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Check availability on Winter Garden Family-Friendly Hotels

Tonight
30 Dec - 31 Dec
Tomorrow
31 Dec - 1 Jan
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Our top choices for Winter Garden family-friendly hotels

Outdoor pool, open 9:00 AM to 10:00 PM, pool umbrellas, pool loungers
Home2 Suites by Hilton Orlando at Flamingo Crossings

Home2 Suites by Hilton Orlando at Flamingo Crossings

Home2 Suites by Hilton Orlando at Flamingo Crossings
3.0 star property
Bay Lake
9.2 out of 10, Wonderful, (5142)
"Amazing Hotel, clean and staff very friendly!!"
United States
sheila
The price is ฿3,537
฿3,980 total
includes taxes & fees
27 Jan - 28 Jan 2026
Home2 Suites by Hilton Orlando at Flamingo Crossings
Water park
Margaritaville Resort Orlando

Margaritaville Resort Orlando

Margaritaville Resort Orlando
4.0 star property
Kissimmee
8.8 out of 10, Excellent, (3637)
"Great , great hotel great location "
United States
Adrian
The price is ฿4,575
฿6,884 total
includes taxes & fees
6 Jan - 7 Jan 2026
Margaritaville Resort Orlando
Free daily buffet breakfast
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

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

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
2.5 star property
Bay Lake
9.4 out of 10, Exceptional, (4390)
"Great trip great place to stay"
United States
Tammy
The price is ฿3,600
฿4,050 total
includes taxes & fees
19 Jan - 20 Jan 2026
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
Lobby
Hyatt House Orlando Airport

Hyatt House Orlando Airport

Hyatt House Orlando Airport
3.5 star property
Airport North
9.6 out of 10, Exceptional, (2835)
"Great location, friendly staff, great breakfast"
United States
Gabriel
The price is ฿4,469
฿5,028 total
includes taxes & fees
6 Jan - 7 Jan 2026
Hyatt House Orlando Airport
Outdoor pool, open 9:00 AM to 10:00 PM, pool loungers
Homewood Suites by Hilton Orlando at Flamingo Crossings

Homewood Suites by Hilton Orlando at Flamingo Crossings

Homewood Suites by Hilton Orlando at Flamingo Crossings
3.0 star property
Bay Lake
9.4 out of 10, Exceptional, (2168)
"Very nice hotel, great amenities and friendly staff."
United States
Latasha
The price is ฿4,046
฿4,552 total
includes taxes & fees
27 Jan - 28 Jan 2026
Homewood Suites by Hilton Orlando at Flamingo Crossings
Outdoor pool, a heated pool
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

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

SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
3.5 star property
Bay Lake
9.0 out of 10, Wonderful, (2247)
"breakfast was great, room was clean, excellent stay "
United States
Matt
The price is ฿3,482
฿3,917 total
includes taxes & fees
25 Jan - 26 Jan 2026
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
3 outdoor pools, a heated pool, pool cabanas (surcharge), pool umbrellas
Caribe Royale Orlando

Caribe Royale Orlando

Caribe Royale Orlando
4.5 star property
Orlando
9.2 out of 10, Wonderful, (4553)
"excellent place to stay. "
United States
Arshad
The price is ฿6,021
฿8,100 total
includes taxes & fees
2 Jan - 3 Jan 2026
Caribe Royale Orlando
Waterslide
The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando
4.0 star property
Winter Garden
8.0 out of 10, Very good, (8855)
"Excellent Resort! "
United States
Chelsea
The price is ฿5,245
฿7,611 total
includes taxes & fees
6 Jan - 7 Jan 2026
The Grove Resort & Water Park Orlando
Outdoor pool, open 8:00 AM to 11:00 PM, pool umbrellas, pool loungers
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
3.0 star property
Bay Lake
9.6 out of 10, Exceptional, (1980)
"Great location, good, staff, and rooms "
Canada
Jobin
The price is ฿4,438
฿4,993 total
includes taxes & fees
19 Jan - 20 Jan 2026
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
2 outdoor pools, pool umbrellas, pool loungers
Hilton Vacation Club Aqua Sol Orlando West

Hilton Vacation Club Aqua Sol Orlando West

Hilton Vacation Club Aqua Sol Orlando West
4.0 star property
Winter Garden
8.8 out of 10, Excellent, (4078)
"Excellent Hotel, comfort room and area pool, recommend and select in other moment to visit Orlando. "
United States
Ramon Gilberto Ayala
The price is ฿3,297
฿4,583 total
includes taxes & fees
19 Jan - 20 Jan 2026
Hilton Vacation Club Aqua Sol Orlando West
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 Garden Hotel Reviews

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

10/10 Excellent
"Room was nice, spacious & very clean. Hotel staff were very polite & it was a quick check-in process. The amenities were a plus. Location was quick to everything. Will be staying here again☺️"
chardonnay 4-night trip
Posted 13 hours ago
The Grove Resort & Water Park Orlando

Frequently asked questions

What's Winter Garden like for family-friendly holidays?
The welcoming destination of Winter Garden is a great choice if you've been considering a holiday with the children. The fun-filled water park, excursions and recreation options are just some of the things that make this a good destination for family holidays. Arrange a flight into Orlando International Airport (MCO), which is located 19.3 mi (31 km) from the city centre.
What's the best family accommodation in Winter Garden?
The Grove Resort & Water Park Orlando is a resort with free water park access and a lazy river, and it's a top choice on Expedia for families. Other choices to stay with the children include Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center and Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance.
When's the best time to book a family-friendly holiday in Winter Garden?
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.
What's there to see and do with your family in Winter Garden?
Flamingo Crossings Town Center, Surfari Water Park and Garden Theatre are interesting attractions that you and your family will enjoy exploring while you are staying in Winter Garden. Make sure that you have plenty of time to take in activities in the area such as Universal Studios Florida, Universal Orlando Resort and Magic Kingdom® Park.