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Key West Vacation Rentals(505)

505 Results
$350 - $484
per night
3 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night minimum stay
(91)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
6 night minimum stay
(57)
  • 3 BR,
  • 2 BA,
  • Sleeps 7
5 night minimum stay
(37)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
(40)
  • 2 BR,
  • 1 BA,
  • Sleeps 4
7 night minimum stay
(68)
$1,400 - $2,700
per week
7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
7 night minimum stay
(50)
$1,300 - $1,950
per week
7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
7 night minimum stay
(32)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
6 night minimum stay
(33)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
3 - 6 night minimum stay
(71)
  • 2 BR,
  • 3 BA,
  • Sleeps 6
3 - 6 night minimum stay
(72)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
6 night minimum stay
(20)
  • 2 BR,
  • 1 BA,
  • Sleeps 4
7 night minimum stay
(33)
$2,050 - $3,300
per week
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 10
7 night minimum stay
(46)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
6 night minimum stay
(30)
$1,750 - $2,751
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 5
7 night minimum stay
(27)
  • 1 BR,
  • 1 BA,
  • Sleeps 2
3 - 5 night minimum stay
(40)
$250 - $400
per night
3 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
3 night minimum stay
(14)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
7 night minimum stay
(48)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
6 night minimum stay
(22)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
2 - 3 night minimum stay
(34)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
6 night minimum stay
(28)
$185 - $325
per night
3 - 5 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 - 5 night minimum stay
(34)
  • 3 BR,
  • 3 BA,
  • Sleeps 7
3 - 6 night minimum stay
(21)
  • 2 BR,
  • 1 BA,
  • Sleeps 6
7 night minimum stay
(13)
$1,600 - $3,500
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
7 night minimum stay
(5)
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
6 night minimum stay
(27)
$200 - $425
per night
7 - 8 night minimum stay
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 5
7 - 8 night minimum stay
(11)
$6,900 - $10,750
per month
28 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
28 night minimum stay
(9)
  • 3 BR,
  • 3 BA,
  • Sleeps 8
7 night minimum stay
(24)
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Recent Key West Reviews

A WEEK IN PARADISE

5 of 5
My wife and I and another couple visited Key West for the first time in March. We hit the jackpot by staying at Flip Flop Retreat. It was everything we expected and more. The location was key for all the activities we had planned to do. Ward was very courteous and helpful from day one. This will definitely be our home away from home next time we travel to the Keys. I highly recommend this condo for a great relaxing vacation.
  • Submitted: Mar 25, 2015
  • Stayed: Mar 2015

Lovely, well-maintained home and pool

5 of 5
The pool is spacious, beautiful and, like the whole home, very clean and well-maintained. Plenty of linens, pillows, and beach towels, and we loved having three full bathrooms. Roostica pizzeria, a diner, and a CVS in easy walking distance from the house, Key West old town a short drive. Lori and the team went above and beyond to make our stay a happy one, all arrangements went very smoothly indeed. Couldn't be more satisfied with the service.
  • Submitted: Mar 23, 2015
  • Stayed: Mar 2015

Just what the doctor ordered

5 of 5
Location was EXCELLENT! Tim was very kind and his property was super clean and had everything we needed. I would recommend this property to anyone who visits Key West. We spent time on each beach ( we walked to Duval too) restaurants and corner bars were great, everyone is so friendly!!
  • Submitted: Mar 21, 2015
  • Stayed: Mar 2015