Cayman Islands Vacation Rental Getaways

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  • 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

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 - $750
Per Night

$2660 - $5250
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

Rum Sands

Cayman Kai
Upgrades to this charming one-bedroom, one-bath Rum Sands, located on a quiet cove in Cayman Kai, cr...
Condo 1 / 1 / 4

*
Online booking available

$115 - $250
Per Night

$805 - $1750
Per Week

Boa Vida

Grand Cayman
For active travellers, Boa Vida is heaven on earth. At this property in the Seven Mile beach area—w...
Villa 4 / 3.5 / 10

*
Online booking available

$415 - $1250
Per Night

$2905 - $8750
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

2 bedroom/2 bathroom Ocean view condo

Grand Cayman
2 bedroom/2 bathroom Ocean view condo Unit Description: This lovely 2 bed, 2 bath condo has a beaut...
Condo 2 / 2 / 6

*
Online booking available

$350 - $550
Per Night

$2450 - $3850
Per Week

Discovery Point Club #18

Seven Mile Beach
Come and see why Discovery Point Club, on coveted Seven Mile Beach, boasts 300 five-star reviews and...
Condo 2 / 2 / 6

*
Online booking available

$145 - $557
Per Night

$1015 - $3899
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

Little Cayman Escape

Little Cayman
Little Cayman Island Escape is a unique, 3-bedroom, 2-bath (sleeps 8) villa on the beach in charisma...
Villa 3 / 2 / 9

*
Online booking available

$215 - $482
Per Night

$1505 - $3374
Per Week

Caribbean Paradise #12

South Sound
Find paradise at this 3-bedroom, beachfront villa with a spacious back deck shaded by palm trees and...
Villa 3 / 2 / 8

*
Online booking available

$155 - $449
Per Night

$1085 - $3143
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

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

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

Regal Beach Club #631

Seven Mile Beach
The top-notch location of Regal Beach Club, next to the Marriott Hotel on Seven Mile, puts you right...
Condo 2 / 2 / 6

*
Online booking available

$170 - $500
Per Night

$1190 - $3500
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

$145 - $479
Per Night

$1015 - $3353
Per Week

Kai Rumba

Cayman Kai
If your group has different travel personalities and must-do checklists for your Cayman vacations, l...
Villa 3 / 3.5 / 6

*
Online booking available

$310 - $657
Per Night

$2170 - $4599
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

Blossom Village Cott 3 Bed

Little Cayman
Walk directly from your classic beach cottage to the palm-shaded beach in one-of-a-kind Little Cayma...
Villa 3 / 3 / 8

*
Online booking available

$255 - $482
Per Night

$1785 - $3374
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

$249 - $480
Per Night

$1743 - $3360
Per Week

Sunset Cove 104

Whitehall Estate
"Sunset Cove is a condominium/resort complex located on the famous and beautiful 7 Mile Beach.  The ...
Villa 3 / 2 / 6

*
Online booking available

$595 - $1000
Per Night

$4165 - $7000
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 - $750
Per Night

$2093 - $5250
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

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

$199 - $750
Per Night

$1393 - $5250
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

Poinsettia #a3

Seven Mile Beach
A condo for those who love luxury details, Poinsettia #A3 boasts sea views and a contemporary interi...
Condo 2 / 2 / 4

*
Online booking available

$130 - $438
Per Night

$910 - $3066
Per Week

 

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