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388 Houses

(28) Excellent 

    21

    "A Mid-Winter Night's Dream" Grand Cayman Oceanfront, Quiet, Secluded, Rum Point

    Grand Cayman / North Side

    North Side apartment

    2 6 min stay varies

    • 2 bedrooms
    • sleeps 6
    • min stay varies
    • Beach / lakeside relaxation
    • Swimming pool
    • Child Friendly
    “Loved it” We loved the Rum Point area. The condo was clean. Pool area was clean. We enjoyed the area enough for us to do. When we wanted to do more drove 45 minutes to Seven Mile Beach. Just a great location
    …see more

    Price per night from

    $258

    Responds fast!
    avg. 2 hours 41 minutes

    Price per night from

    $258

      27

      KiToCay by Grand Cayman Villas and Condos

      Grand Cayman / North Side

      North Side house

      2 5 min stay varies

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

      Price per night from

      $430

      Price per night from

      $430

      (2) Excellent 

        27

        Ocean Pearl Beachfront Townhome Vacation Rental

        Grand Cayman / North Side

        North Side house

        2 6 min stay varies

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

        Price per night from

        $285

        Responds fast!
        avg. 3 hours 49 minutes

        Price per night from

        $285

        (21) Excellent 

        Certificate of Excellence

          18

          Gorgeous Beachfront Villa, Azure Breeze #5

          Grand Cayman / North Side

          North Side villa

          3 6 min stay varies

          • 3 bedrooms
          • sleeps 6
          • min stay varies
          • Beach / lakeside relaxation
          • Child Friendly
          • Air conditioning
          “What We Were Hoping It Would Be” No, really, we were hoping there would be oregano -- there was. We were hoping the knives would be sharp and that the dishwasher really washed dishes -- yup. We were hoping you really could snorkel out the back door
          …see more

          Certificate of Excellence

          Price per night from

          $327

          Responds fast!
          avg. 3 hours 23 minutes

          Price per night from

          $327

          (30) Excellent 

            48

            Kai Kotch, #17 Island Houses of Cayman Kai, Rum Pt

            Grand Cayman / North Side

            North Side apartment

            2 6 min stay varies

            • 2 bedrooms
            • sleeps 6
            • min stay varies
            • Beach / lakeside relaxation
            • Nearest beach 0.15 mi
            • Swimming pool
            “Tranquility” Traveled to Grand Cayman with a couple girlfriends and chose Kai Kotch based on reviews here and was not disappointed! We wanted a peaceful vacation and that's exactly what we got. Kai Kotch #17 was spacious and clean and we really enjoye
            …see more

            Price per night from

            $275

            Price per night from

            $275

            (2) Average 

              15

              Grand Cayman Sea Lodge Oceanfront on North Side

              Grand Cayman / North Side

              North Side condo

              2 6 min stay varies

              • 2 bedrooms
              • sleeps 6
              • min stay varies
              • Beach / lakeside relaxation
              • Child Friendly
              • Air conditioning

              Price per night from

              $224

              Price per night from

              $224

              (11) Excellent 

                13

                Cayman Stead, 2 BR, 2 bath,BEACH condo,sleeps 6

                Grand Cayman / North Side

                North Side apartment

                2 6 3 nights min

                • 2 bedrooms
                • sleeps 6
                • 3 nights min
                • Beach / lakeside relaxation
                • Swimming pool
                • Child Friendly
                “Perfect paradise” This was perfect for my family of 2 teenage girls, my wife and I. We wanted the hot Caribbean vacation without the resort. We dove and explored everyday. This condo had everything we needed, pool, right on the sea, internet, full kit
                …see more

                Price per night from

                $285

                Responds fast!
                avg. 3 hours 49 minutes

                Price per night from

                $285

                (3) Very Good 

                  24

                  Castaway Cove by Grand Cayman Villas and Condos

                  Grand Cayman / North Side

                  North Side house

                  4 10 min stay varies

                  • 4 bedrooms
                  • sleeps 10
                  • min stay varies
                  • Child Friendly
                  • Air conditioning
                  “A Family Vacation to Remember forever” We had an amazing stay at Castaway Cove. It is the location to be when visiting Grand Cayman if you don't want to be by the tourists and busy 7 mile beach. The weather was amazing and the beach was great. My k
                  …see more

                  Price per night from

                  $647

                  Price per night from

                  $647

                    23

                    Mahogany Point 5

                    Grand Cayman / North Side

                    North Side villa

                    3 6 min stay varies

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

                    Price per night from

                    $285

                    Price per night from

                    $285

                    (6) Excellent 

                      28

                      Calypso Blue by Grand Cayman Villas and Condos

                      Grand Cayman / North Side

                      North Side house

                      6 12 min stay varies

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

                      Price per night from

                      $1,031

                      Price per night from

                      $1,031

                      (16) Very Good 

                        16

                        Rum Haven

                        Grand Cayman / North Side

                        North Side apartment

                        1 4 min stay varies

                        • 1 bedroom
                        • sleeps 4
                        • min stay varies
                        • Child Friendly
                        • Air conditioning
                        “Rum haven.” Super place. We loved it. Everything we needed. Clean and tidy. Great location. Nice owners. Fantastic staycation destination.
                        …see more

                        Price per night from

                        $145

                        Price per night from

                        $145

                          18

                          Conched Out by Grand Cayman Villas and Condos

                          Grand Cayman / North Side

                          North Side house

                          2 4 min stay varies

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

                          Price per night from

                          $395

                          Price per night from

                          $395

                          (9) Very Good 

                            34

                            Ocean's Edge Grand Cayman Condo

                            Grand Cayman / North Side

                            North Side apartment

                            2 6 min stay varies

                            • 2 bedrooms
                            • sleeps 6
                            • min stay varies
                            • Beach / lakeside relaxation
                            • Swimming pool
                            • Child Friendly
                            “Oceans Edge Condo Stay - April 2014” Myself and my family of 4 stayed at this condo in april of 2014. The condo was clean and spacious for us. Everything was as stated on the checkin packet you will be sent. Pool is nice but small, but because this is
                            …see more

                            Price per night from

                            $199

                            Price per night from

                            $199

                              25

                              Babylon Reef by Grand Cayman Villas and Condos

                              Grand Cayman / North Side

                              North Side house

                              3 6 min stay varies

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

                              Price per night from

                              $630

                              Price per night from

                              $630

                              (5) Excellent 

                                28

                                Oceanfront Ground Floor 2 bedroom 2 bathroom sleeps 4-6

                                Grand Cayman / North Side

                                North Side condo

                                2 6 min stay varies

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

                                Price per night from

                                $287

                                Price per night from

                                $287

                                (3) Very Good 

                                  13

                                  Beautiful White Sandy Beach. Weekly Special: Stay 7 nights pay only for 6 nights

                                  Grand Cayman / North Side

                                  North Side house

                                  3 6 min stay varies

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

                                  Price per night from

                                  $251

                                  Responds fast!
                                  avg. 1 hour 42 minutes

                                  Price per night from

                                  $251

                                  (4) Excellent 

                                    16

                                    Rum Sands

                                    Grand Cayman / North Side

                                    North Side apartment

                                    1 4 min stay varies

                                    • 1 bedroom
                                    • sleeps 4
                                    • min stay varies
                                    • Child Friendly
                                    • Air conditioning
                                    “Woderful location” We had the perfect vacation in this condo. Great amenities available and so close to the beach. Wonderful!
                                    …see more

                                    Price per night from

                                    $145

                                    Price per night from

                                    $145

                                    (11) Excellent 

                                      27

                                      Ocean Oasis

                                      Grand Cayman / North Side

                                      North Side villa

                                      4 8 min stay varies

                                      • 4 bedrooms
                                      • sleeps 8
                                      • min stay varies
                                      • Swimming pool
                                      • Child Friendly
                                      • Air conditioning
                                      “GREAT PLACE” Really a great place for a family vacation. The pool was perfect for adults and our grandson age 21 mo. was perfect with the ledge area, so he could get in and play. The attractions were visited and very nice. Games , books and info of
                                      …see more

                                      Price per night from

                                      $495

                                      Price per night from

                                      $495

                                      (2) Excellent 

                                        22

                                        Coco Kai Beach Front Villa -Cayman Kai

                                        Grand Cayman / North Side

                                        North Side villa

                                        6 15 1 night min

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

                                        Price per night from

                                        $854

                                        Responds fast!
                                        avg. 14 minutes

                                        Price per night from

                                        $854

                                        (3) Very Good 

                                          16

                                          Rum Cove

                                          Grand Cayman / North Side

                                          North Side apartment

                                          1 2 min stay varies

                                          • 1 bedroom
                                          • sleeps 2
                                          • min stay varies
                                          • Child Friendly
                                          • Air conditioning
                                          “A lovely little place with a great holiday atmosphere” I would recommend Rum Cove. The home was made for holidays. It was stocked with everything we could have wished for and more. The only down side was no pool and entry to the sea was very squishy
                                          …see more

                                          Price per night from

                                          $145

                                          Price per night from

                                          $145

                                          (3) Very Good 

                                            16

                                            Sea Magic

                                            Grand Cayman / North Side

                                            North Side villa

                                            2 7 min stay varies

                                            • 2 bedrooms
                                            • sleeps 7
                                            • min stay varies
                                            • Swimming pool
                                            • Child Friendly
                                            • Air conditioning
                                            “Rum Point ... Sea Magic” Wonderful newly remodeled home with lots of amenities not the least of which is the huge hot tub. The house is located in a very quiet area of Rum Point yet very close to the Rum Point beach club. Would highly recommend and
                                            …see more

                                            Price per night from

                                            $295

                                            Price per night from

                                            $295

                                            (1) Excellent 

                                              19

                                              Flip Flop Kai

                                              Grand Cayman / North Side

                                              North Side villa

                                              3 8 min stay varies

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

                                              Price per night from

                                              $450

                                              Price per night from

                                              $450

                                                16

                                                Kaibo Yacht Club #9C

                                                Grand Cayman / North Side

                                                North Side apartment

                                                2 6 min stay varies

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

                                                Price per night from

                                                $160

                                                Price per night from

                                                $160

                                                (6) Excellent 

                                                  25

                                                  Beachfront Winter Getaway at Resplendent Kaibo

                                                  Grand Cayman / North Side

                                                  North Side apartment

                                                  2 6 3 nights min

                                                  • 2 bedrooms
                                                  • sleeps 6
                                                  • 3 nights min
                                                  • Beach / lakeside relaxation
                                                  • Nearest beach 0.5 mi
                                                  • Swimming pool
                                                  “Heaven on Earth” My husband and myself have stayed at Kaibo Yacht Club B-13 several times a year for the past 8 years. The condo is wonderful, fully furnished, excellant condition and right on the beach. Walk out the back door into the pool. We lov
                                                  …see more

                                                  Price per night from

                                                  $145

                                                  Price per night from

                                                  $145

                                                  (20) Very Good 

                                                    13

                                                    Goat Kai - Sealodge # 17

                                                    Grand Cayman / North Side

                                                    North Side apartment

                                                    1 2 min stay varies

                                                    • 1 bedroom
                                                    • sleeps 2
                                                    • min stay varies
                                                    • Child Friendly
                                                    • Air conditioning
                                                    “Kozy Kai Sea Lodges” We stayed 9 days in August. Noelle for booking and Sislyn as property manager took great care of us getting settled in. The unit was clean and everything was operational. The location was what sold us...just swim out to the reef
                                                    …see more

                                                    Price per night from

                                                    $170

                                                    Price per night from

                                                    $170

                                                      33

                                                      Northside Vista

                                                      Grand Cayman / North Side

                                                      North Side villa

                                                      4 10 min stay varies

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

                                                      Price per night from

                                                      $400

                                                      Price per night from

                                                      $400

                                                      (3) Very Good 

                                                        25

                                                        Ecstasea by Grand Cayman Villas and Condos

                                                        Grand Cayman / North Side

                                                        North Side house

                                                        5 12 min stay varies

                                                        • 5 bedrooms
                                                        • sleeps 12
                                                        • min stay varies
                                                        • Swimming pool
                                                        • Child Friendly
                                                        • Air conditioning
                                                        “Perfect fit for our family” From beginning to end this trip was wonderful. The search for the home, the follow up by Grand Cayman Villas and Condos, the suggestion of grocerys was close to effortless. The home is beautiful,the layout fit our family p
                                                        …see more

                                                        Price per night from

                                                        $1,140

                                                        Price per night from

                                                        $1,140

                                                        (11) Very Good 

                                                          25

                                                          The Pools #10

                                                          Grand Cayman / North Side

                                                          North Side apartment

                                                          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 un
                                                          …see more

                                                          Price per night from

                                                          $170

                                                          Price per night from

                                                          $170

                                                          (4) Excellent 

                                                            29

                                                            Villa Bellagio

                                                            Grand Cayman / North Side

                                                            North Side villa

                                                            5 12 min stay varies

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

                                                            Price per night from

                                                            $485

                                                            Price per night from

                                                            $485

                                                            (10) Excellent 

                                                              19

                                                              The Pools #12

                                                              Grand Cayman / North Side

                                                              North Side apartment

                                                              1 4 min stay varies

                                                              • 1 bedroom
                                                              • sleeps 4
                                                              • min stay varies
                                                              • Swimming pool
                                                              • Child Friendly
                                                              • Air conditioning
                                                              “wonderful/relaxing” We had a wonderful time. The location is nice if you don' t need a busy wild time. It was quiet and nice. Having kayaks was a great bonus. We went out everyday
                                                              …see more

                                                              Price per night from

                                                              $170

                                                              Price per night from

                                                              $170

                                                                26

                                                                Oceanfront Northside Villa w/Sun Porch & Pvt Beach

                                                                Grand Cayman / North Side

                                                                North Side house

                                                                4 10 min stay varies

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

                                                                Price per night from

                                                                $476

                                                                Responds fast!
                                                                avg. 9 minutes

                                                                Price per night from

                                                                $476

                                                                (8) Very Good 

                                                                  15

                                                                  Kirk Kove

                                                                  Grand Cayman / North Side

                                                                  North Side villa

                                                                  2 6 min stay varies

                                                                  • 2 bedrooms
                                                                  • sleeps 6
                                                                  • min stay varies
                                                                  • Child Friendly
                                                                  • Air conditioning
                                                                  “Wonderful stay on the cove” My wife and I and two children (ages 20 and 15) enjoyed a stay-cation at Kirk Kove. The villa was clean and well appointed with a large sandy beach with volleyball net, an enormous cabana with BBQ, and a boat dock. Despite
                                                                  …see more

                                                                  Price per night from

                                                                  $225

                                                                  Price per night from

                                                                  $225

                                                                  (16) Excellent 

                                                                    24

                                                                    Kailypso

                                                                    Grand Cayman / North Side

                                                                    North Side villa

                                                                    3 8 min stay varies

                                                                    • 3 bedrooms
                                                                    • sleeps 8
                                                                    • min stay varies
                                                                    • Swimming pool
                                                                    • Child Friendly
                                                                    • Air conditioning
                                                                    “Kailypso -Rum Point” House was really nice. Pool and beach were great. Pool deck a little slippery. The pool is 3ft-6ft deep, but the 3ft portion is not very wide. If you have small children(3yrs and 1.5yrs) they are pretty much limited to playing
                                                                    …see more

                                                                    Price per night from

                                                                    $415

                                                                    Price per night from

                                                                    $415

                                                                    (2) Excellent 

                                                                      20

                                                                      Henry's Hideout

                                                                      Grand Cayman / North Side

                                                                      North Side villa

                                                                      3 6 min stay varies

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

                                                                      Price per night from

                                                                      $400

                                                                      Price per night from

                                                                      $400

                                                                        14

                                                                        RUMPOINT VILLA-OCEAN FRONT

                                                                        Grand Cayman / North Side

                                                                        North Side house

                                                                        3 7 min stay varies

                                                                        • 3 bedrooms
                                                                        • sleeps 7
                                                                        • min stay varies
                                                                        • Child Friendly
                                                                        • Air conditioning
                                                                        • Private garden

                                                                        Price per night from

                                                                        $359

                                                                        Price per night from

                                                                        $359

                                                                          24

                                                                          Far Tortuga by Grand Cayman Villas and Condos

                                                                          Grand Cayman / North Side

                                                                          North Side villa

                                                                          6 14 min stay varies

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

                                                                          Price per night from

                                                                          $1,088

                                                                          Price per night from

                                                                          $1,088

                                                                          (9) Very Good 

                                                                            31

                                                                            Villa Emmanuel

                                                                            Grand Cayman / North Side

                                                                            North Side villa

                                                                            5 10 min stay varies

                                                                            • 5 bedrooms
                                                                            • sleeps 10
                                                                            • min stay varies
                                                                            • Swimming pool
                                                                            • Child Friendly
                                                                            • Air conditioning
                                                                            “A fabulous week at Villa Emmanuel” Two families (4 adults 4 children ages 2-8) just returned from a wonderful week at Villa Emmanuel. The house was spacious with a nice pool and sandy beach area. There were some jelly fish and/or sea anemones that wer
                                                                            …see more

                                                                            Price per night from

                                                                            $600

                                                                            Price per night from

                                                                            $600

                                                                            (2) Very Good 

                                                                              13

                                                                              Halcyon Days

                                                                              Grand Cayman / North Side

                                                                              North Side villa

                                                                              2 5 min stay varies

                                                                              • 2 bedrooms
                                                                              • sleeps 5
                                                                              • min stay varies
                                                                              • Swimming pool
                                                                              • Child Friendly
                                                                              • Air conditioning
                                                                              “Halcyone Days was v good” this was a quiet vacation, the house is old but very well kept and freshly painted...the kitchen is well appointed you have everything you need to throw a party if you are so inclined....the beach is not a great one you wont
                                                                              …see more

                                                                              Price per night from

                                                                              $295

                                                                              Price per night from

                                                                              $295