Cayman Islands 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
  • 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

On The Bay #104

Old Man Bay
Tucked into lush tropical landscaping on the ground floor of an intimate beachfront resort, 2-bedroo...
Condo 2 / 2 / 6

*
Online booking available

$130 - $320
Per Night

$910 - $2240
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

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

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

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

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

$270 - $695
Per Night

$1890 - $4865
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

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 - $1460
Per Night

$6930 - $10220
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

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

$495 - $1045
Per Night

$3465 - $7315
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

$3250 - $6420
Per Night

$22750 - $44940
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

Seascape

George Town
Located in the heart of Seven Mile Beach, where the beach is expansive and breathtaking, and the wat...
Villa 6 / 5 / 14

*
Online booking available

$2235 - $3075
Per Night

$15645 - $21525
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

$190 - $320
Per Night

$1330 - $2240
Per Week

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

Sunset Cove #104

Seven Mile Beach
At Sunset Cove Condo Resort, you get all the perks of a Caribbean resort—including the largest swimm...
Condo 3 / 2 / 8

*
Online booking available

$305 - $695
Per Night

$2135 - $4865
Per Week

On The Rocks - Cayman

Frank Sound
Proudly resting on the Beach Bay bluff over the shimmering azure Caribbean waters. This beautiful On...
Villa 6 / 4 / 14

*
Online booking available

$800 - $1335
Per Night

$5600 - $9345
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 Grandview 622

Grand Cayman
Corner unit layout offers fantastic second floor vistas of the palm-drenched gardens and Seven Mile ...
Condo 2 / 2 / 6

*
Online booking available

$410 - $645
Per Night

$2870 - $4515
Per Week

Villa La Playa

North Side
Villa La Playa is nestled in a tranquil inlet of water (not the open ocean). A pretty Cayman style w...
Condo 2 / 3 / 8

*
Online booking available

$540 - $1370
Per Night

$3780 - $9590
Per Week

 

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