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Key West Long Term Vacation Rentals(158)

158 Results
$1,300 - $1,950
per week
7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
7 night minimum stay
(30)
  • 2 BR,
  • 1 BA,
  • Sleeps 4
7 night minimum stay
(68)
$5,000 - $7,500
per month
28 - 30 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
28 - 30 night minimum stay
(23)
$1,300 - $2,400
per week
7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
7 night minimum stay
(46)
  • 2 BR,
  • 1 BA,
  • Sleeps 4
7 night minimum stay
(33)
$1,600 - $3,500
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
7 night minimum stay
(5)
  • 2 BR,
  • 1 BA,
  • Sleeps 6
7 night minimum stay
(12)
$200 - $425
per night
7 - 8 night minimum stay
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 5
7 - 8 night minimum stay
(11)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
3 night minimum stay
(6)
  • 3 BR,
  • 3 BA,
  • Sleeps 7
3 - 7 night minimum stay
(18)
  • 2 BR,
  • 1 BA,
  • Sleeps 6
3 - 7 night minimum stay
(28)
$298 - $418
per night
3 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
3 night minimum stay
(20)
$250 - $375
per night
3 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
3 night minimum stay
(4)
$2,800 - $3,500
per week
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
(6)
$275 - $375
per night
3 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
3 night minimum stay
(8)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
27 night minimum stay
(4)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
27 night minimum stay
(4)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
2 night minimum stay
(33)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
27 night minimum stay
2 Reviews
$1,750 - $2,751
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 5
7 night minimum stay
(25)
$285 - $350
per night
1 - 4 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
1 - 4 night minimum stay
(11)
$250 - $500
per night
3 - 5 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
3 - 5 night minimum stay
(43)
$1,800 - $2,700
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
7 night minimum stay
(11)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
(51)
$4,400 - $4,900
per week
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • 2 HF BA,
  • Sleeps 5
7 night minimum stay
(6)
$3,300 - $6,000
per week
7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
7 night minimum stay
(3)
$1,750 - $2,275
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
7 night minimum stay
(9)
$1,400 - $3,300
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
7 night minimum stay
(5)
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 10
28 night minimum stay
(9)
$3,500 - $5,800
per month
28 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
28 night minimum stay
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Recent Key West Reviews

Stay here!

5 of 5
Paradise! Two balconies, tastefully furnished, two bikes, new bathroom, great kitchen and bedrooms set in tony Truman Annex. What's not to love? The thing that sets this rental apart from all others is Susan. She wants people to love Key West as much as she does. She's a hands-on owner who is only a phone call away. Don't think twice about renting Susan's Sunset and Ocean Condo. It's wonderful.
  • Submitted: Dec 13, 2014
  • Stayed: Dec 2014

Pleasantly Suprised and Satisfied

5 of 5
This was my first time renting from this site. I rented the house for my 50 birthday. The location was great. Publix was close by, Duval Street was about a 10 minute drive. Local Italian restaurant was good (forgot the name). The owner was really good about communication. Whenever I had a question, I emailed him and received a quickly reply (same day even within an hour or so). The house and rooms were really accommodating and had everything we needed. Plenty of extra sheets, bath towels annd beach towels. The pool was a great size. The patio and barbeque grill was very convenient. We ran out of gas for the grill and originally I thought oh oh, but sure enough there was a spare. I would definitely rent this home again! Thank you very much for making my special birthday weekend memorable. :)
  • Submitted: Dec 8, 2014
  • Stayed: Oct 2014

Another Amazing Vacation Susan!

5 of 5
Thank you for another amazing vacation. We just love your condos and hospitality. We would highly recommend any of Susan's condos. The surroundings are so relaxing and peaceful, along with a wonderfully stocked condo. This condo is within walking distance of everything. Susan's suggestions on dining and fun things to do are wonderful. You must have the blueberry pancakes at Billy's Blue Heaven, they are the best ever. Thanks again, we hope to see you again soon!
  • Submitted: Dec 2, 2014
  • Stayed: Nov 2014