Cayman Islands Vacation Rental Getaways

Select a vacation destination from the list below.
You can narrow your search by selecting specific travel dates, a price range or other search options.

Refine Your Search
Check-In 
calendar

Check-Out
calendar
  • Property Options
  • Amenities
  • 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

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

The Pools #10

Cayman Kai
This small exclusive complex, with each unit having its own private pool, is situated on the tranqui...
Condo 2 / 2 / 6

*
Online booking available

$235 - $285
Per Night

$1645 - $1995
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

$300 - $525
Per Night

$2100 - $3675
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

$650 - $1000
Per Night

$4550 - $7000
Per Week

06 Aqua Bay Club

Grand Cayman
Tastefully decorated, fully equipped 2 bedroom, 2 bathroom ocean front condo.Comfortably sleeps 6 p...
Condo 2 / 2 / 6

*
Online booking available

$330 - $715
Per Night

$2310 - $5005
Per Week

Lime Tree Villa

Grand Cayman
This conveniently located 4 bedroom and den deluxe villa is in an upscale residential area only a fe...
Home 4 / 3 / 10

*
Online booking available

$600 - $800
Per Night

$4200 - $5600
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

Little Cayman Escape

Little Cayman
This raised villa with elevator, ramps and wide door ways makes this home perfectly wheelchair acces...
Villa 3 / 2 / 9

*
Online booking available

$308 - $384
Per Night

$2153 - $2691
Per Week

Kai Rumba

Cayman Kai
This attractively designed, spacious and secluded villa, nestled on a beautiful quiet beach, gives y...
Villa 3 / 4 / 6

*
Online booking available

$410 - $525
Per Night

$2870 - $3675
Per Week

05 Aqua Bay Club

Grand Cayman
Beautifully decorated 2 bedroom Tastefully decorated, fully equipped 2 bedroom, 2 bathroom ocean f...
Condo 2 / 2 / 6

*
Online booking available

$330 - $715
Per Night

$2310 - $5005
Per Week

Treasure Cove

Cayman Kai
Unmatched Luxury with Private Pool and Boat Dock On Cayman Kai Create a remarkable reunion with y...
Home 6 / 4 / 15

*
Online booking available

$1130 - $1400
Per Night

$7910 - $9800
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 - $374
Per Night

$1614 - $2619
Per Week

On The Bay #104

Old Man Bay
This small resort is situated on a bay dotted with palms and view of the beach, pool and ocean where...
Condo 2 / 2 / 6

*
Online booking available

$150 - $200
Per Night

$1050 - $1400
Per Week

George Town Villas 301

Seven Mile Beach
Prime location right on the water's edge! This recently renovated 2 bed/2bath condo with top of the ...
Condo 2 / 2 / 5

*
Online booking available

$218 - $323
Per Night

$1524 - $2260
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 - $385
Per Night

$1925 - $2695
Per Week

Poinsettia #b4

Seven Mile Beach
Situated at the beginning of the famous Seven Mile Beach this small resort is within walking distanc...
Condo 2 / 2 / 6

*
Online booking available

$180 - $267
Per Night

$1260 - $1866
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

$714 - $1000
Per Night

$5000 - $7000
Per Week

George Town Villas 101

Seven Mile Beach
As the name suggests, this convenient condo resort is near to the main town of George Town, as well ...
Condo 2 / 2 / 6

*
Online booking available

$194 - $308
Per Night

$1357 - $2153
Per Week

Sunset Cove #104

Seven Mile Beach
Situated at the southern end of the famous Seven Mile Beach, this ideally located resort is within e...
Home 3 / 2 / 8

*
Online booking available

$323 - $429
Per Night

$2262 - $3000
Per Week

Sea Spray Too

Beach Bay
This deluxe oceanfront villa is positioned on a cliff top to catch the fresh breezes from a warm and...
Villa 4 / 5 / 11

*
Online booking available

$794 - $1163
Per Night

$5561 - $8144
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

$300 - $775
Per Night

$2100 - $5425
Per Week

Boa Vida

Grand Cayman
This conveniently located 4 bedroom and den (queen sofa bed in den) luxury villa is in an upscale re...
Home 4 / 4 / 10

*
Online booking available

$700 - $1000
Per Night

$4900 - $7000
Per Week

Caribbean Paradise 9

South Sound
This beachfront villa is part of a resort situated on a sandy beach just a 5 minute drive from Georg...
Villa 3 / 3 / 6

*
Online booking available

$300 - $417
Per Night

$2100 - $2919
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

$205 - $277
Per Night

$1435 - $1937
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

 

More Getaway Locations and Properties