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Key West Ski Vacation Rentals(41)

41 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
(45)
$9,950 - $14,950
per month
28 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
28 night min stay
(4)
$3,500 - $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)
  • 3 BR,
  • 3 BA,
  • Sleeps 8
28 night min stay
$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
  • 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
  • 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
(26)
  • 4 BR,
  • 4 BA,
  • Sleeps 8
7 night min stay
1 Review
  • 2 BR,
  • 2 BA,
  • Sleeps 4
3 night min stay
$95 - $200
per night
3 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
3 night min stay
(15)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
2 Reviews
  • 1 BR,
  • 1 BA,
  • Sleeps 4
$450
per night
2 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 8
2 night min stay
$2,550 - $2,850
per month
30 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
30 night min stay
  • 9 BR,
  • 6 BA,
  • 2 HF BA,
  • Sleeps 22
  • 2 BR,
  • 2 BA,
  • Sleeps 6
30 night min stay
1 Review
  • 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)
$325 - $450
per night
2 - 3 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 5
2 - 3 night min stay
(7)
$9,000 - $12,000
per month
30 night min stay
  • 3 BR,
  • 4 BA,
  • Sleeps 10
30 night min stay
(17)
$200 - $300
per night
2 - 7 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
2 - 7 night min stay
(7)
$214 - $357
per night
5 - 7 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
5 - 7 night min stay
(5)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night min stay
(7)
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Recent Key West Reviews

Island Escape Condo - Truman Annex

5 of 5
This was our 5th time at Island Escape and once again we have enjoyed the amenities and the comfort of the unit and the beauty of Key West. Our stay was three months and we have booked again for next year because we enjoy the unit so much. It fits our needs perfectly and Jean and Lowell continue to upgrade and improve the unit year after year. The unit is clean, comfortable and completely outfitted for our stay and fits our requirements perfectly. Over the years when something comes up such as a minor maintenance item, it is handled swiftly and efficiently and never any problems.
  • Submitted: Apr 7, 2015
  • Stayed: Jan 2015

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

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