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Key West Vacation Rentals(393)

393 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)
$350 - $484
per night
3 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night minimum stay
(87)
$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)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
7 night minimum stay
(43)
$1,600 - $3,500
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
7 night minimum stay
(5)
$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 6
3 night minimum stay
(26)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
28 night minimum stay
(7)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
3 night minimum stay
(6)
$295 - $600
per night
3 - 5 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 5 night minimum stay
(27)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
3 night minimum stay
(11)
$300 - $462
per night
3 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
3 night minimum stay
(24)
$645 - $725
per night
3 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 8
3 - 7 night minimum stay
(6)
$775 - $895
per night
3 - 4 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 10
3 - 4 night minimum stay
(15)
$259 - $299
per night
3 - 4 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
3 - 4 night minimum stay
(3)
$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)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
2 night minimum stay
(33)
$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)
$4,190 - $7,400
per month
28 - 30 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 7
28 - 30 night minimum stay
(8)
$219 - $499
per night
2 - 3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 8
2 - 3 night minimum stay
2 Reviews
$2,400 - $4,400
per month
28 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 3
28 night minimum stay
1 Review
$295 - $514
per night
4 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
4 - 7 night minimum stay
(58)
$250 - $285
per night
3 night minimum stay
  • Studio,
  • 2 BA,
  • Sleeps 6
3 night minimum stay
(3)
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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

Lovely vacation condo on the ocean

5 of 5
This condo is just what we were looking for. Quiet, private, secure with all the amenities of our home. The salt water pool was amazing with plenty of chairs. We were way, way too busy in the pool to make it to the awesome looking hot tub. If u like to walk, like we do, u could walk downtown to all the action from your condo. There is a huge balcony off of the 2 bedrooms and living room, which was a great location to read, chill, watch the early part of the sunset, or maybe a little snooze. Txs for an awesome stay. We will be back. Lyle & Marsha Ontario, Canada
  • Submitted: Dec 3, 2014
  • Stayed: Nov 2014