Houses in Cayman Islands and Villas - Holiday Lettings - Holiday Rentals Cayman Islands

Close

Enter dates for more accurate prices

Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

360 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 £251 / night

    £1,752 / week

    Book View

    from £251 / 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 £355 / night

      £2,480 / week

      Book View

      from £355 / night

      (11) Excellent 

        29

        Holiday condo with shared pool in Cayman Islands

        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 £1,936 / night

        £4,878 - £14,710 / week

        Enquire View

        from £1,936 / 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 £293 / night

          £1,951 - £2,806 / week

          Book View

          Responds fast!
          avg. 2 hours 58 minutes

          from £293 / night

            30

            Home rental in Cayman Islands 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 £251 / night

            £1,752 / week

            Book View

            from £251 / 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 £355 / night

              £2,965 / week

              Book View

              from £355 / 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 £178 / night

                £971 - £2,305 / week

                Book View

                from £178 / night

                (2) Excellent 

                  20

                  Holiday home in Cayman Islands

                  Cayman Islands / Cayman Brac

                  2 5 3 nights min

                  • 2 bedrooms
                  • sleeps 5
                  • 3 nights min
                  • Air conditioning
                  • Pet friendly
                  • Private garden

                  from £130 / night

                  £780 - £901 / week

                  Book View

                  from £130 / night

                    7

                    Holiday condo in Cayman Islands

                    Grand Cayman / Rum Point

                    2 6 3 nights min

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

                    from £239 / night

                    £1,667 / week

                    Book View

                    from £239 / night

                      24

                      Holiday apartment in Cayman Islands

                      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 - £1,535 / week

                      Book View

                      Responds fast!
                      avg. 59 minutes

                      from £58 / night

                        57

                        Holiday condo with shared pool in Cayman Islands

                        Grand Cayman / Seven Mile Beach

                        4 10 min stay varies

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

                        from £681 / night

                        £4,765 - £14,371 / week

                        Enquire View

                        from £681 / night

                          8

                          Cayman Islands holiday apartment rental

                          Grand Cayman / East End

                          2 6 min stay varies

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

                          from £130 / night

                          £910 - £4,395 / week

                          Book View

                          Responds fast!
                          avg. 2 hours 58 minutes

                          from £130 / night

                            37

                            Holiday villa in Cayman Islands

                            Grand Cayman / Rum Point

                            5 15 5 nights min

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

                            from £929 / night

                            £6,504 - £8,942 / week

                            Enquire View

                            from £929 / night

                              29

                              Cayman Islands 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 - £1,535 / week

                              Book View

                              Responds fast!
                              avg. 59 minutes

                              from £58 / night

                              (1) Very Good 

                                18

                                Cottage rental in Cayman Islands

                                Grand Cayman / East End

                                2 5 min stay varies

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

                                from £195 / night

                                £1,364 - £2,274 / week

                                Book View

                                Responds fast!
                                avg. 2 hours 58 minutes

                                from £195 / night

                                  30

                                  Holiday home with shared pool in Cayman Islands

                                  Grand Cayman / Rum Point

                                  3 8 min stay varies

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

                                  from £257 / night

                                  £1,794 / week

                                  Book View

                                  from £257 / night

                                    30

                                    Cayman Islands 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 £777 / night

                                    £5,433 - £14,485 / week

                                    Enquire View

                                    from £777 / night

                                    (2) Very Good 

                                      15

                                      Cayman Islands 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 £130 / night

                                      £863 - £1,552 / week

                                      Book View

                                      Responds fast!
                                      avg. 2 hours 58 minutes

                                      from £130 / 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 £416 / night

                                        £2,910 / week

                                        Book View

                                        from £416 / night

                                          54

                                          Holiday condo rental

                                          Grand Cayman / West Bay

                                          4 10 min stay varies

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

                                          from £681 / night

                                          £4,765 - £14,371 / week

                                          Enquire View

                                          from £681 / night

                                            14

                                            Holiday villa in Cayman Islands

                                            Grand Cayman / East End

                                            3 10 min stay varies

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

                                            from £266 / night

                                            £1,862 - £5,275 / week

                                            Book View

                                            Responds fast!
                                            avg. 2 hours 58 minutes

                                            from £266 / night

                                              16

                                              Cayman Islands 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 £304 / night

                                              £2,122 - £5,759 / week

                                              Book View

                                              Responds fast!
                                              avg. 2 hours 58 minutes

                                              from £304 / 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 £1,471 / night

                                                £10,297 - £18,968 / week

                                                Enquire View

                                                from £1,471 / night

                                                (1) Excellent 

                                                  23

                                                  Holiday villa in Cayman Islands

                                                  Grand Cayman / Seven Mile Beach

                                                  4 8 min stay varies

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

                                                  from £1,075 / night

                                                  £7,524 - £16,252 / week

                                                  Enquire View

                                                  from £1,075 / night

                                                    12

                                                    Holiday apartment in Cayman Islands

                                                    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

                                                      13

                                                      Holiday apartment in Cayman Islands

                                                      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 

                                                        16

                                                        Holiday apartment in Cayman Islands

                                                        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

                                                        (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 £671 / night

                                                          £4,695 - £11,605 / week

                                                          Enquire View

                                                          from £671 / night

                                                            12

                                                            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

                                                              30

                                                              Cayman Islands holiday villa rental

                                                              Grand Cayman / East End

                                                              5 10 min stay varies

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

                                                              from £779 / night

                                                              £5,454 - £14,539 / week

                                                              Enquire View

                                                              from £779 / night

                                                                25

                                                                Cayman Islands holiday villa rental

                                                                Grand Cayman / George Town

                                                                3 6 14 nights min

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

                                                                from £5,383 / night

                                                                £37,678 / week

                                                                Enquire View

                                                                from £5,383 / 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 £866 / night

                                                                  £6,062 / week

                                                                  Book View

                                                                  from £866 / night

                                                                  (4) Excellent 

                                                                    50

                                                                    Holiday villa in Seven Mile Beach

                                                                    Grand Cayman / Seven Mile Beach

                                                                    3 7 min stay varies

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

                                                                    from £1,330 / night

                                                                    £9,310 - £11,341 / week

                                                                    Enquire View

                                                                    from £1,330 / night

                                                                      23

                                                                      Holiday home in Cayman Islands

                                                                      Cayman Brac / West End

                                                                      2 4 3 nights min

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

                                                                      from £156 / night

                                                                      £1,092 / week

                                                                      Book View

                                                                      from £156 / night

                                                                      (13) Excellent 

                                                                        32

                                                                        Holiday home in Cayman Islands

                                                                        Grand Cayman / Rum Point

                                                                        2 6 4 nights min

                                                                        • 2 bedrooms
                                                                        • sleeps 6
                                                                        • 4 nights min
                                                                        • Beach / lakeside relaxation
                                                                        • Swimming pool
                                                                        • Child friendly

                                                                        from £433 / night

                                                                        £3,031 / week

                                                                        Book View

                                                                        from £433 / night

                                                                        (28) Excellent 

                                                                          21

                                                                          Holiday apartment with swimming pool in Cayman Islands

                                                                          Grand Cayman / North Side

                                                                          2 6 min stay varies

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

                                                                          from £200 / night

                                                                          £1,397 - £2,075 / week

                                                                          Book View

                                                                          Responds fast!
                                                                          avg. 2 hours 41 minutes

                                                                          from £200 / night

                                                                          (36) 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

                                                                            Certificate of Excellence

                                                                            from £156 / night

                                                                            £1,359 / week

                                                                            Book View

                                                                            from £156 / night

                                                                            (1) Excellent 

                                                                              41

                                                                              Cayman Islands holiday home rental

                                                                              Grand Cayman / Rum Point

                                                                              5 12 min stay varies

                                                                              • 5 bedrooms
                                                                              • sleeps 12
                                                                              • min stay varies
                                                                              • Swimming pool
                                                                              • Child friendly
                                                                              • Air conditioning

                                                                              from £862 / night

                                                                              £6,032 / week

                                                                              Book View

                                                                              from £862 / night

                                                                              (5) Excellent 

                                                                                16

                                                                                Cayman Brac holiday villa rental

                                                                                Cayman Islands / Cayman Brac

                                                                                3 8 min stay varies

                                                                                • 3 bedrooms
                                                                                • sleeps 8
                                                                                • min stay varies
                                                                                • Nearest beach 0 km
                                                                                • Swimming pool
                                                                                • Child friendly

                                                                                from £310 / night

                                                                                £2,166 - £3,072 / week

                                                                                Book View

                                                                                Responds fast!
                                                                                avg. 31 minutes

                                                                                from £310 / night

                                                                                (1) Excellent 

                                                                                  8

                                                                                  Holiday home in Cayman Islands

                                                                                  Cayman Islands / Little Cayman

                                                                                  3 7 7 nights min

                                                                                  • 3 bedrooms
                                                                                  • sleeps 7
                                                                                  • 7 nights min
                                                                                  • Beach / lakeside relaxation
                                                                                  • Child friendly
                                                                                  • Air conditioning

                                                                                  from £607 / night

                                                                                  £4,244 / week

                                                                                  Book View

                                                                                  from £607 / night

                                                                                  Top Destination reviews

                                                                                  *BEST RATE GUARANTEED-PLEASE ENQUIRE*Luxury 3 Bedroom Villas on Seven Mile Beach
                                                                                  We loved every minute

                                                                                  We had the best week at the Caribbean Club. Everything was incredible - from the service we received from Noreen and Emma at Exceptional Villas to the service we received during our stay at the Caribbean Club. We could not fault a thing! The amenities were superb… The beach attendant was always there with lounge covers, drinks, or available for paddle board rentals, etc. Room service was excellent and efficient. The gym was very well equipped (not that I used it much!!!). Location is excellent – walking distance to everywhere we wanted to go – the best restaurants, Camana Bay and the supermarket literally right across the street. We stayed in a third-floor spacious beachfront villa and enjoyed the glorious sunsets on many evenings while enjoying our room service meal from LUCA and sipping prosecco – the dream! I would not hesitate in returning here again soon.see more
                                                                                  Great Location & Value! 7mile Beach Condo next to *NEW* Margaritaville Resort
                                                                                  Very good stay - Livia was very attentive and full of suggestions of places to eat/go

                                                                                  On 7 Mile beach - I loved the early morning walks and later afternoon walks along one of the most beautiful beaches. Apartment was good with plenty of space and facilities … see more
                                                                                  Mora - 7 Bedrooms at South Sound - Book Now
                                                                                  Lovely Villa and the location is amazing

                                                                                  Mora is a great spacious villa located on a small beach that felt very private. We took our family here to celebrate a few special birthdays and my daughters graduation. We had a great time and spent most of our days in the water. There is sea grass in the shallow parts of the water but once you get out it is perfect. The villa is ideally located close within short drive from lovely bars and restaurants and seven mile beach.see more
                                                                                  Caribbean Club - 4 Bedroom Villa at Seven Mile Beach - Book Now
                                                                                  Excellent Service and Location

                                                                                  The Caribbean Club is the best- so much more space than a hotel room yet all the same fantastic amenities you would get while staying at a hotel. We had dinner at LUCA on our first night- it was one of the best meals we had while on Grand Cayman. Me and my wife will be back again soon. Thanks for a great staysee more
                                                                                  Caribbean Club - 2 Bedroom Villa at Seven Mile Beach - Book Now
                                                                                  We Loved It

                                                                                  The Caribbean Club is one of the best locations while staying in Grand Cayman. My grown up kids loved and it was one of our best family trips in a long time. We will definitely be back in the future. … see more
                                                                                  Villa Emmanuel
                                                                                  Wonderful experience!

                                                                                  Villa Emmanuel was perfect for us!! We stayed for two weeks and everyone loved it! The house, pool and oven were amazing. Villa Emmanuel is away from the busy area of Grand Cayman, but we could walk to either Kaibo or Rum Point for a restaurant or quaint entertainment. (You do need a car to get groceries) My kids, my mother, my husband, my friends and I all had a very relaxing memorable experience! I was sad to leave. see more

                                                                                  Also consider