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

Thatch Hill

Grand Cayman
Thatch Hill is located on the Northside of the island, just 300 yards east of the Rum Point Club. Th...
Home 2 / 2 / 7

*
Online booking available

$530 - $800
Per Night

$3710 - $5600
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

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

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

Twin Palms

Grand Cayman
6-7BR Twin Palms Villa is directly oceanfront in the Rum Point district and enjoys a sandy beach and...
Home 7 / 6 / 14

*
Online booking available

$1675 - $2940
Per Night

$11725 - $20580
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

KiToCay

Grand Cayman
2BR (and Den) KiToCay is a 3,000 sq ft, sun-filled Unique home located in the village of Old Man Bay...
Home 2 / 2 / 5

*
Online booking available

$445 - $735
Per Night

$3115 - $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

$300 - $625
Per Night

$2100 - $4375
Per Week

Sea Beauty

Grand Cayman
2BR/2BA Sea Beauty is a super-cute Cayman Style gingerbread 2BR cottage with very nice amenities loc...
Home 2 / 2 / 6

*
Online booking available

$295 - $385
Per Night

$2065 - $2695
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

Gypsy

Grand Cayman
4BR/4BA Gypsy has just been professionally decorated and is a stunningly beautiful oceanfront villa ...
Home 4 / 4 / 10

*
Online booking available

$1000 - $1940
Per Night

$7000 - $13580
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

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

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

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

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

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

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

$225 - $510
Per Night

$1575 - $3570
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

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

Coral Kai

Grand Cayman
5BR and Den/5BA Luxury Coral Kai Villa is directly oceanfront in Rum Point on the north coast. This ...
Home 5 / 5 / 10

*
Online booking available

$1170 - $2060
Per Night

$8190 - $14420
Per Week

Coconut Beach

Grand Cayman
5BR/4BA Coconut Beach is directly oceanfront in Rum Point on the north coast. This large, one-story ...
Home 5 / 4 / 10

*
Online booking available

$885 - $1335
Per Night

$6195 - $9345
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

Pease Bay House

Grand Cayman
5-6BR Pease Bay House is a secluded luxury gated estate only 20 minutes from the airport (10 miles) ...
Home 6 / 5 / 12

*
Online booking available

$2295 - $3790
Per Night

$16065 - $26530
Per Week

Faroway Villa

Grand Cayman
Luxury 4BR/5BA "All-King-Suites" Faroway Villa is a gorgeous, one-story luxury oceanfront villa on G...
Home 4 / 5 / 8

*
Online booking available

$1170 - $2295
Per Night

$8190 - $16065
Per Week

 

More Getaway Locations and Properties