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

Blue Lagoon

Cayman Kai
This 4-bedroom, personality-packed, traditional Caymanian-style villa sits at the edge of a calm, sp...
Villa 4 / 5 / 8

*
Online booking available

$475 - $487
Per Night

$3408 - $4484
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

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

$384 - $564
Per Night

$2691 - $3946
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 - $429
Per Night

$2262 - $3000
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

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

$174 - $263
Per Night

$1220 - $1838
Per Week

3 bed / 3 bath Ocean Front Vacation Home

Grand Cayman
3 bed / 3 bath Ocean Front Vacation Home Unit Description: Surrounding a common pool area. Two of t...
Condo 3 / 3 / 8

*
Online booking available

$299 - $999
Per Night

$2093 - $6993
Per Week

Villas Pappagallo #7

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

*
Online booking available

$160 - $230
Per Night

$1120 - $1610
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

Shellen

East End
This spacious and secluded 3 bedroom plus den (with queen sleeper sofa) villa is nestled on top of a...
Villa 3 / 2 / 8

*
Online booking available

$379 - $431
Per Night

$2655 - $3014
Per Week

Kirk Kove

Cayman Kai
This beachfront home is located on a quiet protected cove. Perhaps you may wish to rent a small boat...
Villa 2 / 2 / 6

*
Online booking available

$205 - $282
Per Night

$1435 - $1973
Per Week

14

Grand Cayman
Beautifully decorated 2 bedroom Beautifully decorated 2 bedroom, 2 bathroom ocean front condo. Thi...
Condo 2 / 2 / 6

*
Online booking available

$330 - $715
Per Night

$2310 - $5005
Per Week

Kailypso

Cayman Kai
Kailypso is a spacious, airy and comfortable home situated on a wide beach inside a little cove in t...
Villa 3 / 2 / 8

*
Online booking available

$384 - $487
Per Night

$2691 - $3408
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

On The Bay #104

Old Man Bay
This small resort is situated on a bay dotted with palms and view of the beach, pool and ocean where...
Condo 2 / 2 / 6

*
Online booking available

$150 - $200
Per Night

$1050 - $1400
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

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 / 4

*
Online booking available

$205 - $277
Per Night

$1435 - $1937
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

Sea Breeze 8

Seven Mile Beach
Luxury Design and Front-Row Sunset Views on Seven Mile Beach A stunning sunset show awaits you at...
Condo 4 / 5 / 10

*
Online booking available

$650 - $1000
Per Night

$4550 - $7000
Per Week

Discovery Point #15

Seven Mile Beach
This 2-bedroom beachfront condo is located in one of the most sought-after spots on the Cayman Islan...
Condo 2 / 2 / 6

*
Online booking available

$231 - $374
Per Night

$1614 - $2619
Per Week

Regal Beach Club #631

Seven Mile Beach
This resort with pool, gym room and lighted tennis court is situated right in the middle of the famo...
Condo 2 / 2 / 6

*
Online booking available

$258 - $400
Per Night

$1808 - $2798
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

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

$250 - $999
Per Night

$1750 - $6993
Per Week

Caribbean Paradise 9

South Sound
This standalone 3-bedroom beachfront villa—part of a resort/condo complex—is found in a residential ...
Villa 3 / 3 / 6

*
Online booking available

$300 - $417
Per Night

$2100 - $2919
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

$299 - $999
Per Night

$2093 - $6993
Per Week

 

More Getaway Locations and Properties