Cayman Islands Vacation Rental Getaways

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  • Property Options
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Max Price Per Week $
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  • Apt/Room/Suite
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  • Washer/Dryer
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  • Satellite/Cable TV
  • Handicap Access
  • High Speed Internet
  • Elevator
  • Maid Service
  • Garage Parking
  • Pets Allowed
  • Private Pool
  • Pool Access
  • Hot Tub
  • Fireplace
  • Smoking allowed
  • Beach Access
  • Beach Front
  • Golf on site
  • Golf nearby
  • Ocean Front
  • Ocean View
  • Lake Front
  • Lake View
  • Ski in/out
  • Walk to Slopes
  • Skiing nearby
 
Sort by: Type BR/BA/Sleeps Price

Coral Reef

Seven Mile Beach
On prestigious Seven Mile Beach, there are very few private villas for rent. Most offerings are cond...
Villa 7 / 7.5 / 26

*
Online booking available

$2600 - $5135
Per Night

$18200 - $35945
Per Week

Moon Bay #18

Bodden Town
A seafront balcony at this 2-bedroom, 2-bath condo unit waits for you to come out with a morning cof...
Villa 2 / 1 / 6

*
Online booking available

$145 - $435
Per Night

$1015 - $3045
Per Week

Kozy Kai - Sealodge #17

Cayman Kai
Romantics will love this 1-bedroom, 1-bath cottage right on the beach in Cayman Kai, less than a 5 m...
Condo 1 / 1 / 2

*
Online booking available

$190 - $320
Per Night

$1330 - $2240
Per Week

Shellen

East End
Tuck into your own private mini-resort at Shellen, a 3-bedroom (plus sleeper sofa), 2-bath villa poi...
Villa 3 / 2 / 8

*
Online booking available

$270 - $695
Per Night

$1890 - $4865
Per Week

2 bedroom ocean front suite

Grand Cayman
2 bedroom ocean front suite Unit Description: This non-smoking luxurious ocean front 2 bedroom, 2 b...
Condo 2 / 2 / 6

*
Online booking available

$370 - $520
Per Night

$2590 - $3640
Per Week

The Pools #12

Cayman Kai
Honeymoons and couples getaways find an unforgettable romantic venue at The Pools #12, a one-bedroom...
Condo 1 / 1 / 4

*
Online booking available

$170 - $365
Per Night

$1190 - $2555
Per Week

Villas Pappagallo #7

West Bay
On the hunt for away-from-it-all accommodations on Grand Cayman, where you can have a Caribbean beac...
Condo 1 / 1 / 4

*
Online booking available

$155 - $360
Per Night

$1085 - $2520
Per Week

2 bedroom poolside suite

Grand Cayman
2 bedroom poolside suite Unit Description: This non-smoking luxurious poolside 2 bedroom, 2 bath su...
Condo 2 / 2 / 6

*
Online booking available

$330 - $480
Per Night

$2310 - $3360
Per Week

1 bedroom ocean-front suite

Grand Cayman
1 bedroom ocean-front suite Unit Description: This non-smoking ocean-front 1 bedroom, 1 bath suite ...
Condo 1 / 1 / 4

*
Online booking available

$250 - $450
Per Night

$1750 - $3150
Per Week

07 Aqua Bay Club

Grand Cayman
Tastefully decorated, fully equipped 2 bedroom, 2 bathroom Comfortably sleeps 6 people. Direct walk ...
Home 2 / 2 / 6

*
Online booking available

$400 - $750
Per Night

$2800 - $5250
Per Week

Blossom Village Cottage

Little Cayman
Walk directly from your classic beach cottage to the palm-shaded beach in one-of-a-kind Little Cayma...
Villa 3 / 3 / 8

*
Online booking available

$225 - $620
Per Night

$1575 - $4340
Per Week

Sunset Cove #104

Seven Mile Beach
At Sunset Cove Condo Resort, you get all the perks of a Caribbean resort—including the largest swimm...
Condo 3 / 2 / 8

*
Online booking available

$305 - $695
Per Night

$2135 - $4865
Per Week

3 bed/3 bath ocean view home

Grand Cayman
3 bed/3 bath ocean view home Unit Description: Located near world-famous Stingray City and Rum Poin...
Condo 3 / 3 / 7

*
Online booking available

$239 - $1350
Per Night

$1673 - $9450
Per Week

03 Aqua Bay Club

Grand Cayman
This tastefully decorated 2 bedroom oceanfront unit has it all. Direct walk out to the beach, bright...
Home 2 / 2 / 6

*
Online booking available

$400 - $750
Per Night

$2800 - $5250
Per Week

Halcyon Days

Grand Cayman
A private pool, sunny décor, your own private boat dock, and a tucked-away location at the end of a ...
Villa 2 / 2 / 5

*
Online booking available

$295 - $735
Per Night

$2065 - $5145
Per Week

Discovery Point Club #18

Seven Mile Beach
Come and see why Discovery Point Club, on coveted Seven Mile Beach, boasts 300 five-star reviews and...
Condo 2 / 2 / 6

*
Online booking available

$190 - $645
Per Night

$1330 - $4515
Per Week

Gardens of the Kai #9

Cayman Kai
This 3-bedroom, 3-bath freestanding villa—no shared walls! —Recently underwent a stunning remodel an...
Condo 3 / 3 / 8

*
Online booking available

$260 - $735
Per Night

$1820 - $5145
Per Week

Lime Tree Villa

George Town
This conveniently located 4 bedroom and den deluxe villa is in an upscale residential area only a fe...
Villa 4 / 3 / 9

*
Online booking available

$670 - $1775
Per Night

$4690 - $12425
Per Week

George Town Villas 301

Seven Mile Beach
Third-floor views of the glittering Caribbean, 2 Master suites with attached, modern baths, outdoor ...
Condo 2 / 2 / 5

*
Online booking available

$190 - $525
Per Night

$1330 - $3675
Per Week

Boa Vida

George Town
This conveniently located 4 bedroom and den (queen sofa bed in den) luxury villa is in an upscale re...
Villa 4 / 3.5 / 10

*
Online booking available

$765 - $2300
Per Night

$5355 - $16100
Per Week

White Sands #4

Seven Mile Beach
Laidback beachfront doesn’t have to mean “rustic!” This elegant, one-bedroom, one-bath condo combine...
Condo 1 / 1 / 4

*
Online booking available

$175 - $500
Per Night

$1225 - $3500
Per Week

Poinsettia #b4

Seven Mile Beach
The Poinsettia condo resort brings you the ideal balance of quiet accommodations and close-by activi...
Condo 2 / 2 / 5

*
Online booking available

$150 - $425
Per Night

$1050 - $2975
Per Week

Rum Sands

Cayman Kai
Upgrades to this charming one-bedroom, one-bath Rum Sands, located on a quiet cove in Cayman Kai, cr...
Condo 1 / 1 / 4

*
Online booking available

$145 - $320
Per Night

$1015 - $2240
Per Week

3 Bedroom Ocean Front Penthouse

East End
3 Bedroom Ocean Front Penthouse Unit Description: This 3 bedroom ocean front penthouse defines luxu...
Home 3 / 3 / 8

*
Online booking available

$1500 - $2500
Per Night

$10500 - $17500
Per Week

Boa Vida

Grand Cayman
For active travellers, Boa Vida is heaven on earth. At this property in the Seven Mile beach area—w...
Villa 4 / 3.5 / 10

*
Online booking available

$535 - $1625
Per Night

$3745 - $11375
Per Week

 

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