Villas in North Side and Apartments – Holiday Lettings - Holiday Rentals North Side

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327 Holiday homes

(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
    “Very peaceful location.” I dreamed of a quiet retreat on the ocean with all the amenities of home and that is what we found. This home is well cared for and has everything you need for a comfortable get away. We enjoyed the ocean and the pool daily. The outside deck was perfect for our morning coffee and the lanai was awesome for enjoying our home cooked meals. We had no difficulty stocking the kitchen with our food choices and this allowed us the maximum amount of sun time! If all goes well we will be back again.

    from £199 / night

    £1,389 - £2,063 / week

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    Responds fast!
    avg. 2 hours 48 minutes

    from £199 / night

    (2) Excellent 

      27

      Home rental in North Side with shared pool

      Grand Cayman / North Side

      2 6 min stay varies

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

      from £220 / night

      £1,540 / week

      Book View

      from £220 / night

        27

        Holiday home in North Side

        Grand Cayman / North Side

        2 5 min stay varies

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

        from £331 / night

        £2,314 / week

        Book View

        from £331 / night

        (21) Excellent 

        Certificate of Excellence

          18

          Holiday villa in North Side

          Grand Cayman / North Side

          3 6 min stay varies

          • 3 bedrooms
          • sleeps 6
          • min stay varies
          • Beach / lakeside relaxation
          • Child friendly
          • Air conditioning
          “slice of heaven” Thank you so much to Frank and Del- loved loved loved this perfect quiet spot for our beach vacation! The villa is just as pictured, with so many homey touches- comfy pillows on the couches, bunches of beach towels and snorkel gear, and every possible cooking utensil for whatever dinner strikes your fancy! This would be a perfect spot for couples or families like ours. The beach is quite literally outside your door. We loved having our own private beach on the beautiful tropical island. We never ran out of stuff to do- recommendations were listed by Frank and Del and past guests, and the snorkeling right out the back is incredible. Lawn chairs are on the front of the beach for lazy reading in the sunshine, and board games are stacked high. We also loved the music system that we could attach our Ipod to so we could dance while we made dinner... and if we didn't feel like cooking, they were so many yummy places to eat at just a ways down the road. Just incredible to have our own paradise at our fingertips. Thank you again to Frank for being so accessible and helpful in advice and tips for making our stay fantastic. We will be back soon!

          Certificate of Excellence

          from £251 / night

          £1,652 - £2,643 / week

          Book View

          Responds fast!
          avg. 3 hours 23 minutes

          from £251 / night

          (16) Very Good 

            16

            Holiday apartment in North Side

            Grand Cayman / North Side

            1 4 min stay varies

            • 1 bedroom
            • sleeps 4
            • min stay varies
            • Child friendly
            • Air conditioning
            “Cosy and Laid Back” We rented Rum Haven for a long weekend staycation and had a really nice time. Perfect size for a couple although they have a sofa bed if you were to add more. Rum Point just across the road with drinks, food, watersports and a really nice beach and turquoise waters. The condo also looks onto a water inlet from the ocean which you can kayak up. The bioluminescence tours go right by here if you pick the right times of the month (no moon). The condo was well equipped with kitchen equipment, etc - everything you need in a home. The owners (and property manager) clearly take good care of this place. All in all I'd highly recommend this to prospective guests, ideally a couple due to the size.

            from £112 / night

            £782 - £1,725 / week

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            from £112 / night

            (6) Excellent 

              28

              North Side holiday home rental

              Grand Cayman / North Side

              6 12 min stay varies

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

              from £794 / night

              £5,553 / week

              Book View

              from £794 / night

              (1) Excellent 

                23

                Holiday villa with shared pool in North Side

                Grand Cayman / North Side

                3 6 min stay varies

                • 3 bedrooms
                • sleeps 6
                • min stay varies
                • Swimming pool
                • Child friendly
                • Air conditioning

                from £220 / night

                £1,536 - £2,371 / week

                Enquire View

                from £220 / night

                  25

                  Holiday home in North Side

                  Grand Cayman / North Side

                  3 6 min stay varies

                  • 3 bedrooms
                  • sleeps 6
                  • min stay varies
                  • Swimming pool
                  • Child friendly
                  • Air conditioning

                  from £485 / night

                  £3,394 / week

                  Book View

                  from £485 / night

                  (5) Excellent 

                    28

                    Holiday condo with shared pool in North Side

                    Grand Cayman / North Side

                    2 6 min stay varies

                    • 2 bedrooms
                    • sleeps 6
                    • min stay varies
                    • Swimming pool
                    • Child friendly
                    • Air conditioning

                    from £221 / night

                    £1,543 / week

                    Book View

                    from £221 / night

                    (3) Very Good 

                      17

                      Holiday home in North Side

                      Grand Cayman / North Side

                      4 10 min stay varies

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

                      from £498 / night

                      £3,486 / week

                      Book View

                      from £498 / night

                      (3) Very Good 

                        13

                        Holiday home in North Side

                        Grand Cayman / North Side

                        3 6 min stay varies

                        • 3 bedrooms
                        • sleeps 6
                        • min stay varies
                        • Child friendly
                        • Air conditioning
                        • Private garden

                        from £194 / night

                        £1,163 - £2,062 / week

                        Book View

                        Responds fast!
                        avg. 1 hour 46 minutes

                        from £194 / night

                          18

                          Holiday home with swimming pool in North Side

                          Grand Cayman / North Side

                          2 4 min stay varies

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

                          from £304 / night

                          £2,129 / week

                          Book View

                          from £304 / night

                          (11) Excellent 

                            27

                            Villa rental in North Side with swimming pool

                            Grand Cayman / North Side

                            4 8 min stay varies

                            • 4 bedrooms
                            • sleeps 8
                            • min stay varies
                            • Swimming pool
                            • Child friendly
                            • Air conditioning

                            from £381 / night

                            £2,668 - £6,197 / week

                            Enquire View

                            from £381 / night

                            (2) Excellent 

                              22

                              Villa rental in North Side with shared pool

                              Grand Cayman / North Side

                              6 15 1 night min

                              • 6 bedrooms
                              • sleeps 15
                              • 1 night min
                              • Swimming pool
                              • Child friendly
                              • Air conditioning

                              from £661 / night

                              £4,628 / week

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                              Responds fast!
                              avg. 14 minutes

                              from £661 / night

                              (1) Excellent 

                                19

                                North Side holiday villa rental

                                Grand Cayman / North Side

                                3 8 min stay varies

                                • 3 bedrooms
                                • sleeps 8
                                • min stay varies
                                • Swimming pool
                                • Child friendly
                                • Air conditioning

                                from £347 / night

                                £2,425 - £6,466 / week

                                Enquire View

                                from £347 / night

                                (3) Very Good 

                                  16

                                  Holiday apartment in North Side

                                  Grand Cayman / North Side

                                  1 2 min stay varies

                                  • 1 bedroom
                                  • sleeps 2
                                  • min stay varies
                                  • Child friendly
                                  • Air conditioning

                                  from £112 / night

                                  £782 - £1,725 / week

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                                  from £112 / night

                                  (4) Excellent 

                                    16

                                    North Side holiday apartment rental

                                    Grand Cayman / North Side

                                    1 4 min stay varies

                                    • 1 bedroom
                                    • sleeps 4
                                    • min stay varies
                                    • Child friendly
                                    • Air conditioning

                                    from £112 / night

                                    £782 - £1,725 / week

                                    Enquire View

                                    from £112 / night

                                    (3) Very Good 

                                      16

                                      Holiday villa with swimming pool in North Side

                                      Grand Cayman / North Side

                                      2 7 min stay varies

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

                                      from £227 / night

                                      £1,590 - £4,203 / week

                                      Enquire View

                                      from £227 / night

                                      (4) Excellent 

                                        29

                                        Holiday villa rental

                                        Grand Cayman / North Side

                                        5 12 min stay varies

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

                                        from £374 / night

                                        £2,614 - £8,460 / week

                                        Enquire View

                                        from £374 / night

                                        (20) Very Good 

                                          13

                                          Holiday apartment in North Side

                                          Grand Cayman / North Side

                                          1 2 min stay varies

                                          • 1 bedroom
                                          • sleeps 2
                                          • min stay varies
                                          • Child friendly
                                          • Air conditioning
                                          “Nothing else like it on Cayman!!” Kozi Kai at the Sea Lodges is a beautiful and peaceful destination. Steps to the turquoise sea! Sleeping with the sound of waves on the reef and waking to breathtaking sunrises is as good as it gets. The cottage was spotless and had everything you could want. There is no better value in a beachfront cottage on the island. I highly recommended a stay here.

                                          from £131 / night

                                          £916 - £1,725 / week

                                          Enquire View

                                          from £131 / night

                                          (10) Excellent 

                                            19

                                            Holiday apartment rental

                                            Grand Cayman / North Side

                                            1 4 min stay varies

                                            • 1 bedroom
                                            • sleeps 4
                                            • min stay varies
                                            • Swimming pool
                                            • Child friendly
                                            • Air conditioning
                                            “Great time staying at The Pools in Grand Cayman Island” My wife and I were so happy with our stay at The Pools #12 in the northern section of the island, near Rum Point. The accommodations were wonderful; the unit was large with a full kitchen, has a private pool in a screened-in patio, and is located right on the beach. It was perfect for lazy mornings and wind-down evenings after a full day of activities. The island is known for its numerous dive/snorkling sites but, in addition, we enjoyed just walking out of the patio to snorkle in the waters right in front of our property. Really nice attributes of the location are the nearby restaurants and water craft rentals at Rum Point and Kaibo Yacht Club, close to a general store, and generally less populated area - although it was great to have a wonderful dinner at the Rum Point restaurant and then return home to hear the music coming from the Kaibo Bar and Grill (which stopped, respectively, at around 11:00pm). The rest of the island is an easy drive away; the capitol of Georgetown is a 35 min drive away which offers everything one might want in terms of shopping and dinning, or a fun drive to completely circumvent the entire island. We thought that The Pools were in the best location and the units were excellent in terms of comfort.

                                            from £131 / night

                                            £916 - £1,967 / week

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                                            from £131 / night

                                              33

                                              Holiday villa in North Side

                                              Grand Cayman / North Side

                                              4 10 min stay varies

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

                                              from £308 / night

                                              £2,156 - £4,715 / week

                                              Enquire View

                                              from £308 / night

                                                16

                                                Holiday apartment with shared pool in North Side

                                                Grand Cayman / North Side

                                                2 6 min stay varies

                                                • 2 bedrooms
                                                • sleeps 6
                                                • min stay varies
                                                • Swimming pool
                                                • Child friendly
                                                • Air conditioning

                                                from £124 / night

                                                £863 - £2,021 / week

                                                Enquire View

                                                from £124 / night

                                                (11) Very Good 

                                                  25

                                                  Apartment rental in North Side with swimming pool

                                                  Grand Cayman / North Side

                                                  2 6 min stay varies

                                                  • 2 bedrooms
                                                  • sleeps 6
                                                  • min stay varies
                                                  • Swimming pool
                                                  • Child friendly
                                                  • Air conditioning
                                                  “Just wonderful” On our first visit to Grand Cayman we could not have been more satisfied. This condo offered a very relaxing place to spend a week. The view and quiet location allowed us to forget other obligations that clutter our daily lives. The unit was clean. The kitchen fully stocked with utensils, dinnerware, dish soaps (liquid and dish washer tablets), cookware and dish towels. We did run out of coffee filters and I can not say if they are provided or if they were left over from previous guests. All other linens were provided including beach towels. No laundry soap was provided. A highlight was the indoor pool which we used daily. Our group of two couples could frequently be heard commenting on how much we enjoyed the outdoor living space created by the 2 story screened pool enclosure. It is here that we had our morning coffee and breakfasts. The beauty of tropical sand and water just outside the door was intoxicating. The unit is a short walk from Star Fish Point so we were privileged to observe star fish also living around the dock just outside the back door. Two outdoor chairs and two lounging chairs were provided if one chose to relax by the condo. We found WIFI worked best later in the evening. Check-in and check-out were convenient as the office is located very close to the airport. We were easily able to access the office with a simple phone call for any questions that arose. Rum Point Beach is a few minutes away by car. Here you will find a public beach with chairs, food, drinks, dive shop, hammocks, gift shop and a good restaurant for dinner. Also within a short walking distance of the condo is Kaibo restaurant. We found only 1 of our 3 meals there up to our expectations. Lunch food was satisfactory. Both the Tuesday evening BBQ and Luna Del Mar dinner (only happens on full moon), quality did not match the expensive cost. We would have enjoyed some sort of book in the unit with dining recommendations and things to do. We were however able to talk with other visitors for their recommendations. Our favorite dining highlights were Rum Point for dinner, the Lighthouse, Over the Edge, Morgan's Seafood. Other than going to the beach our favorite activities were boat to snorkel and Sting Ray City, Crystal Cave and Bio-luminescent tour at night.

                                                  from £131 / night

                                                  £916 - £2,506 / week

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                                                  from £131 / night

                                                    26

                                                    Holiday home in North Side

                                                    Grand Cayman / North Side

                                                    4 10 min stay varies

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

                                                    from £366 / night

                                                    £2,561 / week

                                                    Book View

                                                    Responds fast!
                                                    avg. 7 minutes

                                                    from £366 / night

                                                    (3) Very Good 

                                                      25

                                                      North Side holiday home rental

                                                      Grand Cayman / North Side

                                                      5 12 min stay varies

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

                                                      from £877 / night

                                                      £6,139 / week

                                                      Book View

                                                      from £877 / night

                                                      (8) Very Good 

                                                        15

                                                        North Side holiday villa rental

                                                        Grand Cayman / North Side

                                                        2 6 min stay varies

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

                                                        from £174 / night

                                                        £1,213 - £2,748 / week

                                                        Enquire View

                                                        from £174 / night

                                                          24

                                                          Holiday villa in North Side

                                                          Grand Cayman / North Side

                                                          6 14 min stay varies

                                                          • 6 bedrooms
                                                          • sleeps 14
                                                          • min stay varies
                                                          • Swimming pool
                                                          • Child friendly
                                                          • Air conditioning

                                                          from £838 / night

                                                          £5,861 / week

                                                          Book View

                                                          from £838 / night

                                                          (13) Excellent 

                                                            25

                                                            Holiday villa with swimming pool in North Side

                                                            Grand Cayman / North Side

                                                            6 15 min stay varies

                                                            • 6 bedrooms
                                                            • sleeps 15
                                                            • min stay varies
                                                            • Swimming pool
                                                            • Child friendly
                                                            • Air conditioning

                                                            from £578 / night

                                                            £4,042 - £6,197 / week

                                                            Enquire View

                                                            from £578 / night

                                                            (2) Very Good 

                                                              13

                                                              Holiday villa with swimming pool in North Side

                                                              Grand Cayman / North Side

                                                              2 5 min stay varies

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

                                                              from £227 / night

                                                              £1,590 - £3,961 / week

                                                              Enquire View

                                                              from £227 / night

                                                              (2) Excellent 

                                                                20

                                                                North Side holiday villa rental

                                                                Grand Cayman / North Side

                                                                3 6 min stay varies

                                                                • 3 bedrooms
                                                                • sleeps 6
                                                                • min stay varies
                                                                • Child friendly
                                                                • Air conditioning

                                                                from £308 / night

                                                                £2,156 - £3,772 / week

                                                                Enquire View

                                                                from £308 / night

                                                                (9) Very Good 

                                                                  31

                                                                  Holiday villa rental

                                                                  Grand Cayman / North Side

                                                                  5 10 min stay varies

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

                                                                  from £462 / night

                                                                  £3,233 - £7,409 / week

                                                                  Enquire View

                                                                  from £462 / night

                                                                  (5) Excellent 

                                                                    27

                                                                    North Side holiday villa rental

                                                                    Grand Cayman / North Side

                                                                    4 9 min stay varies

                                                                    • 4 bedrooms
                                                                    • sleeps 9
                                                                    • min stay varies
                                                                    • Swimming pool
                                                                    • Child friendly
                                                                    • Air conditioning

                                                                    from £331 / night

                                                                    £2,317 - £5,901 / week

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                                                                    from £331 / night

                                                                    (3) Very Good 

                                                                      21

                                                                      North Side holiday villa rental

                                                                      Grand Cayman / North Side

                                                                      4 8 min stay varies

                                                                      • 4 bedrooms
                                                                      • sleeps 8
                                                                      • min stay varies
                                                                      • Swimming pool
                                                                      • Child friendly
                                                                      • Air conditioning

                                                                      from £278 / night

                                                                      £1,940 - £6,843 / week

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                                                                      from £278 / night

                                                                      (5) Very Good 

                                                                        11

                                                                        Holiday apartment with shared pool in North Side

                                                                        Grand Cayman / North Side

                                                                        2 4 min stay varies

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

                                                                        from £120 / night

                                                                        £836 - £2,371 / week

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                                                                        from £120 / night

                                                                        Great rentals within 20 miles that match your search

                                                                        Distance approx 2.27 miles from North Side Show on Map

                                                                        (13) 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

                                                                          from £637 / night

                                                                          £4,455 / week

                                                                          Book View

                                                                          Responds fast!
                                                                          avg. 40 minutes

                                                                          from £637 / night

                                                                          Distance approx 11.52 miles from North Side

                                                                          (21) Excellent 

                                                                          Certificate of Excellence

                                                                            28

                                                                            Seven Mile Beach holiday apartment rental

                                                                            Grand Cayman / Seven Mile Beach

                                                                            1 4 3 nights min

                                                                            • 1 bedroom
                                                                            • sleeps 4
                                                                            • 3 nights min
                                                                            • Beach / lakeside relaxation
                                                                            • Nearest beach 0 km
                                                                            • Swimming pool

                                                                            Certificate of Excellence

                                                                            from £436 / night

                                                                            £3,049 / week

                                                                            Book View

                                                                            from £436 / night

                                                                            Distance approx 12.06 miles from North Side

                                                                              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 £769 / night

                                                                              £5,379 - £14,600 / week

                                                                              Enquire View

                                                                              from £769 / night

                                                                              Distance approx 11.67 miles from North Side

                                                                                9

                                                                                Holiday villa in George Town

                                                                                Grand Cayman / George Town

                                                                                1 4 3 nights min

                                                                                • 1 bedroom
                                                                                • sleeps 4
                                                                                • 3 nights min
                                                                                • Child friendly
                                                                                • Air conditioning

                                                                                from £163 / night

                                                                                £1,140 / week

                                                                                Book View

                                                                                from £163 / night

                                                                                Distance approx 11.56 miles from North Side

                                                                                (18) Excellent 

                                                                                Certificate of Excellence

                                                                                  49

                                                                                  Apartment rental in Seven Mile Beach with shared pool

                                                                                  Grand Cayman / Seven Mile Beach

                                                                                  1 4 3 nights min

                                                                                  • 1 bedroom
                                                                                  • sleeps 4
                                                                                  • 3 nights min
                                                                                  • Beach / lakeside relaxation
                                                                                  • Swimming pool
                                                                                  • Child friendly

                                                                                  Certificate of Excellence

                                                                                  from £524 / night

                                                                                  £3,665 / week

                                                                                  Book View

                                                                                  from £524 / night

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