Cayman Islands 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 #12

South Sound
This beachfront villa is part of a resort situated on a sandy beach just a 5 minute drive from Georg...
Villa 3 / 2 / 8

*
Online booking available

$256 - $359
Per Night

$1794 - $2511
Per Week

Kozy Kai - Sealodge #17

Cayman Kai
Perfectly situated to catch the fresh sea breezes is a small resort with a sandy beach excellent for...
Condo 1 / 1 / 2

*
Online booking available

$144 - $200
Per Night

$1005 - $1400
Per Week

Grandview #1212

Seven Mile Beach
Grandview offers spectacular views from its expansive beach. Located on the southern end of Seven Mi...
Home 2 / 2 / 6

*
Online booking available

$308 - $359
Per Night

$2153 - $2511
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

$99 - $999
Per Night

$693 - $6993
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

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

Fantasea

Cayman Kai
This airy beach front home is within easy walking distance of a beach bar, restaurant and watersport...
Home 2 / 2 / 6

*
Online booking available

Contact
Owner
Directly
For Rates

Rum Cove

Cayman Kai
Recently updated one bedroom condo on the cove in Cayman Kai! It's located right across from famous ...
Condo 1 / 1 / 2

*
Online booking available

$144 - $195
Per Night

$1005 - $1363
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 - $277
Per Night

$1435 - $1937
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

Discovery Point #15

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 - $374
Per Night

$1614 - $2619
Per Week

Little Cayman Escape

Little Cayman
This raised villa with elevator, ramps and wide door ways makes this home perfectly wheelchair acces...
Villa 3 / 2 / 9

*
Online booking available

$308 - $384
Per Night

$2153 - $2691
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

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

Discovery Point #15-1 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 - $282
Per Night

$1286 - $1974
Per Week

Blossom Village Cott 1 bed

Little Cayman
This cute little Caymanian Cottage dates back to the days when life was even quieter than a leisurel...
Villa 1 / 1 / 4

*
Online booking available

$231 - $261
Per Night

$1614 - $1830
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

Poinsettia_d2

Seven Mile Beach
Situated at the beginning of the famous Seven Mile Beach this small resort is within walking distanc...
Condo 2 / 2 / 4

*
Online booking available

$180 - $267
Per Night

$1260 - $1866
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 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

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

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 - $323
Per Night

$1524 - $2260
Per Week

Sundowner #11

Seven Mile Beach
Sundowner is a small condo resort on the quiet northern part of our beautiful Seven Mile Beach. This...
Condo 2 / 3 / 4

*
Online booking available

$205 - $308
Per Night

$1435 - $2153
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

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

 

More Getaway Locations and Properties