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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 1,669 Rentals in the Winter Park Area
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The following rentals are within 10 kilometers of Winter Park, Florida.

From
€103
Per Night
Orlando
3 Bedrooms, 3 Bathrooms, Sleeps 8
11 photos Details
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From
€115
Per Night
Orlando
2 Bedrooms, 2 Bathrooms, Sleeps 4
9 photos Details
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From
€66
Per Night
Orlando
4 Bedrooms, 4 Bathrooms, Sleeps 10
22 photos Details
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Also consider
Timeshare Westgate Resort Unit For Rent In Orlando Fl
2 Bedrooms, sleeps 6
€100 / night
A week near Epcot & Disney
2 Bedrooms, sleeps 6
€185 / night
Vista Cay condo - Lakeside Oasis- sleeps 10 guests
3 Bedrooms, sleeps 8
€92 / night
Bonnet Creek Florida Resort onDisneyWorld property
2 Bedrooms, sleeps 8
€137 / night
From
€81
Per Night
Orlando
3 Bedrooms, 2 Bathrooms, Sleeps 8
10 photos Details
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From
€118
Per Night
Orlando
5 Bedrooms, 3 Bathrooms, Sleeps 10
7 photos Details
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From
€177
Per Night
Orlando
7 Bedrooms, 5 Bathrooms, Sleeps 14
7 photos Details
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From
€81
Per Night
Orlando
3 Bedrooms, 2 Bathrooms, Sleeps 8
15 photos Details
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From
€89
Per Night
Orlando
4 Bedrooms, 2 Bathrooms, Sleeps 8
44 photos Details
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Get the List
From
€95
Per Night
Orlando
4 Bedrooms, 3 Bathrooms, Sleeps 10
14 photos Details
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From
€89
Per Night
Orlando
4 Bedrooms, 3 Bathrooms, Sleeps 8
37 photos Details
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From
€58
Per Night
Orlando
2 Bedrooms, 2 Bathrooms, Sleeps 8
12 photos Details
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From
€233
Per Night
Orlando
5 Bedrooms, 4 Bathrooms, Sleeps 10
35 photos Details
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From
€103
Per Night
Orlando
4 Bedrooms, 3 Bathrooms, Sleeps 10
18 photos Details
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From
€140
Per Night
Orlando
6 Bedrooms, 4 Bathrooms, Sleeps 12
15 photos Details
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From
€125
Per Night
Orlando
6 Bedrooms, 5 Bathrooms, Sleeps 12
19 photos Details
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From
€103
Per Night
Orlando
4 Bedrooms, 3 Bathrooms, Sleeps 8
16 photos Details
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From
€243
Per Night
Orlando
7 Bedrooms, 5 Bathrooms, Sleeps 14
20 photos Details
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From
€103
Per Night
Orlando
4 Bedrooms, 3 Bathrooms, Sleeps 8
20 photos Details
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From
€103
Per Night
Orlando
5 Bedrooms, 3 Bathrooms, Sleeps 10
15 photos Details
Make Enquiry
From
€95
Per Night
Orlando
4 Bedrooms, 3 Bathrooms, Sleeps 9
9 photos Details
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From
€88
Per Night
Orlando
4 Bedrooms, 2 Bathrooms, Sleeps 8
7 photos Details
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From
€58
Per Night
Orlando
2 Bedrooms, 3 Bathrooms, Sleeps 6
12 photos Details
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From
€302
Per Night
Orlando
9 Bedrooms, 5 Bathrooms, Sleeps 20
21 photos Details
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From
€81
Per Night
Orlando
4 Bedrooms, 3 Bathrooms, Sleeps 10
5 photos Details
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From
€116
Per Night
Orlando
3 Bedrooms, 2 Bathrooms, Sleeps 8
15 photos Details
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From
€92
Per Night
Orlando
1 Bedroom, 1 Bathroom, Sleeps 4
9 photos Details
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From
€95
Per Night
Orlando
3 Bedrooms, 3 Bathrooms, Sleeps 6
17 photos Details
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From
€81
Per Night
Orlando
4 Bedrooms, 2 Bathrooms, Sleeps 8
16 photos Details
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From
€140
Per Night
Orlando
3 Bedrooms, 2 Bathrooms, Sleeps 6
22 photos Details
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From
€73
Per Night
Orlando
4 Bedrooms, 2 Bathrooms, Sleeps 10
17 photos Details
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From
€203
Per Night
Orlando
5 Bedrooms, 4 Bathrooms, Sleeps 10
33 photos Details
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From
€88
Per Night
Orlando
2 Bedrooms, 2 Bathrooms, Sleeps 6
21 photos Details
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From
€81
Per Night
Orlando
3 Bedrooms, 3 Bathrooms, Sleeps 6
17 photos Details
Make Enquiry
From
€95
Per Night
Orlando
4 Bedrooms, 3 Bathrooms, Sleeps 8
21 photos Details
Make Enquiry
From
€88
Per Night
Orlando
3 Bedrooms, 3 Bathrooms, Sleeps 8
13 photos Details
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From
€81
Per Night
Orlando
3 Bedrooms, 2 Bathrooms, Sleeps 8
28 photos Details
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From
€95
Per Night
Orlando
4 Bedrooms, 3 Bathrooms, Sleeps 8
18 photos Details
Make Enquiry
From
€88
Per Night
Orlando
3 Bedrooms, 3 Bathrooms, Sleeps 8
16 photos Details
Make Enquiry
From
€103
Per Night
Orlando
5 Bedrooms, 4 Bathrooms, Sleeps 10
15 photos Details
Make Enquiry
From
€95
Per Night
Orlando
4 Bedrooms, 3 Bathrooms, Sleeps 8
12 photos Details
Make Enquiry
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Book Online(523)
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Suitability

  • Wheelchair access (154)
  • Elder access (391)
  • Suitable for children (482)
  • Pet friendly (44)
  • Smoking allowed (38)

Amenities

  • Air Conditioning (1,102)
  • Internet (1,035)
  • All pools (655)
  • Washer/Dryer (513)
  • Public pool (501)
  • View all amenities
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