Cayman Islands Vacation Rental Getaways

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  • Property Options
  • Amenities
  • Location Type
  • Bed
  • Bath
  • Sleeps
Max Price Per Week $
  • Special Offers
  • Online Booking
  • Home/Villa
  • Cottage/Cabin
  • Condo/Townhome
  • Bed & Breakfast
  • 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

Far Tortuga

Grand Cayman
Far Tortuga- This top-ten-most-popular villa is located on the Northside of the island on the way to...
Home 6 / 6 / 14

*
Online booking available

$1030 - $2175
Per Night

$7210 - $15225
Per Week

Tarasand

Grand Cayman
4BR/3BA Luxury Tarasand is directly waterfront in Cayman Kai, within Rum Point on the north coast. T...
Home 4 / 3 / 8

*
Online booking available

$1000 - $1675
Per Night

$7000 - $11725
Per Week

Picture Perfect

Grand Cayman
Picture Perfect is the name given this professional photographer's private oceanfront villa. Located...
Home 5 / 5 / 12

*
Online booking available

$1000 - $1670
Per Night

$7000 - $11690
Per Week

Little Cayman Escape

Little Cayman
Little Cayman Escape is a unique, 3-bedroom, 2-bath (sleeps 9) villa on the beach in charismatic Lit...
Villa 3 / 2 / 9

*
Online booking available

$270 - $620
Per Night

$1890 - $4340
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

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

Casuarina Cove

Cayman Kai
3BR/3.5BA Luxury Casuarina Cove villa is located in the quiet neighborhood of Cayman Kai at the end ...
Home 3 / 3.5 / 6

*
Online booking available

$590 - $1000
Per Night

$4130 - $7000
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 - $154000
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

$155 - $440
Per Night

$1085 - $3080
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

$300 - $625
Per Night

$2100 - $4375
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

$145 - $320
Per Night

$1015 - $2240
Per Week

Cayman Castle

Grand Cayman
5BR Luxury Cayman Castle is directly oceanfront on a private 2-acre gated and walled estate on an el...
Home 5 / 5 / 12

*
Online booking available

$1590 - $3350
Per Night

$11130 - $23450
Per Week

Great Escape

Grand Cayman
3BR/2BA Great Escape and attached 1BR/1BA Guest Cottage are located on the quiet cove in Cayman Kai ...
Home 4 / 3 / 10

*
Online booking available

$915 - $1335
Per Night

$6405 - $9345
Per Week

Moon Kai

Grand Cayman
6BR/7BA Moon Kai is a luxury oceanfront villa estate, located on a stretch of the best beach in Caym...
Home 6 / 6 / 16

*
Online booking available

$2735 - $4700
Per Night

$19145 - $32900
Per Week

Lone Palm

Grand Cayman
3BR/3BA Lone Palm in Gun Bay, East End is an award-winning floorplan by renowned architect John Doak...
Home 3 / 3 / 8

*
Online booking available

$765 - $1170
Per Night

$5355 - $8190
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

Sea Cove

Grand Cayman
2-3BR Sea Cove is directly waterfront, within the exclusive Cayman Kai community near Rum Point. Fea...
Home 2 / 2 / 6

*
Online booking available

$465 - $650
Per Night

$3255 - $4550
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

Kai Zen

Grand Cayman
3BR Luxury Kai Zen is directly waterfront with its own white sand barefoot beach in the private reso...
Home 3 / 3 / 6

*
Online booking available

$765 - $1295
Per Night

$5355 - $9065
Per Week

Crystal Blue

Grand Cayman
5-7BR Crystal Blue is a magnificent, Private cliff-edged, gated villa with private pool and stone st...
Home 7 / 7 / 18

*
Online booking available

$1175 - $2295
Per Night

$8225 - $16065
Per Week

Reef Romance

Grand Cayman
5BR/5BA LUXURY Reef Romance Villa is directly oceanfront in Rum Point on the north coast. A perfect ...
Home 5 / 6 / 10

*
Online booking available

$1170 - $2010
Per Night

$8190 - $14070
Per Week

On The Rocks

Grand Cayman
Proudly resting on the Beach Bay bluff over the shimmering azure Caribbean waters. This beautiful “O...
Villa 6 / 4 / 12

*
Online booking available

$570 - $1615
Per Night

$3990 - $11305
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

$385 - $850
Per Night

$2695 - $5950
Per Week

Villa Zara

Grand Cayman
4BR and Den/4.5BA Luxury Villa Zara is a fenced and gated estate sitting directly oceanfront in Rum ...
Home 4 / 5 / 10

*
Online booking available

$1170 - $2345
Per Night

$8190 - $16415
Per Week

Mahogany Cove

Grand Cayman
1BR/1BA Mahogany Cove Apartment is directly oceanfront in the Cottage District on the south coast in...
Home 1 / 1 / 2

*
Online booking available

$215 - $835
Per Night

$1505 - $5845
Per Week

 

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