Cayman Islands Vacation Rentals - 58 Properties

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  1. Sleeps 6, $590 to $1000/night

    City : Cayman Kai
    Bedrooms : 3
    Bathrooms : 3.5

    3BR/3.5BA Luxury Casuarina Cove villa is located in the quiet...

  2. Sleeps 18, $1175 to $2295/night

    City : Grand Cayman
    Bedrooms : 7
    Bathrooms : 7
    Pool

    5-7BR Crystal Blue is a magnificent, Private cliff-edged, gated...

  3. Sleeps 14, $1030 to $2175/night

    City : Grand Cayman
    Bedrooms : 6
    Bathrooms : 6
    Pool

    Far Tortuga- This top-ten-most-popular villa is located on the...

  4. Sleeps 14, $1840 to $2940/night

    City : Grand Cayman
    Bedrooms : 7
    Bathrooms : 6

    6-7BR Twin Palms Villa is directly oceanfront in the Rum Point...

  5. Sleeps 5, $285 to $470/night

    City : Grand Cayman
    Bedrooms : 2
    Bathrooms : 2
    Pool

    2BR/2BA Parrot's Haven is a wonderful private cottage tucked away on...

  6. Sleeps 6, $765 to $1165/night

    City : Grand Cayman
    Bedrooms : 3
    Bathrooms : 3

    3BR/3BA Fingertip is directly waterfront in Cayman Kai (within Rum...

  7. Sleeps 5, $445 to $735/night

    City : Grand Cayman
    Bedrooms : 2
    Bathrooms : 2

    2BR (and Den) KiToCay is a 3,000 sq ft, sun-filled Unique home...

  8. Sleeps 6, $495 to $730/night

    City : Grand Cayman
    Bedrooms : 2
    Bathrooms : 2
    Pool

    2BR/2BA Fantasea Villa is a large waterfront villa with private pool...

  9. Sleeps 6, $765 to $1295/night

    City : Grand Cayman
    Bedrooms : 3
    Bathrooms : 3
    Pool

    3BR Luxury Kai Zen is directly waterfront with its own white sand...

  10. Sleeps 18, $2060 to $3820/night

    City : Grand Cayman
    Bedrooms : 7
    Bathrooms : 7.5
    Pool

    7BR and Den Villa Mora: This luxurious 8,000 sq. ft. 7BR and...

  11. Sleeps 8, $765 to $1170/night

    City : Grand Cayman
    Bedrooms : 3
    Bathrooms : 3
    Pool

    3BR/3BA Lone Palm in Gun Bay, East End is an award-winning floorplan...

  12. Sleeps 12, $825 to $1470/night

    City : Grand Cayman
    Bedrooms : 6
    Bathrooms : 5
    Pool

    6BR/5BA Hidden Cove is one of the best values on Grand Cayman....

  13. Sleeps 12, $1000 to $1670/night

    City : Grand Cayman
    Bedrooms : 5
    Bathrooms : 5
    Pool

    Picture Perfect is the name given this professional photographer's...

  14. Sleeps 2, $215 to $835/night

    City : Grand Cayman
    Bedroom : 1
    Bathroom : 1

    1BR/1BA Mahogany Cove Apartment is directly oceanfront in the...

  15. Sleeps 6, $455 to $800/night

    City : Grand Cayman
    Bedrooms : 2
    Bathrooms : 2
    Pool

    2BR/2BA Cayman Dream Villa is directly oceanfront in Rum Point on...

  16. Sleeps 10, $1170 to $2010/night

    City : Grand Cayman
    Bedrooms : 5
    Bathrooms : 6
    Pool

    5BR/5BA LUXURY Reef Romance Villa is directly oceanfront in Rum...

  17. Sleeps 6, $665 to $1165/night

    City : Grand Cayman
    Bedrooms : 3
    Bathrooms : 2.5
    Pool

    3BR/2.5BA Fishbones (No Children permitted) is located on the...

  18. Sleeps 10, $1170 to $2350/night

    City : Grand Cayman
    Bedrooms : 5
    Bathrooms : 4
    Pool

    Two Rainbows is one of our most popular 5BR villas. Located in...

  19. Sleeps 10, $915 to $1335/night

    City : Grand Cayman
    Bedrooms : 4
    Bathrooms : 3
    Pool

    3BR/2BA Great Escape and attached 1BR/1BA Guest Cottage are located...

  20. Sleeps 10, $835 to $1335/night

    City : Grand Cayman
    Bedrooms : 4
    Bathrooms : 4
    Pool

    4BR and Den/4BA Heritage House is directly on the oceanfront in Rum...

  21. Sleeps 6, $495 to $885/night

    City : Grand Cayman
    Bedrooms : 3
    Bathrooms : 3
    Pool

    3BR/3BA  Coral Cottage- YELOW in Old Man Bay is Brand-New,...

  22. Sleeps 6, $495 to $885/night

    City : Grand Cayman
    Bedrooms : 3
    Bathrooms : 3
    Pool

    3BR/3BA  Coral Cottage- PINK in Old Man Bay is Brand-New,...

  23. Sleeps 10, $1235 to $2765/night

    City : Grand Cayman
    Bedrooms : 5
    Bathrooms : 5
    Pool

    5BR Ocean Kai was recently built on the oceanfront in Cayman Kai....

  24. Sleeps 20, $2060 to $3470/night

    City : Grand Cayman
    Bedrooms : 8
    Bathrooms : 10
    Pool

    Located only 1 mile from the famous Rum Point Club, 8BR oceanfront...

  25. Sleeps 16, $2735 to $4700/night

    City : Grand Cayman
    Bedrooms : 6
    Bathrooms : 6
    Pool

    6BR/7BA Moon Kai is a luxury oceanfront villa estate, located on a...

  26. Sleeps 8, $1470 to $2295/night

    City : Grand Cayman
    Bedrooms : 4
    Bathrooms : 5
    Pool

    Luxury 4BR/5BA "All-King-Suites" Faroway Villa is a gorgeous,...

  27. Sleeps 6, $295 to $385/night

    City : Grand Cayman
    Bedrooms : 2
    Bathrooms : 2

    2BR/2BA Sea Beauty is a super-cute Cayman Style gingerbread 2BR...

  28. Sleeps 20, $4700 to $9990/night

    City : Grand Cayman
    Bedrooms : 8
    Bathrooms : 8.5
    Pool

    Coconut Walk: 7BR Luxury gated and fenced oceanfront estate directly...

  29. Sleeps 4, $410 to $590/night

    City : Grand Cayman
    Bedrooms : 2
    Bathrooms : 2
    Pool

    2BR/2BA and Conched Out Villa is a sparkling multi-windowed...

  30. Sleeps 12, $1590 to $3350/night

    City : Grand Cayman
    Bedrooms : 5
    Bathrooms : 5
    Pool

    5BR Luxury Cayman Castle is directly oceanfront on a private 2-acre...