37 Results
Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Apartments
Boats
Condos
Cottages
Hotels
Homes
Studios
Townhomes
Yachts
Barns
Bungalows
Cabins
Castles
Chalets
Estates
Farmhouses
Lodges
Villas

Booking Options

Location Type

Even More Filters

Features

Managed By

37 Results
Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Key West Ski Vacation Rentals(37)

37 Results
  • 3 BR,
  • 2 BA,
  • Sleeps 6
6 night min stay
(20)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 - 5 night min stay
(19)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
28 night min stay
(6)
$250 - $500
per night
3 - 5 night min stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
3 - 5 night min stay
(44)
$9,950 - $14,950
per month
28 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
28 night min stay
(4)
$5,950 - $8,925
per month
28 night min stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
28 night min stay
2 Reviews
  • 4 BR,
  • 4 BA,
  • Sleeps 8
3 night min stay
(3)
  • 4 BR,
  • 5 BA,
  • Sleeps 8
7 night min stay
$189 - $229
per night
3 night min stay
  • Studio,
  • 1 BA,
  • Sleeps 2
3 night min stay
1 Review
$275
per night
3 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
3 night min stay
$365 - $480
per night
3 - 5 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 5 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
30 night min stay
1 Review
  • 3 BR,
  • 3 BA,
  • Sleeps 6
5 night min stay
(33)
$1,300 - $1,850
per week
7 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
7 night min stay
(25)
  • 4 BR,
  • 4 BA,
  • Sleeps 8
7 night min stay
1 Review
$95 - $200
per night
3 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
3 night min stay
(14)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
2 Reviews
  • 1 BR,
  • 1 BA,
  • Sleeps 4
  • 9 BR,
  • 6 BA,
  • 2 HF BA,
  • Sleeps 22
  • 1 BR,
  • 1 BA,
  • Sleeps 2
28 night min stay
17 more choices from the HomeAway Network
  • 3 BR,
  • 4 BA,
  • Sleeps 7
28 night min stay
(4)
$9,000 - $12,000
per month
30 night min stay
  • 3 BR,
  • 4 BA,
  • Sleeps 10
30 night min stay
(17)
$325 - $450
per night
2 - 3 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 5
2 - 3 night min stay
(6)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night min stay
(6)
$179 - $350
per night
2 - 7 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
2 - 7 night min stay
2 Reviews
$200 - $300
per night
2 - 7 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
2 - 7 night min stay
(7)
$1,050 - $1,750
per week
7 - 28 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 - 28 night min stay
$214 - $357
per night
5 - 7 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
5 - 7 night min stay
(4)
$175 - $349
per night
3 - 6 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 6 night min stay
(4)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
14 - 28 night min stay
 View map Map
Advertisement
 

Recent Key West Reviews

Red Grouper Houseboat Stock Island Marina

4 of 5
A little difficult to find initially as we were unable to download the directions but once we were in the marina, it was easy to navigate the site and park etc. Overall we were impressed with the friendly staff, the information and help they gave us was very useful. The Red Grouper houseboat was exactly as the description and it was very clean and well appointed. Because we wanted to spend time in Key West centre we could have used a more frequent courtesy bus schedule but it didn't really detract from our overall impression and the enjoyable experience.
  • Submitted: Feb 25, 2015
  • Stayed: Feb 2015

Clean, easy access, owner helpful, VERY small

4 of 5
My husband and I stayed here for a long weekend to celebrate my retirement. It was exactly as described, very small. But, we were not there much, so this was fine. It is clean, easy to access, Nicole, the owner was very helpful and always returned my calls when I had questions. The other folks staying there were mainly couples and very nice. This is located about 3 blocks from Duvall street, close to popular restaurants like Blue Heaven, Pepe's, 6-toed cat café. Walking distance from Hemmingway house, the lighthouse, furthest point. We rented a car - parking is limited, but we always found a place near this rental. We did a lot of walking. If we hadn't had the car, I would recommend renting a scooter or golf cart. More fun getting around. The train tour is also very close. We did the 27-mile jet ski tour around Key West - a lot of fun and they will pick you up. We also did the snorkeling with Fury Water Adventures - great! We recommend parking at the Westin at Mallory Sq. where the cruise ships come in. Works out well and cost is less than in public parking lot down the street. Would recommend this property for 1 or 2 people only, not for a family.
  • Submitted: Feb 19, 2015
  • Stayed: Feb 2015

Beautiful, Clean, Updated Vacation Home

5 of 5
This was our first time using HomeAway and we have nothing but great things to say. The home is beautifully updated and is very clean/maintained. The owners are super nice and extremely reliable. We spent a week over New Years and had a blast, whether it was relaxing on the hammock and grilling up some food or taking quick trips into downtown Key West for day time activities. Its close enough to Key West and yet a quiet refuge. I would definitely recommend this place to others.
  • Submitted: Jan 8, 2015
  • Stayed: Dec 2014