Winter Garden, FL Chalets from AED 246

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Recommended hotels in Winter Garden

A Marriott Fairfield hotel sign with a landscaped garden in front.

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

Bay Lake

Robert

AED 313 total

includes taxes & fees

24 Nov - 25 Nov

A swimming pool with lounge chairs and a view of a building in the background.

2. Home2 Suites By Hilton Winter Garden

Winter Garden

Enrique

AED 453 total

includes taxes & fees

15 Nov - 16 Nov

A large hotel with multiple floors, a central courtyard, and a reflective water feature.

3. Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Bay Lake

Michael

AED 386 total

includes taxes & fees

29 Nov - 30 Nov

An outdoor patio area with yellow chairs and tables, surrounded by palm trees and street lamps.

4. Home2 Suites by Hilton Orlando at Flamingo Crossings

Bay Lake

Melissa

AED 403 total

includes taxes & fees

29 Nov - 30 Nov

A multi-story hotel with a prominent sign reading "SPRINGHILL SUITES."

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

Bay Lake

James

AED 353 total

includes taxes & fees

24 Nov - 25 Nov

A hotel named 'Townplace Suites' with a modern design, featuring a large entrance, landscaped gardens, and a clear blue sky.

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

Bay Lake

Ramon

AED 393 total

includes taxes & fees

24 Nov - 25 Nov

A large hotel with multiple floors, a central entrance with an arched doorway, and a sign indicating it is a Homewood Suites by Hilton.

7. Homewood Suites by Hilton Orlando at Flamingo Crossings

Bay Lake

Suzanne M.

AED 471 total

includes taxes & fees

29 Nov - 30 Nov

A resort with multiple buildings, a central swimming pool, and a waterway.

8. Hilton Vacation Club Aqua Sol Orlando West

Winter Garden

Travis

AED 527 total

includes taxes & fees

12 Nov - 13 Nov

A large hotel complex with multiple buildings, a central courtyard, and a surrounding water body.

9. The Grove Resort & Water Park Orlando

Winter Garden

Jessica

AED 940 total

includes taxes & fees

6 Dec - 7 Dec

A row of modern multi-story buildings with a central pedestrian crossing, surrounded by palm trees and a clear sky.

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

Winter Garden

isaac

AED 1,513 total

includes taxes & fees

1 Dec - 2 Dec

A balcony with wicker furniture, a yellow cushion, and a view of a parking lot and trees.

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

Winter Garden

"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...

Anonymous traveler

AED 1,268 total

includes taxes & fees

16 Nov - 17 Nov

12. StylishAptWtrGrdnOppLake&Prk&Yrd

Winter Garden

Lindsey W.

AED 705 total

includes taxes & fees

6 Dec - 7 Dec

A balcony with a view of parked cars and buildings, a palm tree, and a chair with a vase of flowers.

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

Winter Garden

Steve S.

AED 1,415 total

includes taxes & fees

6 Dec - 7 Dec

A covered outdoor patio with a wooden deck, a table with chairs, a sofa, and a painting on the wall.

14. FunTropicalTinyHomeGolfCartLake

Winter Garden

Emily R.

AED 696 total

includes taxes & fees

12 Nov - 13 Nov

A two-story house with a front porch, a brick driveway, and a well-maintained lawn.

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

Winter Garden

AED 1,833 total

includes taxes & fees

8 Nov - 9 Nov

A balcony with wicker furniture, a small table, and a potted plant.

16. Modern 3BR Condo Near Disney- Pool and Hot Tub

Winter Garden

AED 864 total

includes taxes & fees

29 Nov - 30 Nov

17. Upstay: Stylish 3BR Condo w Pationear Disney

Winter Garden

Ismael

AED 893 total

includes taxes & fees

1 Dec - 2 Dec

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

Winter Garden

Patrick O.

AED 1,758 total

includes taxes & fees

8 Nov - 9 Nov

A wooden deck with a table and chairs, surrounded by a wooden railing.

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

Winter Garden

Ron C.

20. Upstay: Stylish 3BR Condo w Patio—near Disney

Winter Garden

AED 987 total

includes taxes & fees

1 Dec - 2 Dec

View all properties

Learn more about Winter Garden

Stroll the charming brick-lined streets of historic downtown where the Plant Street Market buzzes with local food vendors and craft beer. Pedal along the West Orange Trail that cuts through town, stopping at the Heritage Museum or to catch a show at the Garden Theatre.

See all hotels in Winter Garden

A brick building with a clock tower and a sign that reads "Winter Garden."

Top reviews in Winter Garden

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

Bay Lake

10/10 Excellent

Bharat

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Bay Lake

10/10 Excellent

We had an excellent stay! The hotel is clean, modern, and very well-appointed, with comfortable rooms that made us feel right at home. Traveling with our toddler, we found everything to be exceptional—the accommodations were spacious and family-friendly. The free breakfast was a fantastic bonus, with a variety of options, including some vegan-friendly choices, which we really appreciated. The staff was welcoming and attentive, ensuring we had everything we needed for a great stay. We would...

Nicolette

Home2 Suites by Hilton Orlando at Flamingo Crossings

Bay Lake

10/10 Excellent

Joel

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

Bay Lake

10/10 Excellent

Ed

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

Bay Lake

10/10 Excellent

Zavier

Homewood Suites by Hilton Orlando at Flamingo Crossings

Bay Lake

10/10 Excellent

The property was amazing it is 10 mins away from Disney parks and 5 mins away from the Disney entrance gates. There is a target, 5-below, lime fresh Mexican grill, and a Starbucks at walking distance. The pool is very large and amazing for kids. The hotel rooms are very large with pull couches, comfortable beds, and a fully stocked kitchen perfect cooking. The hotel staff is on another level they offer top-tier service at all hours. The free breakfast is great. Parking is 20 dollars per day and...

Jada