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Upper Florida Keys Vacation Home Rentals(506)

506 Results
  • 5 BR,
  • 3 BA,
  • Sleeps 16
28 night minimum stay
(27)
$300
per night
3 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 10
3 - 7 night minimum stay
(11)
  • 7 BR,
  • 5 BA,
  • Sleeps 24
28 night minimum stay
(24)
$275 - $425
per night
3 - 4 night minimum stay
  • 5 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 12
3 - 4 night minimum stay
(5)
$6,500 - $7,500
per week
7 night minimum stay
  • 4 BR,
  • 4 BA,
  • Sleeps 10
7 night minimum stay
(11)
$210 - $325
per night
3 - 4 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
3 - 4 night minimum stay
(4)
$225
per night
3 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
3 night minimum stay
$18,000
per month
28 night minimum stay
  • Studio,
  • 6 BA,
  • Sleeps 27
28 night minimum stay
(7)
  • 4 BR,
  • 2 BA,
  • Sleeps 14
28 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 6
(4)
$2,975 - $3,500
per week
7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 10
7 night minimum stay
2 Reviews
  • 4 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 8
2 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 12
3 night minimum stay
2 Reviews
$1,400
per week
7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
7 night minimum stay
(3)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
28 night minimum stay
1 Review
$14,000 - $15,000
per month
28 night minimum stay
  • 4 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 10
28 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
$263
per night
27 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
27 night minimum stay
1 Review
$3,750 - $4,500
per week
5 - 7 night minimum stay
  • 4 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 10
5 - 7 night minimum stay
(3)
  • 4 BR,
  • 3 BA,
  • Sleeps 8
(25)
$215 - $235
per night
3 - 4 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
3 - 4 night minimum stay
(28)
$1,100 - $1,800
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
(12)
$2,800 - $3,150
per week
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
7 night minimum stay
(5)
$300 - $350
per night
4 - 5 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
4 - 5 night minimum stay
(10)
  • 2 BR,
  • 1 BA,
  • Sleeps 4
7 night minimum stay
(10)
$2,580 - $2,600
per month
28 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 5
28 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
(3)
  • 3 BR,
  • 3 BA,
  • Sleeps 8
3 night minimum stay
$2,750 - $4,500
per week
7 night minimum stay
  • 5 BR,
  • 3 BA,
  • Sleeps 12
7 night minimum stay
(10)
$1,505 - $2,093
per week
7 night minimum stay
  • 3 BR,
  • 1 BA,
  • Sleeps 5
7 night minimum stay
 

Recent Upper Florida Keys Reviews

Anglers Reef Islamorada

5 of 5
Home was great. Good location to all restaurants and shopping, etc. OK access to Atlantic and Bay. Owner was GREAT to work with, especially with last minute rental. Entire complex is beautiful.
  • Submitted: Oct 8, 2014
  • Stayed: Oct 2014

Beautiful house and fantastic location!

5 of 5
This house was amazing and it is in the perfect location! The famous Islamorada sandbar is close enough that you could kayak there. Gorgeous reefs to snorkel are minutes away. Ocean or bay fishing... this house is close to both. The house was recently totally renovated and is even better than the pictures portray. It was absolutely immaculately maintained. The beautifully renovated, fully stocked kitchens on both floors came in handy. We loved the outside shower. It was very nice to hop off the boat and shower outside. My family showered outside 90% of the time, keeping the mess out of the inside bathrooms, and making this momma very happy! The fully loaded dock was great! Accommodating our 2 boats easily. It was nice to be able to wash all our gear off with fresh water when we got back to the dock. It also had the most beautiful tropical fish hanging around all the time. The owner (Micheal) was very accommodating. He made an extra effort to make sure everything was perfect during our stay. I have to say that this was the best rental house that we have ever stayed, and we look forward to going back!
  • Submitted: Oct 7, 2014
  • Stayed: Aug 2014

Great value

4 of 5
The house was huge and had everything we needed for 9 people. Value was excellent and location central to Miami and Key West was also great. Management was very responsive and overall, great. I'd go back in a heartbeat.
  • Submitted: Aug 6, 2014
  • Stayed: Jul 2014