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All Winter Park Vacation Rentals
Explore our wonderful collection of vacation rentals to get the most from your Winter Park vacation.
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All Winter Park Vacation Rentals
202 properties listed.
# A B C D E F G H I J K L M N O P Q R S T U V W X Y Z
| Property | Sleeps | Bedrooms | Bathrooms | Price Range |
|---|---|---|---|---|
| 12 Yukon Lane Townhome | 12 | 4 | 2 Full | $470.00 - $1,750.00 Per Night |
| 25 Discovery Lane - Rendezvous | 10 | 4 | 4 Full | $400.00 - $2,035.00 Per Night |
| 383 County Road 508 | 8 | 3 | 1 Full | $166.00 - $693.00 Per Night |
| 45 Reunion Court - Rendezvous | 10 | 3 | 3 Full | $390.00 - $1,850.00 Per Night |
| 47 Lookout Point - Rendezvous | 10 | 3 | 3 Full | $330.00 - $1,850.00 Per Night |
| 492 Golf Course Circle | 16 | 7 | 8 Full | $1,375.00 - $2,500.00 Per Night |
| 55 Campfire - Rendezvous | 10 | 4 | 4 Full | $435.00 - $2,035.00 Per Night |
| 59 Jabberwocky Home | 10 | 4 | 2 Full | $360.00 - $908.00 Per Night |
| 61 Jabberwocky | 10 | 5 | 5 Full | $365.00 - $888.00 Per Night |
| 65 Bluestem | 7 | 3 | 2 Full | $390.00 - $1,850.00 Per Night |
| 67 Fireweed 27A | 12 | 4 | 3 Full | $395.00 - $935.00 Per Night |
| 671 Vasquez | 8 | 4 | 4 Full | $640.00 - $2,173.00 Per Night |
| 671 Vasquez 2 Bed Apartment | 4 | 2 | 2 Full | $295.00 - $1,087.00 Per Night |
| Alante Vista Unit 16 | 6 | 2 | 2 Full | $154.00 - $374.00 Per Night |
| Antlers At Lakota 406 | 9 | 3 | 3 Full | $330.00 - $935.00 Per Night |
| Arrow at Winter Park Unit 248 | 10 | 4 | 3 Full | $395.00 - $1,850.00 Per Night |
| Arrow at Winter Park Unit 254 | 9 | 3 | 2 Full | $330.00 - $950.00 Per Night |
| Arrow at Winter Park Unit 276 | 10 | 3 | 3 Full | $340.00 - $975.00 Per Night |
| Arrow at Winter Park Unit 284 | 10 | 5 | 3 Full | $440.00 - $1,200.00 Per Night |
| Arrow at Winter Park Unit 286 | 11 | 3 | 3 Full | $340.00 - $975.00 Per Night |
| Bear Crossing 845 | 8 | 3 | 3 Full | $385.00 - $935.00 Per Night |
| Beaver Village Unit #1712 | 6 | 2 | 2 Full | $170.00 - $457.00 Per Night |
| Beaver Village Unit #1712R | 4 | 1 | 1 Full | $155.00 - $374.00 Per Night |
| Beaver Village Unit #0131 | 8 | 3 | 2 Full | $190.00 - $693.00 Per Night |
| Beaver Village Unit #0211 | 6 | 2 | 2 Full | $170.00 - $457.00 Per Night |
| Beaver Village Unit #0221 | 6 | 2 | 2 Full | $170.00 - $457.00 Per Night |
| Beaver Village Unit #0221R | 4 | 1 | 1 Full | $155.00 - $374.00 Per Night |
| Beaver Village Unit #0224 | 6 | 2 | 2 Full | $160.00 - $424.00 Per Night |
| Beaver Village Unit #0224R | 4 | 1 | 1 Full | $140.00 - $330.00 Per Night |
| Beaver Village Unit #0232R | 4 | 1 | 1 Full | $155.00 - $374.00 Per Night |
| Beaver Village Unit #0322 | 6 | 2 | 2 Full | $170.00 - $457.00 Per Night |
| Beaver Village Unit #0333 | 6 | 2 | 2 Full | $170.00 - $457.00 Per Night |
| Beaver Village Unit #0333R | 4 | 1 | 1 Full | $155.00 - $374.00 Per Night |
| Beaver Village Unit #0412 | 6 | 2 | 2 Full | $170.00 - $457.00 Per Night |
| Beaver Village Unit #0412R | 4 | 1 | 1 Full | $155.00 - $374.00 Per Night |
| Beaver Village Unit #0513 | 6 | 2 | 2 Full | $160.00 - $424.00 Per Night |
| Beaver Village Unit #0521 | 6 | 2 | 2 Full | $160.00 - $424.00 Per Night |
| Beaver Village Unit #0521R | 4 | 1 | 1 Full | $140.00 - $330.00 Per Night |
| Beaver Village Unit #0612 | 6 | 2 | 2 Full | $170.00 - $424.00 Per Night |
| Beaver Village Unit #0612R | 4 | 1 | 1 Full | $144.00 - $374.00 Per Night |
| Beaver Village Unit #0621 | 6 | 2 | 2 Full | $170.00 - $457.00 Per Night |
| Beaver Village Unit #0621R | 4 | 1 | 1 Full | $155.00 - $374.00 Per Night |
| Beaver Village Unit #0623 | 6 | 2 | 2 Full | $160.00 - $424.00 Per Night |
| Beaver Village Unit #0623R | 4 | 1 | 1 Full | $140.00 - $330.00 Per Night |
| Beaver Village Unit #0711 | 6 | 2 | 2 Full | $162.00 - $424.00 Per Night |
| Beaver Village Unit #0711R | 4 | 1 | 1 Full | $140.00 - $330.00 Per Night |
| Beaver Village Unit #0712 | 6 | 2 | 2 Full | $162.00 - $424.00 Per Night |
| Beaver Village Unit #0712R | 4 | 1 | 1 Full | $140.00 - $330.00 Per Night |
| Beaver Village Unit #0721 | 6 | 2 | 2 Full | $170.00 - $457.00 Per Night |
| Beaver Village Unit #0721R | 4 | 1 | 1 Full | $155.00 - $374.00 Per Night |
| Beaver Village Unit #0723 | 6 | 2 | 2 Full | $162.00 - $424.00 Per Night |
| Beaver Village Unit #0724 | 6 | 2 | 2 Full | $162.00 - $424.00 Per Night |
| Beaver Village Unit #0821 | 6 | 2 | 2 Full | $170.00 - $457.00 Per Night |
| Beaver Village Unit #0833 | 8 | 3 | 2 Full | $190.00 - $693.00 Per Night |
| Beaver Village Unit #0834 | 10 | 4 | 3 Full | $215.00 - $677.00 Per Night |
| Beaver Village Unit #0922 | 6 | 2 | 2 Full | $170.00 - $475.00 Per Night |
| Beaver Village Unit #0922R | 4 | 1 | 1 Full | $155.00 - $374.00 Per Night |
| Beaver Village Unit #0931 | 6 | 2 | 2 Full | $162.00 - $424.00 Per Night |
| Beaver Village Unit #0931R | 4 | 1 | 1 Full | $140.00 - $330.00 Per Night |
| Beaver Village Unit #0934 | 6 | 2 | 2 Full | $170.00 - $424.00 Per Night |
| Beaver Village Unit #0934R | 4 | 1 | 1 Full | $155.00 - $374.00 Per Night |
| Beaver Village Unit #1022 | 6 | 2 | 2 Full | $170.00 - $457.00 Per Night |
| Beaver Village Unit #1112 | 8 | 3 | 2 Full | $190.00 - $693.00 Per Night |
| Beaver Village Unit #1113 | 6 | 2 | 2 Full | $162.00 - $424.00 Per Night |
| Beaver Village Unit #1113R | 4 | 1 | 1 Full | $140.00 - $330.00 Per Night |
| Beaver Village Unit #1123 | 6 | 2 | 2 Full | $170.00 - $457.00 Per Night |
| Beaver Village Unit #1123R | 4 | 1 | 1 Full | $155.00 - $374.00 Per Night |
| Beaver Village Unit #1124 | 10 | 4 | 3 Full | $220.00 - $754.00 Per Night |
| Beaver Village Unit #1134 | 10 | 4 | 2 Full | $215.00 - $677.00 Per Night |
| Beaver Village Unit #1531 | 6 | 2 | 2 Full | $170.00 - $475.00 Per Night |
| Beaver Village Unit #1612 | 6 | 2 | 2 Full | $170.00 - $457.00 Per Night |
| Beaver Village Unit #1612R | 4 | 1 | 1 Full | $155.00 - $374.00 Per Night |
| Beaver Village Unit #1633 | 6 | 2 | 2 Full | $162.00 - $424.00 Per Night |
| Beaver Village Unit #1633R | 4 | 1 | 1 Full | $140.00 - $330.00 Per Night |
| Beaver Village Unit #1713 | 6 | 2 | 2 Full | $162.00 - $424.00 Per Night |
| Beaver Village Unit #1713R | 4 | 1 | 1 Full | $140.00 - $330.00 Per Night |
| Beaver Village Unit #1734 | 6 | 2 | 2 Full | $162.00 - $424.00 Per Night |
| Beaver Village Unit #1734R | 4 | 1 | 1 Full | $140.00 - $330.00 Per Night |
| Beaver Village Unit #1812 | 6 | 2 | 2 Full | $162.00 - $424.00 Per Night |
| Beaver Village Unit #1814 | 6 | 2 | 2 Full | $162.00 - $424.00 Per Night |
| Beaver Village Unit #1814R | 4 | 1 | 1 Full | $140.00 - $330.00 Per Night |
| Beaver Village Unit #1821 | 6 | 2 | 2 Full | $160.00 - $424.00 Per Night |
| Beaver Village Unit #1824 | 6 | 2 | 2 Full | $170.00 - $457.00 Per Night |
| Beaver Village Unit #1824R | 4 | 1 | 1 Full | $155.00 - $374.00 Per Night |
| Beaver Village Unit #1923 | 6 | 2 | 2 Full | $162.00 - $424.00 Per Night |
| Beaver Village Unit #1923R | 4 | 1 | 1 Full | $140.00 - $330.00 Per Night |
| Beaver Village Unit #1932 | 6 | 2 | 2 Full | $162.00 - $424.00 Per Night |
| Beaver Village Unit #1934 | 6 | 2 | 2 Full | $162.00 - $424.00 Per Night |
| Beaver Village Unit #1934R | 4 | 1 | 1 Full | $140.00 - $330.00 Per Night |
| Beaver Village Unit #2032 | 6 | 2 | 2 Full | $162.00 - $424.00 Per Night |
| Beaver Village Unit #2032R | 4 | 1 | 1 Full | $140.00 - $330.00 Per Night |
| Cozens Pointe Building H Unit H301 | 6 | 2 | 2 Full | $180.00 - $488.00 Per Night |
| Cozens Pointe Building I Unit I201 | 8 | 3 | 1 Full | $190.00 - $693.00 Per Night |
| Crestview Place Unit 507 | 8 | 3 | 3 Full | $286.00 - $660.00 Per Night |
| Crestview Place Unit 611 | 9 | 3 | 3 Full | $286.00 - $660.00 Per Night |
| Dogwood Unit 8 | 6 | 2 | 1 Full | $165.00 - $388.00 Per Night |
| Fraser Crossing 3518 | 4 | 0 | 1 Full | $140.00 - $375.00 Per Night |
| Fraser Crossing 3618 | 4 | 0 | 1 Full | $140.00 - $375.00 Per Night |
| Hi Country Haus Unit 0315 | 4 | 1 | 1 Full | $121.00 - $314.00 Per Night |
| Hi Country Haus Unit 0403 | 4 | 1 | 1 Full | $121.00 - $314.00 Per Night |
| Hi Country Haus Unit 0406 | 4 | 1 | 1 Full | $121.00 - $314.00 Per Night |
| Hi Country Haus Unit 0503 | 4 | 1 | 1 Full | $121.00 - $314.00 Per Night |
| Hi Country Haus Unit 0705 | 6 | 2 | 1 Full | $132.00 - $363.00 Per Night |
| Hi Country Haus Unit 1016 | 2 | 1 | 1 Full | $141.00 - $352.00 Per Night |
| Hi Country Haus Unit 1413 | 4 | 1 | 1 Full | $121.00 - $314.00 Per Night |
| Hi Country Haus Unit 1503 | 4 | 1 | 1 Full | $121.00 - $314.00 Per Night |
| Hi Country Haus Unit 1515 | 4 | 2 | 1 Full | $132.00 - $363.00 Per Night |
| Hi Country Haus Unit 1618 | 8 | 3 | 2 Full | $197.00 - $660.00 Per Night |
| Hi Country Haus Unit 1801 | 8 | 3 | 2 Full | $197.00 - $660.00 Per Night |
| Hi Country Haus Unit 1802 | 6 | 2 | 2 Full | $165.00 - $413.00 Per Night |
| Hi Country Haus Unit 1805 | 8 | 3 | 2 Full | $197.00 - $660.00 Per Night |
| Hi Country Haus Unit 1903 | 6 | 2 | 1 Full | $154.00 - $380.00 Per Night |
| Hi Country Haus Unit 1908 | 6 | 2 | 2 Full | $165.00 - $413.00 Per Night |
| Hi Country Haus Unit 1913 | 6 | 2 | 2 Full | $165.00 - $413.00 Per Night |
| Hi Country Haus Unit 2003 | 6 | 2 | 1 Full | $132.00 - $363.00 Per Night |
| Hi Country Haus Unit 2007 | 6 | 2 | 2 Full | $165.00 - $413.00 Per Night |
| Hi Country Haus Unit 2111 | 6 | 2 | 2 Full | $165.00 - $413.00 Per Night |
| Hi Country Haus Unit 2115 | 8 | 3 | 2 Full | $197.00 - $660.00 Per Night |
| Hi Country Haus Unit 2121 | 6 | 3 | 2 Full | $197.00 - $660.00 Per Night |
| Hi Country Haus Unit 2201 | 6 | 3 | 2 Full | $176.00 - $644.00 Per Night |
| Hi Country Haus Unit 2203 | 6 | 2 | 2 Full | $165.00 - $413.00 Per Night |
| Hi Country Haus Unit 2501 | 4 | 1 | 1 Full | $121.00 - $314.00 Per Night |
| Hi Country Haus Unit 2506 | 5 | 1 | 1 Full | $141.00 - $352.00 Per Night |
| Hideaway Village Alpine 4 | 6 | 2 | 1 Full | $125.00 - $330.00 Per Night |
| Hideaway Village Columbine 7 | 4 | 2 | 1 Full | $125.00 - $330.00 Per Night |
| Hideaway Village Ladora 3 | 6 | 2 | 2 Full | $140.00 - $385.00 Per Night |
| Iron Horse Building C Unit 1023 | 4 | 1 | 1 Full | $150.00 - $410.00 Per Night |
| Iron Horse Building D Unit 4104 | 4 | 1 | 1 Full | $150.00 - $410.00 Per Night |
| Iron Horse Building D Unit 5034 | 4 | 0 | 1 Full | $135.00 - $375.00 Per Night |
| Iron Horse Building D Unit 5054 | 4 | 0 | 1 Full | $135.00 - $352.00 Per Night |
| Iron Horse Building H Unit 2408 | 6 | 2 | 3 Full | $230.00 - $594.00 Per Night |
| Kings Crossing Townhome 4 | 8 | 3 | 3 Full | $205.00 - $660.00 Per Night |
| Leland Creek Home | 10 | 5 | 4 Full | $470.00 - $2,173.00 Per Night |
| Lion's Gate Pines Unit 101 | 8 | 3 | 2 Full | $200.00 - $318.00 Per Night |
| Lion's Gate Pines Unit 102 | 8 | 3 | 2 Full | $200.00 - $318.00 Per Night |
| Lion's Gate Pines Unit 103 | 8 | 3 | 2 Full | $200.00 - $318.00 Per Night |
| Lion's Gate Pines Unit 104 | 8 | 3 | 2 Full | $200.00 - $318.00 Per Night |
| Lion's Gate Pines Unit 105 | 8 | 3 | 2 Full | $200.00 - $318.00 Per Night |
| Lion's Gate Pines Unit 106 | 8 | 3 | 2 Full | $200.00 - $318.00 Per Night |
| Lion's Gate Pines Unit 108 | 8 | 3 | 2 Full | $200.00 - $318.00 Per Night |
| Lion's Gate Pines Unit 109 | 8 | 3 | 2 Full | $200.00 - $318.00 Per Night |
| Lion's Gate Pines Unit 110 | 8 | 3 | 2 Full | $200.00 - $318.00 Per Night |
| Lion's Gate Pines Unit 111 | 8 | 3 | 2 Full | $200.00 - $318.00 Per Night |
| Lion's Gate Pines Unit 113 | 6 | 2 | 1 Full | $150.00 - $235.00 Per Night |
| Lion's Gate Pines Unit 114 | 6 | 2 | 1 Full | $150.00 - $235.00 Per Night |
| Lion's Gate Pines Unit 115 | 8 | 3 | 2 Full | $200.00 - $318.00 Per Night |
| Lion's Gate Pines Unit 116 | 8 | 3 | 2 Full | $200.00 - $318.00 Per Night |
| Lion's Gate Pines Unit 117 | 8 | 3 | 2 Full | $200.00 - $318.00 Per Night |
| Lion's Gate Pines Unit 118 | 8 | 3 | 2 Full | $200.00 - $318.00 Per Night |
| Lion's Gate Pines Unit 119 | 6 | 2 | 1 Full | $150.00 - $235.00 Per Night |
| Lion's Gate Pines Unit 120 | 8 | 3 | 2 Full | $200.00 - $318.00 Per Night |
| Lion's Gate Pines Unit 121 | 8 | 3 | 2 Full | $200.00 - $318.00 Per Night |
| Lion's Gate Pines Unit 122 | 8 | 3 | 2 Full | $200.00 - $318.00 Per Night |
| Lion's Gate Pines Unit 123 | 8 | 3 | 2 Full | $200.00 - $318.00 Per Night |
| Lion's Gate Pines Unit 124 | 8 | 3 | 2 Full | $200.00 - $318.00 Per Night |
| Lion's Gate Pines Unit 125 | 8 | 3 | 2 Full | $200.00 - $318.00 Per Night |
| Lookout Village A6 | 6 | 2 | 1 Full | $23.00 - $374.00 Per Night |
| Meadow Ridge Court 18 Unit 11 | 6 | 2 | 2 Full | $171.00 - $402.00 Per Night |
| Meadow Ridge Court 28 Unit 4 | 8 | 3 | 2 Full | $185.00 - $517.00 Per Night |
| Meadow Ridge Court 28 Unit 6 | 8 | 3 | 2 Full | $185.00 - $517.00 Per Night |
| Meadow Ridge Court 8 Unit 4 | 6 | 2 | 2 Full | $171.00 - $402.00 Per Night |
| Meadow Ridge Court 8 Unit 6 | 6 | 2 | 1 Full | $145.00 - $358.00 Per Night |
| Meadow Ridge Court 9 Unit 4 | 4 | 1 | 1 Full | $127.00 - $303.00 Per Night |
| Meadowridge Court 14 Unit 1 | 8 | 3 | 2 Full | $185.00 - $517.00 Per Night |
| Meadowridge Court 19 Unit 1 | 7 | 3 | 3 Full | $226.00 - $534.00 Per Night |
| Meadowridge Court 19 Unit 10 | 8 | 3 | 2 Full | $185.00 - $517.00 Per Night |
| Meadowridge Court 19 Unit 1R | 6 | 2 | 2 Full | $180.00 - $424.00 Per Night |
| Miles Behind Log Cabin | 10 | 3 | 2 Full | $495.00 - $2,000.00 Per Night |
| Sawmill Station Unit 111 | 8 | 3 | 3 Full | $360.00 - $935.00 Per Night |
| Silverado I Building B Unit 204 | 6 | 2 | 2 Full | $154.00 - $578.00 Per Night |
| Silverado I Building C Unit 101 | 10 | 3 | 2 Full | $206.00 - $640.00 Per Night |
| Snowblaze Condos Building A unit 33 | 8 | 3 | 3 Full | $210.00 - $660.00 Per Night |
| Snowblaze Condos Building C unit 24 | 7 | 2 | 2 Full | $180.00 - $488.00 Per Night |
| Telemark Townhomes Unit 582 | 9 | 4 | 3 Full | $358.00 - $935.00 Per Night |
| Timber Lake 341 | 8 | 3 | 3 Full | $285.00 - $825.00 Per Night |
| Timber Ridge Building 2, Unit B | 8 | 3 | 2 Full | $176.00 - $578.00 Per Night |
| Timber Run Aspen Unit 101 | 8 | 3 | 2 Full | $180.00 - $295.00 Per Night |
| Timber Run Aspen Unit 102 | 8 | 3 | 2 Full | $180.00 - $295.00 Per Night |
| Timber Run Cedar Unit 102 | 6 | 2 | 2 Full | $165.00 - $264.00 Per Night |
| Timber Run Cedar Unit 203 | 8 | 3 | 2 Full | $180.00 - $295.00 Per Night |
| Timber Run Cedar Unit 204 | 8 | 3 | 2 Full | $180.00 - $295.00 Per Night |
| Timber Run Dogwood Unit 101 | 6 | 2 | 2 Full | $165.00 - $264.00 Per Night |
| Timber Run Dogwood Unit 102 | 6 | 2 | 2 Full | $165.00 - $264.00 Per Night |
| Timber Run Dogwood Unit 107 | 6 | 2 | 2 Full | $165.00 - $264.00 Per Night |
| Timber Run Dogwood Unit 203 | 6 | 2 | 2 Full | $165.00 - $264.00 Per Night |
| Timber Run Dogwood Unit 204 | 6 | 2 | 2 Full | $165.00 - $264.00 Per Night |
| Timber Run Dogwood Unit 210 | 6 | 3 | 2 Full | $165.00 - $264.00 Per Night |
| Timber Run Dogwood Unit 305 | 8 | 3 | 3 Full | $180.00 - $295.00 Per Night |
| Timber Run Dogwood Unit 306 | 8 | 3 | 2 Full | $180.00 - $295.00 Per Night |
| Timber Run Dogwood Unit 311 | 8 | 3 | 2 Full | $180.00 - $295.00 Per Night |
| Timber Run Evergreen Unit 101 | 6 | 2 | 2 Full | $165.00 - $264.00 Per Night |
| Timber Run Evergreen Unit 102 | 6 | 2 | 2 Full | $165.00 - $264.00 Per Night |
| Timber Run Evergreen Unit 107 | 6 | 2 | 2 Full | $165.00 - $264.00 Per Night |
| Timber Run Evergreen Unit 311 | 8 | 3 | 2 Full | $180.00 - $295.00 Per Night |
| Trailhead Lodges Building 101 Unit 131 | 9 | 3 | 2 Full | $238.00 - $777.00 Per Night |
| Trailhead Lodges Building 401 Unit 422 | 6 | 2 | 2 Full | $180.00 - $488.00 Per Night |
| Vasquez Creek Townhomes #1 | 8 | 3 | 2 Full | $170.00 - $418.00 Per Night |
| Vista Unit 16 | 4 | 0 | 1 Full | $132.00 - $330.00 Per Night |
| Vista Unit 3 | 2 | 0 | 1 Full | $110.00 - $297.00 Per Night |
| Vista Unit 7 | 4 | 1 | 1 Full | $141.00 - $325.00 Per Night |
| Winter Park Lodge II E304 | 6 | 2 | 1 Full | $116.00 - $358.00 Per Night |
| Winterstar Building G #3 | 6 | 2 | 2 Full | $160.00 - $424.00 Per Night |
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