South Side 26 rentals

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      $170 / night
      2 BR, Sleeps 6 • South Side
      3
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      $800 - $1,500 / night
      3 BR, Sleeps 10 • Carib Sands
      3
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      $800 - $900 / night
      0 BR, Sleeps 4 • Carib Sands
      10
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      $1,750 - $2,799 / week
      3 BR, Sleeps 6 • South Side
      12
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      $1,645 / week
      2 BR, Sleeps 4 • Carib Sands
      28
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      $170 / night
      2 BR, Sleeps 6 • South Side
      6
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      $150 - $175 / night
      3 BR, Sleeps 16 • Carib Sands
      35
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      $100 - $125 / night
      1 BR, Sleeps 2 • Carib Sands
      2
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      $190 / night
      2 BR, Sleeps 5 • South Side
      1
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      $125 - $150 / night
      1 BR, Sleeps 4 • South Side
    •  
      $180 - $240 / night
      2 BR, Sleeps 6 • South Side
      17
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      $150 / night
      2 BR, Sleeps 4 • South Side
      13
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      $80 - $125 / night
      1 BR, Sleeps 2 • Carib Sands
      1
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      $435 / night
      4 BR, Sleeps 8 • Carib Sands
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      $150 - $200 / night
      4 BR, Sleeps 8 • South Side
      5
    •  
      $160 - $220 / night
      3 BR, Sleeps 8 • South Side
      7
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      $125 - $140 / night
      1 BR, Sleeps 4 • Carib Sands
      9
    •  
      $230 / night
      1 BR, Sleeps 2 • Carib Sands
      2
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      $200 / night
      2 BR, Sleeps 5 • South Side
      11
    •  
      $175 / night
      2 BR, Sleeps 6 • South Side
      1
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      $135 / night
      2 BR, Sleeps 6 • Carib Sands
    •  
      $143 / night
      1 BR, Sleeps 4 • South Side
    •  
      $150 / night
      1 BR, Sleeps 3 • South Side
      15
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      $148 - $150 / night
      1 BR, Sleeps 2 • Carib Sands
      1
    •  
      $1,000./wk
      2 BR, Sleeps 6 • South Side
      1
    •  
      $129 / night
      2 BR, Sleeps 4 • Carib Sands

Recent South Side reviews

  • Perfect location and very relaxing

    Bru

    "This was the property we chose for our Honeymoon vacation and it was great! We spent most of our days rock climbing (amazing over the sea rock), some snorkeling and had a few down days because of weather. We stayed in unit C which had a nice kitchen with everything you need, wifi, board games, hammocks, awesome beach and a nice deck for morning yoga/breakfast. Justyn picked us up for the airport and provided some fresh coconuts from the property on our request. The location was perfect for restaurants and easy access to the climbing areas. I do recommend renting a car, we thought we could just bike to our destinations, but the island is a little to big and we would have spent a lot of time in transit. If we ever get back to the Brac, we will be staying here again."
    • Stayed May 2015
    • Submitted May 24, 2015
    • Source VRBO
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  • Blackbeard's Landing on Cayman Brac

    Ed

    "six of us - two couples and two single males - stayed here for a week. The house and grounds are absolutely fabulous! Right on the beach with a beautiful view, pool, hammocks, and screened porch. All appliances and A/C in perfect condition. Housekeeper right next door, and cooked several excellent meals for us. Would stay here again in a heartbeat."
    • Stayed July 2015
    • Submitted August 4, 2015
    • Source VRBO
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  • Fun and relaxing!

    Sara

    "We had the chance to visit Sea Feather for a couple of weeks in August and had a wonderful stay. Even though it was the middle of summer, the breeze from the ocean keeps the temperature down, and the house has air conditioning and ceiling fans. It was so nice falling asleep to the sound of the ocean every night. There’s a lot of privacy and the house is so quiet it feels like you’re alone on the island. The house has a wide-open view of the south shore of Cayman Brac and some of the most beautiful sunsets. The people on the island are some of the friendliest anywhere! The island only has around 2,000 residents and there are no cruise ships or mass tourism. The island has dozens of places to hike, dive, snorkel, kayak, and swim. Besides the world-class marine life, we saw parrots, brown boobies, and tons of crabs and iguanas, not to mention the tidal pools in front of the house which are little worlds unto themselves. Van, the property manager, was great. He picked us up at the airport, helped us get groceries, made sure the Wifi was running smoothly, fixed our bicycle tire when we had a flat, and gave us lots of tips on things to enjoy. He always replied to any questions by email within a couple of hours. Thanks Van! Overall, our stay at Sea Feather was fantastic — highly recommended!"
    • Stayed August 2015
    • Submitted August 27, 2015
    • Source VRBO
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  • Perfect Easter

    Jordan

    "We had an absolutely amazing Easter vacation at Randy's place. When we first got there the air conditioner wasn't working properly, but Randy sent over a repair man and in no time it was fixed. The condo was clean and had everything we needed. We really enjoyed swimming in the pool, ocean and even did some snorkelling. There are eagle rays, sting rays, tarpon, conch, and other fish right off the dock. The condo is close to supermarket, and restaurants. I highly recommend this condo and this island."
    • Stayed April 2015
    • Submitted April 7, 2015
    • Source VRBO
    View this listing