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

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

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

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

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

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

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

Cayman Condo Rentals On Seven Mile Beach

Seven Mile Beach
1, 2, & 3 bedroom condos on Seven Mile Beach in Grand Cayman. Your very own island paradise awaits!...
Condo 3 / 2 / 7

$210 - $749
Per Night

Sir Turtle Beach - Villa1 red

Little Cayman
Sir Turtle Beach Villa defines Caribbean paradise. It sits on an exceptional stretch of private beac...
Villa 4 / 2.5 / 10

*
Online booking available

$285 - $813
Per Night

$1995 - $5691
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

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 / 15

*
Online booking available

$1944 - $3884
Per Night

$13605 - $27191
Per Week

Lime Tree Villa

Grand Cayman
Two towering palm trees greet you as you pull into the driveway of 4-bedroom, 4-bath Lime Tree Villa...
Villa 4 / 3 / 10

*
Online booking available

$375 - $1000
Per Night

$2625 - $7000
Per Week

05 Aqua Bay Club

Grand Cayman
Beautifully decorated 2 bedroom Tastefully decorated, fully equipped 2 bedroom, 2 bathroom ocean f...
Condo 2 / 2 / 6

*
Online booking available

$380 - $715
Per Night

$2660 - $5005
Per Week

Blue Lagoon

Cayman Kai
This 4-bedroom, personality-packed, traditional Caymanian-style villa sits at the edge of a calm, sp...
Villa 4 / 4.5 / 8

*
Online booking available

$300 - $764
Per Night

$2100 - $5348
Per Week

George Town Villas 101

Seven Mile Beach
George Town Villas is an intimate condo resort steps from renowned Seven Mile Beach—so intimate, in ...
Condo 2 / 2 / 4

*
Online booking available

$135 - $400
Per Night

$945 - $2800
Per Week

Villa Emmanuel

Cayman Kai
Gather your favorite people and head to 5-bedroom, 4-bath Villa Emmanuel, on the quiet shores of Cay...
Villa 5 / 4 / 10

*
Online booking available

$480 - $1250
Per Night

$3360 - $8750
Per Week

Lacovia #6

Grand Cayman
Claim a prime spot on the beach at Lacovia, a small-scale beachfront resort in the heart of sought-a...
Condo 3 / 3 / 8

*
Online booking available

$255 - $705
Per Night

$1785 - $4935
Per Week

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

Sundowner #11

Seven Mile Beach
At Sundowner #11, find a primo stretch of quiet, expansive beachfront on Seven Mile Beach. This 2-be...
Home 2 / 2.5 / 4

*
Online booking available

$140 - $385
Per Night

$980 - $2695
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

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

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

$195 - $522
Per Night

$1365 - $3654
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

Shellen

East End
Tuck into your own private mini-resort at Shellen, a 3-bedroom (plus sleeper sofa), 2-bath villa poi...
Villa 3 / 2 / 8

*
Online booking available

$210 - $539
Per Night

$1470 - $3773
Per Week

On The Bay #104

Old Man Bay
Tucked into lush tropical landscaping on the ground floor of an intimate beachfront resort, 2-bedroo...
Condo 2 / 2 / 6

*
Online booking available

$100 - $250
Per Night

$700 - $1750
Per Week

11

Grand Cayman
New Page 1 Two bedroom, Two bathroom oceanfront condo unit with beautiful views right in the cente...
Condo 2 / 2 / 6

*
Online booking available

$380 - $715
Per Night

$2660 - $5005
Per Week

 

More Getaway Locations and Properties