Vacation Rentals & Villas in Little Cayman

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38 villas

(1) Excellent 

    8

    Rest Azured

    Cayman Islands / Little Cayman

    Little Cayman house

    3 7 7 nights min

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

    Price per night from

    $802

    Price per night from

    $802

    (2) Excellent 

      17

      The Club at Little Cayman - Luxurious Living!

      Cayman Islands / Little Cayman

      Little Cayman villa

      3 6 3 nights min

      • 3 bedrooms
      • sleeps 6
      • 3 nights min
      • Swimming pool
      • Child Friendly
      • Car not necessary

      Price per night from

      $400

      Price per night from

      $400

      (1) Excellent 

        29

        3 Bedroom Ocean Front - Salt Rocks Private Villa - Little Cayman

        Little Cayman / South Town

        South Town house

        3 8 3 nights min

        • 3 bedrooms
        • sleeps 8
        • 3 nights min
        • Nearest beach 2 mi
        • Child Friendly
        • Air conditioning

        Price per night from

        $338

        Price per night from

        $338

          24

          Beachcomber's Paradise--Beachfront Getaway-Breathtaking Views!

          Cayman Islands / Little Cayman

          Little Cayman house

          4 9 4 nights min

          • 4 bedrooms
          • sleeps 9
          • 4 nights min
          • Nearest beach 0.001 mi
          • Child Friendly
          • Air conditioning

          Price per night from

          $401

          Price per night from

          $401

          (2) Excellent 

            27

            # 115, Carib Sands Beach Resort - Cayman Brac

            Little Cayman / South Town

            South Town apartment

            1 2 4 nights min

            • 1 bedroom
            • sleeps 2
            • 4 nights min
            • Beach / lakeside relaxation
            • Nearest beach 3 mi
            • Swimming pool

            Price per night from

            $229

            Price per night from

            $229

            (7) Excellent 

              16

              Little Cayman Escape

              Little Cayman / South Town

              South Town villa

              3 9 min stay varies

              • 3 bedrooms
              • sleeps 9
              • min stay varies
              • Child Friendly
              • Air conditioning
              “Secluded” Great place to stay for seclusion. Went with 2 families of four with kids 8 to 11. Snorkeling and fishing good from shore. Can only enter water with water shows. Could use some outdoor lounge chairs, but house was great and clean.
              …see more

              Price per night from

              $270

              Price per night from

              $270

              (5) Very Good 

                13

                Blossom Village Cottage

                Little Cayman / South Town

                South Town villa

                3 6 min stay varies

                • 3 bedrooms
                • sleeps 6
                • min stay varies
                • Child Friendly
                • Air conditioning
                “Simple , well looked after & well located cottage” We had a very enjoyable stay at Blossom Village Cottage with two young children for a week in april 2010 during a break from Grand Cayman. The cottage is extremely well located and is within walking d
                …see more

                Price per night from

                $225

                Price per night from

                $225

                (12) Excellent 

                  14

                  Sir Turtle Beach - Villa1 red

                  Little Cayman / South Town

                  South Town villa

                  4 10 min stay varies

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

                  Price per night from

                  $360

                  Price per night from

                  $360

                  (12) Excellent 

                    91

                    Sir Turtle Beach Villas - Ocean Front Villas - 8 b

                    Cayman Islands / Little Cayman

                    Little Cayman house

                    8 20 3 nights min

                    • 8 bedrooms
                    • sleeps 20
                    • 3 nights min
                    • Swimming pool
                    • Child Friendly
                    • Car not necessary

                    Price per night from

                    $324

                    Price per night from

                    $324

                    Great rentals within 20 miles that match your search

                    Distance approx 16.91 km from Little Cayman Show on Map

                      23

                      Kayden's Kottage

                      Cayman Brac / West End

                      West End house

                      2 4 3 nights min

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

                      Price per night from

                      $207

                      Price per night from

                      $207

                      Distance approx 14.27 km from Little Cayman Show on Map

                      (7) Excellent 

                        7

                        Ocean Wave: Indigo

                        Cayman Islands / Cayman Brac

                        Cayman Brac apartment

                        1 2 1 night min

                        • 1 bedroom
                        • sleeps 2
                        • 1 night min
                        • Beach / lakeside relaxation
                        • Child Friendly
                        • Air conditioning
                        “Wow, Perfect piece of Paradise, can't ask for more” What a wonderful experience, just steps away from the ocean. For our needs it was a great place to stay, perfect distance to town (not too close, not too far). Very modern apartment, very well taken
                        …see more

                        Price per night from

                        $148

                        Price per night from

                        $148

                        Distance approx 11.79 km from Little Cayman Show on Map

                        (25) Excellent 

                          37

                          CAYMAN COTTAGE - on the "Golden Mile" fabulous, sandy beach with great swimming!

                          Cayman Islands / Cayman Brac

                          Cayman Brac cottage

                          1 3 5 nights min

                          • 1 bedroom
                          • sleeps 3
                          • 5 nights min
                          • Beach / lakeside relaxation
                          • Child Friendly
                          • Air conditioning
                          “A private beach to watch sunrise and sunset.” We were at Cayman cottage this past February and our only mistake was staying such a short time (5 nights). It was so beautiful and restful. The property is very private and well stocked. It was clean a
                          …see more

                          Price per night from

                          $172

                          Price per night from

                          $172

                          Distance approx 15.07 km from Little Cayman Show on Map

                          (5) Excellent 

                            16

                            “Everything about this place is first class!”

                            Cayman Islands / Cayman Brac

                            Cayman Brac villa

                            3 8 min stay varies

                            • 3 bedrooms
                            • sleeps 8
                            • min stay varies
                            • Nearest beach 0 mi
                            • Swimming pool
                            • Child Friendly

                            Price per night from

                            $400

                            Responds fast!
                            avg. 31 minutes

                            Price per night from

                            $400

                            Distance approx 13.98 km from Little Cayman Show on Map

                              24

                              Lovely Stake Bay 'Sea Dreams Villa’ w/Ocean Views!

                              Cayman Islands / Cayman Brac

                              Cayman Brac villa

                              2 4 4 nights min

                              • 2 bedrooms
                              • sleeps 4
                              • 4 nights min
                              • Air conditioning

                              Price per night from

                              $161

                              Responds fast!
                              avg. 29 minutes

                              Price per night from

                              $161

                              Distance approx 10.48 km from Little Cayman Show on Map

                              (5) Excellent 

                                37

                                Sunset Cottage 2 bd / 2 bath w/waterfront lania, free wifi, snorkeling out front

                                Cayman Brac / West End

                                West End house

                                2 5 7 nights min

                                • 2 bedrooms
                                • sleeps 5
                                • 7 nights min
                                • Nearest beach 0.1 mi
                                • Child Friendly
                                • Air conditioning

                                Price per night from

                                $195

                                Price per night from

                                $195

                                Distance approx 14.15 km from Little Cayman Show on Map

                                (3) Excellent 

                                  17

                                  Cayman Brac Getaway--A Perfect Island Beach House!

                                  Cayman Islands / Cayman Brac

                                  Cayman Brac house

                                  2 4 3 nights min

                                  • 2 bedrooms
                                  • sleeps 4
                                  • 3 nights min
                                  • Beach / lakeside relaxation
                                  • Child Friendly
                                  • Air conditioning
                                  “Perfect island getaway” Very clean house, nice construction with a sunroom with the nicest view on the ocean! Perfect for kids (includes Netflix) Very comfortable beds. 2 minutes away from the public sandy beach. Fully equipped kitchen with all the s
                                  …see more

                                  Price per night from

                                  $172

                                  Responds fast!
                                  avg. 1 hour 51 minutes

                                  Price per night from

                                  $172

                                  Distance approx 14.16 km from Little Cayman Show on Map

                                  (2) Excellent 

                                    22

                                    Turtle Crossing, a place to spread out and relax

                                    Cayman Brac / West End

                                    West End villa

                                    3 6 4 nights min

                                    • 3 bedrooms
                                    • sleeps 6
                                    • 4 nights min
                                    • Swimming pool
                                    • Child Friendly
                                    • Air conditioning

                                    Price per night from

                                    $271

                                    Responds fast!
                                    avg. 2 hours 59 minutes

                                    Price per night from

                                    $271

                                    Distance approx 15.76 km from Little Cayman Show on Map

                                    (13) Excellent 

                                      12

                                      Cayman Brac Beach Villas. Beach Front 2-12 people!

                                      Cayman Islands / Cayman Brac

                                      Cayman Brac villa

                                      5 12 4 nights min

                                      • 5 bedrooms
                                      • sleeps 12
                                      • 4 nights min
                                      • Beach / lakeside relaxation
                                      • Ask about children
                                      • Air conditioning
                                      “Best beach on the island” We just returned from our 2 week stay at Brac Beach Villa. It was amazing. Anytime you can leave the cold winter behind for a tropical destination it is worth it. Our Villa by far had the best beach on the island, the pool wa
                                      …see more

                                      Price per night from

                                      $172

                                      Price per night from

                                      $172

                                      Distance approx 11.78 km from Little Cayman Show on Map

                                      (9) Excellent 

                                        14

                                        Climbers dream island or relax and enjoy the view

                                        Cayman Islands / Cayman Brac

                                        Cayman Brac cottage

                                        3 6 7 nights min

                                        • 3 bedrooms
                                        • sleeps 6
                                        • 7 nights min
                                        • Beach / lakeside relaxation
                                        • Child Friendly
                                        • Air conditioning
                                        “A Week in Paradise” This was our first trip to Cayman Brac, and we were shooting blind trying to find a place to stay. It was a somewhat last minute trip, and many places were already booked. Thank goodness we found Winta Cottage. It is as laid back a
                                        …see more

                                        Price per night from

                                        $204

                                        Price per night from

                                        $204

                                        Distance approx 14.66 km from Little Cayman Show on Map

                                        (2) Very Good 

                                          27

                                          Turtle Run-Oceanfront Private Home on Cayman Brac

                                          Cayman Islands / Cayman Brac

                                          Cayman Brac house

                                          3 8 3 nights min

                                          • 3 bedrooms
                                          • sleeps 8
                                          • 3 nights min
                                          • Beach / lakeside relaxation
                                          • Child Friendly
                                          • Air conditioning

                                          Price per night from

                                          $172

                                          Price per night from

                                          $172

                                          Distance approx 14.26 km from Little Cayman Show on Map

                                          (5) Excellent 

                                            5

                                            Ocean Wave: Azure

                                            Cayman Islands / Cayman Brac

                                            Cayman Brac apartment

                                            2 4 2 nights min

                                            • 2 bedrooms
                                            • sleeps 4
                                            • 2 nights min
                                            • Beach / lakeside relaxation
                                            • Child Friendly
                                            • Air conditioning
                                            “The best vacation my spouse and I ever shared!!” Our first trip to the Brac was the best experience we have ever shared together. The warm hospitality of the Ryan family was boundless. Our anniversary gift from the Ryan family was spent purchasing sno
                                            …see more

                                            Price per night from

                                            $172

                                            Price per night from

                                            $172

                                            Distance approx 18.29 km from Little Cayman Show on Map

                                            (5) Excellent 

                                              11

                                              29 Palms Direct Oceanfront - Cayman Brac

                                              Cayman Islands / Cayman Brac

                                              Cayman Brac cottage

                                              2 4 3 nights min

                                              • 2 bedrooms
                                              • sleeps 4
                                              • 3 nights min
                                              • Beach / lakeside relaxation
                                              • Ask about children
                                              • Air conditioning

                                              Price per night from

                                              $126

                                              Responds fast!
                                              avg. 3 hours 58 minutes

                                              Price per night from

                                              $126

                                              Distance approx 12.7 km from Little Cayman Show on Map

                                              (4) Excellent 

                                              Certificate of Excellence

                                                30

                                                Ocean Retreat

                                                Cayman Brac / West End

                                                West End cottage

                                                1 4 3 nights min

                                                • 1 bedroom
                                                • sleeps 4
                                                • 3 nights min
                                                • Beach / lakeside relaxation
                                                • Nearest beach 2 mi
                                                • Air conditioning

                                                Certificate of Excellence

                                                Price per night from

                                                $144

                                                Responds fast!
                                                avg. 1 hour 36 minutes

                                                Price per night from

                                                $144

                                                Distance approx 16.46 km from Little Cayman Show on Map

                                                  10

                                                  Beautiful Sea Dreams Villa

                                                  Cayman Islands / Cayman Brac

                                                  Cayman Brac villa

                                                  2 4 4 nights min

                                                  • 2 bedrooms
                                                  • sleeps 4
                                                  • 4 nights min

                                                  Price per night from

                                                  $207

                                                  Price per night from

                                                  $207

                                                  Distance approx 12.7 km from Little Cayman Show on Map

                                                  (7) Excellent 

                                                  Certificate of Excellence

                                                    47

                                                    Escape from Reality - Ocean Front!

                                                    Cayman Brac / West End

                                                    West End house

                                                    2 6 3 nights min

                                                    • 2 bedrooms
                                                    • sleeps 6
                                                    • 3 nights min
                                                    • Beach / lakeside relaxation
                                                    • Nearest beach 2 mi
                                                    • Air conditioning

                                                    Certificate of Excellence

                                                    Price per night from

                                                    $177

                                                    Responds fast!
                                                    avg. 1 hour 36 minutes

                                                    Price per night from

                                                    $177

                                                    Distance approx 10.46 km from Little Cayman Show on Map

                                                    (2) Excellent 

                                                      27

                                                      Contemporary open house, spectacular ocean views, butterflies, sweet sunsets

                                                      Cayman Brac / West End

                                                      West End house

                                                      4 8 5 nights min

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

                                                      Price per night from

                                                      $247

                                                      Price per night from

                                                      $247

                                                      Distance approx 14.27 km from Little Cayman Show on Map

                                                        7

                                                        Ocean Wave: Cobalt

                                                        Cayman Islands / Cayman Brac

                                                        Cayman Brac apartment

                                                        2 4 2 nights min

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

                                                        Price per night from

                                                        $164

                                                        Price per night from

                                                        $164

                                                        Distance approx 17.88 km from Little Cayman Show on Map

                                                        (1) Excellent 

                                                          15

                                                          Southern Reach Villa: Come and Spend Some Time in Paradise! New Inground Pool!

                                                          Cayman Islands / Cayman Brac

                                                          Cayman Brac house

                                                          2 6 3 nights min

                                                          • 2 bedrooms
                                                          • sleeps 6
                                                          • 3 nights min
                                                          • Nearest beach 5 mi
                                                          • Swimming pool
                                                          • Child Friendly

                                                          Price per night from

                                                          $287

                                                          Price per night from

                                                          $287

                                                          Distance approx 14.15 km from Little Cayman Show on Map

                                                            18

                                                            RELAX .... Poolside at Villa Villekulla

                                                            Cayman Brac / West End

                                                            West End house

                                                            2 7 min stay varies

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

                                                            Price per night from

                                                            $229

                                                            Price per night from

                                                            $229

                                                            Distance approx 16.39 km from Little Cayman Show on Map

                                                            (24) Excellent 

                                                              12

                                                              2 bedroom condo on the quiet island of Cayman Brac

                                                              Cayman Brac / West End

                                                              West End apartment

                                                              2 4 2 nights min

                                                              • 2 bedrooms
                                                              • sleeps 4
                                                              • 2 nights min
                                                              • Beach / lakeside relaxation
                                                              • Swimming pool
                                                              • Child Friendly
                                                              “Cried when we left” We've been to Cayman before but never the Brac so we thought we'd check it out. Right from the moment we landed and were driven to this condo we were relaxed. Cindy was very helpful and informative, the pictures of the condo and t
                                                              …see more

                                                              Price per night from

                                                              $201

                                                              Responds fast!
                                                              avg. 2 hours 12 minutes

                                                              Price per night from

                                                              $201

                                                              Distance approx 10.46 km from Little Cayman Show on Map

                                                                74

                                                                Secluded Sunsets waterfront w/pool- 2 Bedroom Unit

                                                                Cayman Brac / West End

                                                                West End apartment

                                                                2 7 7 nights min

                                                                • 2 bedrooms
                                                                • sleeps 7
                                                                • 7 nights min
                                                                • Nearest beach 0.1 mi
                                                                • Swimming pool
                                                                • Child Friendly

                                                                Price per night from

                                                                $229

                                                                Price per night from

                                                                $229

                                                                Distance approx 10.45 km from Little Cayman Show on Map

                                                                (5) Excellent 

                                                                  52

                                                                  Secluded Sunsets - Upstairs

                                                                  Cayman Brac / West End

                                                                  West End house

                                                                  1 6 7 nights min

                                                                  • 1 bedroom
                                                                  • sleeps 6
                                                                  • 7 nights min
                                                                  • Nearest beach 0.1 mi
                                                                  • Swimming pool
                                                                  • Child Friendly

                                                                  Price per night from

                                                                  $195

                                                                  Price per night from

                                                                  $195

                                                                  Distance approx 10.46 km from Little Cayman Show on Map

                                                                    49

                                                                    Secluded Sunsets waterfront w/pool- 1 Bdrm 1rst Fl

                                                                    Cayman Brac / West End

                                                                    West End guest house

                                                                    1 4 6 nights min

                                                                    • 1 bedroom
                                                                    • sleeps 4
                                                                    • 6 nights min
                                                                    • Nearest beach 0.1 mi
                                                                    • Swimming pool
                                                                    • Child Friendly

                                                                    Price per night from

                                                                    $172

                                                                    Price per night from

                                                                    $172

                                                                    Distance approx 10.42 km from Little Cayman Show on Map

                                                                    (20) Excellent 

                                                                      47

                                                                      Secluded Sunsets - Whole House

                                                                      Cayman Islands / Cayman Brac

                                                                      Cayman Brac house

                                                                      4 14 6 nights min

                                                                      • 4 bedrooms
                                                                      • sleeps 14
                                                                      • 6 nights min
                                                                      • Beach / lakeside relaxation
                                                                      • Nearest beach 0.1 mi
                                                                      • Swimming pool
                                                                      “Heaven on Earth!” We just returned from 9 days on the Brac and this was one of the best vacations we have ever had. Everything previous guests have said about Henry is true. He is a top notch, genuine, vacation specialist. From the first response t
                                                                      …see more

                                                                      Price per night from

                                                                      $172

                                                                      Price per night from

                                                                      $172

                                                                      Distance approx 11.6 km from Little Cayman Show on Map

                                                                        46

                                                                        Blackbeards' Landing

                                                                        Cayman Islands / Cayman Brac

                                                                        Cayman Brac house

                                                                        3 6 6 nights min

                                                                        • 3 bedrooms
                                                                        • sleeps 6
                                                                        • 6 nights min
                                                                        • Nearest beach 0.01 mi
                                                                        • Swimming pool
                                                                        • Child Friendly

                                                                        Price per night from

                                                                        $381

                                                                        Price per night from

                                                                        $381

                                                                        Distance approx 19.18 km from Little Cayman Show on Map

                                                                        (2) Excellent 

                                                                          20

                                                                          THE BREEZE, CAYMAN BRAC, CAYMAN ISLANDS. Luxury boutique beach house

                                                                          Cayman Islands / Cayman Brac

                                                                          Cayman Brac house

                                                                          2 5 3 nights min

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

                                                                          Price per night from

                                                                          $172

                                                                          Price per night from

                                                                          $172

                                                                          Distance approx 18.64 km from Little Cayman Show on Map

                                                                            43

                                                                            LUCKY 13 Pay for 13 nights, get the 14th night FREE

                                                                            Cayman Islands / Cayman Brac

                                                                            Cayman Brac apartment

                                                                            2 6 7 nights min

                                                                            • 2 bedrooms
                                                                            • sleeps 6
                                                                            • 7 nights min
                                                                            • Beach / lakeside relaxation
                                                                            • Nearest beach 0.01 mi
                                                                            • Swimming pool

                                                                            Price per night from

                                                                            $229

                                                                            Price per night from

                                                                            $229

                                                                            Distance approx 17.74 km from Little Cayman Show on Map

                                                                            (2) Excellent 

                                                                              6

                                                                              Cayman Brac's Most Beautiful Seaside Rental

                                                                              Cayman Islands / Cayman Brac

                                                                              Cayman Brac apartment

                                                                              1 4 5 nights min

                                                                              • 1 bedroom
                                                                              • sleeps 4
                                                                              • 5 nights min
                                                                              • Beach / lakeside relaxation
                                                                              • Air conditioning
                                                                              • Private garden

                                                                              Price per night from

                                                                              $196

                                                                              Price per night from

                                                                              $196