Grand Cayman 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
  • 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 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 - $1200
Per Night

$2450 - $8400
Per Week

Kaibo Yacht Club #29C

Cayman Kai
One of the most popular destinations on Grand Cayman, Kaibo Yacht Club is a haven for boaters, Cayma...
Condo 2 / 2 / 4

*
Online booking available

$120 - $346
Per Night

$840 - $2422
Per Week

Moon Bay #31

Grand Cayman
At Moon Bay #18, you also have access to the condo complex’s amenities, like a communal, ocean-view ...
Condo 2 / 1 / 6

*
Online booking available

$100 - $250
Per Night

$700 - $1750
Per Week

Kaibo Yacht Club #20B

Cayman Kai
A popular boater’s destination and condo complex, Kaibo Yacht Club in Cayman Kai gathers locals and ...
Condo 2 / 2 / 6

*
Online booking available

$115 - $327
Per Night

$805 - $2289
Per Week

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

Sea Breeze 8

Seven Mile Beach
A stunning sunset show awaits you at Seabreeze 8. This 4-bedroom, 4.5-bath, 4th floor unit provides ...
Condo 4 / 4.5 / 10

*
Online booking available

$702 - $1648
Per Night

$4914 - $11536
Per Week

Villa La Playa

Cayman Kai
This authentic Caymanian gem in the quiet residential neighbourhood of Cayman Kai will charm you wit...
Villa 4 / 4.5 / 9

*
Online booking available

$340 - $865
Per Night

$2380 - $6055
Per Week

George Town Villas 101

Seven Mile Beach
George Town Villas is an intimate condo resort steps from renowned Seven Mile Beach—so intimate, in ...
Condo 2 / 2 / 4

*
Online booking available

$135 - $400
Per Night

$945 - $2800
Per Week

The Pools #10

Cayman Kai
The Pools at Cayman Kai provide an exclusive collection of beachfront condos with a distinguishing p...
Condo 2 / 2 / 6

*
Online booking available

$135 - $357
Per Night

$945 - $2499
Per Week

Seaspray

Beach Bay
An illuminated, overflow swimming pool suspended above the rippling blue blanket of the Caribbean Se...
Villa 4 / 5.5 / 11

*
Online booking available

$400 - $900
Per Night

$2800 - $6300
Per Week

Poinsettia #a3

Seven Mile Beach
A condo for those who love luxury details, Poinsettia #A3 boasts sea views and a contemporary interi...
Condo 2 / 2 / 4

*
Online booking available

$130 - $438
Per Night

$910 - $3066
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

Sea Spray Too

Beach Bay
Picture yourself at a cliff-top retreat overlooking the endless blue water of the Caribbean Sea on G...
Villa 4 / 4.5 / 11

*
Online booking available

$400 - $900
Per Night

$2800 - $6300
Per Week

Villa Emmanuel

Cayman Kai
Gather your favorite people and head to 5-bedroom, 4-bath Villa Emmanuel, on the quiet shores of Cay...
Villa 5 / 4 / 10

*
Online booking available

$480 - $1250
Per Night

$3360 - $8750
Per Week

Rum Sands

Cayman Kai
Upgrades to this charming one-bedroom, one-bath Rum Sands, located on a quiet cove in Cayman Kai, cr...
Condo 1 / 1 / 4

*
Online booking available

$115 - $250
Per Night

$805 - $1750
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

Sunset Cove #104

Seven Mile Beach
At Sunset Cove Condo Resort, you get all the perks of a Caribbean resort—including the largest swimm...
Condo 3 / 2 / 8

*
Online booking available

$245 - $526
Per Night

$1715 - $3682
Per Week

Rum Haven

Cayman Kai
Escape to one-bedroom, one-bath Rum Haven for an authentic Caymanian getaway on the banks of Sand Po...
Condo 1 / 1 / 4

*
Online booking available

$115 - $250
Per Night

$805 - $1750
Per Week

Shellen

East End
Tuck into your own private mini-resort at Shellen, a 3-bedroom (plus sleeper sofa), 2-bath villa poi...
Villa 3 / 2 / 8

*
Online booking available

$210 - $539
Per Night

$1470 - $3773
Per Week

Gardens of the Kai #9

Cayman Kai
This 3-bedroom, 3-bath freestanding villa—no shared walls! —Recently underwent a stunning remodel an...
Condo 3 / 3 / 8

*
Online booking available

$225 - $569
Per Night

$1575 - $3983
Per Week

On The Rocks

Grand Cayman
Proudly resting on the Beach Bay bluff over the shimmering azure Caribbean waters. This beautiful “O...
Villa 6 / 4 / 14

*
Online booking available

$450 - $1200
Per Night

$3150 - $8400
Per Week

White Sands #16

Grand Cayman
*NOW UNDER NEW MANAGEMENT!* Escape the hotel crowds and tuck into a quiet beachfront condo resort th...
Condo 2 / 2 / 6

*
Online booking available

$160 - $407
Per Night

$1120 - $2849
Per Week

White Sands #4

Seven Mile Beach
Laidback beachfront doesn’t have to mean “rustic!” This elegant, one-bedroom, one-bath condo combine...
Condo 1 / 1 / 4

*
Online booking available

$140 - $329
Per Night

$980 - $2303
Per Week

Moon Bay #18

Bodden Town
A seafront balcony at this 2-bedroom, 2-bath condo unit waits for you to come out with a morning cof...
Condo 2 / 2 / 6

*
Online booking available

$120 - $344
Per Night

$840 - $2408
Per Week

Villas Pappagallo #22

West Bay
This lovely ground-floor beachfront one-bedroom villa with TWO Oceanfront patios is ideally located ...
Condo 1 / 1 / 4

*
Online booking available

$120 - $288
Per Night

$840 - $2016
Per Week

 

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