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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
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All 1,997 Rentals in the Winter Garden Area
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From
$85
Per Night
Winter Garden
3 Bedrooms, 2 Bathrooms, Sleeps 8
11 photos Details
Reviews (6) Make Inquiry
From
$79
Per Night
Winter Garden
3 Bedrooms, 2 Bathrooms, Sleeps 7
20 photos Details
Reviews (1) Make Inquiry
From
$135
Per Night
Winter Garden
3 Bedrooms, 2 Bathrooms, Sleeps 6
26 photos Details
Make Inquiry
Also consider
Villa Maryan
4 Bedrooms, sleeps 8
$133 - $181 / night
Disneypalmsvilla at Glenbrook,
4 Bedrooms, sleeps 9
$939 - $1,280 / week
Villa Family-Friendly  Pool/Spa  Disney Orlando
4 Bedrooms, sleeps 8
$90 - $140 / night
SL06SD/16618- Sundance Villa
6 Bedrooms, sleeps 12
$180 - $250 / night
From
$225
Per Night
Winter Garden
2 Bedrooms, 2 Bathrooms, Sleeps 8
5 photos Details
Make Inquiry

The following rentals are within 15 miles of Winter Garden, Florida.

From
$115
Per Night
Clermont
4 Bedrooms, 3 Bathrooms, Sleeps 10
21 photos Details
Reviews (9) Make Inquiry
From
$119
Per Night
Clermont
4 Bedrooms, 3 Bathrooms, Sleeps 10
11 photos Details
Reviews (9) Make Inquiry
From
$100
Per Night
Clermont
4 Bedrooms, 3 Bathrooms, Sleeps 8
14 photos Details
Reviews (14) Make Inquiry
From
$110
Per Night
Clermont
3 Bedrooms, 2 Bathrooms, Sleeps 8
38 photos Details
Reviews (5) Make Inquiry
Get the List
From
$175
Per Night
Clermont
4 Bedrooms, 4 Bathrooms, Sleeps 10
19 photos Details
Reviews (15) Make Inquiry
From
$145
Per Night
Clermont
4 Bedrooms, 2 Bathrooms, Sleeps 8
13 photos Details
Reviews (3) Make Inquiry
From
$143
Per Night
Clermont
5 Bedrooms, 4 Bathrooms, Sleeps 12
28 photos Details
Reviews (37) Make Inquiry
From
$175
Per Night
Clermont
4 Bedrooms, 3 Bathrooms, Sleeps 10
20 photos Details
Reviews (14) Make Inquiry
From
$111
Per Night
Clermont
5 Bedrooms, 3 Bathrooms, Sleeps 11
10 photos Details
Reviews (4) Make Inquiry
From
$154
Per Night
Clermont
5 Bedrooms, 4 Bathrooms, Sleeps 10
20 photos Details
Reviews (16) Make Inquiry
From
$149
Per Night
Clermont
3 Bedrooms, 2 Bathrooms, Sleeps 6
25 photos Details
Reviews (8) Make Inquiry
From
$110
Per Night
Clermont
3 Bedrooms, 2 Bathrooms, Sleeps 8
15 photos Details
Reviews (2) Make Inquiry
From
$97
Per Night
Clermont
3 Bedrooms, 2 Bathrooms, Sleeps 8
17 photos Details
Reviews (8) Make Inquiry
From
$125
Per Night
Clermont
4 Bedrooms, 2 Bathrooms, Sleeps 8
13 photos Details
Reviews (1) Make Inquiry
From
$119
Per Night
Clermont
4 Bedrooms, 3 Bathrooms, Sleeps 10
18 photos Details
Reviews (5) Make Inquiry
From
$137
Per Night
Clermont
4 Bedrooms, 3 Bathrooms, Sleeps 8
11 photos Details
Reviews (1) Make Inquiry
From
$110
Per Night
Clermont
4 Bedrooms, 2 Bathrooms, Sleeps 8
12 photos Details
Reviews (5) Make Inquiry
From
$119
Per Night
Clermont
5 Bedrooms, 4 Bathrooms, Sleeps 10
15 photos Details
Reviews (10) Make Inquiry
From
$147
Per Night
Clermont
4 Bedrooms, 3 Bathrooms, Sleeps 10
23 photos Details
Reviews (9) Make Inquiry
From
$109
Per Night
Clermont
4 Bedrooms, 2 Bathrooms, Sleeps 8
31 photos Details
Reviews (4) Make Inquiry
From
$126
Per Night
Clermont
3 Bedrooms, 3 Bathrooms, Sleeps 7
18 photos Details
Reviews (7) Make Inquiry
From
$90
Per Night
Clermont
3 Bedrooms, 3 Bathrooms, Sleeps 8
28 photos Details
Reviews (3) Make Inquiry
From
$120
Per Night
Clermont
5 Bedrooms, 3 Bathrooms, Sleeps 10
13 photos Details
Reviews (1) Make Inquiry
From
$160
Per Night
Clermont
5 Bedrooms, 4 Bathrooms, Sleeps 10
23 photos Details
Reviews (5) Make Inquiry
From
$770
Per Week
Clermont
4 Bedrooms, 3 Bathrooms, Sleeps 8
19 photos Details
Reviews (33) Make Inquiry
From
$105
Per Night
Clermont
4 Bedrooms, 3 Bathrooms, Sleeps 8
18 photos Details
Reviews (4) Make Inquiry
From
$140
Per Night
Clermont
3 Bedrooms, 2 Bathrooms, Sleeps 6
20 photos Details
Reviews (2) Make Inquiry
From
$124
Per Night
Clermont
3 Bedrooms, 2 Bathrooms, Sleeps 6
21 photos Details
Reviews (2) Make Inquiry
From
$149
Per Night
Clermont
5 Bedrooms, 3 Bathrooms, Sleeps 12
9 photos Details
Reviews (12) Make Inquiry
From
$110
Per Night
Clermont
4 Bedrooms, 2 Bathrooms, Sleeps 8
12 photos Details
Reviews (3) Make Inquiry
From
$91
Per Night
Clermont
4 Bedrooms, 3 Bathrooms, Sleeps 10
22 photos Details
Reviews (5) Make Inquiry
From
$129
Per Night
Clermont
4 Bedrooms, 4 Bathrooms, Sleeps 8
26 photos Details
Reviews (3) Make Inquiry
From
$137
Per Night
Clermont
4 Bedrooms, 3 Bathrooms, Sleeps 10
20 photos Details
Reviews (3) Make Inquiry
From
$100
Per Night
Clermont
4 Bedrooms, 3 Bathrooms, Sleeps 8
12 photos Details
Reviews (2) Make Inquiry
From
$181
Per Night
Clermont
5 Bedrooms, 4 Bathrooms, Sleeps 10
20 photos Details
Reviews (8) Make Inquiry
From
$145
Per Night
Clermont
4 Bedrooms, 3 Bathrooms, Sleeps 8
11 photos Details
Reviews (5) Make Inquiry
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Book Online(735)
Use filters to find the best results!

Suitability

  • Wheelchair access (210)
  • Elder access (520)
  • Suitable for children (669)
  • Pet friendly (51)
  • Smoking allowed (45)

Amenities

  • Air Conditioning (1,325)
  • Internet (1,266)
  • All pools (887)
  • Washer/Dryer (678)
  • Other outdoor space (604)
  • View all amenities
Filter search results by:
Book Online(735)

Suitability

  • Wheelchair access (210)
  • Elder access (520)
  • Suitable for children (669)
  • Pet friendly (51)
  • Smoking allowed (45)

Amenities

  • Air Conditioning (1,325)
  • Internet (1,266)
  • All pools (887)
  • Washer/Dryer (678)
  • Other outdoor space (604)
  • View all amenities