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Upper Florida Keys Vacation Rentals(236)

236 Results
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
6 - 7 night min stay
(11)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
7 night min stay
(18)
$165 - $400
per night
3 - 7 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
3 - 7 night min stay
(33)
$1,050
per week
7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night min stay
(6)
$28,000 - $37,500
per month
28 night min stay
  • 4 BR,
  • 5 BA,
  • Sleeps 10
28 night min stay
(11)
  • 2 BR,
  • 1 BA,
  • Sleeps 5
3 night min stay
(5)
$2,350 - $3,200
per week
7 night min stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
7 night min stay
1 Review
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
7 night min stay
(20)
  • 2 BR,
  • 2 BA,
  • Sleeps 7
2 - 6 night min stay
(78)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
(8)
$325 - $500
per night
3 night min stay
  • 5 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 12
3 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 10
3 night min stay
(11)
  • 4 BR,
  • 2 BA,
  • Sleeps 8
2 - 7 night min stay
(3)
  • 4 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 12
7 night min stay
(4)
  • 4 BR,
  • 3 BA,
  • Sleeps 12
3 night min stay
(3)
$159
per night
2 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 night min stay
1 Review
$425 - $550
per night
4 - 7 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
4 - 7 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
3 - 7 night min stay
1 Review
$275 - $400
per night
3 - 7 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
3 - 7 night min stay
1 Review
$300 - $375
per night
3 - 7 night min stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
3 - 7 night min stay
1 Review
  • 2 BR,
  • 1 BA,
  • Sleeps 4
3 night min stay
(3)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
3 - 4 night min stay
(5)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 night min stay
(5)
$300 - $500
per night
3 - 7 night min stay
  • 4 BR,
  • 4 BA,
  • Sleeps 10
3 - 7 night min stay
1 Review
  • 3 BR,
  • 3 BA,
  • 2 HF BA,
  • Sleeps 9
3 night min stay
(5)
$275 - $450
per night
3 - 7 night min stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
3 - 7 night min stay
1 Review
  • 2 BR,
  • 1 BA,
  • 2 HF BA,
  • Sleeps 6
3 night min stay
2 Reviews
  • 2 BR,
  • 2 BA,
  • Sleeps 8
3 night min stay
(3)
$200
per night
3 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 night min stay
(5)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 10
(12)
 

Recent Upper Florida Keys Reviews

Lovely home in Key Largo

5 of 5
We enjoyed a lovely weekend in Key Largo. We were so glad to have found this home only wish we had more time to enjoy it. We loved the early mornings on the deck, cool breeze, canal view and the peaceful serenity of the area. The home was clean, very nicely decorated, spacious and extremely accommodating. It was perfectly located. We were only minutes away from great restaurants and visiting our friends. We would love to rent this home again. Thanks for having us!
  • Submitted: May 5, 2015
  • Stayed: May 2015

Superb vacation in Islamorada

5 of 5
Terrific stay in a spotless, welcoming house with all the amenities one might ask for. Perfectly situated in a lovely gated community, the community pool is a 3 minute walk and the beach is about the same. Kayaks were appreciated and great for an evening paddle to nearby sand bar. Plenty of nearby restaurants although cooking right at home in the excellent kitchen or the charcoal grill in the backyard was equally a pleasure. Community staff was very helpful and the owner assured a great experience. Highly recommended.
  • Submitted: Apr 27, 2015
  • Stayed: Apr 2015

Perfect for a family of varying ages!

5 of 5
We had a fantastic week at this lovely home. We had 9 people ranging in age from mid 50s to an 8-month-old. The four bedrooms and 4 bathrooms let us spread out and each couple had privacy. We enjoyed eating and playing games at the large dining table. When little ones were napping, it was nice to either relax inside or outside on the deck. The short walk to the pool and beach were perfect. We enjoyed fly boarding, a sport fishing trip,& Theater of the Sea which are all just minutes away. The central location in the Keys made it easy to travel in either direction for an activity or a restaurant. A great feature was the keyless entry so all of us could come and go and not worry about who had a key and who might get locked out.
  • Submitted: Mar 27, 2015
  • Stayed: Mar 2015