We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Condos and vacation rentals in Winter Garden, FL and nearby

Professionally managed typically means…
  • Dedicated on-site help
  • Experienced local staff
  • Professional hospitality services
  • Secure credit card payment
Verified property owner typically means…
  • Enhanced property ownership verification in addition to verification of owner name and address via valid credit card
  • Established history of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Property owner typically means…
  • Verification of owner name and address via valid credit card
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Use a credit card to book with our Peace of Mind Protection.
Learn more
Find a rental
Price per night
Min
to
Max
Bedrooms
Any
Amenities
Select
More filters
All 15 Rentals in the Winter Garden Area
loading...
From
$79
Per Night
Winter Garden
3 Bedrooms, 2 Bathrooms, Sleeps 7
20 photos Details
Reviews (1) Make Inquiry
From
$85
Per Night
Winter Garden
3 Bedrooms, 2 Bathrooms, Sleeps 8
11 photos Details
Reviews (6) Make Inquiry
From
$195
Per Night
Winter Garden
6 Bedrooms, 4 Bathrooms, Sleeps 12
21 photos Details
Make Inquiry
From
$135
Per Night
Winter Garden
3 Bedrooms, 2 Bathrooms, Sleeps 6
26 photos Details
Make Inquiry
From
$225
Per Night
Winter Garden
2 Bedrooms, 2 Bathrooms, Sleeps 8
5 photos Details
Make Inquiry

The following rentals are within 5 miles of Winter Garden, Florida.

From
$85
Per Night
Windermere
6 Bedrooms, 6 Bathrooms, Sleeps 2
20 photos Details
Make Inquiry
From
$300
Per Night
Windermere
3 Bedrooms, 2 Bathrooms, Sleeps 7
11 photos Details
Make Inquiry
From
$220
Per Night
Windermere
5 Bedrooms, 4 Bathrooms, Sleeps 10
18 photos Details
Make Inquiry
From
$78
Per Night
Killarney
5 Bedrooms, 5 Bathrooms, Sleeps 12
9 photos Details
Make Inquiry
From
$175
Per Night
Windermere
1 Bedroom, 1 Bathroom, Sleeps 4
23 photos Details
Make Inquiry
Get the List
Inquire for rates
Winter Garden
1 Bedroom, 1 Bathroom, Sleeps 2
8 photos Details
Make Inquiry
Inquire for rates
Winter Garden
2 Bedrooms, 2 Bathrooms, Sleeps 4
11 photos Details
Make Inquiry
Inquire for rates
Winter Garden
2 Bedrooms, 2 Bathrooms, Sleeps 6
12 photos Details
Make Inquiry
Inquire for rates
Winter Garden
3 Bedrooms, 2 Bathrooms, Sleeps 7
14 photos Details
Make Inquiry
Inquire for rates
Winter Garden
3 Bedrooms, 2 Bathrooms, Sleeps 7
12 photos Details
Make Inquiry
Go to map view
Book Online(6)
Use filters to find the best results!

Suitability

  • Wheelchair access (4)
  • Elder access (4)
  • Suitable for children (5)
  • Pet friendly (2)
  • Smoking allowed (0)

Amenities

  • Internet (12)
  • Air Conditioning (11)
  • Other outdoor space (10)
  • Hot Tub (9)
  • Fitness Room (8)
  • View all amenities
List your property for free!
List your accommodation
for free on our website.
Reach millions worldwide.
Add a Listing


In partnership with
Get the List
Nearby cities
Filter search results by:
Book Online(6)

Suitability

  • Wheelchair access (4)
  • Elder access (4)
  • Suitable for children (5)
  • Pet friendly (2)
  • Smoking allowed (0)

Amenities

  • Internet (12)
  • Air Conditioning (11)
  • Other outdoor space (10)
  • Hot Tub (9)
  • Fitness Room (8)
  • View all amenities