Grand Cayman Vacation Rental Getaways

Select a vacation destination from the list below.
You can narrow your search by selecting specific travel dates, a price range or other search options.

Refine Your Search
Check-In 
calendar

Check-Out
calendar
  • 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

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

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

The Grandview 1012

Grand Cayman
Relax on the screened patio with up-close views of the white sand beach and turquoise water from thi...
Condo 2 / 2 / 6

*
Online booking available

$500 - $735
Per Night

$3500 - $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

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

The Grandview 1111

Grand Cayman
The beach is at your door step in this beautiful ocean front ground floor unit. Walk through the tro...
Condo 2 / 2 / 6

*
Online booking available

$500 - $735
Per Night

$3500 - $5145
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

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

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 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

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

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

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

The Grandview 1021

Grand Cayman
Perched on the edge of stunning Seven Mile Beach, this second floor unit offers front row seats to t...
Condo 2 / 2 / 6

*
Online booking available

$500 - $735
Per Night

$3500 - $5145
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

The Grandview 622

Grand Cayman
Corner unit layout offers fantastic second floor vistas of the palm-drenched gardens and Seven Mile ...
Condo 2 / 2 / 6

*
Online booking available

$410 - $645
Per Night

$2870 - $4515
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

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

Seascape

George Town
Located in the heart of Seven Mile Beach, where the beach is expansive and breathtaking, and the wat...
Villa 6 / 5 / 14

*
Online booking available

$2235 - $3075
Per Night

$15645 - $21525
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

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

$150 - $425
Per Night

$1050 - $2975
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

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

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

 

More Getaway Locations and Properties