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Our top choices for Winter Garden cottages

1. Fire Pit & Yard: Updated Winter Garden Home!
Fire Pit & Yard: Updated Winter Garden Home!Winter Garden
The price is AU$727
includes taxes & fees
11 Nov - 12 Nov

2. Vacation Village Resort a "Hilltop Haven" Cozy 2-bedroom cottage in Clermont
Vacation Village Resort a "Hilltop Haven" Cozy 2-bedroom cottage in ClermontVacation Village
10.0 out of 10, Exceptional, (1 review)
The price is AU$298
includes taxes & fees
18 Nov - 19 Nov

3. Shore Steps Cottage - Walking Distance To The Town Of Windermere
Shore Steps Cottage - Walking Distance To The Town Of WindermereWindermere
10.0 out of 10, Exceptional, (1 review)
The price is AU$445
includes taxes & fees
9 Dec - 10 Dec

4. Orlando Pool Days & Hammock Naps Book Your Escape NOW!
Orlando Pool Days & Hammock Naps Book Your Escape NOW!Lake Mary
9.8 out of 10, Exceptional, (70 reviews)
The price is AU$349
includes taxes & fees
11 Nov - 12 Nov

5. Downtown Cottage
Downtown CottageColonialtown North
8.8 out of 10, Excellent, (18 reviews)
The price is AU$254
includes taxes & fees
11 Nov - 12 Nov

6. Charming Historic Cottage with Cozy Porch and Garden Retreat
Charming Historic Cottage with Cozy Porch and Garden RetreatPolk City
10.0 out of 10, Exceptional, (7 reviews)
The price is AU$297
includes taxes & fees
22 Nov - 23 Nov

7. Family Resort Home w Pool, BBQ & Game Room
Family Resort Home w Pool, BBQ & Game RoomSolana
The price is AU$474
includes taxes & fees
29 Nov - 30 Nov

8. Historic Tremain Cottages
Historic Tremain CottagesMount Dora
8.6 out of 10, Excellent, (44 reviews)
The price is AU$347
includes taxes & fees
11 Nov - 12 Nov

9. The Coach House- Entire Home - 2 bedroom/3 bath - Orlando Getaway!
The Coach House- Entire Home - 2 bedroom/3 bath - Orlando Getaway!College Park
10.0 out of 10, Exceptional, (56 reviews)
The price is AU$484
includes taxes & fees
7 Dec - 8 Dec

10. Serenity - Family & Pet Friendly, Amazing Location
Serenity - Family & Pet Friendly, Amazing LocationCrestwynd Bay
The price is AU$567
includes taxes & fees
15 Nov - 16 Nov

11. Romantic Lakefront Getaway with Balcony near Downtown Orlando
Romantic Lakefront Getaway with Balcony near Downtown OrlandoOrlando
10.0 out of 10, Exceptional, (1 review)
The price is AU$303
includes taxes & fees
30 Nov - 1 Dec

12. Cozy Lake Front Cottage
Cozy Lake Front CottageClermont
10.0 out of 10, Exceptional, (27 reviews)
The price is AU$452
includes taxes & fees
29 Nov - 30 Nov

13. Cozy 1-bedroom tiny home minutes from Disney, SeaWorld, and Universal!
Cozy 1-bedroom tiny home minutes from Disney, SeaWorld, and Universal!Kissimmee

14. Golf, Dine & Unwind Poolside! Haines City Getaway
Golf, Dine & Unwind Poolside! Haines City GetawayHaines City
The price is AU$620
includes taxes & fees
6 Dec - 7 Dec

15. Cozy Forest Retreat Mid-Century Charm Fireplace 20 Min to Disney
Cozy Forest Retreat Mid-Century Charm Fireplace 20 Min to DisneyDavenport
6.8 out of 10, (3 reviews)
The price is AU$215
includes taxes & fees
12 Nov - 13 Nov

16. Last-Minute Getaway? 🌴 Private Lanai & Cozy Cottage
Last-Minute Getaway? 🌴 Private Lanai & Cozy CottageLake Mary
10.0 out of 10, Exceptional, (23 reviews)
The price is AU$360
includes taxes & fees
6 Dec - 7 Dec

17. Upstay: Bright Family-friendly Retreat With Patio
Upstay: Bright Family-friendly Retreat With PatioChatham Park
The price is AU$358
includes taxes & fees
11 Nov - 12 Nov

18. Charming Celtic Cottage Retreat – 2 Bed, 1 Bath Haven"
Charming Celtic Cottage Retreat – 2 Bed, 1 Bath Haven"Mount Dora
10.0 out of 10, Exceptional, (26 reviews)
The price is AU$358
includes taxes & fees
16 Nov - 17 Nov

19. Newly Remodeled Tiny Home 20 minutes from Disney!~
Newly Remodeled Tiny Home 20 minutes from Disney!~Kissimmee
The price is AU$291
includes taxes & fees
11 Nov - 12 Nov
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

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando
10/10 Excellent
Find out more about Winter Garden
Winter Garden Cottages information
Number of reviews | 275 |
|---|---|
Accommodation | 2858 Cottages |
Lowest Price | AU$215 |
Highest Price | AU$757 |
































































