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

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 - $300
Per Night

$1295 - $2100
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

$384 - $564
Per Night

$2691 - $3946
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 - $775
Per Night

$2450 - $5425
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

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...
Villa 2 / 2 / 6

*
Online booking available

$282 - $323
Per Night

$1973 - $2260
Per Week

2 bedroom poolside suite

Grand Cayman
2 bedroom poolside suite Unit Description: This non-smoking luxurious poolside 2 bedroom, 2 bath su...
Condo 2 / 2 / 6

*
Online booking available

$330 - $480
Per Night

$2310 - $3360
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

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

Pelican Point

Cayman Kai
This beach front villa is situated on a sandy beach on the northern shore about a 45 minute drive fr...
Villa 4 / 4 / 8

*
Online booking available

$487 - $641
Per Night

$3408 - $4484
Per Week

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

Sunset Cove #329

Seven Mile Beach
One of the few 3 bedroom condos on Seven Mile Beach that sleep up 7 people including a huge top floo...
Condo 3 / 2 / 7

*
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

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

Rum Haven

Cayman Kai
These two cozy side-by-side apartments are situated in a peaceful little sandy cove right across fro...
Home 1 / 1 / 4

*
Online booking available

$150 - $200
Per Night

$1050 - $1400
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...
Condo 3 / 3 / 8

*
Online booking available

$333 - $384
Per Night

$2332 - $2691
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

$205 - $282
Per Night

$1435 - $1973
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

$258 - $400
Per Night

$1808 - $2798
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

$487 - $641
Per Night

$3408 - $4484
Per Week

Pease Bay House

Pease Bay
This elegant residence is located 20 minutes drive from the airport and George Town on our Island's ...
Home 5 / 6 / 12

*
Online booking available

$1348 - $1758
Per Night

$9435 - $12305
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

$181 - $263
Per Night

$1267 - $1838
Per Week

George Town Villas #318

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

$218 - $323
Per Night

$1524 - $2260
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...
Cottage 2 / 2 / 6

*
Online booking available

$359 - $461
Per Night

$2511 - $3229
Per Week

Discovery Point #37-1 bedroom

Seven Mile Beach
This resort is located on the quiet Northern part of one of the most admired beaches in the Caribbea...
Condo 1 / 1 / 2

*
Online booking available

$184 - $282
Per Night

$1286 - $1974
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

Villa La Playa

Cayman Kai
Nestled in a tranquil inlet of water is a pretty Caymanian style wooden house within easy walking di...
Home 4 / 5 / 9

*
Online booking available

$538 - $692
Per Night

$3767 - $4843
Per Week

 

More Getaway Locations and Properties