483 Results
Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Apartments
Boats
Condos
Cottages
Estates
Hotels
Homes
Lodges
Studios
Townhomes
Villas
Yachts
Barns
Bungalows
Cabins
Castles
Chalets
Farmhouses

Booking Options

Location Type

Even More Filters

Features

Managed By

483 Results
Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Upper Florida Keys House Rentals(483)

483 Results
  • 4 BR,
  • 3 BA,
  • Sleeps 8
28 night min stay
(30)
  • 3 BR,
  • 3 BA,
  • Sleeps 6
(13)
  • 4 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 12
3 night min stay
(3)
$6,500 - $7,000
per week
7 night min stay
  • 4 BR,
  • 4 BA,
  • Sleeps 10
7 night min stay
(14)
  • 4 BR,
  • 3 BA,
  • Sleeps 8
7 night min stay
(5)
  • 3 BR,
  • 2 BA,
  • Sleeps 10
3 night min stay
(11)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
(9)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
4 - 5 night min stay
1 Review
  • 3 BR,
  • 2 BA,
  • Sleeps 6
30 night min stay
(5)
  • 4 BR,
  • 3 BA,
  • Sleeps 12
3 night min stay
(3)
$8,000
per month
28 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
28 night min stay
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 8
7 night min stay
(6)
  • 4 BR,
  • 3 BA,
  • Sleeps 8
(26)
  • 4 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 10
5 - 7 night min stay
(3)
  • 4 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 12
2 night min stay
$7,000 - $8,000
per week
7 night min stay
  • 5 BR,
  • 4 BA,
  • Sleeps 12
7 night min stay
(7)
$250 - $400
per night
2 - 7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 7
2 - 7 night min stay
(14)
  • 4 BR,
  • 2 BA,
  • Sleeps 14
28 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
27 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
27 night min stay
1 Review
$3,800
per month
28 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
28 night min stay
(3)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 10
(12)
$150 - $175
per night
2 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
2 night min stay
(5)
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
2 - 7 night min stay
(4)
  • 3 BR,
  • 3 BA,
  • Sleeps 14
7 night min stay
1 Review
  • 3 BR,
  • 3 BA,
  • Sleeps 6
30 night min stay
1 Review
$332 - $700
per night
2 - 28 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 7
2 - 28 night min stay
(3)
  • 4 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 8
7 night min stay
(5)
$1,505 - $2,205
per week
7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 7
7 night min stay
(3)
$2,100 - $2,700
per week
7 night min stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 5
7 night min stay
(4)
 

Recent Upper Florida Keys Reviews

Keys Vacation

5 of 5
Our stay was wonderful and extremely relaxing! Your home was even better than described. Very quaint and comfortable, well worth it. Would definitely recommend to others and I plan on returning for a future stay!!
  • Submitted: Apr 27, 2015
  • Stayed: Apr 2015

4 stars recommend We hope to return again soon:)!

4 of 5
4 stars recommend this booking the owner was very nice and well organized home / trailer is well equipped very clean and very cute spectacular sunsets site well located much enjoyment and the boat ramp was as safe and convenient . We hope to return again soon:) We hope to return again soon:)
  • Submitted: Apr 22, 2015
  • Stayed: Apr 2015

Great Place and Area

5 of 5
My wife an I spent over a month at this very comfortable, clean house in a great area this past winter between the months of Jan & March 2015. We loved our time there and it is absolutly perfect for a person who wants to do some boating in the Keys, 5 min to open ocean or 5 min to the bay! We would recommend this place and area to anyone. Also Eddy (the owner) was great to work with.
  • Submitted: Apr 10, 2015
  • Stayed: Mar 2015