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

02 Aqua Bay Club

Grand Cayman
Kitchen: Microwave, Stove/Oven. Dining Table 1 DVD PLAYER,1 VCR, 2 TVS, 2 CABLE BOXES, CD PLAYER 1 K...
Home 2 / 2 / 6

*
Online booking available

$330 - $715
Per Night

$2310 - $5005
Per Week

Sir Turtle Beach - Villa1 red

Little Cayman
This spacious nautical style duplex villa is situated in a quiet setting and yet within easy walking...
Villa 4 / 3 / 10

*
Online booking available

$500 - $718
Per Night

$3500 - $5023
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

Beach Front Condo 10 minutes from George Town

Cayman
2 steps to the sand….Private Beachfront just 10 minutes from George Town and Airport. Situated on ...
Condo 2 / 2 / 6

$1450 - $2250
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

$330 - $715
Per Night

$2310 - $5005
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

Villas of the Galleon on 7 Mile Beach, Ground Floor by Owner

Seven Mile Beach
FREE HIGH SPEED INTERNET ACCESS AND WIFI!!! Centrally located you will find this spacious 2/BR, 2/B...
Condo 2 / 2 / 6

$315 - $550
Per Night

$2200 - $3500
Per Week

White Sands #1

Seven Mile Beach
This small resort is nestled on the quiet northern part of the beautiful Seven Mile Beach, yet only ...
Condo 1 / 1 / 4

*
Online booking available

$181 - $263
Per Night

$1267 - $1838
Per Week

07 Aqua Bay Club

Grand Cayman
Tastefully decorated, fully equipped 2 bedroom, 2 bathroom Comfortably sleeps 6 people. Direct walk ...
Home 2 / 2 / 6

*
Online booking available

$330 - $715
Per Night

$2310 - $5005
Per Week

Oct 16 - Dec 15   ONLY IN CAYMAN FALL SPECIAL! Stay 4...Pay for 3! ...

Cayman Condo Rentals On Seven Mile Beach

Seven Mile Beach
1, 2, & 3 bedroom condos on Seven Mile Beach in Grand Cayman. Your very own island paradise awaits!...
Condo 3 / 2 / 7

$210 - $749
Per Night

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

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

Kailypso

Cayman Kai
Kailypso is a spacious, airy and comfortable home situated on a wide beach inside a little cove in t...
Villa 3 / 2 / 8

*
Online booking available

$384 - $487
Per Night

$2691 - $3408
Per Week

Blossom Village Cott 3 Bed

Little Cayman
This cute little Caymanian Cottage dates back to the days when life was even quieter than a leisurel...
Condo 3 / 3 / 8

*
Online booking available

$333 - $384
Per Night

$2332 - $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

Shellen

East End
This spacious and secluded 3 bedroom plus den (with queen sleeper sofa) villa is nestled on top of a...
Villa 3 / 2 / 8

*
Online booking available

$379 - $431
Per Night

$2655 - $3014
Per Week

On The Bay #311

Old Man Bay
This small resort is situated on a bay dotted with palms and view of the beach, pool and ocean where...
Condo 3 / 3 / 6

*
Online booking available

$200 - $230
Per Night

$1400 - $1610
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

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

$275 - $999
Per Night

$1925 - $6993
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

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

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 - $330
Per Night

$1750 - $2310
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

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

$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

 

More Getaway Locations and Properties