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Holiday Rentals in Winter Park, FL

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All 2,070 Rentals in the Winter Park Area
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The following rentals are within 10 kilometres of Winter Park, Florida.

From
₹6,045
Per Night
Orlando
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
16 photos Details
Reviews (2) Make Enquiry
From
₹9,770
Per Night
Orlando
7 Bedrooms, 5 Bathrooms, Sleeps 16
Bookings
28 photos Details
Reviews (2) Make Enquiry
From
₹23,814
Per Night
Orlando
5 Bedrooms, 4 Bathrooms, Sleeps 12
Booking
57 photos Details
Reviews (51) Make Enquiry
Also consider
Clean & Gorgeous! - 3BRM2BA Vista Cay Condo
3 Bedrooms, sleeps 8
₹9,098 - ₹10,930 / night
Orlando Vacation Condo-fully furnished kitchen
2 Bedrooms, sleeps 6
₹13,128 / night
1 Bedroom Furnished Condo-Bonnett Creek
1 Bedroom, sleeps 4
₹11,357 / night
HALLOWEEN WEEK INSIDE DISNEY WORLD!  10/25-11/1/14
1 Bedroom, sleeps 5
₹23,570 / night
From
₹6,778
Per Night
Orlando
4 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
18 photos Details
Reviews (3) Make Enquiry
From
₹11,907
Per Night
Orlando
3 Bedrooms, 2 Bathrooms, Sleeps 6
10 photos Details
Reviews (42) Make Enquiry
From
₹20,150
Per Night
Orlando
5 Bedrooms, 4 Bathrooms, Sleeps 12
Bookings
33 photos Details
Reviews (2) Make Enquiry
From
₹10,503
Per Night
Orlando
5 Bedrooms, 4 Bathrooms, Sleeps 10
20 photos Details
Reviews (8) Make Enquiry
From
₹73,273
Per Week
Orlando
6 Bedrooms, 6 Bathrooms, Sleeps 14
Bookings
36 photos Details
Reviews (6) Make Enquiry
Get the List
From
₹7,938
Per Night
Orlando
4 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
24 photos Details
Reviews (1) Make Enquiry
From
₹18,318
Per Night
Orlando
4 Bedrooms, 5 Bathrooms, Sleeps 8
Bookings
50 photos Details
Reviews (13) Make Enquiry
From
₹10,930
Per Night
Orlando
3 Bedrooms, 2 Bathrooms, Sleeps 6
19 photos Details
Reviews (23) Make Enquiry
From
₹115,711
Per Week
Orlando
4 Bedrooms, 4 Bathrooms, Sleeps 16
Bookings
17 photos Details
Reviews (3) Make Enquiry
From
₹12,151
Per Night
Orlando
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
15 photos Details
Reviews (3) Make Enquiry
From
₹3,297
Per Night
Orlando
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
11 photos Details
Reviews (2) Make Enquiry
From
₹11,357
Per Night
Orlando
2 Bedrooms, 2 Bathrooms, Sleeps 8
Booking
8 photos Details
Reviews (1) Make Enquiry
From
₹4,335
Per Night
Orlando
1 Bedroom, 2 Bathrooms, Sleeps 6
37 photos Details
Reviews (100) Make Enquiry
From
₹12,212
Per Night
Orlando
2 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
24 photos Details
Reviews (5) Make Enquiry
From
₹10,319
Per Night
Orlando
6 Bedrooms, 6 Bathrooms, Sleeps 15
Bookings
45 photos Details
Reviews (1) Make Enquiry
From
₹5,496
Per Night
Orlando
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
18 photos Details
Reviews (1) Make Enquiry
From
₹6,717
Per Night
Orlando
4 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
49 photos Details
Reviews (2) Make Enquiry
From
₹7,816
Per Night
Orlando
4 Bedrooms, 3 Bathrooms, Sleeps 8
16 photos Details
Reviews (1) Make Enquiry
From
₹4,274
Per Night
Orlando
1 Bedroom, 2 Bathrooms, Sleeps 6
Bookings
21 photos Details
Reviews (2) Make Enquiry
From
₹8,243
Per Night
Orlando
5 Bedrooms, 4 Bathrooms, Sleeps 10
28 photos Details
Reviews (3) Make Enquiry
From
₹8,549
Per Night
Orlando
4 Bedrooms, 3 Bathrooms, Sleeps 8
20 photos Details
Reviews (4) Make Enquiry
From
₹8,549
Per Night
Orlando
5 Bedrooms, 5 Bathrooms, Sleeps 12
34 photos Details
Reviews (3) Make Enquiry
From
₹4,885
Per Night
Orlando
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
29 photos Details
Reviews (5) Make Enquiry
From
₹7,938
Per Night
Orlando
4 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
17 photos Details
Reviews (5) Make Enquiry
From
₹12,090
Per Night
Orlando
3 Bedrooms, 2 Bathrooms, Sleeps 10
Bookings
20 photos Details
Reviews (2) Make Enquiry
From
₹5,801
Per Night
Orlando
4 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
11 photos Details
Reviews (1) Make Enquiry
From
₹6,045
Per Night
Orlando
3 Bedrooms, 2 Bathrooms, Sleeps 8
37 photos Details
Reviews (17) Make Enquiry
From
₹4,763
Per Night
Orlando
3 Bedrooms, 2 Bathrooms, Sleeps 8
14 photos Details
Reviews (3) Make Enquiry
From
₹8,549
Per Night
Orlando
5 Bedrooms, 4 Bathrooms, Sleeps 10
15 photos Details
Reviews (4) Make Enquiry
From
₹8,549
Per Night
Orlando
5 Bedrooms, 4 Bathrooms, Sleeps 12
25 photos Details
Reviews (5) Make Enquiry
From
₹5,190
Per Night
Orlando
3 Bedrooms, 2 Bathrooms, Sleeps 6
14 photos Details
Reviews (17) Make Enquiry
From
₹5,984
Per Night
Orlando
4 Bedrooms, 3 Bathrooms, Sleeps 10
Bookings
13 photos Details
Reviews (3) Make Enquiry
From
₹4,580
Per Night
Orlando
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
38 photos Details
Reviews (11) Make Enquiry
From
₹7,633
Per Night
Orlando
1 Bedroom, 1 Bathroom, Sleeps 4
9 photos Details
Reviews (1) Make Enquiry
From
₹8,488
Per Night
Orlando
3 Bedrooms, 2 Bathrooms, Sleeps 8
17 photos Details
Reviews (4) Make Enquiry
From
₹8,488
Per Night
Orlando
3 Bedrooms, 3 Bathrooms, Sleeps 6
10 photos Details
Reviews (4) Make Enquiry
From
₹6,656
Per Night
Orlando
2 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
24 photos Details
Reviews (3) Make Enquiry
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Book Online(644)
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Suitability

  • Wheelchair access (190)
  • Elder access (420)
  • Suitable for children (545)
  • Pet friendly (80)
  • Smoking allowed (46)

Amenities

  • Air Conditioning (1,331)
  • Internet (1,305)
  • All pools (748)
  • Washer/Dryer (585)
  • Public pool (538)
  • View all amenities
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