Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Apartments
Boats
Condos
Cottages
Estates
Hotels
Homes
Lodges
Studios
Townhomes
Villas
Yachts
Barns
Bungalows
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(363)

363 Results
Book it Now!
3 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
    (82)
    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!
              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)
                  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!
                      3 - 6 night minimum stay
                      • 3 BR,
                      • 2 BA,
                      • Sleeps 6
                        (17)
                        Book it Now!
                        28 - 30 night minimum stay
                        • 3 BR,
                        • 2 BA,
                        • Sleeps 6
                          (23)
                          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!
                                3 night minimum stay
                                • 3 BR,
                                • 3 BA,
                                • Sleeps 8
                                  (14)
                                  Book it Now!
                                  3 - 4 night minimum stay
                                  • 3 BR,
                                  • 3 BA,
                                  • Sleeps 10
                                    (15)
                                    Book it Now!
                                    3 night minimum stay
                                    • 2 BR,
                                    • 2 BA,
                                    • 1 HF BA,
                                    • Sleeps 6
                                      (9)
                                      Book it Now!
                                      30 night minimum stay
                                      • 3 BR,
                                      • 2 BA,
                                      • Sleeps 7
                                        (8)
                                        Book it Now!
                                        28 night minimum stay
                                        • 2 BR,
                                        • 2 BA,
                                        • Sleeps 6
                                          (7)
                                          Book it Now!
                                          2 - 3 night minimum stay
                                          • 3 BR,
                                          • 2 BA,
                                          • Sleeps 6
                                            (7)
                                            Book it Now!
                                            3 night minimum stay
                                            • 3 BR,
                                            • 3 BA,
                                            • Sleeps 6
                                              (6)
                                              Book it Now!
                                              3 night minimum stay
                                              • 2 BR,
                                              • 2 BA,
                                              • 1 HF BA,
                                              • Sleeps 4
                                                (6)
                                                $245 - $319
                                                per night
                                                Book it Now!
                                                2 - 4 night minimum stay
                                                • 2 BR,
                                                • 2 BA,
                                                • Sleeps 6
                                                  (10)
                                                  $1,600 - $2,200
                                                  per week
                                                  Book it Now!
                                                  7 night minimum stay
                                                  • 2 BR,
                                                  • 2 BA,
                                                  • Sleeps 5
                                                    (5)
                                                    Book it Now!
                                                    3 - 7 night minimum stay
                                                    • 2 BR,
                                                    • 2 BA,
                                                    • Sleeps 8
                                                      (6)
                                                      Book it Now!
                                                      3 - 4 night minimum stay
                                                      • 1 BR,
                                                      • 1 BA,
                                                      • Sleeps 2
                                                        (3)
                                                        6 - 7 night minimum stay
                                                        • 3 BR,
                                                        • 2 BA,
                                                        • Sleeps 6
                                                          (14)
                                                          Advertisement
                                                           

                                                          Recent Key West Reviews

                                                          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

                                                          ALL THAT IS NEEDED IS YOU! RELAXING/FULLY EQUIPPED.

                                                          5 of 5
                                                          This home has all the comforts of home. Cable, comfy beds, all the kitchen tools, and plenty of linens. The decks located off each room is a BIG plus for me. The home is located a few miles from downtown but worth the drive back and forth. Best pizza in town next store at Rustica. Love it! Gated community also a plus. No problems at all staying the 4 nights. Will be back!
                                                          • Submitted: Sep 8, 2014
                                                          • Stayed: Sep 2014

                                                          This condo was fabulous!

                                                          5 of 5
                                                          This condo was fabulous! It was very clean, comfortable, fully stocked and convenient to all the fun on Duval Street. The owner was very friendly and easy to reach by phone. My husband especially loved the off-street parking in the secure parking garage. I would definitely recommend this condo to other visitors of Key West.
                                                          • Submitted: Sep 3, 2014
                                                          • Stayed: Aug 2014