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Holiday villas in Winter Park, FL

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All 1,927 Rentals in the Winter Park Area
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The following rentals are within 10 kilometers of Winter Park, Florida.

From
€93
Per Night
Orlando
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
20 photos Details
Reviews (7) Make Enquiry
From
€120
Per Night
Orlando
7 Bedrooms, 5 Bathrooms, Sleeps 16
Bookings
28 photos Details
Reviews (2) Make Enquiry
From
€52
Per Night
Orlando
1 Bedroom, 2 Bathrooms, Sleeps 6
Bookings
21 photos Details
Reviews (1) Make Enquiry
Also consider
Orlando / Gated Golf Community / Ventura / 3 Bed/ 2 Bath
3 Bedrooms, sleeps 6
€523 / week
Pet friendly dog orlando vacation home hotel
4 Bedrooms, sleeps 8
€85 / night
Private, Solar Heated, Screened in Pool Exclusively for You and Your Guests.
3 Bedrooms, sleeps 8
€86 / night
Upscale Villa - located on DISNEY PROPERTY,
2 Bedrooms, sleeps 8
€187 / night
From
€138
Per Night
Orlando
2 Bedrooms, 2 Bathrooms, Sleeps 8
Booking
6 photos Details
Reviews (1) Make Enquiry
From
€138
Per Night
Orlando
6 Bedrooms, 6 Bathrooms, Sleeps 15
Bookings
45 photos Details
Reviews (1) Make Enquiry
From
€29
Per Night
Orlando
4 Bedrooms, 4 Bathrooms, Sleeps 10
Bookings
21 photos Details
Reviews (4) Make Enquiry
From
€95
Per Night
Orlando
6 Bedrooms, 3 Bathrooms, Sleeps 12
Bookings
17 photos Details
Reviews (3) Make Enquiry
From
€81
Per Night
Orlando
2 Bedrooms, 4 Bathrooms, Sleeps 8
Bookings
16 photos Details
Reviews (22) Make Enquiry
Get the List
From
€596
Per Week
Orlando
4 Bedrooms, 2 Bathrooms, Sleeps 8
20 photos Details
Reviews (41) Make Enquiry
From
€108
Per Night
Orlando
3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
8 photos Details
Reviews (13) Make Enquiry
From
€113
Per Night
Orlando
4 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
15 photos Details
Reviews (1) Make Enquiry
From
€138
Per Night
Orlando
6 Bedrooms, 3 Bathrooms, Sleeps 14
Bookings
37 photos Details
Reviews (8) Make Enquiry
From
€111
Per Night
Orlando
3 Bedrooms, 2 Bathrooms, Sleeps 8
Booking
24 photos Details
Reviews (1) Make Enquiry
From
€139
Per Night
Orlando
2 Bedrooms, 2 Bathrooms, Sleeps 8
Booking
8 photos Details
Reviews (1) Make Enquiry
From
€112
Per Night
Orlando
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
16 photos Details
Reviews (22) Make Enquiry
From
€101
Per Night
Orlando
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
22 photos Details
Reviews (22) Make Enquiry
From
€99
Per Night
Orlando
5 Bedrooms, 4 Bathrooms, Sleeps 12
Bookings
19 photos Details
Reviews (12) Make Enquiry
From
€67
Per Night
Orlando
1 Bedroom, 2 Bathrooms, Sleeps 6
Booking
32 photos Details
Reviews (1) Make Enquiry
From
€78
Per Night
Orlando
3 Bedrooms, 2 Bathrooms, Sleeps 7
Bookings
34 photos Details
Reviews (1) Make Enquiry
From
€72
Per Night
Orlando
3 Bedrooms, 3 Bathrooms, Sleeps 12
Bookings
21 photos Details
Reviews (3) Make Enquiry
From
€100
Per Night
Orlando
4 Bedrooms, 2 Bathrooms, Sleeps 10
Bookings
21 photos Details
Reviews (12) Make Enquiry
From
€897
Per Week
Orlando
6 Bedrooms, 6 Bathrooms, Sleeps 14
Bookings
36 photos Details
Reviews (6) Make Enquiry
From
€41
Per Night
Orlando
4 Bedrooms, 3 Bathrooms, Sleeps 10
Bookings
18 photos Details
Reviews (4) Make Enquiry
From
€93
Per Night
Orlando
1 Bedroom, 1 Bathroom, Sleeps 4
10 photos Details
Reviews (1) Make Enquiry
From
€75
Per Night
Orlando
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
22 photos Details
Reviews (69) Make Enquiry
From
€56
Per Night
Orlando
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
38 photos Details
Reviews (10) Make Enquiry
From
€115
Per Night
Orlando
3 Bedrooms, 3 Bathrooms, Sleeps 6
Bookings
13 photos Details
Reviews (8) Make Enquiry
From
€96
Per Night
Orlando
5 Bedrooms, 4 Bathrooms, Sleeps 10
Bookings
32 photos Details
Reviews (1) Make Enquiry
From
€101
Per Night
Orlando
5 Bedrooms, 4 Bathrooms, Sleeps 10
Bookings
29 photos Details
Reviews (26) Make Enquiry
From
€101
Per Night
Orlando
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
35 photos Details
Reviews (1) Make Enquiry
From
€142
Per Night
Orlando
5 Bedrooms, 4 Bathrooms, Sleeps 12
Bookings
24 photos Details
Reviews (21) Make Enquiry
From
€89
Per Night
Orlando
3 Bedrooms, 4 Bathrooms, Sleeps 8
19 photos Details
Reviews (1) Make Enquiry
From
€119
Per Night
Orlando
5 Bedrooms, 4 Bathrooms, Sleeps 12
Bookings
20 photos Details
Reviews (3) Make Enquiry
From
€100
Per Night
Orlando
4 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
24 photos Details
Reviews (9) Make Enquiry
From
€52
Per Night
Orlando
1 Bedroom, 1 Bathroom, Sleeps 7
Bookings
58 photos Details
Reviews (2) Make Enquiry
From
€87
Per Night
Orlando
4 Bedrooms, 3 Bathrooms, Sleeps 8
Booking
21 photos Details
Reviews (1) Make Enquiry
From
€110
Per Night
Orlando
5 Bedrooms, 4 Bathrooms, Sleeps 10
Bookings
20 photos Details
Reviews (3) Make Enquiry
From
€123
Per Night
Orlando
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
10 photos Details
Reviews (8) Make Enquiry
From
€179
Per Night
Orlando
4 Bedrooms, 4 Bathrooms, Sleeps 8
Bookings
64 photos Details
Reviews (28) Make Enquiry
From
€81
Per Night
Orlando
4 Bedrooms, 5 Bathrooms, Sleeps 8
Bookings
17 photos Details
Reviews (3) Make Enquiry
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Book Online(551)
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Suitability

  • Wheelchair access (176)
  • Elder access (397)
  • Suitable for children (516)
  • Pet friendly (83)
  • Smoking allowed (39)

Amenities

  • Internet (1,310)
  • Air Conditioning (1,229)
  • All pools (814)
  • Other outdoor space (623)
  • Hot Tub (554)
  • View all amenities
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