Winter Park Private Villas


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If You Are in a Hurry

Here’s a quick list of the best hotels in Winter Park

Hi Country Haus Unit 2115 by Stay WinterPark
Hi Country Haus Unit 2115 by Stay WinterPark
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Cozy Ski-InandSki-Out Winter Park Resort Condo!
Cozy Ski-InandSki-Out Winter Park Resort Condo!
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Snowblaze E102 Studio
Snowblaze E102 Studio
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Timber Fox 1208 apts
Timber Fox 1208 apts
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Beaver Village Apartment
Beaver Village Apartment
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Tucked among the lakes and tree-lined avenues of Winter Park, United States, private villas offer a serene, upscale alternative to hotels—perfect for families or couples seeking privacy, spacious living, and a local, residential feel. For the best experience, choose properties near Park Avenue for walkable dining and galleries, prioritize villas with chef-ready kitchens or private docks, and book early for peak festival weekends and fall foliage to secure the most desirable locations and rates.

Best Private Villas in Winter Park

Hi Country Haus Unit 2115 by Stay WinterPark

Hi Country Haus Unit 2115 by Stay WinterPark

Hi Country Haus Unit 2115 by Stay WinterPark is located in Winter Park and offers river views; each unit includes a fully equipped kitchen with dishwasher, oven, microwave, toaster, fridge and stovetop, a private bathroom, free WiFi and all necessary kitchenware. - Scenic river views - Fully equipped kitchen (dishwasher, oven, microwave, toaster, fridge, stovetop) - Free WiFi - Private bathroom and provided kitchenware - 142 km to Denver International Airport

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Cozy Ski-InandSki-Out Winter Park Resort Condo!

Cozy Ski-InandSki-Out Winter Park Resort Condo!

Cozy Ski-In and Ski-Out Winter Park Resort Condo! offers air-conditioned, non-smoking 1‑bedroom accommodation in Winter Park with a private patio, free WiFi, and access to an on-site fitness room; the apartment features a living room with a flat-screen cable TV, a fully equipped kitchen with oven and microwave, one bathroom with a hair dryer, towels and bed linen provided, and a fireplace for added comfort, with Denver International Airport located 136 km from the property. - Ski-in/ski-out location - Free WiFi throughout - On-site fitness room - Fully equipped kitchen and fireplace - Air conditioning and private patio

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Snowblaze E102 Studio

Snowblaze E102 Studio

Snowblaze E102 Studio in Winter Park is a self-contained holiday home offering complimentary WiFi and free on-site parking, a kitchen equipped with a dishwasher, oven and microwave, and a private entrance for added privacy; Denver International Airport is 140 km away. - Free WiFi - Free on-site parking - Fully equipped kitchen (dishwasher, oven, microwave) - Private entrance for extra privacy - Located in Winter Park

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Timber Fox 1208 apts

Timber Fox 1208 apts

Timber Fox 1208 apts offers air-conditioned accommodation in Winter Park with a patio and balcony, free private parking and complimentary Wi-Fi; the apartment includes two bedrooms, three bathrooms (one with a hot tub), a fully equipped kitchen with dishwasher and oven, a seating area with TV, a fireplace, and provided towels and bed linen, while guests can enjoy nearby skiing and cycling and Rocky Mountain Metropolitan Airport is 120 km away. - Free private parking - Complimentary Wi‑Fi - In-apartment hot tub - Fireplace - Close to skiing and cycling trails

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Beaver Village Apartment

Beaver Village Apartment

Beaver Village Apartment in Winter Park offers air-conditioned, spacious aparthotel accommodation with a private balcony and free Wi-Fi; the unit includes two bedrooms, a living room with seating and dining areas, a fully equipped kitchen (dishwasher, oven, microwave), a DVD player, and one bathroom with both a bath and a hot tub, with towels and bed linen provided and a fireplace for added comfort. On-site amenities include a heated indoor pool, an outdoor hot tub, barbecue facilities, free shuttle service and parking, and guests have easy access to skiing nearby; Denver International Airport is approximately 140 km away. - Heated indoor pool and outdoor hot tub - Fully equipped kitchen (dishwasher, oven, microwave) - Free Wi‑Fi and complimentary shuttle service - Fireplace and private balcony - On-site parking and close to ski access

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Founders Pointe Condo

Founders Pointe Condo

Founders Pointe Condo in Winter Park offers free WiFi throughout and a holiday-home layout with a cable TV, seating area, and iPod docking station, plus provided towels and bed linen and an outdoor dining area; guests can enjoy nearby activities such as skiing, and Denver International Airport is 136 km away. - Free WiFi throughout - Outdoor dining area - Cable TV and iPod docking station - Suitable for skiing and outdoor activities - Linens and towels provided

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Hi Country Haus Unit 1515

Hi Country Haus Unit 1515

Hi Country Haus Unit 1515 is a spacious 2-bedroom holiday home in Winter Park offering free WiFi and complimentary on-site parking, a fully equipped kitchen with dishwasher and oven, and a cozy fireplace; Denver International Airport is 141 km away. - Free WiFi - Complimentary on-site parking - Fully equipped kitchen (dishwasher, oven) - Cozy fireplace - Spacious 2-bedroom layout

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Aprez Retreat condo

Aprez Retreat condo

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Timber Lake 341

Timber Lake 341

Timber Lake 341 in Winter Park is a holiday home offering free WiFi and complimentary on-site parking; it has three bedrooms, three bathrooms, a fully equipped kitchen with a dishwasher and oven, a washing machine, and a cozy fireplace, with Denver International Airport located 142 km away. - Free WiFi - Free on-site parking - Fully equipped kitchen (dishwasher & oven) - Cozy fireplace - Three bedrooms, three bathrooms & washing machine

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