Villas in Aspen: Holiday Homes with Pools and Ski Access

Compare 6 top-rated villas in Aspen with free parking, outdoor pools, full kitchens, and ski shuttle access. Steps from downtown. Check rates now!

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Rooms and Guests2 Guests, 1 room
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1-7 out of 7
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8.8
Great869 total reviews
our site & Booking.com
6 adults
2 bedrooms
4 beds
Map
756 yd from City Center476 yd from Shadow Mountain
Heated PoolSteam RoomWhirlpool
  • Free daily après-ski wine hour
  • European-style lodge with hostel options
  • Poolside rooms with mountain views
FromUS$ 117 /nightSelect
9.3
Perfect209 total reviews
our site & Booking.com
2 adults
1 bedroom
2 beds
Map
546 yd from City Center448 yd from Wheeler Opera House
KitchenetteFree ParkingSki Storage
  • Free on-site parking
  • Kitchenette in every room
  • On city bus route to ski areas
FromUS$ 189 /nightSelect
8.5
Great46 total reviews
our site & Booking.com
8 adults
1 bedroom
3 beds
Map
653 yd from City Center412 yd from Shadow Mountain
Outdoor PoolSaunaFree Parking
  • Full kitchen with oven and stove
  • Heated outdoor pool year-round
  • Free private parking on site
FromUS$ 240 /nightSelect
Mountain Queen 01Holiday home
8 adults
3 bedrooms
4 beds
Map
726 yd from City Center287 yd from Shadow Mountain
Ski-to-DoorHot TubElevator
  • Ski-to-door access on-site
  • Private hot tub with mountain views
  • Private elevator in home
FromUS$ 1 333 /nightSelect
8 adults
4 bedrooms
4 beds
Map
243 yd from City Center51 yd from The John Denver Sanctuary
Washer/DryerAir ConditioningInternet Access
  • Walking distance to gondola
  • Expansive luxury condo layout
  • In-unit washer and dryer
FromUS$ 3 260 /nightSelect
5 adults
2 bedrooms
2 beds
Map
254 yd from City Center84 yd from The John Denver Sanctuary
Hot TubFireplaceMountain Views
  • Private hot tub on balcony
  • Two-bedroom with fireplace
  • Steps from Aspen Art Museum
FromUS$ 724 /nightSelect
8.6
Great25 total reviews
our site & Booking.com
6 adults
3 bedrooms
3 beds
Map
549 yd from City Center130 yd from Shadow Mountain
Outdoor PoolHot TubSki Storage
  • Soundproof units for quiet stay
  • In-unit fireplaces and kitchens
  • Outdoor heated pool and hot tub
FromUS$ 360 /nightSelect

Aspen's villa scene offers self-catering holiday homes with full kitchens, making them ideal for families and groups who want space and flexibility. The St. Moritz Lodge & Condominiums provides a year-round outdoor heated pool, whirlpool, and steam room, plus free parking and a free ski shuttle just two blocks away. On Main Street, the Tyrolean Lodge is a family-owned property with kitchenettes, cable TV, and free Wi-Fi, within a five-minute walk of downtown shops and restaurants-and direct bus access to all Aspen ski areas.

For larger groups, Lift One Condominiums features soundproof units with dishwashers, fireplaces, and a shared lounge, right next to Independence Pass. Shadow Mountain Lodge adds a sauna and table tennis to its outdoor pool, while Mountain Queen 01 and Concept 600 Two Bedroom 404 offer private hot tubs, mountain views, and ski-to-door access. Budgets range from mid-range to premium; book early for peak ski season to secure these well-equipped villas close to the slopes and town center.