Vacation rentals in Winter Park, United States - page 3

Carefully selected & verified rentals in Winter Park, United States
Check-in
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Check-out
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Rooms and Guests2 Guests, 1 Room
Winter Park features the scenic Chain of Lakes, plus the beautiful Mead Botanical Garden and the notable Charles Hosmer Morse Museum of American Art. You can stroll the park or enjoy water activities like kayaking at Lake Killarney. For accommodations, the city offers a variety of hotels. There are charming boutique inns like the Alfond Inn and family-friendly resorts with great amenities. This site features a curated list of Winter Park hotels, chosen for their excellent reviews and unique offerings, ensuring a pleasant stay. Book early, especially during events like the Winter Park Art Festival, and use local shuttles for easy transport.
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Winter Park Condo Rental ~ 2 Mi To Ski Resort!
Map1.9 mi from City Centre200 yd from
FromUS$ 278 /nightSelect
Beaver Village Unit #0412 Winter Park
Map1.9 mi from City Centre200 yd from
FromUS$ 400 /nightSelect
Beaver Village Unit #0521R
Map2.0 mi from City Centre100 yd from
FromUS$ 234 /nightSelect
Crestview Place Unit 607
Map2.1 mi from City Centre400 yd from
FromUS$ 446 /nightSelect
Beaver Village Unit #0333
Map1.9 mi from City Centre200 yd from
FromUS$ 282 /nightSelect
The Sanctuary Bldg 5 #7-8
Map2.8 mi from City Centre500 yd from
FromUS$ 98 /nightSelect
Fraser Crossing Founders Pointe, Condo - 2 Bedroom Select Unit 4440
Map900 yd from City Centre300 yd from Winter Park Resort
FromUS$ 865 /nightSelect
Hi Country Haus Hideaway
Map2.9 mi from City Centre400 yd from
FromUS$ 218 /nightSelect
Winter Park Condo W/ Balcony ~ 4 Mi To Slopes
Map2.7 mi from City Centre300 yd from Amaze'n Mazes Colorado
FromUS$ 766 /nightSelect
Hi Country Haus 14-5
Map2.9 mi from City Centre400 yd from
FromUS$ 132 /nightSelect
Zephyr Mountain Ski-In Ski-Out Condo
The largest option:
4 adults
1 bedroom
2 beds
Map800 yd from City Centre100 yd from Zephyr Express
FromUS$ 308 /nightSelect
Cozy Condo On Vasquez Creek W/ Free Shuttle Access
5 adults
2 bedrooms
2 beds
Map2.0 mi from City Centre700 yd from
FromUS$ 517 /nightSelect
Hi Country Haus 11-2
2 adults
1 bedroom
2 beds
Map2.7 mi from City Centre400 yd from Amaze'n Mazes Colorado
FromUS$ 219 /nightSelect
Winter Park Ski-In/Ski-Out Condo W/ Mountain Views
4 adults
1 bedroom
2 beds
Map1500 yd from City Centre400 yd from Cabriolet
FromUS$ 925 /nightSelect
Winter Park Condo On Bus Route, 2 Blocks To Dtwn!
8 adults
2 bedrooms
4 beds
Map2.8 mi from City Centre500 yd from
FromUS$ 153 /nightSelect
Winter Park Condo W/ Hot Tubs, 4 Mi To Ski Resort!
7 adults
2 bedrooms
4 beds
Map1.9 mi from City Centre200 yd from
FromUS$ 144 /nightSelect
Best Location In Downtown Winter Park
Map2.0 mi from City Centre300 yd from
FromUS$ 427 /nightSelect
9.0
Perfect
Hi Country Haus 6-15
The largest option:
4 adults
1 bedroom
2 beds
Map2.8 mi from City Centre500 yd from Amaze'n Mazes Colorado
FromUS$ 68 /nightSelect
Dine, Shop And Shuttle To Resort Winter Park Haven!
Map2.9 mi from City Centre300 yd from
FromUS$ 188 /nightSelect
Silverado II Unit 334
Map2.4 mi from City Centre800 yd from
FromUS$ 345 /nightSelect

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Check-in
07May2026Select date
Check-out
08May2026Select date
Rooms and Guests2 Guests, 1 Room