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

Pease Bay House

Pease Bay
This elegant residence is located 20 minutes drive from the airport and George Town on our Island's ...
Villa 5 / 6 / 12

*
Online booking available

$1348 - $2198
Per Night

$9435 - $15386
Per Week

3 Bedroom Ocean Front Penthouse

East End
3 Bedroom Ocean Front Penthouse Unit Description: This 3 bedroom ocean front penthouse defines luxu...
Home 3 / 3 / 8

*
Online booking available

$650 - $1250
Per Night

$4550 - $8750
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 5 / 5 / 12

*
Online booking available

$1302 - $2822
Per Night

$9116 - $19754
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 - $500
Per Night

$1925 - $3500
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

$350 - $775
Per Night

$2450 - $5425
Per Week

Sunset Cove #329

Seven Mile Beach
One of the few 3 bedroom condos on Seven Mile Beach that sleep up 7 people including a huge top floo...
Condo 3 / 2 / 7

*
Online booking available

$323 - $536
Per Night

$2262 - $3752
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

Villa La Playa

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

*
Online booking available

$538 - $865
Per Night

$3767 - $6055
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 - $357
Per Night

$1645 - $2499
Per Week

Pelican Point

Cayman Kai
This beach front villa is situated on a sandy beach on the northern shore about a 45 minute drive fr...
Villa 4 / 4 / 8

*
Online booking available

$487 - $801
Per Night

$3408 - $5614
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 - $1463
Per Night

$4340 - $10241
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...
Villa 1 / 1 / 4

*
Online booking available

$140 - $250
Per Night

$980 - $1750
Per Week

Treasure Cove

Cayman Kai
Unmatched Luxury with Private Pool and Boat Dock On Cayman Kai Create a remarkable reunion with y...
Villa 6 / 4 / 15

*
Online booking available

$1130 - $1750
Per Night

$7910 - $12250
Per Week

2 bedroom poolside suite

Grand Cayman
2 bedroom poolside suite Unit Description: This non-smoking luxurious poolside 2 bedroom, 2 bath su...
Condo 2 / 2 / 6

*
Online booking available

$330 - $480
Per Night

$2310 - $3360
Per Week

Lacovia #6

Grand Cayman
Situated in the centre of the famous Seven Mile Beach is a stunning beach front apartment with spect...
Condo 3 / 3 / 8

*
Online booking available

$335 - $705
Per Night

$2345 - $4935
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 - $657
Per Night

$2870 - $4599
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 - $1250
Per Night

$5000 - $8750
Per Week

Discovery Point Club #37

Seven Mile Beach
This resort is located on the quiet Northern part of one of the most admired beaches in the Caribbea...
Condo 2 / 2 / 6

*
Online booking available

$231 - $479
Per Night

$1614 - $3353
Per Week

Discovery Point #37-1 bedroom

Seven Mile Beach
This resort is located on the quiet Northern part of one of the most admired beaches in the Caribbea...
Condo 1 / 1 / 2

*
Online booking available

$184 - $479
Per Night

$1286 - $3353
Per Week

Kaibo Yacht Club #20B

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 - $327
Per Night

$1435 - $2289
Per Week

White Sands #9

Seven Mile Beach
This small resort is nestled on the quiet northern part of the beautiful Seven Mile Beach, yet only ...
Condo 1 / 1 / 2

*
Online booking available

$181 - $329
Per Night

$1267 - $2303
Per Week

George Town Villas 301

Seven Mile Beach
Prime location right on the water's edge! This recently renovated 2 bed/2bath condo with top of the ...
Condo 2 / 2 / 5

*
Online booking available

$218 - $412
Per Night

$1524 - $2884
Per Week

Caribbean Paradise #12

South Sound
Caribbean Paradise - Private Villa with Beachfront Deck & Resort Amenities Find paradise at th...
Villa 3 / 2 / 8

*
Online booking available

$256 - $449
Per Night

$1794 - $3143
Per Week

Boa Vida

Grand Cayman
For active travellers, Boa Vida is heaven on earth. At this property in the Seven Mile beach are...
Villa 4 / 4 / 10

*
Online booking available

$700 - $1250
Per Night

$4900 - $8750
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

$300 - $569
Per Night

$2100 - $3983
Per Week

 

More Getaway Locations and Properties