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Key West Ski Vacation Rentals(32)

32 Results
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
(17)
$250 - $500
per night
3 - 5 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
3 - 5 night minimum stay
(42)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
28 night minimum stay
(6)
$7,500 - $9,600
per month
28 night minimum stay
  • Studio,
  • Sleeps 6
28 night minimum stay
(5)
$5,950 - $8,500
per month
28 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
28 night minimum stay
  • 4 BR,
  • 5 BA,
  • Sleeps 8
7 night minimum stay
  • 4 BR,
  • 4 BA,
  • Sleeps 8
3 night minimum stay
1 Review
$275
per night
3 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
3 night minimum stay
$365 - $480
per night
3 - 5 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 5 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
3 night minimum stay
(32)
$1,300 - $1,850
per week
7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
7 night minimum stay
(22)
  • 4 BR,
  • 4 BA,
  • Sleeps 8
3 - 7 night minimum stay
1 Review
$170 - $240
per night
3 - 5 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 - 5 night minimum stay
(15)
$95 - $200
per night
3 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
3 night minimum stay
(7)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
2 Reviews
  • 1 BR,
  • 1 BA,
  • Sleeps 2
28 night minimum stay
$8,000 - $9,500
per month
30 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
30 night minimum stay
1 Review
14 more choices from the HomeAway Network
$8,500 - $12,000
per month
30 night minimum stay
  • 3 BR,
  • 4 BA,
  • Sleeps 10
30 night minimum stay
(16)
  • 3 BR,
  • 4 BA,
  • Sleeps 7
28 night minimum stay
(3)
$300 - $400
per night
2 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 5
2 night minimum stay
(5)
$200 - $350
per night
2 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
2 night minimum stay
(7)
$179 - $395
per night
3 - 5 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 - 5 night minimum stay
1 Review
$250 - $300
per night
5 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
5 night minimum stay
(4)
$179 - $395
per night
3 - 5 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 - 5 night minimum stay
1 Review
$179 - $300
per night
3 - 5 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 - 5 night minimum stay
$179 - $395
per night
3 - 5 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 - 5 night minimum stay
$225 - $350
per night
2 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 night minimum stay
1 Review
$209 - $379
per night
3 - 5 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 5 night minimum stay
2 Reviews
$2,700 - $3,900
per month
30 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
30 night minimum stay
1 Review
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Recent Key West Reviews

Amazing

5 of 5
This is such an amazing property. The sunrises off the balcony are absolutely beautiful. It has everything you need and not very far from where you need to go. This is a great place to get away from it all and just unwind
  • Submitted: Oct 18, 2014
  • Stayed: Sep 2014

Back Again

5 of 5
We returned to the Red Grouper to see how we like Key West in August. It was even better than March. We made use of the kayak each day to cool off. We were even able to kayak over to Hogfish. The breeze on the upper deck made for beautiful sunset watching, and we walked down to the corner for our morning coffee. The upgrades to the marina are amazing! We already made our reservation for spring break. Thanks for sharing your fabulous boatel with us.
  • Submitted: Aug 7, 2014
  • Stayed: Aug 2014

Wonderful house and location!

5 of 5
My mom, brother, boyfriend, and I met up from 3 states to enjoy the Xmas holiday at this house. The house offered everything we could have wanted: clean, spacious for the 4 of us with all the amenities of home, but with palm trees and a gorgeous canal out back as well as a hammock and grilling capabilities. The house was a perfect location - close to the Key West offerings but far enough away to be a peaceful retreat. The kitchen invited cooking, and we enjoyed the counter seating in addition to the dining room table. Great open layout. Very helpful to have a washer-dryer. There is a staircase to access the main level, which might be a factor for someone with mobility concerns. I woke up on the last morning to an amazing sunrise - made it even harder to leave. The owner was responsive and excellent at communication. I highly recommend this rental. In fact, we'd love to find a way to return!!
  • Submitted: Jul 19, 2014
  • Stayed: Dec 2013