Cayman Islands 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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  • Online Booking
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  • Apt/Room/Suite
  • Air Conditioning
  • Washer/Dryer
  • Full Kitchen
  • 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 - Cayman

West Bay
This spacious and deluxe private beach front villa could be considered as one of the most sought aft...
Villa 5 / 4 / 12

*
Online booking available

$3250 - $6420
Per Night

$22750 - $44940
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

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

The Grandview 632

Grand Cayman
This lovely unit is located on the third floor, offering fantastic views of the gardens and pool are...
Condo 2 / 2 / 6

*
Online booking available

$410 - $645
Per Night

$2870 - $4515
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

Villa La Playa

Cayman Kai
This authentic Caymanian gem in the quiet residential neighbourhood of Cayman Kai will charm you wit...
Villa 4 / 4.5 / 9

*
Online booking available

$430 - $1095
Per Night

$3010 - $7665
Per Week

The Grandview 122

Grand Cayman
FANTASTIC ocean front right on the beach with breathtaking views of the Cayman sunset, sparking blue...
Condo 2 / 2 / 6

*
Online booking available

$500 - $735
Per Night

$3500 - $5145
Per Week

Kailypso

Rum Point
Kailypso is a spacious and comfortable home situated on a wide white sandy beach inside a little cov...
Home 3 / 2 / 8

*
Online booking available

$495 - $1045
Per Night

$3465 - $7315
Per Week

White Sands #16

Grand Cayman
*NOW UNDER NEW MANAGEMENT!* Escape the hotel crowds and tuck into a quiet beachfront condo resort th...
Condo 2 / 2 / 6

*
Online booking available

$200 - $565
Per Night

$1400 - $3955
Per Week

06 Aqua Bay Club

Grand Cayman
Tastefully decorated, fully equipped 2 bedroom, 2 bathroom ocean front condo.Comfortably sleeps 6 p...
Condo 2 / 2 / 6

*
Online booking available

$400 - $750
Per Night

$2800 - $5250
Per Week

Villa Emmanuel

Rum Point
This beautiful home is situated on a pristine white sandy beach within walking distance of a water-s...
Home 5 / 4 / 12

*
Online booking available

$750 - $1970
Per Night

$5250 - $13790
Per Week

The Grandview 212

Grand Cayman
This oceanfront corner unit is just steps from beautiful Seven Mile Beach. Decorated with modern déc...
Condo 2 / 2 / 6

*
Online booking available

$500 - $735
Per Night

$3500 - $5145
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

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

$135 - $320
Per Night

$945 - $2240
Per Week

The Grandview 311

Grand Cayman
The beach is just steps away from the private screened patio of this ground floor unit. Plantation s...
Condo 2 / 2 / 6

*
Online booking available

$410 - $645
Per Night

$2870 - $4515
Per Week

The Grandview 121

Grand Cayman
This beach front unit is all about the views. The sun sets directly off the corner unit screened pat...
Condo 2 / 2 / 6

*
Online booking available

$500 - $735
Per Night

$3500 - $5145
Per Week

On The Rocks - Cayman

Frank Sound
Proudly resting on the Beach Bay bluff over the shimmering azure Caribbean waters. This beautiful On...
Villa 6 / 4 / 14

*
Online booking available

$800 - $1335
Per Night

$5600 - $9345
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

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 #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

The Grandview 411

Grand Cayman
Ground floor unit with great outdoor patio furniture and an easy walk out to our beach, pool and gar...
Condo 2 / 2 / 6

*
Online booking available

$410 - $645
Per Night

$2870 - $4515
Per Week

On The Rocks

Grand Cayman
Proudly resting on the Beach Bay bluff over the shimmering azure Caribbean waters. This beautiful “O...
Villa 7 / 4 / 14

*
Online booking available

$570 - $1615
Per Night

$3990 - $11305
Per Week

No Snow

Drift Wood Village
No Snow- is located on the Northside of the island just about 1/2 Mile east of the Rum Point Club. T...
Villa 6 / 4 / 12

*
Online booking available

$990 - $1460
Per Night

$6930 - $10220
Per Week

The Grandview 1221

Grand Cayman
Second floor unit with an amazing interior with over-sized floor tiles, granite counter tops in the ...
Condo 2 / 2 / 6

*
Online booking available

$500 - $735
Per Night

$3500 - $5145
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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