Villas in Grand Cayman and Holiday rentals - Holiday Lettings - Holiday Rentals Grand Cayman

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328 Holiday homes

    31

    Rum Point holiday home rental

    Grand Cayman / Rum Point

    3 8 min stay varies

    • 3 bedrooms
    • sleeps 8
    • min stay varies
    • Beach / lakeside relaxation
    • Swimming pool
    • Child friendly

    from £255 / night

    £1,783 / week

    Book View

    from £255 / night

    (1) Excellent 

      37

      Rum Point holiday home rental

      Grand Cayman / Rum Point

      3 8 min stay varies

      • 3 bedrooms
      • sleeps 8
      • min stay varies
      • Beach / lakeside relaxation
      • Swimming pool
      • Child friendly

      from £352 / night

      £2,462 / week

      Book View

      from £352 / night

      (11) Excellent 

        29

        Holiday condo with shared pool in Seven Mile Beach

        Grand Cayman / Seven Mile Beach

        4 10 7 nights min

        • 4 bedrooms
        • sleeps 10
        • 7 nights min
        • Beach / lakeside relaxation
        • Nearest beach 0.1 km
        • Swimming pool

        from £1,925 / night

        £4,850 - £14,625 / week

        Enquire View

        from £1,925 / night

          30

          Home rental in Rum Point with shared pool

          Grand Cayman / Rum Point

          3 8 min stay varies

          • 3 bedrooms
          • sleeps 8
          • min stay varies
          • Beach / lakeside relaxation
          • Swimming pool
          • Child friendly

          from £255 / night

          £1,783 / week

          Book View

          from £255 / night

          (1) Excellent 

            13

            Holiday villa with shared pool in Rum Point

            Grand Cayman / Rum Point

            3 8 min stay varies

            • 3 bedrooms
            • sleeps 8
            • min stay varies
            • Beach / lakeside relaxation
            • Swimming pool
            • Child friendly

            from £352 / night

            £3,017 / week

            Book View

            from £352 / night

            (4) Excellent 

              16

              Holiday villa in East End

              Grand Cayman / East End

              3 8 min stay varies

              • 3 bedrooms
              • sleeps 8
              • min stay varies
              • Beach / lakeside relaxation
              • Swimming pool
              • Child friendly

              from £300 / night

              £2,436 - £2,841 / week

              Book View

              Responds fast!
              avg. 3 hours 39 minutes

              from £300 / night

              (8) Excellent 

                21

                Holiday guest house in Seven Mile Beach

                Grand Cayman / Seven Mile Beach

                2 6 min stay varies

                • 2 bedrooms
                • sleeps 6
                • min stay varies
                • Beach / lakeside relaxation
                • Nearest beach 0.1 km
                • Child friendly

                from £177 / night

                £965 - £2,292 / week

                Book View

                from £177 / night

                  7

                  Holiday condo in Rum Point

                  Grand Cayman / Rum Point

                  2 6 3 nights min

                  • 2 bedrooms
                  • sleeps 6
                  • 3 nights min
                  • Beach / lakeside relaxation
                  • Child friendly
                  • Air conditioning

                  from £243 / night

                  £1,697 / week

                  Book View

                  from £243 / night

                    57

                    Holiday condo with shared pool in Seven Mile Beach

                    Grand Cayman / Seven Mile Beach

                    4 10 min stay varies

                    • 4 bedrooms
                    • sleeps 10
                    • min stay varies
                    • Swimming pool
                    • Child friendly
                    • Air conditioning

                    from £770 / night

                    £5,388 - £14,625 / week

                    Enquire View

                    from £770 / night

                      24

                      Holiday apartment in Bodden Town

                      Grand Cayman / Bodden Town

                      2 4 4 nights min

                      • 2 bedrooms
                      • sleeps 4
                      • 4 nights min
                      • Nearest beach 0.1 km
                      • Child friendly
                      • Air conditioning

                      from £58 / night

                      £997 / week

                      Book View

                      Responds fast!
                      avg. 1 hour 30 minutes

                      from £58 / night

                        29

                        Bodden Town holiday apartment accommodation

                        Grand Cayman / Bodden Town

                        2 4 min stay varies

                        • 2 bedrooms
                        • sleeps 4
                        • min stay varies
                        • Nearest beach 0.1 km
                        • Child friendly
                        • Air conditioning

                        from £58 / night

                        £997 / week

                        Book View

                        Responds fast!
                        avg. 1 hour 30 minutes

                        from £58 / night

                          8

                          East End holiday apartment rental

                          Grand Cayman / East End

                          2 6 min stay varies

                          • 2 bedrooms
                          • sleeps 6
                          • min stay varies
                          • Child friendly

                          from £133 / night

                          £926 - £4,473 / week

                          Book View

                          Responds fast!
                          avg. 3 hours 39 minutes

                          from £133 / night

                            37

                            Holiday villa in Rum Point

                            Grand Cayman / Rum Point

                            5 15 5 nights min

                            • 5 bedrooms
                            • sleeps 15
                            • 5 nights min
                            • Child friendly

                            from £924 / night

                            £6,466 / week

                            Enquire View

                            from £924 / night

                            (1) Very Good 

                              18

                              Cottage rental in East End

                              Grand Cayman / East End

                              2 5 5 nights min

                              • 2 bedrooms
                              • sleeps 5
                              • 5 nights min
                              • Child friendly

                              from £199 / night

                              £1,389 - £1,759 / week

                              Book View

                              Responds fast!
                              avg. 3 hours 39 minutes

                              from £199 / night

                              (2) Very Good 

                                15

                                East End holiday studio rental

                                Grand Cayman / East End

                                Studio 3 min stay varies

                                • Studio
                                • sleeps 3
                                • min stay varies
                                • Nearest beach 1 km
                                • Child friendly
                                • Air conditioning

                                from £133 / night

                                £882 - £956 / week

                                Book View

                                Responds fast!
                                avg. 3 hours 39 minutes

                                from £133 / night

                                  30

                                  West Bay holiday villa rental

                                  Grand Cayman / West Bay

                                  5 12 min stay varies

                                  • 5 bedrooms
                                  • sleeps 12
                                  • min stay varies
                                  • Nearest beach 0.001 km
                                  • Child friendly

                                  from £793 / night

                                  £5,550 - £14,796 / week

                                  Enquire View

                                  from £793 / night

                                    30

                                    Holiday home with shared pool in Rum Point

                                    Grand Cayman / Rum Point

                                    3 8 min stay varies

                                    • 3 bedrooms
                                    • sleeps 8
                                    • min stay varies
                                    • Beach / lakeside relaxation
                                    • Swimming pool
                                    • Child friendly

                                    from £255 / night

                                    £1,783 / week

                                    Book View

                                    from £255 / night

                                      54

                                      Holiday condo rental

                                      Grand Cayman / West Bay

                                      4 10 min stay varies

                                      • 4 bedrooms
                                      • sleeps 10
                                      • min stay varies
                                      • Child friendly

                                      from £770 / night

                                      £5,388 - £14,625 / week

                                      Enquire View

                                      from £770 / night

                                        14

                                        Holiday villa in East End

                                        Grand Cayman / East End

                                        3 10 min stay varies

                                        • 3 bedrooms
                                        • sleeps 10
                                        • min stay varies
                                        • Child friendly

                                        from £265 / night

                                        £1,851 - £5,244 / week

                                        Book View

                                        Responds fast!
                                        avg. 3 hours 39 minutes

                                        from £265 / night

                                          16

                                          East End holiday home rental

                                          Grand Cayman / East End

                                          3 7 min stay varies

                                          • 3 bedrooms
                                          • sleeps 7
                                          • min stay varies
                                          • Beach / lakeside relaxation
                                          • Child friendly

                                          from £265 / night

                                          £2,160 - £5,861 / week

                                          Book View

                                          Responds fast!
                                          avg. 3 hours 39 minutes

                                          from £265 / night

                                          (1) Excellent 

                                            33

                                            Holiday villa rental

                                            Grand Cayman / George Town

                                            7 18 min stay varies

                                            • 7 bedrooms
                                            • sleeps 18
                                            • min stay varies
                                            • Child friendly

                                            from £1,463 / night

                                            £10,238 - £18,859 / week

                                            Enquire View

                                            from £1,463 / night

                                              5

                                              Holiday villa with shared pool, golf nearby in East End

                                              Grand Cayman / East End

                                              1 4 7 nights min

                                              • 1 bedroom
                                              • sleeps 4
                                              • 7 nights min
                                              • Swimming pool
                                              • Child friendly
                                              • Air conditioning

                                              from £423 / night

                                              £2,962 / week

                                              Book View

                                              from £423 / night

                                              (1) Excellent 

                                                23

                                                Holiday villa in Seven Mile Beach

                                                Grand Cayman / Seven Mile Beach

                                                4 8 min stay varies

                                                • 4 bedrooms
                                                • sleeps 8
                                                • min stay varies
                                                • Child friendly

                                                from £1,082 / night

                                                £7,574 - £16,359 / week

                                                Enquire View

                                                from £1,082 / night

                                                  21

                                                  Holiday home in Bodden Town

                                                  Grand Cayman / Bodden Town

                                                  2 4 3 nights min

                                                  • 2 bedrooms
                                                  • sleeps 4
                                                  • 3 nights min
                                                  • Child friendly
                                                  • Air conditioning

                                                  from £138 / night

                                                  £962 / week

                                                  Book View

                                                  from £138 / night

                                                    18

                                                    Holiday apartment in Bodden Town

                                                    Grand Cayman / Bodden Town

                                                    2 4 3 nights min

                                                    • 2 bedrooms
                                                    • sleeps 4
                                                    • 3 nights min
                                                    • Child friendly
                                                    • Air conditioning

                                                    from £138 / night

                                                    £962 / week

                                                    Book View

                                                    from £138 / night

                                                    (1) Average 

                                                      16

                                                      Holiday apartment in Bodden Town

                                                      Grand Cayman / Bodden Town

                                                      2 4 3 nights min

                                                      • 2 bedrooms
                                                      • sleeps 4
                                                      • 3 nights min
                                                      • Child friendly
                                                      • Air conditioning

                                                      from £138 / night

                                                      £962 / week

                                                      Book View

                                                      from £138 / night

                                                      (1) Excellent 

                                                        37

                                                        Holiday villa rental

                                                        Grand Cayman / Seven Mile Beach

                                                        2 4 min stay varies

                                                        • 2 bedrooms
                                                        • sleeps 4
                                                        • min stay varies
                                                        • Child friendly

                                                        from £685 / night

                                                        £4,796 - £11,854 / week

                                                        Enquire View

                                                        from £685 / night

                                                        (1) Excellent 

                                                          18

                                                          Holiday apartment in Breakers

                                                          Grand Cayman / Breakers

                                                          2 4 3 nights min

                                                          • 2 bedrooms
                                                          • sleeps 4
                                                          • 3 nights min
                                                          • Child friendly
                                                          • Air conditioning

                                                          from £138 / night

                                                          £962 / week

                                                          Book View

                                                          from £138 / night

                                                            30

                                                            East End holiday villa rental

                                                            Grand Cayman / East End

                                                            5 10 min stay varies

                                                            • 5 bedrooms
                                                            • sleeps 10
                                                            • min stay varies
                                                            • Child friendly

                                                            from £793 / night

                                                            £5,550 - £14,796 / week

                                                            Enquire View

                                                            from £793 / night

                                                              25

                                                              George Town holiday villa rental

                                                              Grand Cayman / George Town

                                                              3 6 14 nights min

                                                              • 3 bedrooms
                                                              • sleeps 6
                                                              • 14 nights min
                                                              • Child friendly

                                                              from £5,499 / night

                                                              £38,488 / week

                                                              Enquire View

                                                              from £5,499 / night

                                                                15

                                                                Holiday villa with shared pool in Seven Mile Beach

                                                                Grand Cayman / Seven Mile Beach

                                                                4 10 3 nights min

                                                                • 4 bedrooms
                                                                • sleeps 10
                                                                • 3 nights min
                                                                • Swimming pool
                                                                • Child friendly
                                                                • Air conditioning

                                                                from £882 / night

                                                                £6,170 / week

                                                                Book View

                                                                from £882 / night

                                                                (4) Excellent 

                                                                  50

                                                                  Holiday villa in Seven Mile Beach

                                                                  Grand Cayman / Seven Mile Beach

                                                                  3 7 7 nights min

                                                                  • 3 bedrooms
                                                                  • sleeps 7
                                                                  • 7 nights min
                                                                  • Swimming pool
                                                                  • Child friendly
                                                                  • Air conditioning

                                                                  from £2,925 / night

                                                                  £20,475 / week

                                                                  Enquire View

                                                                  from £2,925 / night

                                                                  (13) Excellent 

                                                                    32

                                                                    Holiday home in Rum Point

                                                                    Grand Cayman / Rum Point

                                                                    2 6 4 nights min

                                                                    • 2 bedrooms
                                                                    • sleeps 6
                                                                    • 4 nights min
                                                                    • Beach / lakeside relaxation
                                                                    • Swimming pool
                                                                    • Child friendly
                                                                    “Gorgeous, peaceful- perfect island setting!” We rarely saw any other guests while staying at Three Little Birds. The place is well appointed, clean, comfortable, with a fully stocked kitchen; lovely sitting room overlooking the little beach. Swimming in the lagoon is a great way to start the day! Easy to find and convenient to the dock, restaurant and little stores nearby. Complete island chill!

                                                                    from £441 / night

                                                                    £3,085 / week

                                                                    Book View

                                                                    from £441 / night

                                                                    (37) Excellent 

                                                                    Certificate of Excellence

                                                                      27

                                                                      Holiday apartment with shared pool in Rum Point

                                                                      Grand Cayman / Rum Point

                                                                      2 4 min stay varies

                                                                      • 2 bedrooms
                                                                      • sleeps 4
                                                                      • min stay varies
                                                                      • Beach / lakeside relaxation
                                                                      • Nearest beach 0 km
                                                                      • Swimming pool
                                                                      “A home from home in a beautiful setting for our first stay in th” Moonlight Kai was the perfect choice for our stay in the Cayman Islands. It is on a gorgeous beach and has a very quiet pool and hot rub area where most days we were the only ones there! The modern and spacious apartment is equipped with everything you need and it was a refreshing change to be able to make our own breakfasts and dinners. My husband and I have left feeling properly relaxed and refreshed and in love with the area! Kaibo beach bar is very handy next door too - the staff there are so friendly and the food is good and reasonable. Will definitely return one day ;)

                                                                      Certificate of Excellence

                                                                      from £159 / night

                                                                      £1,389 / week

                                                                      Book View

                                                                      from £159 / night

                                                                      (14) Excellent 

                                                                        42

                                                                        Holiday home letting

                                                                        Grand Cayman / Rum Point

                                                                        5 10 min stay varies

                                                                        • 5 bedrooms
                                                                        • sleeps 10
                                                                        • min stay varies
                                                                        • Swimming pool
                                                                        • Child friendly
                                                                        • Air conditioning
                                                                        “Peaceful, spectacular views, private, elegant.” My family of 4 stayed here in June 2012. The residence was amazing. Very clean, well appointed. The location is incredibly peaceful and well off the beaten path, yet close enough to all other stops on the island. The water out back was incredibly clear for snorkeling. The sunsets were fantastic. David and Karen were very accommodating. We will certainly recommend this private residence to our friends and family for the vacation of a lifetime.

                                                                        from £639 / night

                                                                        £4,473 / week

                                                                        Book View

                                                                        Responds fast!
                                                                        avg. 20 minutes

                                                                        from £639 / night

                                                                        (28) Excellent 

                                                                          21

                                                                          Holiday apartment with swimming pool in North Side

                                                                          Grand Cayman / North Side

                                                                          2 6 min stay varies

                                                                          • 2 bedrooms
                                                                          • sleeps 6
                                                                          • min stay varies
                                                                          • Beach / lakeside relaxation
                                                                          • Swimming pool
                                                                          • Child friendly
                                                                          “Perfect Family Vacation” Dan was a pleasure to rent from. He responds quickly to questions and the description of the condo in the ad is accurate. We had plenty of room for the four of us (two adults, two teenage girls) and the condo is stocked with everything you will need. We opted to leave our swim fins home to save room, as there are several pairs in the condo to use. The north end is quiet and more remote than the west end of the island...which is just what we wanted. Excellent snorkeling right out front and many, many other cool public beaches to check out within a 10-15 minute drive away. We will definitely rent from Dan again.

                                                                          from £199 / night

                                                                          £1,389 - £2,063 / week

                                                                          Book View

                                                                          Responds fast!
                                                                          avg. 2 hours 48 minutes

                                                                          from £199 / night

                                                                          (18) Excellent 

                                                                            24

                                                                            Holiday home in East End

                                                                            Grand Cayman / East End

                                                                            2 6 min stay varies

                                                                            • 2 bedrooms
                                                                            • sleeps 6
                                                                            • min stay varies
                                                                            • Child friendly
                                                                            • Air conditioning
                                                                            “Home for the holidays!” My best friend and I had the ultimate pleasure of staying at the Sea Beauty for 7 days. It was the most wonderful vacation I have ever had. Ironically, I lived in Grand Cayman for two years from 1997-99 and, at that time, I rented and lived in the Sea Beauty. Coming back was just like coming home again! Cathy and Jerry Frazier are two of the kindest people I could ever hope to meet and they were wonderful hosts. The cottage itself was comfortable, exceptionally clean and located across from a beautiful private beach on Frank Sound. The proximaty of the cottage to other beaches was wonderful as well. Away from the hustle and bustle of George Town we enjoyed a peaceful and relaxing vacation. I would recommend the Sea Beauty for anyone looking to relax away from the more tourist oriented parts of Grand Cayman. At the Sea Beauty you truly feel like a part of the island life. Frank Sound is gorgeous and you are just minutes away from Rum Point and Morritts Tortuga Club. I was so relaxed and happy every minute of my stay.I hope to have the opportunity to stay at the Sea Beauty again someday. Special thanks to Cathy and Jerry Frazier and Jim Leavitt.

                                                                            from £243 / night

                                                                            £1,697 / week

                                                                            Book View

                                                                            from £243 / night

                                                                            (9) Excellent 

                                                                            Certificate of Excellence

                                                                              39

                                                                              Seven Mile Beach holiday apartment rental

                                                                              Grand Cayman / Seven Mile Beach

                                                                              2 4 min stay varies

                                                                              • 2 bedrooms
                                                                              • sleeps 4
                                                                              • min stay varies
                                                                              • Beach / lakeside relaxation
                                                                              • Swimming pool
                                                                              • Child friendly

                                                                              Certificate of Excellence

                                                                              from £252 / night

                                                                              £1,759 / week

                                                                              Book View

                                                                              Responds fast!
                                                                              avg. 59 minutes

                                                                              from £252 / night

                                                                              (5) Excellent 

                                                                              Certificate of Excellence

                                                                                19

                                                                                Holiday condo with shared pool in Seven Mile Beach

                                                                                Grand Cayman / Seven Mile Beach

                                                                                2 6 min stay varies

                                                                                • 2 bedrooms
                                                                                • sleeps 6
                                                                                • min stay varies
                                                                                • Beach / lakeside relaxation
                                                                                • Swimming pool
                                                                                • Child friendly

                                                                                Certificate of Excellence

                                                                                from £243 / night

                                                                                £1,697 / week

                                                                                Book View

                                                                                from £243 / night

                                                                                  48

                                                                                  Holiday villa rental

                                                                                  Grand Cayman / West Bay

                                                                                  4 8 7 nights min

                                                                                  • 4 bedrooms
                                                                                  • sleeps 8
                                                                                  • 7 nights min
                                                                                  • Swimming pool
                                                                                  • Child friendly
                                                                                  • Air conditioning

                                                                                  from £882 / night

                                                                                  £6,170 / week

                                                                                  Book View

                                                                                  from £882 / night

                                                                                  Top Destination reviews

                                                                                  *BEST RATE GUARANTEED-PLEASE ENQUIRE*Luxury 3 Bedroom Villas on Seven Mile Beach
                                                                                  Wonderful Trip for my family

                                                                                  My family had such an unforgettable stay here- it was the perfect place for our needs. We have been coming to Cayman for years and this has set a new standard for us. Emma and Noreen at Exceptional Villas were so helpful in setting up the whole trip. … see more

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