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Our top choices for Winter Garden holiday homes

1. FunTropicalTinyHomeGolfCartLake
FunTropicalTinyHomeGolfCartLakeWinter Garden
9.4 out of 10, Exceptional, (11 reviews)
The price is AU$302
includes taxes & fees
16 Nov - 17 Nov

2. Fire Pit & Yard: Updated Winter Garden Home!
Fire Pit & Yard: Updated Winter Garden Home!Winter Garden
9.6 out of 10, Exceptional, (12 reviews)
The price is AU$695
includes taxes & fees
15 Nov - 16 Nov

3. Winter Garden Family-friendly Condo w Resort Pool
Winter Garden Family-friendly Condo w Resort PoolWinter Garden
The price is AU$386
includes taxes & fees
17 Nov - 18 Nov

4. Private Spacious Room in Home, with Pool-The Oasis Room
Private Spacious Room in Home, with Pool-The Oasis RoomClermont
9.4 out of 10, Exceptional, (41 reviews)
The price is AU$148
includes taxes & fees
15 Nov - 16 Nov

5. Maple Leaf Inn & Suites
Maple Leaf Inn & SuitesKissimmee
7.0 out of 10, Good, (73 reviews)
The price is AU$99
includes taxes & fees
15 Nov - 16 Nov

6. Orlando Tiny Home retreat Near Downtown with garden, with animals and AC.
Orlando Tiny Home retreat Near Downtown with garden, with animals and AC.West Lakes District
10.0 out of 10, Exceptional, (5 reviews)
The price is AU$218
includes taxes & fees
18 Nov - 19 Nov

7. Midway between Disney and the Gulf beaches
Midway between Disney and the Gulf beachesPolk City
9.8 out of 10, Exceptional, (85 reviews)
The price is AU$309
includes taxes & fees
26 Nov - 27 Nov

8. Charming 2-bedroom apartment in house with AC, WiFi included
Charming 2-bedroom apartment in house with AC, WiFi includedApopka
9.6 out of 10, Exceptional, (40 reviews)
The price is AU$193
includes taxes & fees
17 Nov - 18 Nov

9. Sunshine Escape Guesthouse ☀
Sunshine Escape Guesthouse ☀Orlando
8.6 out of 10, Excellent, (21 reviews)
The price is AU$241
includes taxes & fees
17 Nov - 18 Nov

10. 7BR Near Disney with Private Pool, Games and 4 King Suites
7BR Near Disney with Private Pool, Games and 4 King SuitesKissimmee
The price is AU$873
includes taxes & fees
15 Nov - 16 Nov

11. 3BR townhouse at Fiesta Key in kissimmee
3BR townhouse at Fiesta Key in kissimmeeKissimmee
The price is AU$509
includes taxes & fees
29 Nov - 30 Nov

12. Studio in the heart of Orlando
Studio in the heart of OrlandoAzalea Park
9.4 out of 10, Exceptional, (6 reviews)
The price is AU$222
includes taxes & fees
30 Nov - 1 Dec

13. Cozy private Room Close to Theme Parks and Airport
Cozy private Room Close to Theme Parks and AirportSouthchase
10.0 out of 10, Exceptional, (4 reviews)
The price is AU$184
includes taxes & fees
14 Dec - 15 Dec

14. Quiet retreat 15 minutes from downtown Orlando, Orlando Airport International!
Quiet retreat 15 minutes from downtown Orlando, Orlando Airport International!Azalea Park
9.8 out of 10, Exceptional, (26 reviews)
The price is AU$391
includes taxes & fees
15 Nov - 16 Nov

15. Chic Orlando Family Getaway w/ Fenced Yard!
Chic Orlando Family Getaway w/ Fenced Yard!Rosemont
9.4 out of 10, Exceptional, (30 reviews)
The price is AU$705
includes taxes & fees
22 Nov - 23 Nov

16. Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!
Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!Casselberry
9.8 out of 10, Exceptional, (58 reviews)
The price is AU$344
includes taxes & fees
17 Nov - 18 Nov

17. Tiny tropical Orlando Univesal-Disney
Tiny tropical Orlando Univesal-DisneyOrlando
6.8 out of 10, (40 reviews)
The price is AU$297
includes taxes & fees
16 Nov - 17 Nov

18. 10 mins to parks in Orlando,Kissimmee, with gated community and pool
10 mins to parks in Orlando,Kissimmee, with gated community and poolCumbrian Lakes
9.6 out of 10, Exceptional, (124 reviews)
The price is AU$634
includes taxes & fees
15 Nov - 16 Nov

19. Near Disney, Universal & SeaWorld - Pool Home
Near Disney, Universal & SeaWorld - Pool HomeOrlando
9.8 out of 10, Exceptional, (17 reviews)
The price is AU$471
includes taxes & fees
7 Dec - 8 Dec

20. Private Pool & Fire Pit Near Springs | Love Shack
Private Pool & Fire Pit Near Springs | Love ShackSorrento
10.0 out of 10, Exceptional, (6 reviews)
The price is AU$495
includes taxes & fees
15 Nov - 16 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.
Learn more about Winter Garden
Stroll the charming brick-lined streets of historic city centre 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.


































































