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
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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

3 bed/3 bath ocean view home

Grand Cayman
3 bed/3 bath ocean view home Unit Description: Located near world-famous Stingray City and Rum Poin...
Condo 3 / 3 / 7

*
Online booking available

$249 - $499
Per Night

$1743 - $3493
Per Week

Discovery Point #15

Seven Mile Beach
This 2-bedroom beachfront condo is located in one of the most sought-after spots on the Cayman Islan...
Condo 2 / 2 / 6

*
Online booking available

$231 - $479
Per Night

$1614 - $3353
Per Week

White Sands #9

Seven Mile Beach
This small resort is nestled on the quiet northern part of the beautiful Seven Mile Beach, yet only ...
Condo 1 / 1 / 2

*
Online booking available

$140 - $329
Per Night

$980 - $2303
Per Week

Blossom Village Cottage 2 Bed

Little Cayman
Walk directly from your classic beach cottage to the palm-shaded beach in one-of-a-kind Little Cayma...
Cottage 2 / 2 / 6

*
Online booking available

$215 - $405
Per Night

$1505 - $2835
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

$980 - $2822
Per Night

$6860 - $19754
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

$195 - $522
Per Night

$1365 - $3654
Per Week

Kirk Kove

Cayman Kai
This beachfront home is located on a quiet protected cove. Perhaps you may wish to rent a small boat...
Villa 2 / 2 / 6

*
Online booking available

$140 - $353
Per Night

$980 - $2471
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 - $775
Per Night

$2450 - $5425
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 / 5 / 8

*
Online booking available

$300 - $801
Per Night

$2100 - $5607
Per Week

Regal Beach Club #631

Seven Mile Beach
This resort with pool, gym room and lighted tennis court is situated right in the middle of the famo...
Condo 2 / 2 / 6

*
Online booking available

$170 - $500
Per Night

$1190 - $3500
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 - $1250
Per Night

$4550 - $8750
Per Week

Discovery Point Club #37

Seven Mile Beach
This resort is located on the quiet Northern part of one of the most admired beaches in the Caribbea...
Condo 2 / 2 / 6

*
Online booking available

$231 - $479
Per Night

$1614 - $3353
Per Week

Sea Breeze 8

Seven Mile Beach
Luxury Design and Front-Row Sunset Views on Seven Mile Beach A stunning sunset show awaits you at...
Condo 4 / 5 / 10

*
Online booking available

$415 - $1375
Per Night

$2905 - $9625
Per Week

Halcyon Days

Grand Cayman
Nestled at the end of a tranquil and peaceful cove is a cheerfully decorated cottage with a boat doc...
Villa 2 / 2 / 5

*
Online booking available

$235 - $577
Per Night

$1645 - $4039
Per Week

Villas Pappagallo #7

West Bay
On a quiet beach on North West Point is an attractive Spanish style resort called Villas Pappagallo....
Condo 1 / 1 / 4

*
Online booking available

$120 - $288
Per Night

$840 - $2016
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 - $350
Per Night

$1750 - $2450
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

$249 - $750
Per Night

$1743 - $5250
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

$250 - $500
Per Night

$1750 - $3500
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...
Cottage 3 / 3 / 8

*
Online booking available

$255 - $482
Per Night

$1785 - $3374
Per Week

Rum Cove

Cayman Kai
Recently updated one bedroom condo on the cove in Cayman Kai! It's located right across from famous ...
Cottage 1 / 1 / 2

*
Online booking available

$115 - $250
Per Night

$805 - $1750
Per Week

Villa Emmanuel

Cayman Kai
This beautiful home is situated on a pristine white sandy beach in Cayman Kai this area in a quiet c...
Villa 5 / 4 / 10

*
Online booking available

$480 - $1250
Per Night

$3360 - $8750
Per Week

Studio poolside

Grand Cayman
Studio poolside Unit Description: This non-smoking studio poolside unit features 1 queen bed and a ...
Condo 0 / 1 / 2

*
Online booking available

$185 - $350
Per Night

$1295 - $2450
Per Week

Lacovia #6

Grand Cayman
Situated in the centre of the famous Seven Mile Beach is a stunning beach front apartment with spect...
Condo 3 / 3 / 8

*
Online booking available

$255 - $705
Per Night

$1785 - $4935
Per Week

White Sands #3

Seven Mile Beach
This small resort is nestled on the quiet northern part of the beautiful Seven Mile Beach, yet only ...
Condo 1 / 1 / 2

*
Online booking available

$140 - $329
Per Night

$980 - $2303
Per Week

Kaibo Yacht Club #26c

Cayman Kai
This resort is perfect for those who need a spot to relax and unwind and have the convenience of a r...
Condo 2 / 2 / 6

*
Online booking available

$115 - $327
Per Night

$805 - $2289
Per Week

 

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