, which has 21 places to stay with pools. During your trip, you can explore sights such as Universal Studios Florida and Universal Orlando Resort, and then unwind poolside at one of the accommodation options in Winter Garden that guests like for their pools.
What are some accommodation options with pools in Winter Garden?
The Grove Resort & Water Park Orlando: Resort located near Flamingo Crossings Town Center. Features 6 outdoor swimming pools, a children's pool and free water park access. Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center: Hotel steps from Flamingo Crossings Town Center. Offers buffet, an outdoor pool and complimentary wireless Internet access. Hilton Vacation Club Aqua Sol Orlando West: Hotel located near Flamingo Crossings Town Center. Provides 2 outdoor swimming pools, a children's pool and free water park access. TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance: Hotel, 1-minute walk from Flamingo Crossings Town Center. Features a snack bar/deli, a pool and buffet. Family Resort 5 minutes from Disney and other major attractions: Resort located near Walt Disney World® Resort. Offers complimentary wireless Internet access, a pool and kitchens.
How many pool hotels will I find in Winter Garden?
Expedia's 21 hotels in Winter Garden give you a great choice for your poolside getaway.
What is there to see and do in Winter Garden?
Explore places such as Universal Studios Florida, Universal Orlando Resort and Magic Kingdom® Park while you're in the area. Make a point to visit attractions such as Lake Butler and Surfari Water Park. Winter Garden appeals to visitors with its array of dining options, fun-filled attractions and major shopping area.
When is the best time to book a hotel with a pool in Winter Garden?
Taking the local weather in Winter Garden into account can help you maximise your time at the pool during your trip. The hottest months are usually August and July, 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 Garden are August, July, September and June, with each month seeing an average of 217 mm of rainfall.