Cayman Islands Vacation Rental Getaways

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  • Property Options
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  • Bath
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Max Price Per Week $
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  • Online Booking
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  • 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
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

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

$330 - $715
Per Night

$2310 - $5005
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

Kai Rumba

Cayman Kai
If your group has different travel personalities and must-do checklists for your Cayman vacations, l...
Villa 3 / 4 / 6

*
Online booking available

$310 - $657
Per Night

$2170 - $4599
Per Week

Sunset Cove #329

Seven Mile Beach
On famed Seven Mile Beach, it’s rare to find a 3-bedroom unit to sleep 6 guests comfortably, but Sun...
Condo 3 / 2 / 7

*
Online booking available

$245 - $536
Per Night

$1715 - $3752
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 / 5 / 10

*
Online booking available

$415 - $1375
Per Night

$2905 - $9625
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

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

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

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

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

$231 - $479
Per Night

$1614 - $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

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

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

Seaspray

Beach Bay
An illuminated, overflow swimming pool suspended above the rippling blue blanket of the Caribbean Se...
Villa 4 / 6 / 11

*
Online booking available

$470 - $1463
Per Night

$26 - $10241
Per Week

Rum Cove

Cayman Kai
Bring your sweetheart—and even your dog!—to a lovely, authentic slice of Grand Cayman at one-bedroom...
Cottage 1 / 1 / 2

*
Online booking available

$115 - $250
Per Night

$805 - $1750
Per Week

On The Bay #311

Old Man Bay
Escape to the quiet side of Grand Cayman. On The Bay, a small resort on the tranquil North Shore, pr...
Condo 3 / 3 / 6

*
Online booking available

$135 - $288
Per Night

$945 - $2016
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 / 3 / 4

*
Online booking available

$140 - $385
Per Night

$980 - $2695
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

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

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

$115 - $250
Per Night

$805 - $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

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

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

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

$249 - $750
Per Night

$1743 - $5250
Per Week

 

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