Grand Cayman 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

Kirk Kove

Cayman Kai
The spacious layout at Kirk Kove in Cayman Kai will surprise you. A 2-bedroom, 2-bath beach house fo...
Villa 2 / 2 / 6

*
Online booking available

$140 - $353
Per Night

$980 - $2471
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

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

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

$330 - $715
Per Night

$2310 - $5005
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

$980 - $2822
Per Night

$6860 - $19754
Per Week

The Pools #10

Cayman Kai
The Pools at Cayman Kai provide an exclusive collection of beachfront condos with a distinguishing p...
Condo 2 / 2 / 6

*
Online booking available

$135 - $357
Per Night

$945 - $2499
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

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 #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

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

Kailypso

Cayman Kai
Friends and families love this 3-bedroom, 2-bath beach house tucked into a private cove in a residen...
Villa 3 / 2 / 8

*
Online booking available

$315 - $663
Per Night

$2205 - $4641
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 / 2

*
Online booking available

$115 - $250
Per Night

$805 - $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

Villa La Playa

Cayman Kai
This authentic Caymanian gem in the quiet residential neighbourhood of Cayman Kai will charm you wit...
Villa 4 / 4.5 / 9

*
Online booking available

$340 - $865
Per Night

$2380 - $6055
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

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 - $650
Per Night

$2450 - $4550
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

George Town Villas 301

Seven Mile Beach
Third-floor views of the glittering Caribbean, 2 Master suites with attached, modern baths, outdoor ...
Condo 2 / 2 / 5

*
Online booking available

$140 - $412
Per Night

$980 - $2884
Per Week

Poinsettia #b4

Seven Mile Beach
The Poinsettia condo resort brings you the ideal balance of quiet accommodations and close-by activi...
Condo 2 / 2 / 5

*
Online booking available

$120 - $344
Per Night

$840 - $2408
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

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

Pease Bay House

Pease Bay
Experience tropical elegance at 5-bedroom, 5.5-bath Pease Bay House, one of the Grand Cayman’s most ...
Villa 5 / 5.5 / 12

*
Online booking available

$900 - $2198
Per Night

$6300 - $15386
Per Week

Sea Breeze 8

Seven Mile Beach
A stunning sunset show awaits you at Seabreeze 8. This 4-bedroom, 4.5-bath, 4th floor unit provides ...
Condo 4 / 4.5 / 10

*
Online booking available

$702 - $1648
Per Night

$4914 - $11536
Per Week

Kaibo Yacht Club #26c

Cayman Kai
Discover the famously laid back lifestyle of the Caribbean at this 2-bedroom, 2-bath sea-and-beach-v...
Condo 2 / 2 / 6

*
Online booking available

$115 - $327
Per Night

$805 - $2289
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

 

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