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

The Grandview 911

Grand Cayman
Million dollar views from this light filled end unit situated directly on the beach. Ground floor oc...
Condo 2 / 2 / 6

*
Online booking available

$500 - $735
Per Night

$3500 - $5145
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

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

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

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

$175 - $370
Per Night

$1225 - $2590
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

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

2 bedroom/2 bathroom Ocean front condo

Grand Cayman
2 bedroom/2 bathroom Ocean front condo Unit Description: This lovely Ocean front condo offers all t...
Condo 2 / 2 / 6

*
Online booking available

$425 - $625
Per Night

$2975 - $4375
Per Week

Studio poolside

Grand Cayman
Studio poolside Unit Description: This non-smoking studio poolside unit features 1 queen bed and a ...
Condo 0 / 1 / 2

*
Online booking available

$159 - $230
Per Night

$1113 - $1610
Per Week

05 Aqua Bay Club

Grand Cayman
Beautifully decorated 2 bedroom Tastefully decorated, fully equipped 2 bedroom, 2 bathroom ocean f...
Condo 2 / 2 / 6

*
Online booking available

$400 - $750
Per Night

$2800 - $5250
Per Week

Lacovia #6

Grand Cayman
Claim a prime spot on the beach at Lacovia, a small-scale beachfront resort in the heart of sought-a...
Condo 3 / 3 / 8

*
Online booking available

$315 - $875
Per Night

$2205 - $6125
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 - $1575
Per Night

$4200 - $11025
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

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

$175 - $415
Per Night

$1225 - $2905
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 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

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

$130 - $320
Per Night

$910 - $2240
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 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

The Grandview 1212

Grand Cayman
A modern flair on this Caribbean haven with privacy and seclusion this is a great unit for those wan...
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

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

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

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

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

 

More Getaway Locations and Properties