Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

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

Location Type

Even More Filters

Features

Managed By

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

Cudjoe Key Ocean Vacation Rentals Vacation Rentals(67)

67 Results
Book it Now!
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
    (12)
    3 - 7 night minimum stay
    • 2 BR,
    • 3 BA,
    • Sleeps 6
      (23)
      Book it Now!
      7 night minimum stay
      • 4 BR,
      • 3 BA,
      • Sleeps 8
        (5)
        Book it Now!
        2 - 7 night minimum stay
        • 2 BR,
        • 2 BA,
        • Sleeps 6
          (8)
          3 - 4 night minimum stay
          • 2 BR,
          • 3 BA,
          • Sleeps 6
            (28)
            • 2 BR,
            • 2 BA,
            • Sleeps 6
              (31)
              3 night minimum stay
              • 2 BR,
              • 2 BA,
              • Sleeps 6
                (18)
                7 night minimum stay
                • 2 BR,
                • 2 BA,
                • Sleeps 6
                  (17)
                  5 night minimum stay
                  • 2 BR,
                  • 2 BA,
                  • Sleeps 6
                    (24)
                    7 night minimum stay
                    • 4 BR,
                    • 3 BA,
                    • Sleeps 16
                      1 Review
                      7 night minimum stay
                      • 6 BR,
                      • 4 BA,
                      • Sleeps 16
                        (5)
                        7 night minimum stay
                        • 4 BR,
                        • 3 BA,
                        • Sleeps 6
                          (5)
                          • 2 BR,
                          • 1 BA,
                          • Sleeps 6
                            (13)
                            Book it Now!
                            4 night minimum stay
                            • 2 BR,
                            • 1 BA,
                            • Sleeps 4
                              (9)
                              7 night minimum stay
                              • 2 BR,
                              • 2 BA,
                              • Sleeps 4
                                (27)
                                3 - 6 night minimum stay
                                • 5 BR,
                                • 3 BA,
                                • Sleeps 14
                                  3 night minimum stay
                                  • 2 BR,
                                  • 1 BA,
                                  • Sleeps 5
                                    (13)
                                    3 night minimum stay
                                    • 2 BR,
                                    • 2 BA,
                                    • Sleeps 6
                                      (13)
                                      3 - 7 night minimum stay
                                      • 2 BR,
                                      • 2 BA,
                                      • Sleeps 6
                                        (6)
                                        • 3 BR,
                                        • 2 BA,
                                        • Sleeps 8
                                          (12)
                                          28 night minimum stay
                                          • 3 BR,
                                          • 2 BA,
                                          • Sleeps 6
                                            (7)
                                            28 night minimum stay
                                            • 5 BR,
                                            • 3 BA,
                                            • Sleeps 10
                                              (3)
                                              3 - 7 night minimum stay
                                              • 2 BR,
                                              • 2 BA,
                                              • Sleeps 6
                                                (8)
                                                3 night minimum stay
                                                • 5 BR,
                                                • 3 BA,
                                                • 1 HF BA,
                                                • Sleeps 12
                                                  (7)
                                                  3 - 7 night minimum stay
                                                  • 2 BR,
                                                  • 2 BA,
                                                  • Sleeps 6
                                                    (3)
                                                    30 night minimum stay
                                                    • 3 BR,
                                                    • 2 BA,
                                                    • Sleeps 8
                                                      1 Review
                                                      • 3 BR,
                                                      • 2 BA,
                                                      • Sleeps 6
                                                        • 4 BR,
                                                        • 4 BA,
                                                        • Sleeps 6
                                                          1 Review
                                                          28 night minimum stay
                                                          • 6 BR,
                                                          • 2 BA,
                                                          • Sleeps 16
                                                            • 4 BR,
                                                            • 3 BA,
                                                            • Sleeps 8
                                                              Advertisement
                                                               

                                                              Recent Cudjoe Key Reviews

                                                              Fantastic!

                                                              5 of 5
                                                              This was our second year back to this home. The view is incredible. The home is clean and bright. We LOVE this place! Already reserved it for next year.
                                                              • Submitted: Aug 2, 2014
                                                              • Stayed: Jul 2014

                                                              Wondeful Vacation!

                                                              5 of 5
                                                              What a wonderful stay we had over the Christmas holidays this past year! I've been delinquent in posting a review and for that, I apologize. This was our sixth Christmas in the Keys. The house was perfectly outfitted and truly had everything we could possibly need for a true Christmas in the Keys experience. The owners have gone to great lengths to make you feel like you are their personal guests in their home. The owner provides excellent communication and assistance from the first contact. He is kind and thoughtful and that shows in the home. We were a party of six and really had too much room for our group. The inlaw suite is a lovely private space for family and has its own porch and outdoor table. The kitchen had everything a cook could want with plenty of cookware and dinner ware. The outdoor grill cooked perfectly. The hot tub was a bonus and is exceptionally clean and well maintained. Good quality linens are on the beds and there are plenty of towels for guests. All you really need is to show up with a swimsuit and a few changes of clothes. These wondeful owners have taken care of the rest! We can't wait to return and try out the new outdoor shower! The gardens are beautiful. Fishing from the enormous concrete dock was fun. The dock is well suited for most any size boat. We took our 25' pontoon with us and found a navigation to be easy. We made our way out to Looe Key for snorkeling during our trip and it was a highlight. The canal is crystal clear aquamarine and there are enormous lobsters right at the sea wall. All in all, it was a wonderful vacation and much of that is due to the lovely home. Thank you so much for sharing it with us!
                                                              • Submitted: Jul 23, 2014
                                                              • Stayed: Dec 2013

                                                              One of our favorite stays. Don't miss out.

                                                              5 of 5
                                                              This is the second time we have stayed in one of these units. Had a great time in each one. I would like to go on record though as saying that John (homeowner) made staying in his unit over the top. I had conversations with John on several things in general and he was always so helpful. The views from his place were perfect. One of the highlights we will never forget is kayaking. We went to an island about a one and half miles away on the kayaks. Do not miss this if you stay with him. Worth every stroke of the paddle. The water is clear and we even got out in places. Johns place is beautiful inside and out. We really loved the way it was decorated. John we did as you advised and ate at Mangrove Mama's and The Square Grouper. As John told us don't let the outside fool you at Mangrove Mama's, it's worth it. The Square Grouper a little pricier but is worth every penny. Don't miss either since both are with in two miles of the rental. Being from Florida ourselves and going to the Keys often, stay with John you will love it. The nice thing is you are not in the crowd of Key West but only about twenty minutes away. You will enjoy the relaxed area of this gated community but close enough to go to Key West as much as you like. Thanks again to you and your wife John.
                                                              • Submitted: Jun 30, 2014
                                                              • Stayed: May 2014