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Key West Vacation Rentals(388)

388 Results
$350 - $484
per night
3 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night minimum stay
(87)
$1,300 - $1,950
per week
7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
7 night minimum stay
(30)
  • 2 BR,
  • 1 BA,
  • Sleeps 4
7 night minimum stay
(67)
$5,000 - $7,500
per month
28 - 30 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
28 - 30 night minimum stay
(23)
$1,300 - $2,400
per week
7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
7 night minimum stay
(46)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
7 night minimum stay
(42)
$185 - $270
per night
3 - 5 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 - 5 night minimum stay
(26)
$1,400 - $3,500
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
7 night minimum stay
(5)
$200 - $425
per night
7 - 8 night minimum stay
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 5
7 - 8 night minimum stay
(11)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
3 - 5 night minimum stay
(17)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
3 night minimum stay
(26)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
28 night minimum stay
(7)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
3 night minimum stay
(6)
$295 - $560
per night
3 - 5 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 5 night minimum stay
(25)
  • 2 BR,
  • 1 BA,
  • Sleeps 4
7 night minimum stay
(32)
$300 - $462
per night
3 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
3 night minimum stay
(22)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 - 3 night minimum stay
(10)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
3 night minimum stay
(10)
$775 - $895
per night
3 - 4 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 10
3 - 4 night minimum stay
(15)
$550 - $725
per night
3 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 8
3 - 7 night minimum stay
(6)
$235 - $299
per night
3 - 4 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
3 - 4 night minimum stay
(3)
$275 - $375
per night
3 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
3 night minimum stay
(8)
$2,800 - $3,500
per week
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
(4)
$250 - $375
per night
3 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
3 night minimum stay
(3)
$288 - $418
per night
3 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
3 night minimum stay
(18)
$127 - $173
per night
27 - 28 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
27 - 28 night minimum stay
(7)
$440
per night
2 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
2 night minimum stay
(32)
$285 - $350
per night
1 - 4 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
1 - 4 night minimum stay
(11)
$219 - $499
per night
2 - 3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 8
2 - 3 night minimum stay
2 Reviews
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Recent Key West Reviews

Wonderful stay!

5 of 5
This was our sixth time visiting Key West, fifth time staying in a Shipyard Condo and first time renting from Jean. The location of the condo's can't be beat. They are just far enough from the hustle and bustle that peace and quiet can be had when you want it, yet close enough to the action that you don't feel left out. Renting from Jean was a great experience. She was so flexible and easy to work with. The property itself was completely as advertised. It had everything we needed and was quiet and comfortable. We'll be back!
  • Submitted: Nov 24, 2014
  • Stayed: Nov 2014

nice place to stay

5 of 5
This Is a great little house to stay in with plenty of room for two. House is well stocked and Steve is very responsive. Only downside to this location is it is a bit out of the way from duval and most attractions but this may be a good thing lol. All the pros outweighed the one con.. we had a great stay and loved key west
  • Submitted: Nov 23, 2014
  • Stayed: Nov 2014

Crown Jewel, indeed!

5 of 5
We were two couples, visiting Key West for the first time and thoroughly enjoyed our visit, due in large part, to our stay in this fabulous condo. The photos are accurate, but do not do this place justice. The decor, attention to detail, the layout and location were ideal. We found the unit impeccably clean and well-stocked, particularly the kitchen. The view from the terrace was wonderful, overlooking the large pool and the ocean. The bedrooms were both a good size with comfortable beds and quality linens. The master bath was exceptional, with a huge tiled shower. We had breakfast each morning on the terrace, as well as cocktails with the late afternoon sun. Smathers Beach is a short walk from the complex. We had spectacular weather-- sunny and high 70's each day. While the complex is not quite in the midst of the bars, restaurants, shopping, tourist attractions, we were able to walk the approximately 2 miles. A taxi would be about $18 each way for 4 people. We appreciated the fact that this location afforded a more peaceful setting and a welcome break from all the activity of Duval St. The owners, Leslie and Bruce, were very accessible by phone/email and accommodating. They clearly take pride in their home and we thank them for our wonderful experience. We will not hesitate to recommend their beautiful condo!
  • Submitted: Nov 17, 2014
  • Stayed: Nov 2014