Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

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

Location Type

Even More Filters

Features

Managed By

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

Florida Keys Vacation Rentals(1,243)

1,243 Results
Book it Now!
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 10
    (41)
    Book it Now!
    7 night minimum stay
    • 2 BR,
    • 2 BA,
    • Sleeps 6
      (36)
      Book it Now!
      3 - 7 night minimum stay
      • 2 BR,
      • 1 BA,
      • Sleeps 5
        (27)
        Book it Now!
        7 night minimum stay
        • 3 BR,
        • 3 BA,
        • Sleeps 8
          (21)
          Book it Now!
          3 - 5 night minimum stay
          • 1 BR,
          • 1 BA,
          • Sleeps 2
            (32)
            Book it Now!
            7 night minimum stay
            • 4 BR,
            • 4 BA,
            • Sleeps 10
              (8)
              7 night minimum stay
              • 2 BR,
              • 2 BA,
              • Sleeps 6
                (48)
                4 night minimum stay
                • 3 BR,
                • 2 BA,
                • Sleeps 8
                  (68)
                  Book it Now!
                  7 night minimum stay
                  • 2 BR,
                  • 2 BA,
                  • Sleeps 6
                    (12)
                    $1,900 - $2,600
                    per week
                    Book it Now!
                    7 night minimum stay
                    • 3 BR,
                    • 2 BA,
                    • 1 HF BA,
                    • Sleeps 6
                      (12)
                      Book it Now!
                      7 night minimum stay
                      • 2 BR,
                      • 2 BA,
                      • 1 HF BA,
                      • Sleeps 6
                        (12)
                        Book it Now!
                        1 - 7 night minimum stay
                        • 2 BR,
                        • 2 BA,
                        • 1 HF BA,
                        • Sleeps 6
                          (17)
                          Book it Now!
                          1 - 7 night minimum stay
                          • 2 BR,
                          • 2 BA,
                          • 1 HF BA,
                          • Sleeps 6
                            (17)
                            Book it Now!
                            1 - 7 night minimum stay
                            • 2 BR,
                            • 2 BA,
                            • Sleeps 6
                              (19)
                              Book it Now!
                              1 - 7 night minimum stay
                              • 3 BR,
                              • 3 BA,
                              • 1 HF BA,
                              • Sleeps 8
                                (17)
                                Book it Now!
                                1 - 7 night minimum stay
                                • 3 BR,
                                • 3 BA,
                                • 1 HF BA,
                                • Sleeps 8
                                  (17)
                                  Book it Now!
                                  1 - 7 night minimum stay
                                  • 3 BR,
                                  • 2 BA,
                                  • 1 HF BA,
                                  • Sleeps 8
                                    (22)
                                    Book it Now!
                                    1 - 7 night minimum stay
                                    • 3 BR,
                                    • 2 BA,
                                    • Sleeps 8
                                      (17)
                                      Book it Now!
                                      1 - 7 night minimum stay
                                      • 2 BR,
                                      • 2 BA,
                                      • Sleeps 6
                                        (18)
                                        Book it Now!
                                        1 - 7 night minimum stay
                                        • 1 BR,
                                        • 1 BA,
                                        • 1 HF BA,
                                        • Sleeps 4
                                          (16)
                                          Book it Now!
                                          1 - 7 night minimum stay
                                          • Studio,
                                          • 1 BA,
                                          • Sleeps 2
                                            (18)
                                            Book it Now!
                                            1 - 7 night minimum stay
                                            • 2 BR,
                                            • 2 BA,
                                            • 1 HF BA,
                                            • Sleeps 7
                                              (15)
                                              Book it Now!
                                              1 - 7 night minimum stay
                                              • 1 BR,
                                              • 1 BA,
                                              • 1 HF BA,
                                              • Sleeps 4
                                                (15)
                                                Book it Now!
                                                1 - 7 night minimum stay
                                                • Studio,
                                                • 1 BA,
                                                • Sleeps 4
                                                  (15)
                                                  Book it Now!
                                                  1 - 7 night minimum stay
                                                  • 3 BR,
                                                  • 2 BA,
                                                  • Sleeps 8
                                                    (16)
                                                    Book it Now!
                                                    1 - 7 night minimum stay
                                                    • 1 BR,
                                                    • 2 BA,
                                                    • Sleeps 4
                                                      (15)
                                                      Book it Now!
                                                      1 - 7 night minimum stay
                                                      • 2 BR,
                                                      • 2 BA,
                                                      • 1 HF BA,
                                                      • Sleeps 6
                                                        (13)
                                                        Book it Now!
                                                        1 - 7 night minimum stay
                                                        • 2 BR,
                                                        • 2 BA,
                                                        • 1 HF BA,
                                                        • Sleeps 6
                                                          (13)
                                                          Book it Now!
                                                          1 - 7 night minimum stay
                                                          • 2 BR,
                                                          • 2 BA,
                                                          • 1 HF BA,
                                                          • Sleeps 6
                                                            (13)
                                                             

                                                            Recent Florida Keys Reviews

                                                            Claude Monet suite

                                                            4 of 5
                                                            Rating Details: The property manager was adequately helpful. The vacation rental was very clean. I was somewhat unhappy with the location. I was very satisfied with the condition of the vacation rental. Overall, I do not recommend this vacation rental. Reviewer Comments: Rental was very nice, nothing Claude Monet about it tho. Location want great and pools were two blocks away
                                                            • Submitted: Sep 18, 2014
                                                            • Stayed: Sep 2014

                                                            Little piece of heaven on earth.

                                                            5 of 5
                                                            From the looks of the reviews and photos we were excited for our stay at Tim's place. Boy were we in for a surprise, it was every thing I wanted and more. You first walk into a tropical oasis of a patio with lots of privacy from all the greens surrounding and a hot tub as well. Washer and dryer were conveniently located on property w/free soap. The house was very clean, homey and had the beach feel throughout. A kitchenette with the basics while you are there. Perfect sized bathroom w/ towels and beach towels. Tim, also had beach chairs for the beach as well. The upstairs was amazing and the bed was very comfortable. Private patio off the bedroom as well. We rented a car the first day and there was a spot outside for us to park. Beach a couple blocks away. Airport within walking distance but a little further. Duval street you could walk but we cabbed it. He had lots of helpful information throughout the property as well in reference to Key West. Thank you Tim for sharing your property with us, we will be back.
                                                            • Submitted: Sep 16, 2014
                                                            • Stayed: Sep 2014

                                                            great

                                                            5 of 5
                                                            Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: review it already great
                                                            • Submitted: Sep 16, 2014
                                                            • Stayed: Sep 2014