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Holiday villas in Winter Park, FL

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 1,203 Rentals in the Winter Park Area
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The following rentals are within 10 kilometers of Winter Park, Florida.

From
€79
Per Night
Orlando
4 Bedrooms, 3 Bathrooms, Sleeps 10
14 photos Details
Reviews (3) Make Enquiry
From
€28
Per Night
Orlando
3 Bedrooms, 2 Bathrooms, Sleeps 8
22 photos Details
Reviews (21) Make Enquiry
From
€79
Per Night
Orlando
4 Bedrooms, 3 Bathrooms, Sleeps 8
11 photos Details
Reviews (1) Make Enquiry
Also consider
Sand Key Condo @ Vista Cay
3 Bedrooms, sleeps 6
€93 - €115 / night
2 Bedroom Condo in 5-Star Resort in Orlando
2 Bedrooms, sleeps 6
€181 - €398 / night
Warm and Inviting. Ideally located, 3BR/2BA Home
3 Bedrooms, sleeps 8
€145 / night
Vacation Resort Condo/orlando
1 Bedroom, sleeps 4
€163 / night
From
€90
Per Night
Orlando
2 Bedrooms, 2 Bathrooms, Sleeps 6
20 photos Details
Reviews (6) Make Enquiry
From
€28
Per Night
Orlando
4 Bedrooms, 4 Bathrooms, Sleeps 10
23 photos Details
Reviews (1) Make Enquiry
From
€79
Per Night
Orlando
4 Bedrooms, 5 Bathrooms, Sleeps 8
17 photos Details
Reviews (2) Make Enquiry
From
€90
Per Night
Orlando
4 Bedrooms, 2 Bathrooms, Sleeps 8
22 photos Details
Reviews (23) Make Enquiry
From
€80
Per Night
Orlando
3 Bedrooms, 2 Bathrooms, Sleeps 8
8 photos Details
Reviews (11) Make Enquiry
Get the List
From
€758
Per Week
Orlando
5 Bedrooms, 6 Bathrooms, Sleeps 10
17 photos Details
Reviews (7) Make Enquiry
From
€77
Per Night
Orlando
4 Bedrooms, 3 Bathrooms, Sleeps 8
24 photos Details
Reviews (7) Make Enquiry
From
€82
Per Night
Orlando
4 Bedrooms, 2 Bathrooms, Sleeps 8
18 photos Details
Reviews (11) Make Enquiry
From
€40
Per Night
Orlando
4 Bedrooms, 3 Bathrooms, Sleeps 10
18 photos Details
Reviews (3) Make Enquiry
From
€98
Per Night
Orlando
4 Bedrooms, 3 Bathrooms, Sleeps 8
12 photos Details
Reviews (7) Make Enquiry
From
€112
Per Night
Orlando
3 Bedrooms, 2 Bathrooms, Sleeps 6
16 photos Details
Reviews (19) Make Enquiry
From
€116
Per Night
Orlando
7 Bedrooms, 5 Bathrooms, Sleeps 16
28 photos Details
Reviews (1) Make Enquiry
From
€96
Per Night
Orlando
5 Bedrooms, 3 Bathrooms, Sleeps 10
48 photos Details
Reviews (35) Make Enquiry
From
€87
Per Night
Orlando
5 Bedrooms, 6 Bathrooms, Sleeps 10
37 photos Details
Reviews (11) Make Enquiry
From
€868
Per Week
Orlando
6 Bedrooms, 6 Bathrooms, Sleeps 14
38 photos Details
Reviews (6) Make Enquiry
From
€79
Per Night
Orlando
3 Bedrooms, 8 Bathrooms, Sleeps 6
16 photos Details
Reviews (6) Make Enquiry
From
€50
Per Night
Orlando
1 Bedroom, 1 Bathroom, Sleeps 7
58 photos Details
Reviews (1) Make Enquiry
From
€91
Per Night
Orlando
4 Bedrooms, 8 Bathrooms, Sleeps 10
24 photos Details
Reviews (1) Make Enquiry
From
€95
Per Night
Orlando
2 Bedrooms, 2 Bathrooms, Sleeps 6
21 photos Details
Reviews (17) Make Enquiry
From
€80
Per Night
Orlando
3 Bedrooms, 2 Bathrooms, Sleeps 7
30 photos Details
Reviews (12) Make Enquiry
From
€77
Per Night
Orlando
3 Bedrooms, 2 Bathrooms, Sleeps 6
24 photos Details
Reviews (10) Make Enquiry
From
€122
Per Night
Orlando
6 Bedrooms, 6 Bathrooms, Sleeps 15
45 photos Details
Reviews (1) Make Enquiry
From
€74
Per Night
Orlando
3 Bedrooms, 2 Bathrooms, Sleeps 6
20 photos Details
Reviews (2) Make Enquiry
From
€79
Per Night
Orlando
2 Bedrooms, 2 Bathrooms, Sleeps 8
10 photos Details
Reviews (1) Make Enquiry
From
€80
Per Night
Orlando
4 Bedrooms, 3 Bathrooms, Sleeps 10
24 photos Details
Reviews (1) Make Enquiry
From
€158
Per Night
Orlando
3 Bedrooms, 2 Bathrooms, Sleeps 6
15 photos Details
Reviews (3) Make Enquiry
From
€80
Per Night
Orlando
3 Bedrooms, 2 Bathrooms, Sleeps 6
41 photos Details
Reviews (5) Make Enquiry
From
€87
Per Night
Orlando
5 Bedrooms, 4 Bathrooms, Sleeps 10
28 photos Details
Reviews (1) Make Enquiry
From
€57
Per Night
Orlando
1 Bedroom, 1 Bathroom, Sleeps 4
21 photos Details
Reviews (2) Make Enquiry
From
€93
Per Night
Orlando
5 Bedrooms, 7 Bathrooms, Sleeps 12
19 photos Details
Reviews (8) Make Enquiry
From
€79
Per Night
Orlando
2 Bedrooms, 4 Bathrooms, Sleeps 8
16 photos Details
Reviews (18) Make Enquiry
From
€73
Per Night
Orlando
4 Bedrooms, 3 Bathrooms, Sleeps 8
24 photos Details
Reviews (15) Make Enquiry
From
€83
Per Night
Orlando
4 Bedrooms, 2 Bathrooms, Sleeps 8
43 photos Details
Reviews (6) Make Enquiry
From
€72
Per Night
Orlando
4 Bedrooms, 2 Bathrooms, Sleeps 10
35 photos Details
Reviews (5) Make Enquiry
From
€80
Per Night
Orlando
3 Bedrooms, 2 Bathrooms, Sleeps 7
49 photos Details
Reviews (2) Make Enquiry
From
€1,024
Per Week
Orlando
2 Bedrooms, 2 Bathrooms, Sleeps 8
6 photos Details
Reviews (1) Make Enquiry
From
€868
Per Week
Orlando
2 Bedrooms, 2 Bathrooms, Sleeps 8
8 photos Details
Reviews (1) Make Enquiry
Go to map view
Book Online(379)

Suitability

  • Wheelchair access (164)
  • Elder access (338)
  • Suitable for children (426)
  • Pet friendly (69)
  • Smoking allowed (4)

Amenities

  • Air Conditioning (992)
  • Washer/Dryer (987)
  • All pools (874)
  • Public pool (700)
  • Wi-Fi (584)
  • View all amenities
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