Cayman Islands Vacation Rental Getaways

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  • 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

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

$450 - $1250
Per Night

$3150 - $8750
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

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

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

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

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

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

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

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

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

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

$225 - $999
Per Night

$1575 - $6993
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

$245 - $999
Per Night

$1715 - $6993
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

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

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

Kaibo Yacht Club #20B

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

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

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

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

Blossom Village Cott 1 bed

Little Cayman
Walk directly from your classic beach cottage to the palm-shaded beach in one-of-a-kind Little Cayma...
Villa 1 / 1 / 4

*
Online booking available

$231 - $261
Per Night

$1614 - $1830
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

Poinsettia_d2

Seven Mile Beach
Situated at the beginning of the famous Seven Mile Beach this small resort is within walking distanc...
Condo 2 / 2 / 4

*
Online booking available

$180 - $267
Per Night

$1260 - $1866
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

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

 

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