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Winter Park Vacation Home Rentals(144)

144 Results
$299 - $1,199
per night
2 - 6 night minimum stay
  • 6 BR,
  • 4 BA,
  • Sleeps 20
2 - 6 night minimum stay
(17)
$275 - $640
per night
3 - 5 night minimum stay
  • 4 BR,
  • 4 BA,
  • Sleeps 12
3 - 5 night minimum stay
(20)
  • 4 BR,
  • 3 BA,
  • Sleeps 20
2 - 5 night minimum stay
(23)
$600 - $1,450
per night
2 - 5 night minimum stay
  • 5 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 18
2 - 5 night minimum stay
(30)
  • 4 BR,
  • 3 BA,
  • 2 HF BA,
  • Sleeps 20
2 - 6 night minimum stay
(4)
$400 - $1,200
per night
2 - 4 night minimum stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 13
2 - 4 night minimum stay
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 12
$900 - $2,800
per night
5 - 6 night minimum stay
  • 6 BR,
  • 5 BA,
  • Sleeps 20
5 - 6 night minimum stay
$375 - $600
per night
3 night minimum stay
  • 5 BR,
  • 3 BA,
  • Sleeps 14
3 night minimum stay
(11)
$295 - $950
per night
1 - 5 night minimum stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 18
1 - 5 night minimum stay
1 Review
$115 - $319
per night
1 - 3 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
1 - 3 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
1 - 3 night minimum stay
  • 1 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
1 - 3 night minimum stay
$675 - $1,400
per night
3 - 4 night minimum stay
  • 5 BR,
  • 5 BA,
  • Sleeps 13
3 - 4 night minimum stay
$900 - $1,750
per night
2 - 5 night minimum stay
  • 8 BR,
  • 8 BA,
  • 1 HF BA,
  • Sleeps 25
2 - 5 night minimum stay
(12)
  • 6 BR,
  • 3 BA,
  • Sleeps 14
2 - 4 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 - 4 night minimum stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 12
(10)
  • 4 BR,
  • 2 BA,
  • Sleeps 10
3 night minimum stay
1 Review
  • 2 BR,
  • 2 BA,
  • Sleeps 7
1 - 3 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 9
2 - 4 night minimum stay
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
2 - 4 night minimum stay
$100 - $313
per night
1 - 3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
1 - 3 night minimum stay
$499 - $1,248
per night
2 - 4 night minimum stay
  • 9 BR,
  • 9 BA,
  • Sleeps 30
2 - 4 night minimum stay
1 Review
  • 5 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 14
2 - 5 night minimum stay
(34)
  • 5 BR,
  • 3 BA,
  • Sleeps 16
3 - 5 night minimum stay
(11)
$125 - $400
per night
3 - 4 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 10
3 - 4 night minimum stay
(17)
  • 4 BR,
  • 4 BA,
  • Sleeps 11
1 - 5 night minimum stay
(5)
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 14
2 - 3 night minimum stay
2 Reviews
$200 - $595
per night
1 - 5 night minimum stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 10
1 - 5 night minimum stay
2 Reviews
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Recent Winter Park Reviews

A Mountain Getaway

5 of 5
Rating Details: I was very satisfied with the condition of the vacation rental. I was very happy with the location. The vacation rental was spotless. The property manager was very helpful. Overall, I recommend this vacation rental. Reviewer Comments: This is a lovely home with plenty of space. It is close to trails and situated next to forest service land with a lot of trees and many trails.
  • Submitted: Oct 2, 2014
  • Stayed: Jul 2014

Family visit

5 of 5
Rating Details: I was very satisfied with the condition of the vacation rental. I was very happy with the location. The vacation rental was spotless. The property manager was very helpful. Overall, I recommend this vacation rental. Reviewer Comments: We had a family get together and so 1/2 stayed at the cabin. It was well-appointed, large, with beautiful views. A lovely place, and we would book again.
  • Submitted: Sep 24, 2014
  • Stayed: Sep 2014

243 Leland Creek Circle - Labor Day Visit

4 of 5
Rating Details: I was more than satisfied with the condition of the vacation rental. I was very happy with the location. The vacation rental was spotless. The property manager was very helpful. Overall, I recommend this vacation rental. Reviewer Comments: Four couples were up for the Labor Day weekend to enjoy golfing and winter park activities. The house was great! Clean upon arrival. Everything worked great in the house except for the washing machine, was not working upon arrival. The only complaint we had about the house is there were no clothes hangers in the closets.
  • Submitted: Sep 18, 2014
  • Stayed: Aug 2014