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Key West Vacation Rentals(360)

360 Results
3 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
(80)
7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
(28)
7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
(65)
7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
(45)
7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
(31)
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 5
(23)
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
(40)
3 - 5 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
(23)
30 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
(23)
3 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
(24)
3 - 5 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
(12)
3 - 6 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
(17)
2 - 5 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
(17)
3 - 5 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
(39)
3 - 4 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 10
(15)
3 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
(13)
7 - 8 night minimum stay
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 5
(8)
30 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 7
(8)
3 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
(8)
28 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
(7)
2 - 3 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
(7)
3 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
(6)
3 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
(5)
$245 - $319
per night
2 - 4 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
(10)
$1,600 - $2,200
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
(5)
3 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 8
(6)
3 - 4 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
(3)
1 - 4 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
(27)
6 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
(14)
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Recent Key West Reviews

Walk to Mallory Square Sunsets!

5 of 5
We thoroughly enjoyed our stay in KW! the townhouse was decorated beautifully and had everything we needed. Colorful towels, dishes and glasses the fit in with the tropical feel. It is located in Truman Annex very close to the entrance to Fort Zach Beach. We walked in the morning the two blocks to Blue Heaven for breakfast. And in the evening the short distance to The Green Parrot for drinks and music. We would definetly stay here again. Owner always replyed back immediately to any questions.
  • Submitted: Aug 25, 2014
  • Stayed: Aug 2014

Wow! Best place and location in Key West!

5 of 5
We stayed in Truman Annex for the first time and found the former Navy site to be the best location in Key West. As a frequent visitor to Key West, we no longer will consider hotels, B&Bs and remote condos. Flip Flop Retreat is walking distance to everything we wanted in KW: Beaches, Duvall Street restaurants and entertainment, Mallory Square, historic sites, and water activities. If that wasn't enough- the parking spot was steps away, the pool was at the back gate, and the first floor powder room was convenient for guests. Flip Flop was clean as can be, thoughtfully decorated, and had all the entertainment we could need. We will return!
  • Submitted: Aug 24, 2014
  • Stayed: Aug 2014

Excellent Property

5 of 5
We stayed here for a long weekend and had a great time. The condo was great. Everything was ready for us, it was clean and all towels and linens were in place. The outdoor area is very nice and the condo has plenty of space. The location was fantastic, we were able to walk to everything and there were lots of great restaurants in the area. The owner was great to work with and very reponsive from booking through check-out. I would highly recommend this condo to anyone looking for a nice place to stay in the heart of Key West.
  • Submitted: Aug 7, 2014
  • Stayed: Jul 2014