Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Apartment
Boat
Bungalow
Cabin
Condo
Cottage
Estate
Hotel
House
Lodge
Studio
Townhome
Villa
Yacht
Barn
Castle
Chalet
Farmhouse

Location Type

Even More Filters

Features

Managed By

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

Key West Vacation Rentals with Internet Access(836)

836 Results
Book it Now!
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 10
    (40)
    Book it Now!
    3 - 7 night minimum stay
    • 2 BR,
    • 2 BA,
    • Sleeps 6
      (80)
      Book it Now!
      7 night minimum stay
      • 2 BR,
      • 2 BA,
      • Sleeps 6
        (36)
        Book it Now!
        7 night minimum stay
        • 2 BR,
        • 1 BA,
        • Sleeps 4
          (28)
          Book it Now!
          7 night minimum stay
          • 2 BR,
          • 1 BA,
          • Sleeps 4
            (65)
            Book it Now!
            7 night minimum stay
            • 1 BR,
            • 1 BA,
            • Sleeps 2
              (45)
              Book it Now!
              7 night minimum stay
              • 2 BR,
              • 1 BA,
              • Sleeps 4
                (31)
                Book it Now!
                7 night minimum stay
                • 2 BR,
                • 2 BA,
                • 1 HF BA,
                • Sleeps 5
                  (23)
                  Book it Now!
                  3 - 5 night minimum stay
                  • 1 BR,
                  • 1 BA,
                  • Sleeps 2
                    (30)
                    Book it Now!
                    7 night minimum stay
                    • 2 BR,
                    • 2 BA,
                    • Sleeps 4
                      (40)
                      Book it Now!
                      3 - 5 night minimum stay
                      • 1 BR,
                      • 1 BA,
                      • Sleeps 4
                        (23)
                        7 night minimum stay
                        • 2 BR,
                        • 2 BA,
                        • Sleeps 6
                          (47)
                          4 night minimum stay
                          • 3 BR,
                          • 2 BA,
                          • Sleeps 8
                            (67)
                            Book it Now!
                            30 night minimum stay
                            • 3 BR,
                            • 2 BA,
                            • Sleeps 6
                              (23)
                              Book it Now!
                              3 night minimum stay
                              • 2 BR,
                              • 2 BA,
                              • 1 HF BA,
                              • Sleeps 6
                                (24)
                                Book it Now!
                                1 - 7 night minimum stay
                                • 2 BR,
                                • 2 BA,
                                • Sleeps 6
                                  (18)
                                  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
                                    • 2 BR,
                                    • 2 BA,
                                    • 1 HF BA,
                                    • Sleeps 6
                                      (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,
                                        • 3 BA,
                                        • 1 HF BA,
                                        • Sleeps 8
                                          (16)
                                          Book it Now!
                                          1 - 7 night minimum stay
                                          • 3 BR,
                                          • 2 BA,
                                          • Sleeps 8
                                            (16)
                                            Book it Now!
                                            1 - 7 night minimum stay
                                            • 2 BR,
                                            • 2 BA,
                                            • Sleeps 6
                                              (16)
                                              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 2
                                                  (17)
                                                  Book it Now!
                                                  1 - 7 night minimum stay
                                                  • 2 BR,
                                                  • 2 BA,
                                                  • 1 HF BA,
                                                  • Sleeps 6
                                                    (14)
                                                    Book it Now!
                                                    1 - 7 night minimum stay
                                                    • 1 BR,
                                                    • 1 BA,
                                                    • 1 HF BA,
                                                    • Sleeps 4
                                                      (14)
                                                      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
                                                          (15)
                                                          Book it Now!
                                                          1 - 7 night minimum stay
                                                          • 2 BR,
                                                          • 2 BA,
                                                          • 1 HF BA,
                                                          • Sleeps 7
                                                            (13)
                                                            Advertisement
                                                             

                                                            Recent Key West Reviews

                                                            Wow! Best place and location in Key West!

                                                            5 of 5
                                                            We stayed in Truman Annex for the first time and found the former Navy site to be the best location in Key West. As a frequent visitor to Key West, we no longer will consider hotels, B&Bs and remote condos. Flip Flop Retreat is walking distance to everything we wanted in KW: Beaches, Duvall Street restaurants and entertainment, Mallory Square, historic sites, and water activities. If that wasn't enough- the parking spot was steps away, the pool was at the back gate, and the first floor powder room was convenient for guests. Flip Flop was clean as can be, thoughtfully decorated, and had all the entertainment we could need. We will return!
                                                            • Submitted: Aug 24, 2014
                                                            • Stayed: Aug 2014

                                                            Beautiful comfortable and very well kept

                                                            5 of 5
                                                            One of the nicest places that we have stayed in Key West. Would go back. We love the convenience as well as the seculsion of the house, amenties were perfect for our family and friends , pool was added pleasure .
                                                            • Submitted: Aug 22, 2014
                                                            • Stayed: Aug 2014

                                                            Great place to stay off Duval

                                                            4 of 5
                                                            This is a very nice place to stay off Duval. The unit was clean, comfy and everything we needed for our party of 6. This is actually the 2nd time we have stayed in Duval Square and would stay there again. Its off Duval, but far enough away from the madness to be nice an quiet. The only item I wish they had was a grille by the pool.
                                                            • Submitted: Aug 19, 2014
                                                            • Stayed: Aug 2014