Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

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

Location Type

Even More Filters

Features

Managed By

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

Florida Keys Vacation Rental Estates(42)

42 Results
Book it Now!
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
    (8)
    4 night minimum stay
    • 5 BR,
    • 5 BA,
    • Sleeps 12
      (17)
      5 - 7 night minimum stay
      • 5 BR,
      • 6 BA,
      • 1 HF BA,
      • Sleeps 12
        (30)
        7 night minimum stay
        • 5 BR,
        • 4 BA,
        • Sleeps 12
          (10)
          Book it Now!
          30 night minimum stay
          • 5 BR,
          • 3 BA,
          • Sleeps 12
            4 night minimum stay
            • 9 BR,
            • 7 BA,
            • 1 HF BA,
            • Sleeps 24
              1 Review
              • 4 BR,
              • 5 BA,
              • 1 HF BA,
              • Sleeps 18
                7 night minimum stay
                • 6 BR,
                • 6 BA,
                • 1 HF BA,
                • Sleeps 10
                  3 night minimum stay
                  • 10 BR,
                  • 9 BA,
                  • 1 HF BA,
                  • Sleeps 25
                    • 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
                          7 night minimum stay
                          • 5 BR,
                          • 4 BA,
                          • Sleeps 14
                            30 night minimum stay
                            • 6 BR,
                            • 6 BA,
                            • 1 HF BA,
                            • Sleeps 12
                              $12,000 - $20,000
                              per month
                              30 night minimum stay
                              • 5 BR,
                              • 4 BA,
                              • Sleeps 12
                                • 3 BR,
                                • 3 BA,
                                • Sleeps 8
                                  7 night minimum stay
                                  • 4 BR,
                                  • 4 BA,
                                  • 1 HF BA,
                                  • Sleeps 9
                                    (6)
                                    3 - 7 night minimum stay
                                    • 3 BR,
                                    • 4 BA,
                                    • Sleeps 10
                                      (15)
                                      3 - 7 night minimum stay
                                      • 11 BR,
                                      • Sleeps 26
                                        $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
                                            Book it Now!
                                            7 night minimum stay
                                            • 5 BR,
                                            • 4 BA,
                                            • Sleeps 14
                                              (25)
                                              1 - 7 night minimum stay
                                              • 5 BR,
                                              • 3 BA,
                                              • Sleeps 12
                                                (21)
                                                27 - 30 night minimum stay
                                                • 4 BR,
                                                • 3 BA,
                                                • Sleeps 12
                                                  (4)
                                                  28 night minimum stay
                                                  • 4 BR,
                                                  • 3 BA,
                                                  • Sleeps 8
                                                    3 night minimum stay
                                                    • 5 BR,
                                                    • 3 BA,
                                                    • 1 HF BA,
                                                    • Sleeps 12
                                                      (7)
                                                      7 night minimum stay
                                                      • 5 BR,
                                                      • 4 BA,
                                                      • 2 HF BA,
                                                      • Sleeps 10
                                                        • 2 BR,
                                                        • 2 BA,
                                                        • 2 HF BA,
                                                        • Sleeps 6
                                                          (10)
                                                          $19,000
                                                          per month
                                                          28 - 30 night minimum stay
                                                          • 5 BR,
                                                          • 3 BA,
                                                          • 1 HF BA,
                                                          • Sleeps 10
                                                            (3)
                                                             

                                                            Recent Florida Keys Reviews

                                                            Fantastic house and super service!

                                                            5 of 5
                                                            This home is very impressive and grand! We enjoyed every minute here. The pool area is large enough for a big group to spread out. The BBQ was wonderful for afternoon lunch or evening suppers. The home is so well kept. Clean as a whistle! Great service from our manager Lori too. We would love to come back again.
                                                            • Submitted: Sep 14, 2014
                                                            • Stayed: Jul 2014

                                                            lobster

                                                            5 of 5
                                                            My friends and I lobster every year for min season. It was a roomy, clean place and we reserve it for next year again.
                                                            • Submitted: Aug 30, 2014
                                                            • Stayed: Jul 2014

                                                            Great House! Great Service! Will be back :)

                                                            4 of 5
                                                            We came down to Key West with a big group, and rented 719 Eisenhower 6&7. The houses are set-up well to rent together or separately. Both of the houses are very nice - very spacious. I would definitely rent one or both again. In addition, the customer service is FANTASTIC. Shel, the Guest Services Coordinator, went to the store for us so that when we arrived the fridge and pantry were stocked!!! He suggested some great restaurants to us, and was very accommodating with our flight schedules! I would stay at ANY property where he is the Coordinator. Thank you Shel! We had a BLAST! See you again soon!
                                                            • Submitted: Aug 29, 2014
                                                            • Stayed: Jul 2014