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

Heritage House

Grand Cayman
4BR and Den/4BA Heritage House is directly on the oceanfront in Rum Point on the north coast. With e...
Home 4 / 4 / 10

*
Online booking available

$835 - $1335
Per Night

$5845 - $9275
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

$170 - $365
Per Night

$1190 - $2555
Per Week

Just For Fun

Grand Cayman
Enjoy your vacation villa in paradise with it’s own private beach on the tropical ocean cove. Just F...
Home 3 / 2 / 6

*
Online booking available

$650 - $885
Per Night

$4550 - $6195
Per Week

Casuarina Cove

Cayman Kai
3BR/3.5BA Luxury Casuarina Cove villa is located in the quiet neighborhood of Cayman Kai at the end ...
Home 3 / 3.5 / 6

*
Online booking available

$590 - $1000
Per Night

$4130 - $7000
Per Week

Villas Pappagallo #22

West Bay
This lovely ground-floor beachfront one-bedroom villa with TWO Oceanfront patios is ideally located ...
Condo 1 / 1 / 4

*
Online booking available

$155 - $360
Per Night

$1085 - $2520
Per Week

Moon Kai

Grand Cayman
6BR/7BA Moon Kai is a luxury oceanfront villa estate, located on a stretch of the best beach in Caym...
Home 6 / 6 / 16

*
Online booking available

$2735 - $4700
Per Night

$19145 - $32900
Per Week

Cayman Castle

Grand Cayman
7BR Luxury Cayman Castle and Guesthouse is directly oceanfront on a private 2-acre gated and walled ...
Home 7 / 7 / 18

*
Online booking available

$1940 - $3350
Per Night

$13580 - $23450
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

$170 - $320
Per Night

$1190 - $2240
Per Week

Villa Caymanas

Grand Cayman
4BR/4.5BA Luxury Villa Caymanas is directly oceanfront in Old Man Bay on the north coast. Boasting f...
Home 4 / 5 / 8

*
Online booking available

$835 - $1470
Per Night

$5845 - $10290
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

$145 - $320
Per Night

$1015 - $2240
Per Week

On The Rocks

Grand Cayman
Proudly resting on the Beach Bay bluff over the shimmering azure Caribbean waters. This beautiful “O...
Villa 6 / 4 / 12

*
Online booking available

$570 - $1615
Per Night

$3990 - $11305
Per Week

Christmas Palms

Grand Cayman
Tremendous Snorkeling! 4BR/3.5BA Christmas Palms Villa sits directly oceanfront in Old Man Bay on th...
Home 4 / 3.5 / 10

*
Online booking available

$835 - $1335
Per Night

$5845 - $9345
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

$425 - $775
Per Night

$2975 - $5425
Per Week

Fischers Reef

Grand Cayman
Located only 1 mile from the famous Rum Point Club, 8BR oceanfront villa Fischer's Reef is perfectly...
Home 8 / 10 / 20

*
Online booking available

$2060 - $3470
Per Night

$14420 - $24290
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 7 / 7.5 / 26

*
Online booking available

$2600 - $5135
Per Night

$18200 - $35945
Per Week

Coral Cottages

Grand Cayman
6BR/6BA  Coral Cottages- Pink & Yellow in Old Man Bay are Two Brand-New, semi-detached private homes...
Home 6 / 6 / 12

*
Online booking available

$940 - $1765
Per Night

$6580 - $12355
Per Week

Pools of the Kai #6

Grand Cayman
2BR Pools #6 is one of the nicest of all of the Pools Units in Cayman Kai. It has been fully renovat...
Home 2 / 2 / 4

*
Online booking available

$355 - $590
Per Night

$2485 - $4130
Per Week

Well Sea

Grand Cayman
We’ll Sea is on the North side of the island, just 250 yards from the popular and well-loved Rum Poi...
Home 2 / 2.5 / 4

*
Online booking available

$500 - $795
Per Night

$3500 - $5565
Per Week

Coral Cottage Yellow

Grand Cayman
3BR/3BA  Coral Cottage- YELOW in Old Man Bay is Brand-New, semi-detached private home with private o...
Home 3 / 3 / 6

*
Online booking available

$495 - $885
Per Night

$3465 - $6195
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

$860 - $2164
Per Night

$4816 - $15150
Per Week

Villa Zara

Grand Cayman
4BR and Den/4.5BA Luxury Villa Zara is a fenced and gated estate sitting directly oceanfront in Rum ...
Home 4 / 5 / 10

*
Online booking available

$1170 - $2345
Per Night

$8190 - $16415
Per Week

White Sands #16

Grand Cayman
*NOW UNDER NEW MANAGEMENT!* Escape the hotel crowds and tuck into a quiet beachfront condo resort th...
Condo 2 / 2 / 6

*
Online booking available

$200 - $565
Per Night

$1400 - $3955
Per Week

KiToCay

Grand Cayman
2BR (and Den) KiToCay is a 3,000 sq ft, sun-filled Unique home located in the village of Old Man Bay...
Home 2 / 2 / 5

*
Online booking available

$445 - $735
Per Night

$3115 - $5145
Per Week

Gypsy

Grand Cayman
4BR/4BA Gypsy has just been professionally decorated and is a stunningly beautiful oceanfront villa ...
Home 4 / 4 / 10

*
Online booking available

$1000 - $1940
Per Night

$7000 - $13580
Per Week

Picture Perfect

Grand Cayman
Picture Perfect is the name given this professional photographer's private oceanfront villa. Located...
Home 5 / 5 / 12

*
Online booking available

$1000 - $1670
Per Night

$7000 - $11690
Per Week

 

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