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Key West Downtown Vacation Rentals(305)

305 Results
$1,750 - $2,751
per week
7 night min stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 5
7 night min stay
(27)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
2 - 3 night min stay
(34)
  • 2 BR,
  • 1 BA,
  • Sleeps 6
7 night min stay
(13)
$210 - $395
per night
1 - 4 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
1 - 4 night min stay
(12)
  • 4 BR,
  • 3 BA,
  • 2 HF BA,
  • Sleeps 10
28 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
6 night min stay
(57)
$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
(34)
  • 2 BR,
  • 3 BA,
  • Sleeps 6
3 - 6 night min stay
(72)
  • 2 BR,
  • 1 BA,
  • Sleeps 4
7 night min stay
(33)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
6 night min stay
(30)
  • 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)
$1,600 - $3,500
per week
7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
7 night min stay
(5)
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
6 night min stay
(27)
  • 3 BR,
  • 3 BA,
  • Sleeps 8
7 night min stay
(25)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
4 - 6 night min stay
(15)
  • 3 BR,
  • 2 BA,
  • Sleeps 7
28 - 30 night min stay
(13)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
4 - 6 night min stay
(13)
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 12
3 - 6 night min stay
(36)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
3 - 5 night min stay
(25)
  • 7 BR,
  • 7 BA,
  • Sleeps 16
4 - 6 night min stay
(22)
  • 2 BR,
  • 1 BA,
  • Sleeps 6
3 - 6 night min stay
(28)
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
27 night min stay
(7)
  • 5 BR,
  • 4 BA,
  • Sleeps 14
3 - 6 night min stay
(63)
  • 4 BR,
  • 3 BA,
  • Sleeps 10
28 night min stay
(17)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
7 night min stay
(49)
  • 3 BR,
  • 3 BA,
  • Sleeps 8
27 night min stay
(12)
  • 3 BR,
  • 3 BA,
  • Sleeps 8
6 night min stay
(9)
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 10
28 night min stay
(10)
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Recent Key West Reviews

SIx Days Was Not Nearly Enough

5 of 5
We could not have had a better experience on our first visit to Key West. Brisa Fresca is a beautiful and comfortable house, in a quiet neighborhood, close to everything. It was impeccably maintained, perfectly clean, and well-supplied. The kitchen is sufficiently outfitted for even the most expert cook (although we couldn't resist the restaurants and ate out every night.) The pool and deck area are so spectacular that you could easily spend all your time there. Our house manager, Shel, met us at the house and not only showed us around the house, but also gave us a detailed introduction to Key West, its restaurants, and many activities. Thanks to him, we didn't need to waste any time of our short visit just getting our bearings. It was also reassuring as first timers in Key West to know that if anything had gone wrong with the house or us, Shel was only a phone call away 24/7. We also made use of the concierge service to book restaurant reservations and a awaking/snorkeling tour and to rent bicycles, which was a wonderful timesaver.
  • Submitted: Mar 28, 2015
  • Stayed: Mar 2015

Great Spring Break

5 of 5
We had a great stay at Villa Bahama for Spring Break. Caryn from Last Key Realty was incredibly helpful and responsive both leading up to our trip and while we were there for our vacation. The property was decorated nicely and in walking distance to the historic, downtown area of Key West. The car stayed parked for the majority of our trip.
  • Submitted: Mar 26, 2015
  • Stayed: Mar 2015

A WEEK IN PARADISE

5 of 5
My wife and I and another couple visited Key West for the first time in March. We hit the jackpot by staying at Flip Flop Retreat. It was everything we expected and more. The location was key for all the activities we had planned to do. Ward was very courteous and helpful from day one. This will definitely be our home away from home next time we travel to the Keys. I highly recommend this condo for a great relaxing vacation.
  • Submitted: Mar 25, 2015
  • Stayed: Mar 2015