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

Studio poolside

Grand Cayman
Studio poolside Unit Description: This non-smoking studio poolside unit features 1 queen bed and a ...
Condo 0 / 1 / 2

*
Online booking available

$185 - $250
Per Night

$1295 - $1750
Per Week

White Sands #1

Seven Mile Beach
White Sands, a small beachfront condo resort on Seven Mile’s quiet north shore, is the very definiti...
Condo 1 / 1 / 4

*
Online booking available

$140 - $329
Per Night

$980 - $2303
Per Week

Blossom Village Cott 1 bed

Little Cayman
Walk directly from your classic beach cottage to the palm-shaded beach in one-of-a-kind Little Cayma...
Villa 1 / 1 / 4

*
Online booking available

$175 - $328
Per Night

$1225 - $2296
Per Week

Kozy Kai - Sealodge #17

Cayman Kai
Romantics will love this 1-bedroom, 1-bath cottage right on the beach in Cayman Kai, less than a 5 m...
Condo 1 / 1 / 2

*
Online booking available

$150 - $250
Per Night

$1050 - $1750
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 - $350
Per Night

$1925 - $2450
Per Week

Rum Haven

Cayman Kai
Escape to one-bedroom, one-bath Rum Haven for an authentic Caymanian getaway on the banks of Sand Po...
Condo 1 / 1 / 4

*
Online booking available

$115 - $250
Per Night

$805 - $1750
Per Week

Rum Cove

Cayman Kai
Bring your sweetheart—and even your dog!—to a lovely, authentic slice of Grand Cayman at one-bedroom...
Condo 1 / 1 / 4

*
Online booking available

$115 - $250
Per Night

$805 - $1750
Per Week

Villas Pappagallo #7

West Bay
On the hunt for away-from-it-all accommodations on Grand Cayman, where you can have a Caribbean beac...
Condo 1 / 1 / 4

*
Online booking available

$120 - $288
Per Night

$840 - $2016
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

$250 - $500
Per Night

$1750 - $3500
Per Week

Villas Pappagallo #3

Grand Cayman
Retreat to Grand Cayman’s best-kept secret: the Villas Pappagallo, on a crowd-free stretch of shorel...
Condo 1 / 1 / 4

*
Online booking available

$105 - $250
Per Night

$735 - $1750
Per Week

White Sands #3

Seven Mile Beach
Escape the hotel crowds and tuck into a quiet beachfront condo resort that has everything you need a...
Condo 1 / 1 / 2

*
Online booking available

$140 - $329
Per Night

$980 - $2303
Per Week

1 bedroom poolside suite

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

*
Online booking available

$250 - $350
Per Night

$1750 - $2450
Per Week

The Pools #12

Cayman Kai
Honeymoons and couples getaways find an unforgettable romantic venue at The Pools #12, a one-bedroom...
Condo 1 / 1 / 4

*
Online booking available

$135 - $288
Per Night

$945 - $2016
Per Week

White Sands #9

Seven Mile Beach
Relaxed seclusion and quality accommodations await at this simple and contemporary beachfront apartm...
Condo 1 / 1 / 2

*
Online booking available

$140 - $329
Per Night

$980 - $2303
Per Week

09 Aqua Bay Club

Grand Cayman
Ocean Front condo unit Bed configuration Bedroom 1: King Bedroom 2: 1Queen & 1Twin Living Room: Pull...
Condo 2 / 2 / 6

*
Online booking available

$380 - $715
Per Night

$2660 - $5005
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

$380 - $715
Per Night

$2660 - $5005
Per Week

02 Aqua Bay Club

Grand Cayman
Kitchen: Microwave, Stove/Oven. Dining Table 1 DVD PLAYER,1 VCR, 2 TVS, 2 CABLE BOXES, CD PLAYER 1 K...
Home 2 / 2 / 6

*
Online booking available

$380 - $715
Per Night

$2660 - $5005
Per Week

03 Aqua Bay Club

Grand Cayman
This tastefully decorated 2 bedroom oceanfront unit has it all. Direct walk out to the beach, bright...
Home 2 / 2 / 6

*
Online booking available

$380 - $715
Per Night

$2660 - $5005
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

$380 - $715
Per Night

$2660 - $5005
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 - $1300
Per Night

$2450 - $9100
Per Week

Blossom Village Cottage 2 Bed

Little Cayman
Walk directly from your classic beach cottage to the palm-shaded beach in one-of-a-kind Little Cayma...
Villa 2 / 2 / 6

*
Online booking available

$215 - $405
Per Night

$1505 - $2835
Per Week

07 Aqua Bay Club

Grand Cayman
Tastefully decorated, fully equipped 2 bedroom, 2 bathroom Comfortably sleeps 6 people. Direct walk ...
Home 2 / 2 / 6

*
Online booking available

$380 - $715
Per Night

$2660 - $5005
Per Week

Discovery Point Club #37

Seven Mile Beach
At 2-bedroom Discovery Point Club #37, enjoy a freshly stirred cocktail in view of the Caribbean on ...
Condo 2 / 2 / 6

*
Online booking available

$145 - $479
Per Night

$1015 - $3353
Per Week

Halcyon Days

Grand Cayman
A private pool, sunny décor, your own private boat dock, and a tucked-away location at the end of a ...
Villa 2 / 2 / 5

*
Online booking available

$235 - $577
Per Night

$1645 - $4039
Per Week

Poinsettia_d2

Seven Mile Beach
A condo for those who love luxury details, Poinsettia #D2 boasts tropical garden views and an elegan...
Condo 2 / 2 / 4

*
Online booking available

$120 - $344
Per Night

$840 - $2408
Per Week

 

More Getaway Locations and Properties