Cayman Islands Vacation Rental Getaways

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  • Property Options
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  • 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

11

Grand Cayman
New Page 1 Two bedroom, Two bathroom oceanfront condo unit with beautiful views right in the cente...
Condo 2 / 2 / 6

*
Online booking available

$380 - $715
Per Night

$2660 - $5005
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

Kai Rumba

Cayman Kai
If your group has different travel personalities and must-do checklists for your Cayman vacations, l...
Villa 3 / 3.5 / 6

*
Online booking available

$310 - $657
Per Night

$2170 - $4599
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

$115 - $250
Per Night

$805 - $1750
Per Week

03 Aqua Bay Club

Grand Cayman
This tastefully decorated 2 bedroom oceanfront unit has it all. Direct walk out to the beach, bright...
Home 2 / 2 / 6

*
Online booking available

$380 - $715
Per Night

$2660 - $5005
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

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 - $999
Per Night

$2093 - $6993
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

George Town Villas #318

Seven Mile Beach
Penthouse views at a family-friendly rate! This 2-bedroom, 2-bath condo affords a top-floor vantage ...
Condo 2 / 2 / 6

*
Online booking available

$150 - $420
Per Night

$1050 - $2940
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

Regal Beach Club #631

Seven Mile Beach
The top-notch location of Regal Beach Club, next to the Marriott Hotel on Seven Mile, puts you right...
Condo 2 / 2 / 6

*
Online booking available

$170 - $500
Per Night

$1190 - $3500
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 - $764
Per Night

$2100 - $5348
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

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

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 - $750
Per Night

$2093 - $5250
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

$350 - $550
Per Night

$2450 - $3850
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

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

$210 - $539
Per Night

$1470 - $3773
Per Week

Treasure Cove

Cayman Kai
A fantastic place for reunions with friends or family at this secluded, crown-jewel property situate...
Villa 6 / 4 / 15

*
Online booking available

$690 - $1750
Per Night

$4830 - $12250
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 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

On The Bay #311

Old Man Bay
Escape to the quiet side of Grand Cayman. On The Bay, a small resort on the tranquil North Shore, pr...
Condo 3 / 3 / 6

*
Online booking available

$135 - $288
Per Night

$945 - $2016
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

Caribbean Paradise #12

South Sound
Find paradise at this 3-bedroom, beachfront villa with a spacious back deck shaded by palm trees and...
Villa 3 / 2 / 8

*
Online booking available

$155 - $449
Per Night

$1085 - $3143
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

$702 - $1648
Per Night

$4914 - $11536
Per Week

 

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