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Key West Vacation Rentals with air conditioning(955)

955 Results
  • 3 BR,
  • 2 BA,
  • Sleeps 8
7 night min stay
(47)
$350 - $484
per night
3 - 7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night min stay
(95)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
6 night min stay
(58)
  • 3 BR,
  • 2 BA,
  • Sleeps 7
5 night min stay
(37)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night min stay
(41)
  • 2 BR,
  • 1 BA,
  • Sleeps 4
7 night min stay
(68)
$1,400 - $2,700
per week
7 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
7 night min stay
(51)
$1,300 - $1,950
per week
7 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
7 night min stay
(32)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
6 night min stay
(35)
  • 5 BR,
  • 4 BA,
  • Sleeps 14
3 - 6 night min stay
(64)
  • 2 BR,
  • 3 BA,
  • Sleeps 6
3 - 6 night min stay
(75)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
7 night min stay
(50)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
3 - 6 night min stay
(71)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
6 night min stay
(20)
  • 2 BR,
  • 1 BA,
  • Sleeps 4
7 night min stay
(34)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
6 night min stay
(31)
$1,750 - $2,751
per week
7 night min stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 5
7 night min stay
(28)
  • 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,
  • 2 BA,
  • Sleeps 4
7 night min stay
(50)
  • 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)
$250 - $400
per night
3 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
3 night min stay
(14)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 - 5 night min stay
(39)
  • 3 BR,
  • 3 BA,
  • Sleeps 7
3 - 6 night min stay
(21)
  • 2 BR,
  • 1 BA,
  • Sleeps 6
7 night min stay
(14)
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
6 night min stay
(27)
$200 - $425
per night
7 - 8 night min stay
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 5
7 - 8 night min stay
(12)
$1,600 - $3,500
per week
7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
7 night min stay
(5)
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Recent Key West Reviews

Wonderful Place to Get Away

5 of 5
We have rented multiple homes through VRBO and Heron's Roost was the best yet. The home and grounds are meticulous. We choose this property for its location in the lower keys. It was great to have a quiet home base yet be so close to Key West and outstanding natural attractions. The owner shares her "best" of list and it was spot on for restaurants, water activities and grocery stores. We are family that loves to eat out but also cook. The kitchen is well-stocked with everything one needs. The BBQ served us well as we cooked fresh local fish several nights. The pool was well maintained and the perfect place to cool off. One of the biggest surprises were the comfortable beds in each of the rooms. No tossing, no turning and no achy back in the a.m. Outstanding. I personally haven't slept better in quite some time. Would most definitely recommend this property and will rent from Linda again if we find our way back to the Keys!
  • Submitted: Apr 22, 2015
  • Stayed: Apr 2015

Jewel

5 of 5
We had a wonderful time. The condo was a gem.
  • Submitted: Apr 20, 2015
  • Stayed: Mar 2015

Very Nice!

5 of 5
The Townhouse was spacious, clean and had all the comforts of home. One of the resort staff recommended Hurricane Hole which is right around the corner and had great food. I would recommend this property to my family and friends and will definitely stay there again. Alana New Hampshire Alana New Hampshire
  • Submitted: Apr 20, 2015
  • Stayed: Apr 2015