A child riding a bicycle on a wooden boardwalk with a body of water and trees in the background.

Search Winter Garden Holiday Resorts

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Nov 6 - Nov 8
In two weeks
Nov 13 - Nov 15
In one month
Nov 27 - Nov 29
In two months
Dec 25 - Dec 27
No exact matches found, but these alternatives could be just right

Recommended hotels 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.

1. 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, (5,676 reviews)
"Great place"
United States
Marcellus
$76 nightly
The price is $85
Nov 17 - Nov 18
Total with taxes and fees
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
A swimming pool with lounge chairs and a view of a building in the background.

2. Home2 Suites By Hilton Winter Garden

Home2 Suites By Hilton Winter Garden
3.0 star property
Winter Garden
9.4 out of 10, Exceptional, (524 reviews)
"Excellent staff!!"
United States
Rafael
$110 nightly
The price is $123
Nov 15 - Nov 16
Total with taxes and fees
Home2 Suites By Hilton Winter Garden
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, (2,296 reviews)
"We were very pleased with our stay here. The location, the rooms and breakfast were great!"
United States
Michael
$97 nightly
The price is $109
Nov 18 - Nov 19
Total with taxes and fees
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
A pool area with lounge chairs, a fire pit, and palm trees.

4. 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, (2,343 reviews)
"We loved staying in this hotel!"
United States
James
$87 nightly
The price is $98
Oct 29 - Oct 30
Total with taxes and fees
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
A pool area with lounge chairs, a fire pit, and palm trees.

5. 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, (1,915 reviews)
"Great place to stay"
United States
Ramon
$87 nightly
The price is $98
Oct 29 - Oct 30
Total with taxes and fees
TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
An outdoor patio area with a fire pit, yellow and blue seating, and a covered section with a pergola.

6. 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, (6,210 reviews)
"Loved the proximity to the gates of Disney, the shuttle, the buffet breakfast with Mickey waffles, the spacious rooms. Amazing stay!"
United States
Saniya
$88 nightly
The price is $99
Nov 9 - Nov 10
Total with taxes and fees
Home2 Suites by Hilton Orlando at Flamingo Crossings
A swimming pool with a slide and a small waterfall feature, surrounded by lounge chairs and umbrellas.

7. 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, (2,761 reviews)
"Would absolutely stay here again. Super close to the Disney parks and within walking distance of shopping."
United States
Suzanne M.
$126 nightly
The price is $142
Nov 22 - Nov 23
Total with taxes and fees
Homewood Suites by Hilton Orlando at Flamingo Crossings
A resort with multiple buildings, a central swimming pool, and a waterway.

8. 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, (3,944 reviews)
"We loved this hotel/resort!"
United States
Kevin
$119 nightly
The price is $134
Nov 1 - Nov 2
Total with taxes and fees
Hilton Vacation Club Aqua Sol Orlando West
A resort with multiple swimming pools, lounge areas, and a view of the sea.

9. 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, (10,939 reviews)
"Great place to stay!"
United States
Jessica
$222 nightly
The price is $250
Oct 28 - Oct 29
Total with taxes and fees
The Grove Resort & Water Park Orlando
A modern interior with a curved sectional sofa, a round coffee table with a plant, and a brick wall.

10. Cozy 1-bedroom with AC in awesome Winter Garden

Cozy 1-bedroom with AC in awesome Winter Garden
Winter Garden
10.0 out of 10, Exceptional, (1 review)
"We enjoyed our stay and had a great experience. Gina communicated with us right away, so we knew how to check in or had any questions answered. The property is very cute and looks new and was spotless. The location of the property is great as well. Downtown Winter Garden is adorable with great restaurants and is an easy drive down Plant St. It also was very convenient to where we were visiting in Ocoee and Orlando.We had everything we needed, highly recommend this property, and would stay there...
United States
Anonymous traveler
$314 nightly
The price is $349
Nov 1 - Nov 2
Total with taxes and fees
Cozy 1-bedroom with AC in awesome Winter Garden
A spacious lobby with a high ceiling, exposed brick walls, and modern lighting fixtures.

11. Cozy 2 Bedroom Apartment in Winter Garden with fast wifi, pool & fitness room

Cozy 2 Bedroom Apartment in Winter Garden with fast wifi, pool & fitness room
Winter Garden
10.0 out of 10, Exceptional, (8 reviews)
"Place was clean and excellent location and club amenities "
United States
Anonymous traveler
$385 nightly
The price is $428
Nov 2 - Nov 3
Total with taxes and fees
Cozy 2 Bedroom Apartment in Winter Garden with fast wifi, pool & fitness room
Interior

12. 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 room was great, spacious, clean, just what we needed. All the amenities were as promised. We loved the stay."
United States
Ismael
$208 nightly
The price is $234
Oct 28 - Oct 29
Total with taxes and fees
Upstay: Stylish 3BR Condo w Pationear Disney
A modern kitchen with white cabinets, a central island with bar stools, a microwave, and a refrigerator.

13. Modern LuXuRy Unit in beautiful Down Town Winter Garden with WIFI, Cable & POOL

Modern LuXuRy Unit in beautiful Down Town Winter Garden with WIFI, Cable & POOL
Winter Garden
9.8 out of 10, Exceptional, (24 reviews)
"The property was perfect for our week with family"
United States
Steve S.
$310 nightly
The price is $344
Nov 10 - Nov 11
Total with taxes and fees
Modern LuXuRy Unit in beautiful Down Town Winter Garden with WIFI, Cable & POOL
Interior

14. FunTropicalTinyHomeGolfCartLake

FunTropicalTinyHomeGolfCartLake
Winter Garden
9.2 out of 10, Wonderful, (10 reviews)
"We had a great time! The host was spectacular. Our accommodations were very clean and comfortable! "
United States
Emily R.
$211 nightly
The price is $227
Oct 27 - Oct 28
Total with taxes and fees
FunTropicalTinyHomeGolfCartLake
A bedroom with a bed, a bedside table with a lamp, and a wall decorated with woven baskets.

15. Fire Pit & Yard: Updated Winter Garden Home!

Fire Pit & Yard: Updated Winter Garden Home!
3.0 star property
Winter Garden
$444 nightly
The price is $499
Nov 3 - Nov 4
Total with taxes and fees
Fire Pit & Yard: Updated Winter Garden Home!
Living area

16. StylishAptWtrGrdnOppLake&Prk&Yrd

StylishAptWtrGrdnOppLake&Prk&Yrd
Winter Garden
9.8 out of 10, Exceptional, (24 reviews)
"Great place to stay! "
United States
Lindsey W.
$192 nightly
The price is $205
Oct 27 - Oct 28
Total with taxes and fees
StylishAptWtrGrdnOppLake&Prk&Yrd
A bedroom with a bed, a bedside table with a lamp, and a wall decorated with woven baskets.

17. Fire Pit & Yard: Updated Winter Garden Home!

Fire Pit & Yard: Updated Winter Garden Home!
Winter Garden
9.6 out of 10, Exceptional, (12 reviews)
"Amazing House! Would stay again anytime!"
United States
Patrick O.
$418 nightly
The price is $468
Nov 3 - Nov 4
Total with taxes and fees
Fire Pit & Yard: Updated Winter Garden Home!
A spacious living area with a dining table, chairs, a sofa, and a kitchen in the background.

18. House with large deck, walking distance to Historic Downtown Winter Garden

House with large deck, walking distance to Historic Downtown Winter Garden
Winter Garden
9.8 out of 10, Exceptional, (29 reviews)
"Super 2 bed 2 bath property walking distance to Winter Garden downtown area."
United States
Ron C.
$345 nightly
The price is $383
Nov 8 - Nov 9
Total with taxes and fees
House with large deck, walking distance to Historic Downtown Winter Garden
Room

19. Upstay Stylish 3BR Condo w Patio Near Disney

Upstay Stylish 3BR Condo w Patio Near Disney
2.0 star property
Winter Garden
$240 nightly
The price is $269
Oct 27 - Oct 28
Total with taxes and fees
Upstay Stylish 3BR Condo w Patio Near Disney
A balcony with a view of a natural landscape, a chair, and a table.

20. Upstay Large Family Condo w Pool, Sauna

Upstay Large Family Condo w Pool, Sauna
3.5 star property
Winter Garden
$208 nightly
The price is $234
Nov 18 - Nov 19
Total with taxes and fees
Upstay Large Family Condo w Pool, Sauna
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winter Garden Hotel Reviews

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

10/10 Excellent
"Very clean, nice staff. Rob was very helpful"
cathy 2-night trip
Posted 1 hour ago
Kompose Boutique Resort at Theme Parks

Find out more about Winter Garden

Winter Garden Holiday Park Resorts information

Number of reviews
19,250
Accommodation
1 Holiday Park Resorts
Lowest Price
$85
Highest Price
$499

Explore a world of travel with Expedia