Grand Cayman Vacation Rental Getaways

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  • Property Options
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Max Price Per Week $
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  • Pets Allowed
  • Private Pool
  • Pool Access
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  • 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

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

$390 - $980
Per Night

$2730 - $6860
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

$600 - $1575
Per Night

$4200 - $11025
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

$255 - $665
Per Night

$1785 - $4655
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

$180 - $575
Per Night

$1260 - $4025
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 - $1350
Per Night

$2093 - $9450
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 - $1200
Per Night

$2450 - $8400
Per Week

Seaspray

Beach Bay
An illuminated, overflow swimming pool suspended above the rippling blue blanket of the Caribbean Se...
Villa 4 / 5.5 / 12

*
Online booking available

$505 - $1190
Per Night

$3535 - $8330
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

$209 - $350
Per Night

$1463 - $2450
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

$430 - $1095
Per Night

$3010 - $7665
Per Week

On The Rocks

Grand Cayman
Proudly resting on the Beach Bay bluff over the shimmering azure Caribbean waters. This beautiful “O...
Villa 7 / 4 / 14

*
Online booking available

$570 - $1615
Per Night

$3990 - $11305
Per Week

Sun-sational

Grand Cayman
Picture yourself at a cliff-top retreat overlooking the endless blue water of the Caribbean Sea on G...
Villa 4 / 5.5 / 12

*
Online booking available

$505 - $1190
Per Night

$3535 - $8330
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

$175 - $415
Per Night

$1225 - $2905
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

Villas Pappagallo #22

West Bay
This lovely ground-floor beachfront one-bedroom villa with TWO Oceanfront patios is ideally located ...
Condo 1 / 1 / 3

*
Online booking available

$155 - $360
Per Night

$1085 - $2520
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

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 - $1350
Per Night

$2093 - $9450
Per Week

Kai Rumba

George Town
This attractively designed, spacious and secluded villa, nestled on a beautiful quiet beach, gives y...
Villa 3 / 3 / 6

*
Online booking available

$730 - $1140
Per Night

$5110 - $7980
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

$395 - $835
Per Night

$2765 - $5845
Per Week

Kaibo Yacht Club #20B

Cayman Kai
A popular boater’s destination and condo complex, Kaibo Yacht Club in Cayman Kai gathers locals and ...
Condo 2 / 2 / 6

*
Online booking available

$150 - $415
Per Night

$1050 - $2905
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

$170 - $465
Per Night

$1190 - $3255
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

$315 - $875
Per Night

$2205 - $6125
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

$170 - $495
Per Night

$1190 - $3465
Per Week

 

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