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Search over 150,000 vacation rentals properties now! Click here to see more Vacation Homes
Search for vacation rental homes in Winter Park
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Sunnyside House
Great Home for Families and Reunions -Still Available Thanksgiving — Property 117933
- House
- 7 bedrooms , sleeps 19
- 3 bathrooms
- mountain
- garden
- Rates (shown in USD)
- $1800 - $3900 per property per week
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EARLY SEASON SPECIAL - New 4 Bedroom, Private Hot Tub, in Town, Internet, — Property 172525
- Townhome
- 4 bedrooms , sleeps 10
- 3 bathrooms
- downtown, mountain
- internet access
- Rates (shown in USD)
- $1225 - $4375 per property per week
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Brand New First Floor Condo in the Heart of Winter Park, Internet, Garage....... — Property 170872
- Condo
- 1 bedroom , sleeps 4
- 1 bathroom
- downtown, mountain
- internet access
- Rates (shown in USD)
- $630 - $1386 per property per week
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Trailhead Lodges
Brand New Luxury Winter Park Trailhead Condo — Property 243749
- Condo
- 2 bedrooms , sleeps 6
- 2 bathrooms
- mountain, resort
- pool
- Rates (shown in USD)
- $980 - $2275 per property per week
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Zephyr 2509 — Property 7017359
- Condo
- 2 bedrooms , sleeps 6
- 2 bathrooms
- Ski in/Ski out
- Rates (shown in USD)
- $910 - $3430 per condo per week
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New Lakota Townhome, Great Views, Private Hot Tub, Internet — Property 321105
- Townhome
- 4 bedrooms , sleeps 10
- 3 bathrooms
- 1 half bathroom
- mountain, resort
- internet access
- Rates (shown in USD)
- $1750 - $4375 per property per week
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New Telemark Townhome (Downtown) - 3BR/2BA, Bus Route, Internet — Property 162157
- Townhome
- 3 bedrooms , sleeps 7
- 2 bathrooms
- downtown, mountain
- internet access
- Rates (shown in USD)
- $1050 - $2975 per property per week
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Spacious Downtown Condo — Property 319886
- Condo
- 2 bedrooms , sleeps 7
- 2 bathrooms
- mountain, town
- pool
- Rates (shown in USD)
- $525 - $2065 per property per week
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Beautiful, Spacious Condo at Meadowridge 15-3 — Property 100192
- Condo
- 3 bedrooms , sleeps 9
- 3 bathrooms
- mountain, resort
- pool
- Rates (shown in USD)
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Founder's Pointe 4541 — Property 7022561
- Condo
- 2 bedrooms , sleeps 6
- 2 bathrooms
- Ski in/Ski out
- Rates (shown in USD)
- $840 - $3080 per condo per week
Refine Your Search
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Bedrooms
- Studio (8)
- 1 bedroom (24)
- 2 bedrooms (58)
- 3 bedrooms (52)
- 4+ bedrooms (56)
Sleeps
- Sleeps 1-4 (27)
- Sleeps 5-8 (94)
- Sleeps 9-12 (54)
- Sleeps 13 or more (22)
Baths
- 1 bathroom (35)
- 2 bathrooms (69)
- 3 bathrooms (63)
- 4+ bathrooms (31)
Lodging Type
- cabin rentals (2)
- condo rentals (122)
- house rentals (38)
- studio rentals (2)
- townhome rentals (32)
Amenities
- air conditioning (9)
- satellite or cable tv (110)
- pool (30)
- internet access (93)
- dishwasher (121)
- washing machine (98)
Leisure Activities
- Winter Park rentals near fishing (107)
- Winter Park rentals near golf (116)
- Winter Park rentals near skiing (120)
Suitability
- wheelchair accessible (18)
- suitable for elderly or infirm (31)
- pet friendly (13)
- non smoking only (117)

