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Upper Florida Keys House Rentals(507)

507 Results
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 7
7 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 15
3 - 5 night minimum stay
1 Review
$1,600 - $1,850
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
7 night minimum stay
1 Review
$24,000
per month
28 - 30 night minimum stay
  • 5 BR,
  • 4 BA,
  • Sleeps 14
28 - 30 night minimum stay
(4)
  • 2 BR,
  • 1 BA,
  • Sleeps 6
2 Reviews
$2,000
per night
3 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 12
3 night minimum stay
(5)
$2,995
per week
7 night minimum stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 13
7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 9
7 night minimum stay
2 Reviews
$5,000 - $5,500
per week
7 night minimum stay
  • 6 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 14
7 night minimum stay
(9)
  • 2 BR,
  • 2 BA,
  • Sleeps 8
(27)
$4,200
per month
28 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
28 night minimum stay
(4)
$5,550
per month
28 - 30 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
28 - 30 night minimum stay
$5,400
per month
28 night minimum stay
  • 4 BR,
  • 4 BA,
  • Sleeps 10
28 night minimum stay
(3)
$300
per night
3 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 10
3 - 7 night minimum stay
(11)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
2 - 3 night minimum stay
1 Review
$220 - $325
per night
3 - 4 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
3 - 4 night minimum stay
(4)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
(10)
$1,200
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
(14)
$9,100
per week
7 night minimum stay
  • 5 BR,
  • 4 BA,
  • Sleeps 12
7 night minimum stay
(11)
  • 2 BR,
  • 1 BA,
  • Sleeps 5
2 Reviews
$1,280
per week
7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
7 night minimum stay
(14)
  • 2 BR,
  • 1 BA,
  • Sleeps 4
7 night minimum stay
(10)
  • 2 BR,
  • 1 BA,
  • Sleeps 6
28 night minimum stay
2 Reviews
$150 - $220
per night
3 - 7 night minimum stay
  • 3 BR,
  • 1 BA,
  • Sleeps 7
3 - 7 night minimum stay
(6)
$1,800
per week
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
7 night minimum stay
$193 - $425
per night
1 - 28 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
1 - 28 night minimum stay
2 Reviews
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
(15)
$4,172 - $5,600
per month
28 night minimum stay
  • 2 BR,
  • 3 BA,
  • Sleeps 10
28 night minimum stay
$159 - $249
per night
3 - 5 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 5 night minimum stay
1 Review
 

Recent Upper Florida Keys Reviews

Great stay

5 of 5
My family (including 2 mobile-limited elders and 1 baby) stayed at this home for a week. We had a blast! The property is beautiful, quiet, and secluded. The easy access to the water and the beautiful views cannot be bested. The kitchens (there are two!) are completely stocked, allowing us to save a lot of money by cooking our own food. The bedrooms and bathrooms are clean, neat, and well-decorated. The owners were also incredibly responsive to concerns.
  • Submitted: Oct 9, 2014
  • Stayed: Sep 2014

NOTHING SHORT OF PERFECT

5 of 5
Casa Paradiso exceeded our expectations in every way. Its a truly beautiful house in an ideal location. The house was well equipped with anything you could ask for. I visited with my (2) daughters and a young grand daughter and I loved the private master suite on the third floor. You can tell from the condition and attention to detail that this house is well loved. The house and the whole experence was better than i expected and better that the pictures and description would suggest. It was truly ultra-luxury and ultra-private.Theresa and Teri were great to deal with and responsive to any questions i had. Wonderful rental experence, would recommend it to anyone , Frank C.
  • Submitted: Sep 26, 2014
  • Stayed: Aug 2014

What an AWESOME Place to stay

5 of 5
I am always a little apprehensive when looking for a place to stay on the internet, but with that being said this place is just plain AWESOME!!!!!!!! The pictures that you see are nothing compared to how the house is; the owners really worked with me and I appreciate that because when I was inquiring about the place I was in Afghanistan. The Family and I really enjoyed the house and all it has to offer; everything from the nice comfortable beds to the pool and hot tub to the dock where we parked our boat was just amazing. We originally were going to have the whole family there but it just ended up being the wife, son, and daughter, because our oldest daughter and her husband were unable to come. There is SO much room we probably didn’t use 60% of the house but that is in no way a knock on the place. The owners greeted us when we arrived and showed us everything the home has and they were very nice. The next time we come to the Keys we will definitely stay here again. If I had anything bad thing to say about this place it would be that large alligator statue that greets you when you walk thru the front door; I was not expecting that and we were somewhat disappointed that there were no Coconuts on the trees we really wanted some fresh ones (LOL). All and all this place is 10 out of 10 and we had a blast, thanks so much for having us.
  • Submitted: Aug 31, 2014
  • Stayed: Aug 2014