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Key West Vacation Rentals(630)

630 Results
  • 3 BR,
  • 2 BA,
  • Sleeps 8
7 night min stay
(48)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
6 night min stay
(60)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
6 night min stay
(36)
  • 5 BR,
  • 4 BA,
  • Sleeps 14
4 - 6 night min stay
(67)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
6 night min stay
(50)
  • 2 BR,
  • 3 BA,
  • Sleeps 6
3 - 6 night min stay
(80)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
4 - 6 night min stay
(73)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
6 night min stay
(21)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
6 night min stay
(31)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night min stay
(43)
  • 1 BR,
  • 1 BA,
  • Sleeps 2
3 - 5 night min stay
(43)
  • 5 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
6 - 8 night min stay
(31)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
6 night min stay
(22)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
6 night min stay
(28)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 - 5 night min stay
(39)
  • 3 BR,
  • 3 BA,
  • Sleeps 7
3 - 6 night min stay
(22)
  • 2 BR,
  • 1 BA,
  • Sleeps 6
7 night min stay
(15)
  • 3 BR,
  • 3 BA,
  • Sleeps 6
27 night min stay
(14)
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
6 night min stay
(28)
  • 3 BR,
  • 3 BA,
  • Sleeps 8
6 night min stay
(28)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
4 - 6 night min stay
(16)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
4 - 6 night min stay
(13)
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 12
4 - 6 night min stay
(40)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
3 - 5 night min stay
(28)
  • 7 BR,
  • 7 BA,
  • Sleeps 16
4 - 6 night min stay
(22)
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 12
4 - 6 night min stay
(45)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
1 - 7 night min stay
(37)
  • Studio,
  • 1 BA,
  • Sleeps 2
1 - 7 night min stay
(29)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
1 - 7 night min stay
(53)
  • 4 BR,
  • 4 BA,
  • Sleeps 10
1 - 7 night min stay
(32)
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Recent Key West Reviews

Perfect stay for a girls get away!

5 of 5
For my 40th birthday celebration I stayed at this gem of a house with some girl friends. I was perfect and worth the splurge of the pool. The house is close walking to Duval and shopping. There is a beautiful cemetary that is across the street which lends to a quiet area and didn't make the location feel cramped or crowded. It was easy to find parking too. We were able to ride bikes all around the island easily. The house was clean and has three big, updated full bathrooms and the beds were comfy. It felt like coming home at the end of each day and it was so nice we even spent a day just relaxing in the patio/pool area. I couldn't have asked for a better place. The grocery store is a few minutes drive away. We ate an amazing meal at Seven Fish which is just a few blocks away. We walked to Sarabeths for breakfast/brunch- delish! We biked to El Siboney and shared delicious Cuban food. Don't forget to try Cuban coffee! I am still dreaming of it. The trip was perfect. I can wait to come back.
  • Submitted: May 21, 2015
  • Stayed: Apr 2015

Awesome!

5 of 5
We stayed here for a birthday celebration. What a great time we had! The accommodations were terrific! Our group consisted of four couples. We loved the house. It was perfect for our trip. The area is quiet and peaceful. The house is very well maintained, and clean. It's a short walk or bike ride to Duval Street. Our host was Shel. He was very accomadating and a pleasure to work with. We will definitely come back!
  • Submitted: May 21, 2015
  • Stayed: Apr 2015

Beautiful!

5 of 5
We rented the Annex as a second house for our visit. We also had the Commander's Sanctuary but needed additional space to accommodate all our family. This was a great 2nd location, directly across from the Sanctuary. We filled up every bed, but there was plenty of room for everyone throughout the house. The house was clean and updated and had all the amenities we needed. Shel, from the real estate office, was there to greet us and instantly made us feel welcome and comfortable, like friends, not just tenants. We were close enough to town, but far enough away to have a sense of privacy. I highly recommend both Shel and the Captain's Annex if you're looking for a fun, relaxing stay in Key West!
  • Submitted: May 20, 2015
  • Stayed: May 2015