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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  • 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

Little Cayman Escape

Little Cayman
Little Cayman Island Escape is a unique, 3-bedroom, 2-bath (sleeps 8) villa on the beach in charisma...
Villa 3 / 2 / 9

*
Online booking available

$215 - $482
Per Night

$1505 - $3374
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

$120 - $344
Per Night

$840 - $2408
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

$145 - $479
Per Night

$1015 - $3353
Per Week

Halcyon Days

Grand Cayman
A private pool, sunny décor, your own private boat dock, and a tucked-away location at the end of a ...
Villa 2 / 2 / 5

*
Online booking available

$235 - $577
Per Night

$1645 - $4039
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

$340 - $865
Per Night

$2380 - $6055
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 - $2500
Per Night

$4550 - $17500
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

$255 - $705
Per Night

$1785 - $4935
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 5 / 5 / 15

*
Online booking available

$1944 - $3884
Per Night

$13605 - $27191
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

$120 - $346
Per Night

$840 - $2422
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

$275 - $350
Per Night

$1925 - $2450
Per Week

1 bedroom poolside suite

Grand Cayman
1 bedroom poolside suite Unit Description: This non-smoking poolside 1 bedroom, 1 bath suite featur...
Condo 1 / 1 / 4

*
Online booking available

$250 - $300
Per Night

$1750 - $2100
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

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

$300 - $801
Per Night

$2100 - $5607
Per Week

Lime Tree Villa

Grand Cayman
Two towering palm trees greet you as you pull into the driveway of 4-bedroom, 4-bath Lime Tree Villa...
Villa 4 / 3 / 10

*
Online booking available

$375 - $1000
Per Night

$2625 - $7000
Per Week

Kaibo Yacht Club #26c

Cayman Kai
Discover the famously laid back lifestyle of the Caribbean at this 2-bedroom, 2-bath sea-and-beach-v...
Condo 2 / 2 / 6

*
Online booking available

$115 - $327
Per Night

$805 - $2289
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

$245 - $526
Per Night

$1715 - $3682
Per Week

2 bedroom ocean front suite

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

*
Online booking available

$350 - $520
Per Night

$2450 - $3640
Per Week

Blossom Village Cott 1 bed

Little Cayman
Walk directly from your classic beach cottage to the palm-shaded beach in one-of-a-kind Little Cayma...
Villa 1 / 1 / 4

*
Online booking available

$175 - $328
Per Night

$1225 - $2296
Per Week

Sea Spray Too

Beach Bay
Picture yourself at a cliff-top retreat overlooking the endless blue water of the Caribbean Sea on G...
Villa 4 / 4.5 / 11

*
Online booking available

$400 - $900
Per Night

$2800 - $6300
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

$115 - $327
Per Night

$805 - $2289
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

$150 - $420
Per Night

$1050 - $2940
Per Week

Pease Bay House

Pease Bay
Experience tropical elegance at 5-bedroom, 5.5-bath Pease Bay House, one of the Grand Cayman’s most ...
Villa 5 / 5.5 / 12

*
Online booking available

$900 - $2198
Per Night

$6300 - $15386
Per Week

Discovery Point Club #18

Seven Mile Beach
Come and see why Discovery Point Club, on coveted Seven Mile Beach, boasts 300 five-star reviews and...
Condo 2 / 2 / 6

*
Online booking available

$145 - $557
Per Night

$1015 - $3899
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

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

 

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