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Sugarloaf Key Vacation Rentals with air conditioning(25)

25 Results
  • 4 BR,
  • 4 BA,
  • Sleeps 8
28 night min stay
(5)
$6,800
per month
30 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
30 night min stay
(10)
$12,000
per month
28 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 10
28 night min stay
1 Review
$7,500 - $9,000
per month
28 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
28 night min stay
2 Reviews
  • 3 BR,
  • 2 BA,
  • Sleeps 8
7 night min stay
(6)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
28 night min stay
1 Review
  • 2 BR,
  • 2 BA,
  • 2 HF BA,
  • Sleeps 6
(10)
$193 - $350
per night
20 - 28 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
20 - 28 night min stay
(42)
  • 5 BR,
  • 2 BA,
  • 2 HF BA,
  • Sleeps 10
1 Review
  • 2 BR,
  • 2 BA,
  • Sleeps 8
(10)
$2,175
per week
7 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
7 night min stay
1 Review
  • 3 BR,
  • 3 BA,
  • Sleeps 10
(29)
$3,100 - $3,600
per month
28 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 10
28 night min stay
(7)
$5,000 - $7,000
per month
28 - 30 night min stay
  • 5 BR,
  • 3 BA,
  • Sleeps 12
28 - 30 night min stay
2 Reviews
$1,800
per week
7 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
7 night min stay
(5)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
7 night min stay
1 Review
$9,500
per month
28 night min stay
  • 5 BR,
  • 3 BA,
  • Sleeps 10
28 night min stay
$7,500 - $8,000
per month
28 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
28 night min stay
$2,500 - $4,500
per month
28 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
28 night min stay
1 Review
  • 3 BR,
  • 2 BA,
  • Sleeps 8
30 night min stay
(4)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
$1,540
per week
21 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
21 night min stay
(5)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 6
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 12
(10)
  • 4 BR,
  • Sleeps 10
(4)
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Recent Sugarloaf Key Reviews

Great Place to Visit!

5 of 5
Just a note to recap our second visit to Casa Lorraine. LOVE IT! My family has enjoyed staying here for a return visit. It is like we never left. We enjoyed the peaceful setting, fishing off the step down deck which puts you close to the water and also the pool/hot tub. We also used the Kayaks which come with the house. We rented stand up paddle boards which my family enjoyed in the large bay behind the house. The grounds are meticulously maintained and the interior of the house is always spotless when we arrive. My children and grandchildren love it there and for me that is what it is all about. Thank you for letting us share you slice of Paradise! V PS. looking forward to next year!
  • Submitted: Mar 5, 2014
  • Stayed: Aug 2013

Unbelievable place

5 of 5
This place has it all. Myself and 7 other guys came down to golf, fish, and hit up the night life. We were looking for a place that was off the beaten path yet accessible to Key West. This place was perfect. Spacious, clean and well appointed. Best deal in the area by far! The owner Leah was also very pleasant and accommodating.
  • Submitted: Dec 20, 2012
  • Stayed: Dec 2012

Fabulous vacation home in the Keys

5 of 5
We truly enjoyed this beautiful, clean home, located right on the bay on Sugraloaf Key. Ideal for swimmers, kayakers, canoers, snorkelers and sightseers. Close to Key West and all the amenities. The house is beautifully maintained, very private and well appointed with dishes,linens, beach towels, a full barbecue, all the appliances, a heated pool, patio furniture, a boat launch: in other words, everything you need for a great family vacation. I would strongly recommend this house!
  • Submitted: Jan 8, 2008
  • Stayed: Dec 2007