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Key West Waterfront Vacation Rentals Vacation Rentals(159)

159 Results
$1,800 - $2,900
per week
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 10
7 night minimum stay
(41)
$350 - $484
per night
3 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night minimum stay
(82)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
(36)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
2 night minimum stay
(32)
$185 - $270
per night
3 - 5 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 - 5 night minimum stay
(24)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
(50)
$250 - $600
per night
3 - 5 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 5 night minimum stay
(18)
$5,000 - $7,500
per month
28 - 30 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
28 - 30 night minimum stay
(23)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 - 3 night minimum stay
(9)
  • 5 BR,
  • 4 BA,
  • Sleeps 14
4 night minimum stay
(49)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
7 night minimum stay
(25)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
7 night minimum stay
(25)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
(18)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
7 night minimum stay
(41)
$775 - $875
per night
3 - 4 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 10
3 - 4 night minimum stay
(15)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
(17)
$395 - $745
per night
3 - 6 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 10
3 - 6 night minimum stay
(21)
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 12
4 night minimum stay
(27)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
28 night minimum stay
(7)
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 12
4 night minimum stay
(26)
  • 3 BR,
  • 3 BA,
  • Sleeps 6
28 night minimum stay
(14)
$550 - $750
per night
3 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 8
3 - 7 night minimum stay
(6)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
28 night minimum stay
(5)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
28 night minimum stay
(5)
$235 - $299
per night
3 - 4 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
3 - 4 night minimum stay
(3)
$2,800 - $3,500
per week
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
2 Reviews
  • 2 BR,
  • 2 BA,
  • Sleeps 4
28 night minimum stay
(4)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
28 night minimum stay
2 Reviews
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night minimum stay
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Recent Key West Reviews

Nearly Perfect!

5 of 5
Upon arrival, my first thought arriving with a group of about 10 guys for a bachelor party was this is far too nice for us! Luckily the whole group was well behaved and, luckily, treated the place (on my credit card) respectfully. Everything was immaculate upon arrival and was one of the major highlights of our trip. I would definitely come back. We were able to grill a few nights to keep our costs lower and had an all around wonderful time. I forwarded a member of our group the details of this place so they could book a family getaway in December so it attests to how great it is for all types of groups. Shel, the property manager, provided us with enough information to order food (Caroline's!), bikes and cabs to let everybody enjoy their days and get home safely at night. He provided no hassles whatsoever, laid back and very straightforward. Cons: The pool is kind of small and it is about a 15 to 20 minute walk from Duval. I happened to like the distance since it was away from the hustle and bustle but others in the group complained. I highly suggest renting bikes, they deliver and pick up!
  • Submitted: Sep 25, 2014
  • Stayed: Jul 2014

Wonderful experience on Keys Livin' yacht

5 of 5
My gratitude to Alex and Capt. Mike For our 6 day vacation in paradise. Or yacht and Marina were absolutely five-star accommodation. The boat was extremely comfortable slept like a baby in the bedrooms , had all amenities could ask for including flat screen HD , wifi Ect. We did a fishing and snorkeling charter on Keys Livin With Capt. Mike and he did everything he could show that we had a fantastic day together including catching barracuda , Mahi Mahi , yellowtail snapper Ect which We then grilled on the cabana at the marina later that night. I Will definitely be going back to stay with Alex again and highly recommend this for any group wanting to stay in the keys Hands-down no comparison than staying in a hotel room.
  • Submitted: Sep 24, 2014
  • Stayed: Jun 2014

Wonderful accommodations!!!

5 of 5
We loved staying at the Annex. It was spacious, modern, and very comfortable. The view was great, we spent many nights on the deck watching the sun set. We are really looking forward to coming back!
  • Submitted: Sep 24, 2014
  • Stayed: Jul 2014