Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

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

Location Type

Even More Filters

Features

Managed By

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

Upper Florida Keys Vacation Rental Estates(13)

13 Results
Book it Now!
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
    (8)
    • 4 BR,
    • 5 BA,
    • 1 HF BA,
    • Sleeps 18
      • 4 BR,
      • 4 BA,
      • Sleeps 8
        Book it Now!
        7 night minimum stay
        • 5 BR,
        • 5 BA,
        • Sleeps 10
          (20)
          28 night minimum stay
          • 3 BR,
          • 3 BA,
          • Sleeps 8
            • 3 BR,
            • 3 BA,
            • Sleeps 8
              $6,000
              per week
              7 night minimum stay
              • 6 BR,
              • 4 BA,
              • 2 HF BA,
              • Sleeps 12
                (11)
                • 5 BR,
                • 5 BA,
                • 1 HF BA,
                • Sleeps 13
                  7 night minimum stay
                  • 4 BR,
                  • 4 BA,
                  • Sleeps 10
                    7 night minimum stay
                    • 6 BR,
                    • 5 BA,
                    • 2 HF BA,
                    • Sleeps 17
                      3 night minimum stay
                      • 8 BR,
                      • 5 BA,
                      • 1 HF BA,
                      • Sleeps 20
                        2 Reviews
                        28 night minimum stay
                        • 6 BR,
                        • 6 BA,
                        • 1 HF BA,
                        • Sleeps 15
                          (3)
                          7 night minimum stay
                          • 3 BR,
                          • 3 BA,
                          • Sleeps 6
                            (4)
                            Advertisement
                             

                            Recent Upper Florida Keys Reviews

                            Awesome property... a treasure!

                            5 of 5
                            The home was as described, lovely, spacious, quiet and clean. The property manager was friendly, accessible and accommodating. Plenty of excellent restaurants, shopping, and marinas for great fishing or water sports. I Highly recommend this property as a wonderful place to relax in private with plenty of space. Thanks for a great stay at your fabulous property, Our group is from Eastern PA, we travel to the Florida Keys often and hope to return in the future to Islamorada and revisit Treasure Harbor again. CO.
                            • Submitted: Apr 14, 2013
                            • Stayed: Apr 2013

                            More than imagined

                            5 of 5
                            We had a spectacular stay at this beautiful home! We have rented homes in many places for many years and this was by far the nicest home for the a great price. The hosts were wonderful and there was nothing we were not provided. You will not be disappointed. It is a spectacular home, spotless and well maintained. We rented a boat and it was easy to find our way to the ocean. We did some lobstering, snorkling and fishing.
                            • Submitted: Aug 27, 2007
                            • Stayed: Jan 1901