Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

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

Location Type

Even More Filters

Features

Managed By

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

Cudjoe Key Waterfront Vacation Rentals Vacation Rentals(85)

85 Results
Book it Now!
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
    (12)
    Book it Now!
    7 night minimum stay
    • 3 BR,
    • 3 BA,
    • Sleeps 8
      (8)
      3 - 4 night minimum stay
      • 2 BR,
      • 3 BA,
      • Sleeps 6
        (28)
        3 - 7 night minimum stay
        • 2 BR,
        • 3 BA,
        • Sleeps 6
          (24)
          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)
              • 2 BR,
              • 2 BA,
              • Sleeps 6
                (31)
                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)
                        2 - 3 night minimum stay
                        • 2 BR,
                        • 2 BA,
                        • Sleeps 6
                          2 Reviews
                          Book it Now!
                          4 night minimum stay
                          • 2 BR,
                          • 1 BA,
                          • Sleeps 4
                            (9)
                            $150 - $200
                            per night
                            Book it Now!
                            3 night minimum stay
                            • 2 BR,
                            • 2 BA,
                            • Sleeps 6
                              (6)
                              7 night minimum stay
                              • 2 BR,
                              • 2 BA,
                              • Sleeps 4
                                (28)
                                Book it Now!
                                14 - 28 night minimum stay
                                • 3 BR,
                                • 1 BA,
                                • Sleeps 6
                                  (5)
                                  Book it Now!
                                  3 - 7 night minimum stay
                                  • 2 BR,
                                  • 2 BA,
                                  • Sleeps 6
                                    3 night minimum stay
                                    • 2 BR,
                                    • 2 BA,
                                    • Sleeps 6
                                      (13)
                                      4 - 7 night minimum stay
                                      • 2 BR,
                                      • 2 BA,
                                      • Sleeps 6
                                        (30)
                                        3 - 7 night minimum stay
                                        • 2 BR,
                                        • 2 BA,
                                        • Sleeps 6
                                          (8)
                                          28 night minimum stay
                                          • 3 BR,
                                          • 2 BA,
                                          • Sleeps 6
                                            (7)
                                            $2,800 - $3,800
                                            per month
                                            28 night minimum stay
                                            • 3 BR,
                                            • 2 BA,
                                            • Sleeps 6
                                              (6)
                                              • 3 BR,
                                              • 2 BA,
                                              • Sleeps 8
                                                (12)
                                                3 - 7 night minimum stay
                                                • 2 BR,
                                                • 2 BA,
                                                • Sleeps 6
                                                  (6)
                                                  3 - 7 night minimum stay
                                                  • 2 BR,
                                                  • 2 BA,
                                                  • Sleeps 6
                                                    (3)
                                                    3 night minimum stay
                                                    • 5 BR,
                                                    • 3 BA,
                                                    • 1 HF BA,
                                                    • Sleeps 12
                                                      (7)
                                                      28 night minimum stay
                                                      • 5 BR,
                                                      • 3 BA,
                                                      • Sleeps 10
                                                        (3)
                                                        30 night minimum stay
                                                        • 3 BR,
                                                        • 2 BA,
                                                        • Sleeps 8
                                                          1 Review
                                                          $3,200 - $3,600
                                                          per month
                                                          30 night minimum stay
                                                          • 3 BR,
                                                          • 2 BA,
                                                          • Sleeps 8
                                                            (4)
                                                            • 2 BR,
                                                            • 1 BA,
                                                            • Sleeps 6
                                                              (13)
                                                              Advertisement
                                                               

                                                              Recent Cudjoe Key Reviews

                                                              Beautiful home, 2nd year in this unit-7th at park.

                                                              5 of 5
                                                              The home has a great layout and is able to handle large groups for dinners. We had @ 20 people in the park this year between 5 units. Nice breeze under the home. I'm already booked for next year.
                                                              • Submitted: Aug 14, 2014
                                                              • Stayed: Aug 2014

                                                              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