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Key West Pet Friendly Vacation Rentals(381)

381 Results
  • 5 BR,
  • 4 BA,
  • Sleeps 14
3 - 6 night min stay
(64)
  • 2 BR,
  • 3 BA,
  • Sleeps 6
3 - 6 night min stay
(74)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
3 - 6 night min stay
(71)
  • 3 BR,
  • 3 BA,
  • Sleeps 6
27 night min stay
(14)
  • 5 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
7 night min stay
(31)
  • 2 BR,
  • 1 BA,
  • Sleeps 6
7 night min stay
(14)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
4 - 6 night min stay
(15)
$5,000 - $7,500
per month
28 - 30 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
28 - 30 night min stay
(24)
  • 3 BR,
  • 2 BA,
  • Sleeps 7
28 - 30 night min stay
(13)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
4 - 6 night min stay
(13)
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 12
3 - 6 night min stay
(36)
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 12
3 - 6 night min stay
(42)
  • 7 BR,
  • 7 BA,
  • Sleeps 16
4 - 6 night min stay
(22)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
1 - 7 night min stay
(25)
  • Studio,
  • 1 BA,
  • Sleeps 2
1 - 7 night min stay
(22)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
1 - 7 night min stay
(42)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
1 - 7 night min stay
(20)
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
1 - 7 night min stay
(19)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
1 - 7 night min stay
(46)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
1 - 7 night min stay
(25)
  • 3 BR,
  • 3 BA,
  • Sleeps 8
1 - 7 night min stay
(17)
  • 1 BR,
  • 2 BA,
  • Sleeps 4
1 - 7 night min stay
(15)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
27 night min stay
(6)
$295 - $560
per night
3 - 5 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 5 night min stay
(36)
  • 2 BR,
  • 1 BA,
  • Sleeps 6
3 - 6 night min stay
(28)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 - 3 night min stay
(16)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
6 night min stay
(7)
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
27 night min stay
(7)
  • 3 BR,
  • 3 BA,
  • Sleeps 8
6 night min stay
(10)
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Recent Key West Reviews

The perfect Key West getaway!

5 of 5
We all had an amazing time in this great house with great character. It is super close to Duval Street and all the fun night-life of Key West, and it is a cool enough place to even just stay there!
  • Submitted: Apr 16, 2015
  • Stayed: Apr 2015

Fantastic House for Family Getaway

4 of 5
This was a memorable first visit to Key West and certainly has us thinking about our next. We arrived at the house to find it exactly as advertised. The private pool was very nice. The place was clean and stocked for the most part. We had several adult couples with our party and one drawback was the presence of only one true master bedroom. The others were nice, but no match. The main reason this review did not receive a fifth star is due to the distance from where we found ourselves spending most of our time during the week. There was a lot of commuting to the action. This of course is not the fault of the house and its amenities. I highly recommend bike rentals to keep in the private garage during your stay. Shel, our guest services coordinator, was very helpful and easy to get in contact with. We look forward to our return to the island.
  • Submitted: Apr 15, 2015
  • Stayed: Mar 2015

Dream Week in Key West

5 of 5
Our extended family stayed for 8 days at this property including 6 adults and two - 2 1/2 year olds! They property worked out perfectly for us and the property management staff were extremely helpful. Shel met us upon arrival, walked us through the house and made wonderful recommendations for restaurants - many of which we took him up on! We had thought we could manage by walking to the Duval St area but do yourself a favor and rent bikes. EVERYONE travels on bikes and we used ours multiple times a day (and used the concierge service to rent them). We had a couple flat tires throughout the week and the company was extremely responsive in meeting us to swap out the bikes . Anyone traveling with small children should know that the very large walk-in closet in the master worked perfectly as a small "nursery". We set up 2 portable cribs there. It was quiet and dark - no windows but it did have an AC vent. The pool is small but adequate for cooling off and play with small children. It actually saw more sun than we had originally thought. The only small (very small) annoyance was the noise from the boat yard next door that started fairly early some mornings but it really wasn't a huge problem - especially if you're not around that much during the day time hours. This house is perfect for a large family and/or multiple couples. We would most definitely stay again if we traveled to Key West with a large group.
  • Submitted: Apr 13, 2015
  • Stayed: Apr 2015