Cayman Islands Vacation Rental Getaways

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  • Property Options
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  • Bed
  • Bath
  • Sleeps
Max Price Per Week $
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  • Online Booking
  • Home/Villa
  • Cottage/Cabin
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  • 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

The Grandview 911

Grand Cayman
Million dollar views from this light filled end unit situated directly on the beach. Ground floor oc...
Condo 2 / 2 / 6

*
Online booking available

$500 - $735
Per Night

$3500 - $5145
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

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

Blossom Village Cottage

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

$225 - $620
Per Night

$1575 - $4340
Per Week

2 bedroom/2 bathroom Ocean front condo

Grand Cayman
2 bedroom/2 bathroom Ocean front condo Unit Description: This lovely Ocean front condo offers all t...
Condo 2 / 2 / 6

*
Online booking available

$425 - $625
Per Night

$2975 - $4375
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

$150 - $425
Per Night

$1050 - $2975
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

$450 - $2500
Per Night

$3150 - $17500
Per Week

The Grandview 1021

Grand Cayman
Perched on the edge of stunning Seven Mile Beach, this second floor unit offers front row seats to t...
Condo 2 / 2 / 6

*
Online booking available

$500 - $735
Per Night

$3500 - $5145
Per Week

The Grandview 632

Grand Cayman
This lovely unit is located on the third floor, offering fantastic views of the gardens and pool are...
Condo 2 / 2 / 6

*
Online booking available

$410 - $645
Per Night

$2870 - $4515
Per Week

Little Cayman Escape

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

*
Online booking available

$270 - $620
Per Night

$1890 - $4340
Per Week

Coral Reef - Cayman

West Bay
This spacious and deluxe private beach front villa could be considered as one of the most sought aft...
Villa 5 / 4 / 12

*
Online booking available

$2140 - $3290
Per Night

$14980 - $23030
Per Week

The Grandview 212

Grand Cayman
This oceanfront corner unit is just steps from beautiful Seven Mile Beach. Decorated with modern déc...
Condo 2 / 2 / 6

*
Online booking available

$500 - $735
Per Night

$3500 - $5145
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

2 bedroom ocean-front suite

Grand Cayman
2 bedroom ocean-front suite Unit Description: This luxurious non-smoking ocean-front 2 bedroom 2 ba...
Condo 2 / 2 / 6

*
Online booking available

$299 - $850
Per Night

$2093 - $5950
Per Week

Kaibo Yacht Club #29C

Cayman Kai
One of the most popular destinations on Grand Cayman, Kaibo Yacht Club is a haven for boaters, Cayma...
Condo 2 / 2 / 4

*
Online booking available

$155 - $440
Per Night

$1085 - $3080
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

$145 - $320
Per Night

$1015 - $2240
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

No Snow

Drift Wood Village
No Snow- is located on the Northside of the island just about 1/2 Mile east of the Rum Point Club. T...
Villa 6 / 4 / 12

*
Online booking available

$990 - $1600
Per Night

$6930 - $11200
Per Week

Kailypso

Rum Point
Kailypso is a spacious and comfortable home situated on a wide white sandy beach inside a little cov...
Home 3 / 2 / 8

*
Online booking available

$685 - $1050
Per Night

$4795 - $7350
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

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

$299 - $500
Per Night

$2093 - $3500
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

Gardens of the Kai #9

Cayman Kai
This 3-bedroom, 3-bath freestanding villa—no shared walls! —Recently underwent a stunning remodel an...
Condo 3 / 3 / 8

*
Online booking available

$260 - $735
Per Night

$1820 - $5145
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

The Grandview 122

Grand Cayman
FANTASTIC ocean front right on the beach with breathtaking views of the Cayman sunset, sparking blue...
Condo 2 / 2 / 6

*
Online booking available

$500 - $735
Per Night

$3500 - $5145
Per Week

 

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