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Vacation rentals in Winter Park, FL and nearby

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All 2,071 Rentals in the Winter Park Area
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From
$167
Per Night
Winter Park
5 Bedrooms, 5 Bathrooms, Sleeps 10
34 photos Details
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From
$74
Per Night
Winter Park
1 Bedroom, 1 Bathroom, Sleeps 4
14 photos Details
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From
$942
Per Night
Winter Park
5 Bedrooms, 6 Bathrooms, Sleeps 11
30 photos Details
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Also consider
Reemur Villa Where deams come true
4 Bedrooms, sleeps 10
$170 - $205 / night
DISNEY IN FALL & 2015 OPEN - HOT TUBS, LAZY RIVERS, SPA, POOLS, CABANAS, LAKE, MINI GOLF
2 Bedrooms, sleeps 8
$132 - $209 / night
Vista Cay-Disney,Universal,SeaWorld,ConvCtr
4 Bedrooms, sleeps 10
$154 - $254 / night
Vista Cay Resort - Modern Townhome, Great Taste
3 Bedrooms, sleeps 8
$154 - $198 / night
From
$420
Per Night
Winter Park
5 Bedrooms, 3 Bathrooms, Sleeps 10
13 photos Details
Make Enquiry

The following rentals are within 10 kilometres of Winter Park, Florida.

From
$198
Per Night
Orlando
3 Bedrooms, 2 Bathrooms, Sleeps 8
Booking
21 photos Details
Reviews (1) Make Enquiry
From
$94
Per Night
Orlando
3 Bedrooms, 2 Bathrooms, Sleeps 8
25 photos Details
Reviews (2) Make Enquiry
From
$133
Per Night
Orlando
5 Bedrooms, 3 Bathrooms, Sleeps 12
Bookings
23 photos Details
Reviews (2) Make Enquiry
From
$206
Per Night
Orlando
2 Bedrooms, 2 Bathrooms, Sleeps 8
Booking
8 photos Details
Reviews (1) Make Enquiry
Get the List
From
$132
Per Night
Orlando
4 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
24 photos Details
Reviews (2) Make Enquiry
From
$144
Per Night
Orlando
4 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
24 photos Details
Reviews (1) Make Enquiry
From
$147
Per Night
Orlando
3 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
20 photos Details
Reviews (2) Make Enquiry
From
$176
Per Night
Orlando
3 Bedrooms, 4 Bathrooms, Sleeps 8
Bookings
17 photos Details
Reviews (1) Make Enquiry
From
$100
Per Night
Orlando
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
18 photos Details
Reviews (1) Make Enquiry
From
$366
Per Night
Orlando
5 Bedrooms, 4 Bathrooms, Sleeps 12
Bookings
33 photos Details
Reviews (2) Make Enquiry
From
$2,099
Per Week
Orlando
4 Bedrooms, 4 Bathrooms, Sleeps 16
Bookings
17 photos Details
Reviews (3) Make Enquiry
From
$133
Per Night
Orlando
3 Bedrooms, 3 Bathrooms, Sleeps 7
Bookings
18 photos Details
Reviews (7) Make Enquiry
From
$150
Per Night
Orlando
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
35 photos Details
Reviews (2) Make Enquiry
From
$138
Per Night
Orlando
1 Bedroom, 1 Bathroom, Sleeps 4
9 photos Details
Reviews (1) Make Enquiry
From
$554
Per Night
Orlando
4 Bedrooms, 4 Bathrooms, Sleeps 12
17 photos Details
Reviews (1) Make Enquiry
From
$161
Per Night
Orlando
4 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
20 photos Details
Reviews (9) Make Enquiry
From
$165
Per Night
Orlando
3 Bedrooms, 4 Bathrooms, Sleeps 8
Bookings
45 photos Details
Reviews (1) Make Enquiry
From
$209
Per Night
Orlando
3 Bedrooms, 2 Bathrooms, Sleeps 8
Booking
15 photos Details
Reviews (35) Make Enquiry
From
$299
Per Night
Orlando
2 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
20 photos Details
Reviews (2) Make Enquiry
From
$222
Per Night
Orlando
2 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
24 photos Details
Reviews (5) Make Enquiry
From
$123
Per Night
Orlando
4 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
18 photos Details
Reviews (3) Make Enquiry
From
$161
Per Night
Orlando
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
9 photos Details
Reviews (1) Make Enquiry
From
$105
Per Night
Orlando
4 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
11 photos Details
Reviews (1) Make Enquiry
From
$432
Per Night
Orlando
5 Bedrooms, 4 Bathrooms, Sleeps 12
Booking
57 photos Details
Reviews (51) Make Enquiry
From
$127
Per Night
Orlando
3 Bedrooms, 4 Bathrooms, Sleeps 6
Booking
10 photos Details
Reviews (1) Make Enquiry
From
$216
Per Night
Orlando
3 Bedrooms, 2 Bathrooms, Sleeps 7
Bookings
38 photos Details
Reviews (15) Make Enquiry
From
$89
Per Night
Orlando
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
29 photos Details
Reviews (5) Make Enquiry
From
$60
Per Night
Orlando
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
11 photos Details
Reviews (2) Make Enquiry
From
$176
Per Night
Orlando
3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
39 photos Details
Reviews (2) Make Enquiry
From
$220
Per Night
Orlando
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
15 photos Details
Reviews (3) Make Enquiry
From
$140
Per Night
Orlando
3 Bedrooms, 2 Bathrooms, Sleeps 10
Bookings
24 photos Details
Reviews (1) Make Enquiry
From
$332
Per Night
Orlando
4 Bedrooms, 5 Bathrooms, Sleeps 8
Bookings
50 photos Details
Reviews (13) Make Enquiry
From
$144
Per Night
Orlando
4 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
17 photos Details
Reviews (5) Make Enquiry
From
$165
Per Night
Orlando
3 Bedrooms, 2 Bathrooms, Sleeps 8
Booking
24 photos Details
Reviews (1) Make Enquiry
From
$76
Per Night
Orlando
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
22 photos Details
Reviews (3) Make Enquiry
From
$1,329
Per Week
Orlando
6 Bedrooms, 6 Bathrooms, Sleeps 14
Bookings
36 photos Details
Reviews (6) Make Enquiry
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Book Online(645)
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Suitability

  • Wheelchair access (191)
  • Elder access (421)
  • Suitable for children (546)
  • Pet friendly (80)
  • Smoking allowed (46)

Amenities

  • Air Conditioning (1,331)
  • Internet (1,305)
  • All pools (750)
  • Washer/Dryer (586)
  • Public pool (540)
  • View all amenities
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