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371 Houses

(14) Excellent 

    17

    Cayman Beachfront at 22 Villas Pappagallo

    Grand Cayman / West Bay

    West Bay apartment

    1 3 min stay varies

    • 1 bedroom
    • sleeps 3
    • min stay varies
    • Beach / lakeside relaxation
    • Nearest beach 0 mi
    • Swimming pool

    Price per night from

    $247

    Price per night from

    $247

      48

      Amazing beach villa, with free electric car to explore the island

      Grand Cayman / West Bay

      West Bay villa

      4 8 7 nights min

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

      Price per night from

      $1,144

      Price per night from

      $1,144

        45

        SUMMER PROMO - 3 Bedroom Plus Den Beach Front Home in West Bay - Sleeps 10!

        Grand Cayman / West Bay

        West Bay villa

        3 10 min stay varies

        • 3 bedrooms
        • sleeps 10
        • min stay varies
        • Ask about children

        Price per night from

        $1,139

        Price per night from

        $1,139

          4

          GREAT SEASONAL DISCOUNTS! CAYMAN COTTAGE NEAR THE OCEAN.

          Grand Cayman / West Bay

          West Bay cottage

          3 5 2 nights min

          • 3 bedrooms
          • sleeps 5
          • 2 nights min
          • Child Friendly

          Price per night from

          $315

          Price per night from

          $315

          (6) Very Good 

            30

            Calypso Cove #2 "Eagles Nest"

            Grand Cayman / West Bay

            West Bay apartment

            1 2 5 nights min

            • 1 bedroom
            • sleeps 2
            • 5 nights min
            • Beach / lakeside relaxation
            • Air conditioning

            Price per night from

            $200

            Responds fast!
            avg. 3 hours 4 minutes

            Price per night from

            $200

            (15) Excellent 

              24

              CoCoCondo - Your Home Away from Home in the Caribbean

              Grand Cayman / West Bay

              West Bay apartment

              3 6 min stay varies

              • 3 bedrooms
              • sleeps 6
              • min stay varies
              • Beach / lakeside relaxation
              • Nearest beach 3 mi
              • Swimming pool
              “Great Place To Stay” The condo has everything we need. We are a family of six with two grown children and smaller children as well. This condo is nicely decorated and clean. The pool is just outside the patio which is so convenient especially with sm

              Price per night from

              $344

              Responds fast!
              avg. 49 minutes

              Price per night from

              $344

              (39) Excellent 

                29

                Cayman Sunset, Coconut Bay Oceanfront 3BR near SMB

                Grand Cayman / West Bay

                West Bay apartment

                3 7 min stay varies

                • 3 bedrooms
                • sleeps 7
                • min stay varies
                • Beach / lakeside relaxation
                • Swimming pool
                • Child Friendly
                “A wonderful place to stay” We had three generations staying in Cayman Sunset including grandparents and two teenagers for 8 days, It was a great location, with wonderful snorkeling just steps from the patio. Duncan next door was most helpful, and we h

                Price per night from

                $344

                Price per night from

                $344

                  28

                  Coconut Bay #109

                  Grand Cayman / West Bay

                  West Bay apartment

                  3 6 min stay varies

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

                  Price per night from

                  $260

                  Price per night from

                  $260

                  (4) Excellent 

                    29

                    Calypso Cove #3 "Garden View"

                    Grand Cayman / West Bay

                    West Bay apartment

                    1 3 4 nights min

                    • 1 bedroom
                    • sleeps 3
                    • 4 nights min
                    • Child Friendly
                    • Air conditioning
                    • Private garden

                    Price per night from

                    $189

                    Price per night from

                    $189

                    (24) Very Good 

                      102

                      Tiki House Grand Cayman, Seven Mile Beach Area

                      Grand Cayman / West Bay

                      West Bay house

                      4 6 min stay varies

                      • 4 bedrooms
                      • sleeps 6
                      • min stay varies
                      • Nearest beach 0.16 mi
                      • Child Friendly
                      • Air conditioning
                      “Best girls' beach trip ever” This was my second time staying at Tiki House and the experience was wonderful both times. Everything one could possibly need in a vacation home is provided and just down the street is an enormous grocery store where one c

                      Price per night from

                      $287

                      Responds fast!
                      avg. 2 hours 51 minutes

                      Price per night from

                      $287

                      (6) Excellent 

                        25

                        calypso cove #7 "Beach comber"

                        Grand Cayman / West Bay

                        West Bay condo

                        2 6 min stay varies

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

                        Price per night from

                        $258

                        Responds fast!
                        avg. 3 hours 4 minutes

                        Price per night from

                        $258

                          21

                          Water's Edge #30

                          Grand Cayman / West Bay

                          West Bay apartment

                          3 6 30 nights min

                          • 3 bedrooms
                          • sleeps 6
                          • 30 nights min
                          • Ask about children
                          • Ask about pets

                          Price per night from

                          $1,250

                          Price per night from

                          $1,250

                          (2) Very Good 

                            21

                            First Floor Oceanfront Condo in Top Location!

                            Grand Cayman / West Bay

                            West Bay apartment

                            2 6 min stay varies

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

                            Price per night from

                            $241

                            Responds fast!
                            avg. 2 hours 43 minutes

                            Price per night from

                            $241

                            (9) Very Good 

                            Certificate of Excellence

                              26

                              calypso cove #5 "Beach comber"

                              Grand Cayman / West Bay

                              West Bay apartment

                              2 6 4 nights min

                              • 2 bedrooms
                              • sleeps 6
                              • 4 nights min
                              • Beach / lakeside relaxation
                              • Child Friendly
                              • Air conditioning

                              Certificate of Excellence

                              Price per night from

                              $258

                              Responds fast!
                              avg. 3 hours 4 minutes

                              Price per night from

                              $258

                              (4) Excellent 

                                18

                                Beach Is 37 Steps From Front Door!!!

                                Grand Cayman / West Bay

                                West Bay condo

                                1 4 3 nights min

                                • 1 bedroom
                                • sleeps 4
                                • 3 nights min
                                • Beach / lakeside relaxation
                                • Nearest beach 0.1 mi
                                • Swimming pool

                                Price per night from

                                $315

                                Responds fast!
                                avg. 3 hours 24 minutes

                                Price per night from

                                $315

                                (1) Very Good 

                                  38

                                  Grand Cayman Islands Ocean front Villa with 2 bedrooms and 2 baths

                                  Grand Cayman / West Bay

                                  West Bay villa

                                  2 6 3 nights min

                                  • 2 bedrooms
                                  • sleeps 6
                                  • 3 nights min
                                  • Beach / lakeside relaxation
                                  • Swimming pool
                                  • Child Friendly

                                  Price per night from

                                  $441

                                  Responds fast!
                                  avg. 2 hours 55 minutes

                                  Price per night from

                                  $441

                                  (2) Very Good 

                                    5

                                    Divers true Paradise Huge 3 Bed 3.5 Bath Townhouse

                                    Grand Cayman / West Bay

                                    West Bay condo

                                    3 7 3 nights min

                                    • 3 bedrooms
                                    • sleeps 7
                                    • 3 nights min
                                    • Beach / lakeside relaxation
                                    • Swimming pool
                                    • Air conditioning

                                    Price per night from

                                    $315

                                    Price per night from

                                    $315

                                    (2) Excellent 

                                      22

                                      Beautiful 3 Story Divers Vacation Paradise!

                                      Grand Cayman / West Bay

                                      West Bay condo

                                      3 7 min stay varies

                                      • 3 bedrooms
                                      • sleeps 7
                                      • min stay varies
                                      • Child Friendly

                                      Price per night from

                                      $315

                                      Responds fast!
                                      avg. 2 hours 0 minutes

                                      Price per night from

                                      $315

                                        26

                                        Sea Orchard Retreat by Grand Cayman Villas and Condos

                                        Grand Cayman / West Bay

                                        West Bay house

                                        8 22 min stay varies

                                        • 8 bedrooms
                                        • sleeps 22
                                        • min stay varies
                                        • Swimming pool
                                        • Child Friendly
                                        • Air conditioning

                                        Price per night from

                                        $1,775

                                        Price per night from

                                        $1,775

                                          25

                                          Calypso Cove #1 (Divers Cave)

                                          Grand Cayman / West Bay

                                          West Bay apartment

                                          1 3 4 nights min

                                          • 1 bedroom
                                          • sleeps 3
                                          • 4 nights min
                                          • Nearest beach 0 mi
                                          • Child Friendly
                                          • Car not necessary

                                          Price per night from

                                          $166

                                          Responds fast!
                                          avg. 3 hours 4 minutes

                                          Price per night from

                                          $166

                                          (1) Very Good 

                                            18

                                            Cayman Island Splendor at the Iron Shore House

                                            Grand Cayman / West Bay

                                            West Bay guest house

                                            3 2 1 night min

                                            • 3 bedrooms
                                            • sleeps 2
                                            • 1 night min
                                            • Nearest beach 2 mi
                                            • Child Friendly
                                            • Air conditioning

                                            Price per night from

                                            $109

                                            Responds fast!
                                            avg. 6 minutes

                                            Price per night from

                                            $109

                                              18

                                              Westpoint townhome

                                              Grand Cayman / West Bay

                                              West Bay townhouse

                                              2 6 min stay varies

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

                                              Price per night from

                                              $217

                                              Price per night from

                                              $217

                                                15

                                                Rocky Shore Villas

                                                Grand Cayman / West Bay

                                                West Bay apartment

                                                2 4 2 nights min

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

                                                Price per night from

                                                $126

                                                Price per night from

                                                $126

                                                (29) Excellent 

                                                  38

                                                  SUMMER PROMO - 4-Bedroom Private, Modern Family Bungalow on Seven Mile Beach

                                                  Grand Cayman / West Bay

                                                  West Bay villa

                                                  5 12 min stay varies

                                                  • 5 bedrooms
                                                  • sleeps 12
                                                  • min stay varies
                                                  • Swimming pool
                                                  • Child Friendly
                                                  • Air conditioning
                                                  “Private & Well Maintained” This is the second time we've rented Serenity Now, so that speaks for itself. We travel with another family, so there are four children under age eight between us. The house is extremely kid-friendly, especially the pool,

                                                  Price per night from

                                                  $1,139

                                                  Price per night from

                                                  $1,139

                                                    8

                                                    Amazing fully refurbished 2 bed 2 bath condo

                                                    Grand Cayman / West Bay

                                                    West Bay apartment

                                                    2 6 3 nights min

                                                    • 2 bedrooms
                                                    • sleeps 6
                                                    • 3 nights min
                                                    • Child Friendly

                                                    Price per night from

                                                    $315

                                                    Price per night from

                                                    $315

                                                    (15) Very Good 

                                                      20

                                                      Discovery Point #15

                                                      Grand Cayman / West Bay

                                                      West Bay apartment

                                                      2 6 min stay varies

                                                      • 2 bedrooms
                                                      • sleeps 6
                                                      • min stay varies
                                                      • Swimming pool
                                                      • Child Friendly
                                                      • Air conditioning
                                                      “Great spot, clean, on the beach” Stayed at Discovery Point #15 for the week. Rental staff were very friendly, punctual and helpful. Unit was clean with a lovely unobstructed view of the beach front. Pool was clean and there were plenty of recliners an

                                                      Price per night from

                                                      $180

                                                      Price per night from

                                                      $180

                                                        24

                                                        Mango Cottage by Grand Cayman Villas and Condos

                                                        Grand Cayman / West Bay

                                                        West Bay house

                                                        2 5 min stay varies

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

                                                        Price per night from

                                                        $413

                                                        Price per night from

                                                        $413

                                                        (11) Very Good 

                                                          33

                                                          Your Paradise Pointe of View

                                                          Grand Cayman / West Bay

                                                          West Bay apartment

                                                          1 2 1 night min

                                                          • 1 bedroom
                                                          • sleeps 2
                                                          • 1 night min
                                                          • Air conditioning

                                                          Price per night from

                                                          $130

                                                          Price per night from

                                                          $130

                                                            25

                                                            Avocado Cottage by Grand Cayman Villas and Condos

                                                            Grand Cayman / West Bay

                                                            West Bay house

                                                            2 5 min stay varies

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

                                                            Price per night from

                                                            $413

                                                            Price per night from

                                                            $413

                                                            (6) Excellent 

                                                              47

                                                              4BR on the Pool at Boggy Sands Club, Seven Mile Beach.

                                                              Grand Cayman / West Bay

                                                              West Bay condo

                                                              4 10 min stay varies

                                                              • 4 bedrooms
                                                              • sleeps 10
                                                              • min stay varies
                                                              • Beach / lakeside relaxation
                                                              • Nearest beach 0.1 mi
                                                              • Swimming pool

                                                              Price per night from

                                                              $915

                                                              Responds fast!
                                                              avg. 1 hour 50 minutes

                                                              Price per night from

                                                              $915

                                                                25

                                                                Pomegranate Cottage by Grand Cayman Villas and Condos

                                                                Grand Cayman / West Bay

                                                                West Bay house

                                                                2 7 min stay varies

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

                                                                Price per night from

                                                                $413

                                                                Price per night from

                                                                $413

                                                                  13

                                                                  Villas Pappagallo # 5

                                                                  Grand Cayman / West Bay

                                                                  West Bay apartment

                                                                  1 4 min stay varies

                                                                  • 1 bedroom
                                                                  • sleeps 4
                                                                  • min stay varies
                                                                  • Swimming pool
                                                                  • Child Friendly
                                                                  • Air conditioning

                                                                  Price per night from

                                                                  $155

                                                                  Price per night from

                                                                  $155

                                                                  (16) Excellent 

                                                                    27

                                                                    Oceanfront Villa with Amazing Views!

                                                                    Grand Cayman / West Bay

                                                                    West Bay villa

                                                                    3 9 3 nights min

                                                                    • 3 bedrooms
                                                                    • sleeps 9
                                                                    • 3 nights min
                                                                    • Beach / lakeside relaxation
                                                                    • Swimming pool
                                                                    • Child Friendly
                                                                    “Incredible rental on the beach” We love this unit, the entire first floor is glass and around 10 feet from the beach, every single unit has a balcony overlooking the ocean as well. Pappagallo is located right next to Barkers National Park, so is the l

                                                                    Price per night from

                                                                    $475

                                                                    Price per night from

                                                                    $475

                                                                    (18) Very Good 

                                                                      11

                                                                      White Sands #9

                                                                      Grand Cayman / West Bay

                                                                      West Bay apartment

                                                                      1 2 min stay varies

                                                                      • 1 bedroom
                                                                      • sleeps 2
                                                                      • min stay varies
                                                                      • Ask about children
                                                                      • Air conditioning
                                                                      “A few things I wish I had been able to read in a review before c” Finding our way for the airport to the condo was pretty straight forward and by that I mean there aren't too many turns for those who may be concerned with driving on the left side of t

                                                                      Price per night from

                                                                      $175

                                                                      Price per night from

                                                                      $175

                                                                        26

                                                                        Papaya Cottage by Grand Cayman Villas and Condos

                                                                        Grand Cayman / West Bay

                                                                        West Bay house

                                                                        2 5 min stay varies

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

                                                                        Price per night from

                                                                        $413

                                                                        Price per night from

                                                                        $413

                                                                          6

                                                                          Special Offer for Kaaboo Festival 2/9 - 2/18/19. Only 30 min walk. Beach Front.

                                                                          Grand Cayman / West Bay

                                                                          West Bay house

                                                                          8 16 7 nights min

                                                                          • 8 bedrooms
                                                                          • sleeps 16
                                                                          • 7 nights min
                                                                          • Swimming pool
                                                                          • Child Friendly
                                                                          • Air conditioning

                                                                          Price per night from

                                                                          $5,717

                                                                          Price per night from

                                                                          $5,717

                                                                            37

                                                                            Fully Renovated, 2 bed, 3 bath, Beachfront Paradise w/ pool

                                                                            Grand Cayman / West Bay

                                                                            West Bay townhouse

                                                                            2 6 min stay varies

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

                                                                            Price per night from

                                                                            $801

                                                                            Responds fast!
                                                                            avg. 46 minutes

                                                                            Price per night from

                                                                            $801

                                                                            (4) Excellent 

                                                                              25

                                                                              White Sands #16

                                                                              Grand Cayman / West Bay

                                                                              West Bay apartment

                                                                              2 6 min stay varies

                                                                              • 2 bedrooms
                                                                              • sleeps 6
                                                                              • min stay varies
                                                                              • Child Friendly
                                                                              • Air conditioning
                                                                              “Perfect vacation getaway spot, would go there again” We traveled in July, 2015 , family of four. It was our second time to Grand Cayman, but our first time to White Sands. The location of the condo was on point, right beside the beach and very private

                                                                              Price per night from

                                                                              $200

                                                                              Price per night from

                                                                              $200