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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  • Handicap Access
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  • 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

On The Bay #104

Old Man Bay
Tucked into lush tropical landscaping on the ground floor of an intimate beachfront resort, 2-bedroo...
Condo 2 / 2 / 6

*
Online booking available

$100 - $250
Per Night

$700 - $1750
Per Week

Villas Pappagallo #3

Grand Cayman
Retreat to Grand Cayman’s best-kept secret: the Villas Pappagallo, on a crowd-free stretch of shorel...
Condo 1 / 1 / 4

*
Online booking available

$105 - $250
Per Night

$735 - $1750
Per Week

Kaibo Yacht Club #26c

Cayman Kai
Discover the famously laid back lifestyle of the Caribbean at this 2-bedroom, 2-bath sea-and-beach-v...
Condo 2 / 2 / 6

*
Online booking available

$115 - $327
Per Night

$805 - $2289
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

$115 - $327
Per Night

$805 - $2289
Per Week

Rum Cove

Cayman Kai
Bring your sweetheart—and even your dog!—to a lovely, authentic slice of Grand Cayman at one-bedroom...
Condo 1 / 1 / 4

*
Online booking available

$115 - $250
Per Night

$805 - $1750
Per Week

Rum Haven

Cayman Kai
Escape to one-bedroom, one-bath Rum Haven for an authentic Caymanian getaway on the banks of Sand Po...
Condo 1 / 1 / 4

*
Online booking available

$115 - $250
Per Night

$805 - $1750
Per Week

Kaibo Yacht Club #29C

Cayman Kai
One of the most popular destinations on Grand Cayman, Kaibo Yacht Club is a haven for boaters, Cayma...
Condo 2 / 2 / 4

*
Online booking available

$120 - $346
Per Night

$840 - $2422
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

$120 - $288
Per Night

$840 - $2016
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

$120 - $344
Per Night

$840 - $2408
Per Week

Poinsettia_d2

Seven Mile Beach
A condo for those who love luxury details, Poinsettia #D2 boasts tropical garden views and an elegan...
Condo 2 / 2 / 4

*
Online booking available

$120 - $344
Per Night

$840 - $2408
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

$135 - $288
Per Night

$945 - $2016
Per Week

George Town Villas 101

Seven Mile Beach
George Town Villas is an intimate condo resort steps from renowned Seven Mile Beach—so intimate, in ...
Condo 2 / 2 / 4

*
Online booking available

$135 - $400
Per Night

$945 - $2800
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

$135 - $288
Per Night

$945 - $2016
Per Week

The Pools #10

Cayman Kai
The Pools at Cayman Kai provide an exclusive collection of beachfront condos with a distinguishing p...
Condo 2 / 2 / 6

*
Online booking available

$135 - $357
Per Night

$945 - $2499
Per Week

White Sands #1

Seven Mile Beach
White Sands, a small beachfront condo resort on Seven Mile’s quiet north shore, is the very definiti...
Condo 1 / 1 / 4

*
Online booking available

$140 - $329
Per Night

$980 - $2303
Per Week

Sundowner #11

Seven Mile Beach
At Sundowner #11, find a primo stretch of quiet, expansive beachfront on Seven Mile Beach. This 2-be...
Home 2 / 2.5 / 4

*
Online booking available

$140 - $385
Per Night

$980 - $2695
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

$140 - $329
Per Night

$980 - $2303
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

$140 - $329
Per Night

$980 - $2303
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

$140 - $353
Per Night

$980 - $2471
Per Week

Discovery Point Club #37

Seven Mile Beach
At 2-bedroom Discovery Point Club #37, enjoy a freshly stirred cocktail in view of the Caribbean on ...
Condo 2 / 2 / 6

*
Online booking available

$145 - $479
Per Night

$1015 - $3353
Per Week

Discovery Point #15

Seven Mile Beach
This 2-bedroom beachfront condo is located in one of the most sought-after spots on the Cayman Islan...
Condo 2 / 2 / 6

*
Online booking available

$145 - $479
Per Night

$1015 - $3353
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

$145 - $557
Per Night

$1015 - $3899
Per Week

George Town Villas #318

Seven Mile Beach
Penthouse views at a family-friendly rate! This 2-bedroom, 2-bath condo affords a top-floor vantage ...
Condo 2 / 2 / 6

*
Online booking available

$150 - $420
Per Night

$1050 - $2940
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

$150 - $250
Per Night

$1050 - $1750
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

$150 - $420
Per Night

$1050 - $2940
Per Week

 

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