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Upper Florida Keys Vacation Home Rentals(377)

377 Results
3 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
(22)
3 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
(16)
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
(12)
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
(14)
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 5
(12)
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 5
(12)
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
(14)
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
(31)
28 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
(12)
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 5
(19)
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
(4)
7 night minimum stay
  • 4 BR,
  • 4 BA,
  • Sleeps 8
(15)
3 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 10
(11)
5 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
(25)
28 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
3 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 12
2 Reviews
28 night minimum stay
  • 2 BR,
  • 3 BA,
  • Sleeps 10
  • 3 BR,
  • 3 BA,
  • Sleeps 6
(12)
7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 12
(12)
28 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
(29)
7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
1 Review
7 night minimum stay
  • 3 BR,
  • 4 BA,
  • Sleeps 8
(9)
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 7
(27)
4 - 7 night minimum stay
  • 5 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 12
(3)
5 - 7 night minimum stay
  • 4 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 10
(3)
30 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
(7)
7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
(3)
1 - 28 night minimum stay
  • 3 BR,
  • 5 BA,
  • Sleeps 10
(3)
2 - 3 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
1 Review
  • 3 BR,
  • 2 BA,
  • Sleeps 8
(8)
 

Recent Upper Florida Keys Reviews

Perfect

5 of 5
Been vacationing in Islamorada the last several years by far the best rental for location,comfort just a great home!
  • Submitted: Aug 14, 2014
  • Stayed: Jun 2014

Hammer Point Gem

5 of 5
This is our fourth rental in Hammer Point and we really enjoyed this house. House was very clean & well appointed. Everything was as described. The back yard was great and the canal was great for an afternoon dip. The Kitchen/great room was wonderful for the family to cook our catch & hang out with family & friends. Would have liked a TV in the master bedroom to catch up on the evening news, but other than that it was "perfect" nice neighbors also
  • Submitted: Aug 4, 2014
  • Stayed: Jul 2014

Perfect family vacation!

5 of 5
The house couldn't have been better for my group! We had 2 families with three 14 yr old boys and the house provided plenty of room and outside activities to keep the boys busy and allow the adults both fun and badly needed downtime. We loved the upper screened deck in both the quiet early morning hours and the peaceful evening hours without any annoying mosquitos. We enjoyed lots of kayaking and fishing and especially our daily visits from the manatees. The owner was very helpful, responsive and made some great recommendations for local activities we were interested in. Lots of great restaurants close by and interesting little shops. We especially loved visiting Marker 88 where we had an amazing meal, rented paddle boards and most of all enjoyed relaxing on the beach and swimming. We will absolutely be back again!
  • Submitted: May 26, 2014
  • Stayed: Apr 2014