Grand Cayman Vacation Rental Getaways

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  • Property Options
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  • Bath
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Max Price Per Week $
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  • 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

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

Regal Beach Club #631

Seven Mile Beach
The top-notch location of Regal Beach Club, next to the Marriott Hotel on Seven Mile, puts you right...
Condo 2 / 2 / 6

*
Online booking available

$250 - $625
Per Night

$1750 - $4375
Per Week

Kirk Kove

Cayman Kai
The spacious layout at Kirk Kove in Cayman Kai will surprise you. A 2-bedroom, 2-bath beach house fo...
Villa 2 / 2 / 6

*
Online booking available

$175 - $460
Per Night

$1225 - $3220
Per Week

Villas Pappagallo #22

West Bay
This lovely ground-floor beachfront one-bedroom villa with TWO Oceanfront patios is ideally located ...
Condo 1 / 1 / 4

*
Online booking available

$155 - $360
Per Night

$1085 - $2520
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

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

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

Kailypso

Cayman Kai
Friends and families love this 3-bedroom, 2-bath beach house tucked into a private cove in a residen...
Villa 3 / 2 / 8

*
Online booking available

$395 - $835
Per Night

$2765 - $5845
Per Week

White Sands #3

Seven Mile Beach
Escape the hotel crowds and tuck into a quiet beachfront condo resort that has everything you need a...
Condo 1 / 1 / 2

*
Online booking available

$175 - $415
Per Night

$1225 - $2905
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

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

Kaibo Yacht Club #20B

Cayman Kai
A popular boater’s destination and condo complex, Kaibo Yacht Club in Cayman Kai gathers locals and ...
Condo 2 / 2 / 6

*
Online booking available

$150 - $415
Per Night

$1050 - $2905
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

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

White Sands #9

Seven Mile Beach
Relaxed seclusion and quality accommodations await at this simple and contemporary beachfront apartm...
Condo 1 / 1 / 2

*
Online booking available

$175 - $415
Per Night

$1225 - $2905
Per Week

Lacovia #6

Grand Cayman
Claim a prime spot on the beach at Lacovia, a small-scale beachfront resort in the heart of sought-a...
Condo 3 / 3 / 8

*
Online booking available

$315 - $875
Per Night

$2205 - $6125
Per Week

On The Bay #311

Old Man Bay
Escape to the quiet side of Grand Cayman. On The Bay, a small resort on the tranquil North Shore, pr...
Condo 3 / 3 / 6

*
Online booking available

$175 - $370
Per Night

$1225 - $2590
Per Week

Treasure Cove

Cayman Kai
A fantastic place for reunions with friends or family at this secluded, crown-jewel property situate...
Villa 6 / 4 / 15

*
Online booking available

$750 - $2200
Per Night

$5250 - $15400
Per Week

Moon Bay #31

Grand Cayman
Moon Bay #31 is a wonderful complex located on the majestic south shore. Just a few (barefoot) steps...
Condo 2 / 1 / 6

*
Online booking available

$130 - $360
Per Night

$910 - $2520
Per Week

 

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