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Check availability on Winter Garden Family Hotels

Our top choices for Winter Garden family-friendly hotels

A hotel pool area with multiple lounge chairs and umbrellas, a water slide, and palm trees.

1. Home2 Suites by Hilton Orlando at Flamingo Crossings

Home2 Suites by Hilton Orlando at Flamingo Crossings
3.0 star property
Bay Lake
9.4 out of 10, Exceptional, (6,297 reviews)
The price is ₩130,447
₩146,753 total
includes taxes & fees
Nov 29 - Nov 30
Home2 Suites by Hilton Orlando at Flamingo Crossings
A breakfast bar with various food dispensers, a seating area with a table and chairs, and large windows with a view of greenery.

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

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
3.0 star property
Bay Lake
9.4 out of 10, Exceptional, (5,776 reviews)
  • cleanliness
    Family-friendly vacation vibes with outdoor pools, a basketball court, and an easy drive to Walt Disney World® Resort.
The price is ₩105,675
₩118,885 total
includes taxes & fees
Dec 15 - Dec 16
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
A large hotel with multiple floors, a central courtyard, and a reflective water feature.

3. 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, (2,335 reviews)
  • cleanliness
    Adventure awaits at this family-friendly Disney escape, featuring an outdoor pool, free breakfast, and shuttle service to nearby parks.
The price is ₩138,628
₩155,957 total
includes taxes & fees
Dec 14 - Dec 15
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
A multi-story hotel with a central courtyard, large windows, and a mix of balconies and arches.

4. 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, (2,787 reviews)
The price is ₩163,333
₩183,749 total
includes taxes & fees
Nov 29 - Nov 30
Homewood Suites by Hilton Orlando at Flamingo Crossings
A hotel pool area with lounge chairs, palm trees, and a fountain.

5. 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, (2,362 reviews)
The price is ₩123,923
₩139,413 total
includes taxes & fees
Dec 15 - Dec 16
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
Pool

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

TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
3.5 star property
Bay Lake
9.0 out of 10, Wonderful, (1,918 reviews)
The price is ₩116,303
₩130,842 total
includes taxes & fees
Nov 29 - Nov 30
TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
A modern hotel lobby with a central seating area, a kitchen in the background, and a television mounted on the wall.

7. Home2 Suites By Hilton Winter Garden

Home2 Suites By Hilton Winter Garden
3.0 star property
Winter Garden
9.4 out of 10, Exceptional, (538 reviews)
The price is ₩146,582
₩164,906 total
includes taxes & fees
Nov 29 - Nov 30
Home2 Suites By Hilton Winter Garden
An aerial view of a resort with a water park, including slides and pools.

8. The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando
4.0 star property
Winter Garden
8.2 out of 10, Very good, (10,964 reviews)
  • cleanliness
    Families splash into adventures with water slides, lazy rivers, and six outdoor pools at this Orlando oasis near Disney World.
The price is ₩231,777
₩334,442 total
includes taxes & fees
Dec 7 - Dec 8
The Grove Resort & Water Park Orlando
A swimming pool with a rock formation centerpiece, lounge chairs, and umbrellas.

9. 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, (3,950 reviews)
  • cleanliness
    Family-friendly resort with free waterpark and pools minutes from Disney attractions offers splashy fun for all ages.
The price is ₩131,543
₩185,590 total
includes taxes & fees
Nov 23 - Nov 24
Hilton Vacation Club Aqua Sol Orlando West
Interior

10. Upstay: Stylish 3BR Condo w Pationear Disney

Upstay: Stylish 3BR Condo w Pationear Disney
4.0 star property
Winter Garden
10.0 out of 10, Exceptional, (1 review)
The price is ₩90,904
₩326,351 total
includes taxes & fees
Dec 1 - Dec 2
Upstay: Stylish 3BR Condo w Pationear Disney
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 family-friendly hotels in Winter Garden

Breakfast included
Pool

Family-friendly hotels with free breakfast in Winter Garden

A breakfast bar with various food dispensers, a seating area with a table and chairs, and large windows with a view of greenery.
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
3.0 star property
Bay Lake
9.4 out of 10, Exceptional, (5776)
The price is ₩105,675
₩118,885 total
includes taxes & fees
Dec 15 - Dec 16
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
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Family-friendly hotels with pools in Winter Garden

A breakfast bar with various food dispensers, a seating area with a table and chairs, and large windows with a view of greenery.
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
3.0 star property
Bay Lake
9.4 out of 10, Exceptional, (5776)
The price is ₩105,675
₩118,885 total
includes taxes & fees
Dec 15 - Dec 16
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
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4-star family-friendly hotels in Winter Garden

A resort with a large swimming pool, palm trees, and a view of a multi-story building in the background.
The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando
4.0 star property
Winter Garden
8.2 out of 10, Very good, (10964)
The price is ₩231,777
₩334,442 total
includes taxes & fees
Dec 7 - Dec 8
The Grove Resort & Water Park 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.
View all properties

Top Winter Garden Hotel Reviews

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

10/10 Excellent
"Dont do the free gift card and get sucked into the timeshare orientation."
William 3-night trip
Posted less than an hour ago
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Frequently asked questions

What's Winter Garden like for family-friendly vacations?
The welcoming destination of Winter Garden is a great choice if you've been considering a vacation with the kids. The fun-filled waterpark, excursions, and recreation options are just some of the things that make this a good place for family vacations. Arrange a flight into Orlando Intl. Airport (MCO), which is located 19.3 mi (31 km) from the city center.
What's the best place to stay when traveling with kids to 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 options for your stay with the kids 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 vacation in Winter Garden?
The hottest months are usually August and July with an average temp of 82°F, while the coldest months are January and February with an average of 64°F. The rainiest months in Winter Garden are August, July, September, and June, with each month seeing an average of 9 inches 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 you and your family will enjoy exploring while you are staying in Winter Garden. Make sure you have plenty of time to take in activities in the area like Universal Studios Florida, Universal Orlando Resort, and Magic Kingdom® Park.