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Key West Long Term Vacation Rentals(161)

161 Results
  • 2 BR,
  • 2 BA,
  • Sleeps 6
6 night min stay
(58)
  • 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,
  • 1 BA,
  • Sleeps 4
7 night min stay
(34)
$1,750 - $2,751
per week
7 night min stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 5
7 night min stay
(28)
$250 - $400
per night
3 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
3 night min stay
(14)
  • 3 BR,
  • 3 BA,
  • Sleeps 7
3 - 6 night min stay
(21)
  • 2 BR,
  • 1 BA,
  • Sleeps 6
7 night min stay
(14)
$1,600 - $3,500
per week
7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
7 night min stay
(5)
$200 - $425
per night
7 - 8 night min stay
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 5
7 - 8 night min stay
(12)
$5,000 - $7,500
per month
28 - 30 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
28 - 30 night min stay
(24)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
3 night min stay
(8)
  • 2 BR,
  • 1 BA,
  • Sleeps 6
3 - 6 night min stay
(28)
  • 3 BR,
  • 3 BA,
  • Sleeps 8
27 night min stay
(12)
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 10
28 night min stay
(10)
  • 4 BR,
  • 5 BA,
  • Sleeps 10
28 night min stay
(5)
$250 - $400
per night
3 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
3 night min stay
(8)
  • 3 BR,
  • 2 BA,
  • Sleeps 7
27 night min stay
(6)
$2,800 - $3,500
per week
7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 night min stay
(8)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
27 night min stay
(6)
$250 - $400
per night
3 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
3 night min stay
(9)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
27 night min stay
(4)
$298 - $600
per night
3 - 6 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
3 - 6 night min stay
(23)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
27 night min stay
2 Reviews
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 3 night min stay
(34)
$210 - $395
per night
1 - 4 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
1 - 4 night min stay
(14)
$2,900 - $8,500
per month
28 - 31 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
28 - 31 night min stay
2 Reviews
$2,600 - $4,400
per month
28 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 3
28 night min stay
1 Review
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Recent Key West Reviews

Amazing Stay!

5 of 5
This was a great place to stay, the condo was very clean and everything worked just fine. We were impressed by the property and the view of the pool and property from the balcony. I would highly recommend this place to anyone who is traveling to key west!
  • Submitted: Apr 14, 2015
  • Stayed: Apr 2015

Thank You Susan - Went beyond the call of duty

5 of 5
This was our first vacation to Key West and renting from VRBO, could not have been a better experience. We loved the Condo, the location and the amenities. All pictures are accurate, no photo shop here. No car needed used the bikes, or walked everywhere. We felt so welcome by the owner Susan. She stopped over to make sure the condo was clean and ready for our arrival. Since we were arriving at different times she made sure to meet all of us. When the washer stalled out she immediately called for repair, and washed our clothes at her place and delivered them back to us. Wow who would do that!!!! We loved the entire trip and would rent this condo again. The Karma box came in handy and we deposited item for others as well. The kitchen was well equipped and had everything we needed. TV was important and had all the March Madness games available - but so did the local bars. Internet connect was fast and available, never went down. Plenty of towels for the beach and bathing. Always had hot water and a cool relaxing environment - air conditioned. Art work in the home was fun and made the home feel even more tropical. Close to Duval street but still a quiet environment. No problem sleeping at night, as the beds were comfortable. Would strongly encourage Danger Charter for the Sunset Cruise with snorkeling, kayaking, and wine tasting - so much fun and great staff. On Sunday the Westin Hotel has the most wonderful Sunday brunch, you won't have to eat the rest of the day. Without hesitation I would rent this condo again. We will be back - Thank you
  • Submitted: Apr 11, 2015
  • Stayed: Mar 2015

Very comfortable, everything's accessible.

4 of 5
When we arrived, we were pleased to find everything we would need to spend that first night in comfort. The busy part of Old Town is just a block away, but inside Truman Annex it's quiet. People are friendly and it feels like your own town. The pool is less than a 5-minute walk, the parking is right there, it's all on one level, and the deck is wonderful in the morning for coffee/breakfast and at night for cocktails before dinner. The kitchen has a dishwasher and full size range and fridge. There were four of us, but we never felt crowded. The furnishings are comfortable and there's plenty of closet space. The bathtub is worn, but everything else is up-to-date and all was very clean. Cindy was very responsive and communicating by e-mail makes it all easy. They also left information for us on all sorts of activities. Hemingway's house, the Truman Little White House, and a wonderful Butterfly/songbird habitat are all things we walked to. We also went snorkeling one day and enjoyed a couple of restaurants outside of Old Town, some shopping for sandals--and of course we walked up to Duval St. for one night of bar-hopping. The bar patrons were friendly and fun and multi-generational and enjoying life in Key West.
  • Submitted: Apr 11, 2015
  • Stayed: Apr 2015