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Showing 1-50 of 300+
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Excellent! 4.6/5
(13 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 4
House #450575vb
13
Viewed 8 times in the last 48 hours
avg/night
  • 2 BR
  • 1 BA
  • Sleeps 4
Bungalow #780146vb
4
Viewed 16 times in the last 48 hours
Exceptional! 5/5
(15 reviews)
avg/night
  • 1 BR
  • 1 BA
  • 1 HF BA
  • Sleeps 2
Bungalow #444585vb
15
Viewed 8 times in the last 48 hours
Wonderful! 4.8/5
(53 reviews)
avg/night
  • 3 BR
  • 3 BA
  • Sleeps 10
House #981770
53
Viewed 51 times in the last 48 hours
Excellent! 4.5/5
(19 reviews)
avg/night
  • 2 BR
  • 1 BA
  • Sleeps 3
Bungalow #3993910
19
Viewed 22 times in the last 48 hours
  • 2 BR
  • 2 BA
  • Sleeps 5
Bungalow #322808vb
24
avg/night
  • 2 BR
  • 1 BA
  • Sleeps 5
Cottage #919138vb
2
Viewed 5 times in the last 48 hours
Exceptional! 5/5
(6 reviews)
avg/night
  • 4 BR
  • 3 BA
  • 1 HF BA
  • Sleeps 8
House #885924vb
6
Viewed 20 times in the last 48 hours
  • 1 BR
  • 1 BA
  • Sleeps 2
Apartment #683231vb
7
Exceptional! 5/5
(10 reviews)
avg/night
  • 3 BR
  • 2 BA
  • 1 HF BA
  • Sleeps 6
House #823160vb
10
Viewed 50 times in the last 48 hours
Excellent! 4.6/5
(31 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 9
House #929474
31
Viewed 61 times in the last 48 hours
  • 1 BR
  • 1 BA
  • Sleeps 2
House #1069947vb
Viewed 9 times in the last 48 hours
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 4
House #1027239vb
Viewed 12 times in the last 48 hours
Wonderful! 4.8/5
(30 reviews)
avg/night
  • 3 BR
  • 3 BA
  • 1 HF BA
  • Sleeps 9
House #929471
30
Viewed 19 times in the last 48 hours
Wonderful! 4.8/5
(21 reviews)
avg/night
  • 4 BR
  • 2 BA
  • Sleeps 10
House #3023348
21
Viewed 30 times in the last 48 hours
Exceptional! 5/5
(20 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 4
Cottage #669117vb
20
Viewed 11 times in the last 48 hours
Exceptional! 5/5
(28 reviews)
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 2
Studio #493118vb
28
Viewed 7 times in the last 48 hours
avg/night
  • 4 BR
  • 2 BA
  • Sleeps 8
House #990123vb
3
Viewed 23 times in the last 48 hours
Wonderful! 4.8/5
(4 reviews)
avg/night
  • 3 BR
  • 3 BA
  • Sleeps 8
House #901305vb
4
Viewed 6 times in the last 48 hours
Wonderful! 4.9/5
(11 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 6
House #243102
11
Viewed 5 times in the last 48 hours
avg/night
  • 3 BR
  • 2 BA
  • 1 HF BA
  • Sleeps 6
House #4303470
6
Viewed 36 times in the last 48 hours
Wonderful! 4.8/5
(6 reviews)
avg/night
  • 3 BR
  • 1 BA
  • Sleeps 7
House #3166620
6
Exceptional! 5/5
(12 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 8
House #3023034
12
Viewed 12 times in the last 48 hours
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 7
House #1030436vb
1
Viewed 11 times in the last 48 hours
Excellent! 4.7/5
(7 reviews)
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 2
Studio #4245895
7
Viewed 30 times in the last 48 hours
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 4
Apartment #1069352vb
Viewed 6 times in the last 48 hours
avg/night
  • 2 BR
  • 1 BA
  • Sleeps 4
House #1097929vb
Viewed 18 times in the last 48 hours
  • 1 BR
  • 1 BA
  • Sleeps 6
Apartment #1046545vb
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 2
Guest House #1033184vb
Viewed 7 times in the last 48 hours
  • 2 BR
  • 2 BA
  • Sleeps 4
House #1060352vb
Viewed 9 times in the last 48 hours
  • 4 BR
  • 2 BA
  • Sleeps 10
House #694235vb
Viewed 22 times in the last 48 hours
  • 1 BR
  • 1 BA
  • Sleeps 2
House #1114835vb
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 6
House #1129469vb
Viewed 7 times in the last 48 hours
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 2
House #1091039vb
Viewed 12 times in the last 48 hours
avg/night
  • 2 BR
  • 1 BA
  • Sleeps 4
Condo #1127343vb
Viewed 15 times in the last 48 hours
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 2
House #4628707
Viewed 6 times in the last 48 hours
  • 1 BR
  • 1 BA
  • Sleeps 2
House #1114504vb
Viewed 43 times in the last 48 hours
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 2
House #1114809vb
Viewed 11 times in the last 48 hours
  • 3 BR
  • 2 BA
  • Sleeps 6
Condo #724660vb
2
  • 1 BR
  • 1 BA
  • Sleeps 2
House #1114391vb
Viewed 16 times in the last 48 hours
avg/night
  • 2 BR
  • 1 BA
  • Sleeps 6
Condo #4626354
Viewed 18 times in the last 48 hours
  • 2 BR
  • 1 BA
  • Sleeps 4
House #1056448vb
Viewed 27 times in the last 48 hours
Wonderful! 4.9/5
(10 reviews)
avg/night
  • 4 BR
  • 2 BA
  • Sleeps 8
House #319653vb
10
Viewed 9 times in the last 48 hours
Exceptional! 5/5
(9 reviews)
avg/night
  • 2 BR
  • 1 BA
  • Sleeps 4
House #338205vb
9
Viewed 9 times in the last 48 hours
Excellent! 4.7/5
(133 reviews)
View details for price
  • 2 BR
  • 2 BA
  • Sleeps 6
Hotel #3905183
133
Viewed 278 times in the last 48 hours
Wonderful! 4.8/5
(9 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 6
House #792993vb
9
Viewed 76 times in the last 48 hours
Wonderful! 4.8/5
(45 reviews)
avg/night
  • 1 BR
  • 2 BA
  • Sleeps 6
Condo #512028vb
45
Viewed 158 times in the last 48 hours
Wonderful! 4.9/5
(91 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 8
Condo #964487
91
Viewed 160 times in the last 48 hours
Excellent! 4.6/5
(28 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 8
Condo #746426vb
28
Viewed 143 times in the last 48 hours
Wonderful! 4.8/5
(66 reviews)
avg/night
  • 4 BR
  • 3 BA
  • Sleeps 10
Villa #34854vb
66
Viewed 367 times in the last 48 hours

Vacation Rentals in Winter Park, Florida (300+)