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

Caribbean Paradise 9

South Sound
This beachfront villa is part of a resort situated on a sandy beach just a 5 minute drive from Georg...
Villa 3 / 3 / 6

*
Online booking available

$300 - $417
Per Night

$2100 - $2919
Per Week

Seaspray

Beach Bay
This deluxe oceanfront villa is especially positioned on a cliff top to catch the fresh breezes from...
Villa 4 / 6 / 11

*
Online booking available

$620 - $930
Per Night

$4340 - $6510
Per Week

1 bedroom ocean front suite

Grand Cayman
1 bedroom ocean front suite Unit Description: This non-smoking ocean front 1 bedroom, 1 bath suite ...
Condo 1 / 1 / 4

*
Online booking available

$275 - $385
Per Night

$1925 - $2695
Per Week

The Pools #10

Cayman Kai
This small exclusive complex, with each unit having its own private pool, is situated on the tranqui...
Condo 2 / 2 / 6

*
Online booking available

$235 - $285
Per Night

$1645 - $1995
Per Week

2 Bedroom Ocean Front Suite

East End
2 Bedroom Ocean Front Suite Unit Description: This luxurious 2 bedroom, 2 bathroom ocean front suit...
Condo 2 / 2 / 6

*
Online booking available

$350 - $775
Per Night

$2450 - $5425
Per Week

George Town Villas 101

Seven Mile Beach
As the name suggests, this convenient condo resort is near to the main town of George Town, as well ...
Condo 2 / 2 / 6

*
Online booking available

$194 - $308
Per Night

$1357 - $2153
Per Week

Poinsettia #b4

Seven Mile Beach
Situated at the beginning of the famous Seven Mile Beach this small resort is within walking distanc...
Condo 2 / 2 / 6

*
Online booking available

$180 - $267
Per Night

$1260 - $1866
Per Week

Villa Emmanuel

Cayman Kai
This beautiful home is situated on a pristine white sandy beach in Cayman Kai this area in a quiet c...
Villa 5 / 4 / 10

*
Online booking available

$714 - $1000
Per Night

$5000 - $7000
Per Week

Treasure Cove

Cayman Kai
This beautiful 2 story villa has to be seen to be believed, and is furnished to a standard that woul...
Villa 6 / 4 / 15

*
Online booking available

$1130 - $1400
Per Night

$7910 - $9800
Per Week

Villa La Playa

Cayman Kai
Nestled in a tranquil inlet of water is a pretty Caymanian style wooden house within easy walking di...
Home 4 / 5 / 9

*
Online booking available

$538 - $692
Per Night

$3767 - $4843
Per Week

Sea Spray Too

Beach Bay
This deluxe oceanfront villa is positioned on a cliff top to catch the fresh breezes from a warm and...
Villa 4 / 5 / 11

*
Online booking available

$794 - $1163
Per Night

$5561 - $8144
Per Week

3 bed/3 bath beach front home

Grand Cayman
3 bed/3 bath beach front home Unit Description: Located near world-famous Stingray City and Rum Poi...
Condo 3 / 3 / 7

*
Online booking available

$275 - $750
Per Night

$1925 - $5250
Per Week

Lime Tree Villa

Grand Cayman
This conveniently located 4 bedroom and den deluxe villa is in an upscale residential area only a fe...
Home 4 / 3 / 10

*
Online booking available

$600 - $800
Per Night

$4200 - $5600
Per Week

Villas Pappagallo #3

Grand Cayman
Nestled on a quiet beach on north west point is an attractive Spanish style resort called Villas Pap...
Condo 1 / 1 / 2

*
Online booking available

$140 - $200
Per Night

$980 - $1400
Per Week

Halcyon Days

Grand Cayman
Nestled at the end of a tranquil and peaceful cove is a cheerfully decorated cottage with a boat doc...
Cottage 2 / 2 / 6

*
Online booking available

$359 - $461
Per Night

$2511 - $3229
Per Week

Kai Rumba

Cayman Kai
This attractively designed, spacious and secluded villa, nestled on a beautiful quiet beach, gives y...
Villa 3 / 4 / 6

*
Online booking available

$410 - $525
Per Night

$2870 - $3675
Per Week

Coral Reef

Seven Mile Beach
This spacious, luxury private beach front villa could be considered as one of the most sought after ...
Villa 5 / 5 / 12

*
Online booking available

$1302 - $2257
Per Night

$9116 - $15802
Per Week

Villas Pappagallo #7

West Bay
On a quiet beach on North West Point is an attractive Spanish style resort called Villas Pappagallo....
Villa 1 / 1 / 4

*
Online booking available

$160 - $230
Per Night

$1120 - $1610
Per Week

Rum Haven

Cayman Kai
These two cozy side-by-side apartments are situated in a peaceful little sandy cove right across fro...
Home 1 / 1 / 4

*
Online booking available

$144 - $195
Per Night

$1005 - $1363
Per Week

2 bedroom ocean front suite

Grand Cayman
2 bedroom ocean front suite Unit Description: This non-smoking luxurious ocean front 2 bedroom, 2 b...
Condo 2 / 2 / 6

*
Online booking available

$300 - $775
Per Night

$2100 - $5425
Per Week

Kaibo Yacht Club #29C

Cayman Kai
This resort is perfect for those who need a spot to relax and unwind and have the convenience of a r...
Condo 2 / 2 / 6

*
Online booking available

$205 - $277
Per Night

$1435 - $1937
Per Week

3 bed/3 bath ocean view home

Grand Cayman
3 bed/3 bath ocean view home Unit Description: Located near world-famous Stingray City and Rum Poin...
Condo 3 / 3 / 7

*
Online booking available

$225 - $750
Per Night

$1575 - $5250
Per Week

Gardens of the Kai #9

Cayman Kai
Experience the delight and tranquility of this charming free standing villa in a small but expansive...
Condo 3 / 3 / 8

*
Online booking available

$320 - $455
Per Night

$2240 - $3185
Per Week

 

More Getaway Locations and Properties