Cayman Islands Vacation Rentals - 61 Properties

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  1. Sleeps 18, $1135 to $2215/night

    City : Ally Land
    Bedrooms : 7
    Bathrooms : 7

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

  2. Sleeps 5, $275 to $455/night

    City : Rum Point
    Bedrooms : 2
    Bathrooms : 2

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

  3. Sleeps 6, $535 to $765/night

    City : Rum Point
    Bedrooms : 2
    Bathrooms : 2

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

  4. Sleeps 6, $440 to $775/night

    City : Rum Point
    Bedrooms : 2
    Bathrooms : 2

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

  5. Sleeps 12, $795 to $1420/night

    City : Rum Point
    Bedrooms : 6
    Bathrooms : 5

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

  6. Sleeps 14, $1780 to $2840/night

    City : Rum Point
    Bedrooms : 7
    Bathrooms : 6

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

  7. Sleeps 8, $740 to $1130/night

    City : East End
    Bedrooms : 3
    Bathrooms : 3

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

  8. Sleeps 14, $995 to $2100/night

    City : North Side
    Bedrooms : 6
    Bathrooms : 6

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

  9. Sleeps 6, $570 to $965/night

    City : Old Man Bay
    Bedrooms : 3
    Bathrooms : 2.5

    3BR Babylon Reef is a newly renovated 3BR oceanfront villa with...

  10. Sleeps 6, $570 to $965/night

    City : Rum Point
    Bedrooms : 3
    Bathrooms : 3.5

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

  11. Sleeps 12, $965 to $1615/night

    City : George Town
    Bedrooms : 5
    Bathrooms : 5

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

  12. Sleeps 2, $205 to $810/night

    City : Old Isaacs
    Bedroom : 1
    Bathroom : 1

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

  13. Sleeps 18, $1990 to $3690/night

    City : George Town
    Bedrooms : 7
    Bathrooms : 7.5

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

  14. Sleeps 5, $430 to $710/night

    City : Old Man Bay
    Bedrooms : 2
    Bathrooms : 2

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

  15. Sleeps 6, $855 to $1420/night

    City : Rum Point
    Bedrooms : 3
    Bathrooms : 3

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

  16. Sleeps 6, $740 to $1125/night

    City : Rum Point
    Bedrooms : 3
    Bathrooms : 3

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

  17. Sleeps 4, $410 to $1020/night

    City : Grand Cayman
    Bedrooms : 2
    Bathrooms : 2

    Sea Orchard Retreat is an intimate boutique oceanfront collection of...

  18. Sleeps 10, $1130 to $1945/night

    City : Rum Point
    Bedrooms : 5
    Bathrooms : 6

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

  19. Sleeps 6, $435 to $625/night

    City : Rum Point
    Bedrooms : 2
    Bathrooms : 2

    2BR/2BA Moon Glow is directly oceanfront in Rum Point on the north...

  20. Sleeps 10, $1310 to $3125/night

    City : Rum Point
    Bedrooms : 5
    Bathrooms : 5

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

  21. Sleeps 20, $4540 to $9650/night

    City : West Bay
    Bedrooms : 8
    Bathrooms : 8.5

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

  22. Sleeps 4, $395 to $570/night

    City : Old Man Bay
    Bedrooms : 2
    Bathrooms : 2

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

  23. Sleeps 20, $2185 to $3685/night

    City : Rum Point
    Bedrooms : 8
    Bathrooms : 10

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

  24. Sleeps 12, $1130 to $1760/night

    City : Rum Point
    Bedrooms : 5
    Bathrooms : 5

    5BR and Den Amoraflora is a truly unique oceanfront villa in Rum...

  25. Sleeps 14, $1130 to $2785/night

    City : Grand Cayman
    Bedrooms : 6
    Bathrooms : 4

    Under Renovation | Available December 15, 2017 5-6BR Crystal Waters...

  26. Sleeps 8, $1365 to $2615/night

    City : George Town
    Bedrooms : 4
    Bathrooms : 5

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

  27. Sleeps 6, $645 to $1125/night

    City : Ally Land
    Bedrooms : 3
    Bathrooms : 2.5

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

  28. Sleeps 12, $2215 to $3665/night

    City : Bodden Town
    Bedrooms : 6
    Bathrooms : 5

    5-6BR Pease Bay House is a secluded luxury gated estate only 20...

  29. Sleeps 6, $285 to $400/night

    City : Cottage
    Bedrooms : 2
    Bathrooms : 2

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

  30. Sleeps 10, $810 to $1290/night

    City : Rum Point
    Bedrooms : 4
    Bathrooms : 4

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