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

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

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

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

$425 - $775
Per Night

$2975 - $5425
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

Villa Emmanuel

Cayman Kai
Gather your favorite people and head to 5-bedroom, 4-bath Villa Emmanuel, on the quiet shores of Cay...
Villa 5 / 4 / 10

*
Online booking available

$600 - $1375
Per Night

$4200 - $9625
Per Week

Christmas Palms

Grand Cayman
Tremendous Snorkeling! 4BR/3.5BA Christmas Palms Villa sits directly oceanfront in Old Man Bay on th...
Home 4 / 3.5 / 10

*
Online booking available

$835 - $1335
Per Night

$5845 - $9345
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

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

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

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

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

Cayman Sands

Grand Cayman
4-5BR/4-5BA Cayman Sands Villa is directly oceanfront in Old Man Bay on the north coast. Recently Re...
Home 5 / 5 / 14

*
Online booking available

$1000 - $1840
Per Night

$7000 - $12880
Per Week

Moon Glow

Grand Cayman
2BR/2BA Moon Glow is directly oceanfront in Rum Point on the north coast, only a short walk from the...
Home 2 / 2 / 6

*
Online booking available

$450 - $650
Per Night

$3150 - $4550
Per Week

Two Rainbows

Grand Cayman
Two Rainbows is one of our most popular 5BR villas. Located in Cayman Kai within the turquoise water...
Home 5 / 4 / 10

*
Online booking available

$1170 - $2350
Per Night

$8190 - $16450
Per Week

Just For Fun

Grand Cayman
Enjoy your vacation villa in paradise with it’s own private beach on the tropical ocean cove. Just F...
Home 3 / 2 / 6

*
Online booking available

$650 - $885
Per Night

$4550 - $6195
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 / 6

*
Online booking available

$225 - $620
Per Night

$1575 - $4340
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 #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

Villa Mora

Grand Cayman
7BR and Den Villa Mora: This luxurious 8,000 sq. ft. 7BR and Den/7.5BA beachfront gated estate with ...
Home 7 / 7.5 / 18

*
Online booking available

$2060 - $3820
Per Night

$14420 - $26740
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 #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

Calypso Blue

Grand Cayman
4-6BR/4.5BA Calypso Blue has been fully renovated and redecorated, but is still at a reasonable cost...
Home 6 / 5 / 12

*
Online booking available

$1000 - $1825
Per Night

$7000 - $12775
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

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

Hidden Cove

Grand Cayman
6BR/5BA Hidden Cove is one of the best values on Grand Cayman. Tucked away in a quiet corner of the ...
Home 6 / 5 / 12

*
Online booking available

$825 - $1470
Per Night

$5775 - $10290
Per Week

 

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