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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Winter Garden vacation homes

2 bedrooms, WiFi, bed sheets

1. 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.
The price is AED 566
AED 1,718 total
includes taxes & fees
27 Sep - 28 Sep
Fire Pit & Yard: Updated Winter Garden Home!
Interior

2. 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)
"If you need a nice place to stay in downtown Winter Garden, please consider this place. It is the perfect size for a party of 4 and it is conveniently located to downtown restaurant’s. We stayed 8 nights and could not have been happier."
United States
Sam M.
The price is AED 757
AED 1,419 total
includes taxes & fees
30 Sep - 1 Oct
House with large deck, walking distance to Historic Downtown Winter Garden
Interior

3. 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.
The price is AED 441
AED 815 total
includes taxes & fees
6 Oct - 7 Oct
FunTropicalTinyHomeGolfCartLake
Pool

4. WATERFRONTWntrGdnPoolHSE VIEWS Dock Wildl Nr Disn

WATERFRONTWntrGdnPoolHSE VIEWS Dock Wildl Nr Disn
Winter Garden
10.0 out of 10, Exceptional, (34 reviews)
"Great location and a comfortable stay. "
United States
Tim S.
The price is AED 1,032
AED 1,896 total
includes taxes & fees
27 Sep - 28 Sep
WATERFRONTWntrGdnPoolHSE VIEWS Dock Wildl Nr Disn
Exterior

5. Winter Garden Family-friendly Condo w Resort Pool

Winter Garden Family-friendly Condo w Resort Pool
Winter Garden
Winter Garden Family-friendly Condo w Resort Pool
Outdoor pool

6. Private Spacious Room in Home, with Pool-The Oasis Room

Private Spacious Room in Home, with Pool-The Oasis Room
Clermont
9.6 out of 10, Exceptional, (37 reviews)
"Stayed for one night and looking forward to staying again. Communication was great and place as described"
United States
Juan m.
The price is AED 182
AED 377 total
includes taxes & fees
24 Sep - 25 Sep
Private Spacious Room in Home, with Pool-The Oasis Room
Microwave, oven, stovetop, paper towels

7. Charming 1-bedroom mother-in-law suite w/ full kitchen in delightful Apopka

Charming 1-bedroom mother-in-law suite w/ full kitchen in delightful Apopka
Apopka
10.0 out of 10, Exceptional, (7 reviews)
"Great place to stay. We plan on staying again."
United States
Nancee H.
The price is AED 257
AED 487 total
includes taxes & fees
24 Sep - 25 Sep
Charming 1-bedroom mother-in-law suite w/ full kitchen in delightful Apopka
Terrace/patio

8. 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, (4 reviews)
"Tammie is an amazing host! Super comfy and cute tiny home! Definitely booking again!"
United States
chelsea
The price is AED 309
AED 565 total
includes taxes & fees
28 Sep - 29 Sep
Orlando Tiny Home retreat Near Downtown with garden, with animals and AC.
Smart TV

9. Rose's Lakeview

Rose's Lakeview
Orlando
9.0 out of 10, Wonderful, (22 reviews)
"Comfortable, clean stay - good location for our event. "
United States
Kari B.
The price is AED 529
AED 1,479 total
includes taxes & fees
24 Sep - 25 Sep
Rose's Lakeview
Exterior

10. Charming 2-bedroom apartment in house with AC, WiFi included

Charming 2-bedroom apartment in house with AC, WiFi included
Apopka
9.8 out of 10, Exceptional, (35 reviews)
"Very nice neighborhood and great accommodations. "
United States
Kevin S.
The price is AED 331
AED 507 total
includes taxes & fees
28 Sep - 29 Sep
Charming 2-bedroom apartment in house with AC, WiFi included
Desk, iron/ironing board, WiFi, bed sheets

11. CUTE and COZY studio w/ jacuzzi!

CUTE and COZY studio w/ jacuzzi!
Azalea Park
8.6 out of 10, Excellent, (10 reviews)
"Pet friendly, all you need for a quick trip to Orlando with a couple and their pet"
United States
Jackson K.
The price is AED 230
AED 656 total
includes taxes & fees
24 Sep - 25 Sep
CUTE and COZY studio w/ jacuzzi!
Deluxe Villa | Private kitchen | Fridge, microwave, oven, stovetop

12. The Grand Retreat at CG with pool

The Grand Retreat at CG with pool
4.0 star property
Champions Gate
The price is AED 532
AED 1,613 total
includes taxes & fees
24 Sep - 25 Sep
The Grand Retreat at CG with pool
1 bedroom, iron/ironing board, WiFi (free), bed sheets

13. Sunshine Escape Guesthouse ☀

Sunshine Escape Guesthouse ☀
Orlando
8.8 out of 10, Excellent, (20 reviews)
"The location worked perfect for our needs in a quiet and safe area. The host was very pleasant and we had a wonderful experience dealing with him and any concerns were met and promptly taken care of. We would definitely stay there again "
United States
Robin R.
The price is AED 215
AED 625 total
includes taxes & fees
27 Sep - 28 Sep
Sunshine Escape Guesthouse ☀
Pool

14. Mini golf course, 1 mile to Universal, Pool

Mini golf course, 1 mile to Universal, Pool
Orlando
10.0 out of 10, Exceptional, (35 reviews)
"Great place, had everything we needed and more. Clean and comfortable was a great place to stay for our visit to Universal. "
United States
Marc B.
Mini golf course, 1 mile to Universal, Pool
Outdoor pool, a heated pool

15. Large, beautiful, very comfortable one bedroom on small lake

Large, beautiful, very comfortable one bedroom on small lake
Lake Weldona
9.8 out of 10, Exceptional, (71 reviews)
"Love the location. "
United States
Jolyn W.
The price is AED 419
AED 963 total
includes taxes & fees
24 Sep - 25 Sep
Large, beautiful, very comfortable one bedroom on small lake
Coffee/tea maker, full-size fridge, microwave, oven

16. Resort-Style Villa | Pool, Spa & Game Room!

Resort-Style Villa | Pool, Spa & Game Room!
4.0 star property
Kissimmee
8.0 out of 10, Very good, (1 review)
The price is AED 592
AED 2,040 total
includes taxes & fees
30 Sep - 1 Oct
Resort-Style Villa | Pool, Spa & Game Room!
3 bedrooms, desk, iron/ironing board, WiFi (free)

17. 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 residence met all of our needs for an entertaining/relaxing stay."
United States
Kevin K.
The price is AED 479
AED 902 total
includes taxes & fees
24 Sep - 25 Sep
Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!
Property grounds

18. Unique "Tiki Hut" vibe in Downtown Mt Dora!!!!

Unique "Tiki Hut" vibe in Downtown Mt Dora!!!!
Mount Dora
9.6 out of 10, Exceptional, (37 reviews)
"Great weekend! Comfortable bed, and great shower! "
United States
Erin T.
The price is AED 248
AED 740 total
includes taxes & fees
24 Sep - 25 Sep
Unique "Tiki Hut" vibe in Downtown Mt Dora!!!!
Interior

19. PROMO NOW: The Secret Garden Games Getaway

PROMO NOW: The Secret Garden Games Getaway
Orlando
9.6 out of 10, Exceptional, (11 reviews)
"Perfect spot for our family in for a reunion. Large home, nice remodel with upgrades, large well equipped kitchen. Little traffic on the road but easy to get out and over to our venue. We already recommended it to other family who are in town often"
United States
karen j.
PROMO NOW: The Secret Garden Games Getaway
Exterior

20. “The Clementine” Boho Home in Orlando’s Food Scene

“The Clementine” Boho Home in Orlando’s Food Scene
Park Lake - Highland
9.6 out of 10, Exceptional, (27 reviews)
"A phenomenal stay!"
United States
Samuel S.
The price is AED 342
AED 706 total
includes taxes & fees
28 Sep - 29 Sep
“The Clementine” Boho Home in Orlando’s Food Scene
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

Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport

10/10 Excellent
"The room and bath were very clean, bed was very comfortable and staff very helpful."
Beatriz 1-night trip
Posted 1 hour ago
Hyatt Regency Orlando International Airport