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Upper Florida Keys House Rentals(388)

388 Results
  • 2 BR,
  • 2 BA,
  • Sleeps 5
5 - 7 night minimum stay
(25)
  • 4 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 10
7 night minimum stay
(9)
$4,300 - $5,700
per month
28 - 30 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
28 - 30 night minimum stay
(16)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 5
7 night minimum stay
(13)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
7 night minimum stay
(10)
$4,500
per month
30 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
30 night minimum stay
(8)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
7 night minimum stay
(6)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
7 night minimum stay
(4)
$349 - $449
per night
4 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 10
4 - 7 night minimum stay
(4)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 5
7 night minimum stay
(20)
  • 2 BR,
  • 2 BA,
  • Sleeps 9
3 night minimum stay
(8)
$550
per night
6 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
6 night minimum stay
(21)
  • 4 BR,
  • 3 BA,
  • Sleeps 8
7 night minimum stay
(3)
$5,040 - $5,400
per month
28 night minimum stay
  • 2 BR,
  • 3 BA,
  • Sleeps 10
28 night minimum stay
1 Review
$225 - $255
per night
3 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
3 night minimum stay
(5)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 15
3 - 5 night minimum stay
1 Review
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
7 night minimum stay
(35)
  • 4 BR,
  • 4 BA,
  • Sleeps 12
7 night minimum stay
(20)
$2,975 - $3,500
per week
7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 10
7 night minimum stay
(4)
$775 - $1,500
per night
2 - 7 night minimum stay
  • 5 BR,
  • 5 BA,
  • 2 HF BA,
  • Sleeps 12
2 - 7 night minimum stay
(4)
$1,100 - $2,000
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
(14)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 night minimum stay
(29)
$2,100 - $2,550
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
7 night minimum stay
(27)
  • 3 BR,
  • 2 BA,
  • Sleeps 7
7 night minimum stay
(28)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 6
(7)
  • 3 BR,
  • 3 BA,
  • Sleeps 6
(13)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
(11)
  • 4 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 12
3 night minimum stay
2 Reviews
$6,500 - $7,000
per week
7 night minimum stay
  • 4 BR,
  • 4 BA,
  • Sleeps 10
7 night minimum stay
(12)
  • 4 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 8
2 night minimum stay
1 Review
 

Recent Upper Florida Keys Reviews

Beautiful bay front property

5 of 5
This is the 2nd year we have stayed here for 2 weeks. Miguel and Maria were there to greet us upon arrival. FYI, if you have any problems or questions during your stay, they are quick to respond. There were several upgrades since last year. A totally renovated master bathroom with tile shower. The master bedroom has a brand new king size bed. The kitchen has a brand new refrigerator. Clearly the owners care about their beautiful home. We love it for so many reasons because everything is included! The house is clean, all linens and towels included. A really well stocked kitchen. Gorgeous, water views from nearly every room. We enjoyed sitting and reading in the backyard beach area, watching sunsets and manatees from the dock, and eating outside on the porch. Just come and be ready to get relaxed and lose track of the days! One particular day, we saw the most beautiful rainbow over the bay! Our favorite happy hour restaurant is Snook's Bayside and Lorelei, (Islamorada). Our favorite restaurants are Snappers, Sundowners, Fishhouse, and Buzzards Roost. We bought and cooked fresh Hogfish, Stone Crabs, Yellowtail Snapper, and Shrimp from Key Largo Fisheries, who also serve lunch outside at a marina. We will definitely be back next year.
  • Submitted: Feb 23, 2015
  • Stayed: Jan 2015

Coming back!

5 of 5
Loved the cabin. We enjoyed the comfortable deck furniture, the furniture inside and out. The swing and the gravity chairs downstairs were a plus. It was so nice waking every morning to the beautiful views! Sipping our coffee and tea was such a pleasure looking at the beautiful ocean. Felt totally safe and comfortable biking and walking. Took one of the kayaks in the canal, but realized we need more training, chuckle, before we attacked the ocean. The cabin is in a quiet area and it is so relaxing. We enjoyed the show the iguanas would put on for us at the property across the canal. The birds didn't seem to mind that we walked by them. The cabin has so many items available, internet access, kayaks, canoes, fishing poles, life vests, and on and on........so many things that we never got to make use of. The kitchen had all the items needed including some plastic contains for left overs! Our favorite restaurants would be Conch House, Pilot House, Buzzards, Tower Pizza and Upper Crust Pizza, Fish House. The Public's grocery store was a wonderful place to shop. They still offer customer service that our stores have long since dropped. Mary Ann is so welcoming and great to work with. More than happy to help if you need it. Hated to leave and hope to stay longer next year. I could go on and on, but probably have a limit. Wonderful property and wonderful host!! Thanks for all your help Mary Ann!
  • Submitted: Feb 22, 2015
  • Stayed: Jan 2015

Magical stay

5 of 5
Four of us, two related families, stayed in this fabulous home for three weeks, from 1/30 to 2/20/15, during some of the coldest winter on record back home. This house offered everything: location, amenities, fully stocked kitchen and beautiful ocean view. I contacted Curtis, the owner, a week before our stay, asking if there was a coffee grinder in the home. He promptly purchased a new one for our visit, a very nice one, I might add. The pool wasn't heated, but we swam nearly every day. It was chilly, but we adapted. Helpful suggestions about the area. We went on a fishing trip to the reefs and ate fish the rest of our trip. Everglades nearby, fantastic key lime muffins at Harriet's...life is good. Fabulous trip and home/support couldn't have been better. Curtis checked in to make sure all was going well. We overlooked an iPad which he sent along the day after we left. Our best VRBO yet.
  • Submitted: Feb 22, 2015
  • Stayed: Jan 2015