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!

Key West Vacation Rentals with Parking Included(573)

573 Results
Book it Now!
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 10
    (41)
    Book it Now!
    3 - 7 night minimum stay
    • 2 BR,
    • 2 BA,
    • Sleeps 6
      (82)
      Book it Now!
      7 night minimum stay
      • 2 BR,
      • 2 BA,
      • Sleeps 6
        (36)
        Book it Now!
        2 night minimum stay
        • 2 BR,
        • 2 BA,
        • Sleeps 4
          (34)
          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!
                  3 - 5 night minimum stay
                  • 1 BR,
                  • 1 BA,
                  • Sleeps 2
                    (32)
                    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
                        (24)
                        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!
                            3 night minimum stay
                            • 2 BR,
                            • 2 BA,
                            • 1 HF BA,
                            • Sleeps 6
                              (24)
                              Book it Now!
                              3 - 5 night minimum stay
                              • 2 BR,
                              • 2 BA,
                              • 1 HF BA,
                              • Sleeps 4
                                (14)
                                Book it Now!
                                28 - 30 night minimum stay
                                • 3 BR,
                                • 2 BA,
                                • Sleeps 6
                                  (23)
                                  Book it Now!
                                  3 - 6 night minimum stay
                                  • 3 BR,
                                  • 2 BA,
                                  • Sleeps 6
                                    (17)
                                    Book it Now!
                                    2 - 5 night minimum stay
                                    • 2 BR,
                                    • 2 BA,
                                    • Sleeps 6
                                      (17)
                                      3 - 5 night minimum stay
                                      • 2 BR,
                                      • 2 BA,
                                      • 1 HF BA,
                                      • Sleeps 6
                                        (40)
                                        Book it Now!
                                        7 - 8 night minimum stay
                                        • 2 BR,
                                        • 1 BA,
                                        • 1 HF BA,
                                        • Sleeps 5
                                          (9)
                                          Book it Now!
                                          7 night minimum stay
                                          • 2 BR,
                                          • 1 BA,
                                          • Sleeps 6
                                            (9)
                                            Book it Now!
                                            3 night minimum stay
                                            • 3 BR,
                                            • 3 BA,
                                            • Sleeps 8
                                              (14)
                                              6 - 7 night minimum stay
                                              • 4 BR,
                                              • 4 BA,
                                              • Sleeps 8
                                                (9)
                                                Book it Now!
                                                3 - 4 night minimum stay
                                                • 3 BR,
                                                • 3 BA,
                                                • Sleeps 10
                                                  (15)
                                                  4 night minimum stay
                                                  • 5 BR,
                                                  • 4 BA,
                                                  • Sleeps 14
                                                    (49)
                                                    7 night minimum stay
                                                    • 7 BR,
                                                    • 5 BA,
                                                    • 1 HF BA,
                                                    • Sleeps 8
                                                      (41)
                                                      7 night minimum stay
                                                      • 7 BR,
                                                      • 7 BA,
                                                      • Sleeps 12
                                                        (31)
                                                        7 night minimum stay
                                                        • 2 BR,
                                                        • 2 BA,
                                                        • 1 HF BA,
                                                        • Sleeps 6
                                                          (25)
                                                          Advertisement
                                                           

                                                          Recent Key West Reviews

                                                          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

                                                          Perfect Place away from the crazy Duval St scene.

                                                          5 of 5
                                                          This property is about 10 min away from Duval St. You can come home to an immaculate unit and get a good night's rest after a night in old town. The pool is right outside your door, there's a great little kitchen, and the whole unit has everything you need. Puts a hotel to shame. The front office staff are friendly and helpful and you can get discount coupons for food and attractions from them. Its a quick drive to the pharmacy and food stores, car rentals, etc. The marina bar is quaint and fun and a short stroll away from your unit. You also get a dedicated parking space. No car? Jump on the 2 provided bikes and explore the island. This was my girlfriend and l's first time in Key West. We will be back and Steve's unit will be where we will stay.
                                                          • Submitted: Sep 16, 2014
                                                          • Stayed: Sep 2014

                                                          Great Waterside Property

                                                          5 of 5
                                                          If you're looking for the ideal combination of adequate sleeping space (5br) and a luxury waterside vacation retreat, Commodore's Manor more than fits the bill. Shel with Last Key Realty couldn't have been more accommodating and helped a member of our group retrieve his wallet and credit card left at a nightspot the night before our departure for home. Without Shel's help, my friend would not have been able to fly home. Now that's 5 star service!
                                                          • Submitted: Sep 11, 2014
                                                          • Stayed: Sep 2014