391 Results
Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

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

Booking Options

Location Type

Even More Filters

Features

Managed By

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

Upper Florida Keys House Rentals(391)

391 Results
  • 4 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 10
7 night min stay
(10)
  • 2 BR,
  • 2 BA,
  • Sleeps 5
5 - 7 night min stay
(29)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
28 - 30 night min stay
(18)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
7 night min stay
(12)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
7 night min stay
(8)
$349 - $449
per night
4 - 7 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 10
4 - 7 night min stay
(8)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
7 night min stay
(4)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 5
7 night min stay
(21)
$5,040 - $5,400
per month
28 night min stay
  • 2 BR,
  • 3 BA,
  • Sleeps 10
28 night min stay
2 Reviews
$4,500
per month
30 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
30 night min stay
(8)
  • 4 BR,
  • 3 BA,
  • Sleeps 8
28 night min stay
(30)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 5
7 night min stay
(14)
$700 - $1,429
per night
3 - 7 night min stay
  • 5 BR,
  • 5 BA,
  • 2 HF BA,
  • Sleeps 12
3 - 7 night min stay
(5)
$225 - $255
per night
3 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
3 night min stay
(5)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 15
3 - 5 night min stay
1 Review
$550 - $650
per night
6 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
6 night min stay
(21)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
7 night min stay
(37)
  • 4 BR,
  • 4 BA,
  • Sleeps 12
7 night min stay
(22)
$2,975 - $3,500
per week
7 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 10
7 night min stay
(4)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
7 night min stay
(49)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night min stay
(16)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
30 night min stay
(5)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 night min stay
(30)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
7 night min stay
(33)
  • 3 BR,
  • 2 BA,
  • Sleeps 7
7 night min stay
(29)
$325 - $500
per night
3 night min stay
  • 5 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 12
3 night min stay
$6,500 - $7,000
per week
7 night min stay
  • 4 BR,
  • 4 BA,
  • Sleeps 10
7 night min stay
(12)
  • 4 BR,
  • 3 BA,
  • Sleeps 8
7 night min stay
(5)
  • 3 BR,
  • 3 BA,
  • Sleeps 6
(13)
 

Recent Upper Florida Keys Reviews

Amazing property. Photos do not do it justice.

5 of 5
Property manager was extremely helpful. I rent homes at least twice a year and this property will NOT disappoint. Be sure to rent a boat while you are staying at this property. Missing what the ocean has to offer while staying in Key Largo would be unfortunate.
  • Submitted: Apr 24, 2015
  • Stayed: Mar 2015

Comfortable

5 of 5
Excellent place to stay. Clean comfortable on a nicely maintained property.
  • Submitted: Apr 22, 2015
  • Stayed: Apr 2015

Beautiful!!!! We highly recommend it!

5 of 5
Chely was very helpful as we had never been there. I would highly recommend this place. Great location. Very comfortable!!!!!!!
  • Submitted: Apr 21, 2015
  • Stayed: Apr 2015