Grand Cayman 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
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  • 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

Just For Fun

Grand Cayman
Enjoy your vacation villa in paradise with it’s own private beach on the tropical ocean cove. Just F...
Home 3 / 2 / 6

*
Online booking available

$650 - $885
Per Night

$4550 - $6195
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

$860 - $2164
Per Night

$6020 - $15150
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

$425 - $775
Per Night

$2975 - $5425
Per Week

Hidden Cove

Grand Cayman
6BR/5BA Hidden Cove is one of the best values on Grand Cayman. Tucked away in a quiet corner of the ...
Home 6 / 5 / 12

*
Online booking available

$825 - $1470
Per Night

$5775 - $10290
Per Week

Lacovia #6

Grand Cayman
Claim a prime spot on the beach at Lacovia, a small-scale beachfront resort in the heart of sought-a...
Condo 3 / 3 / 8

*
Online booking available

$315 - $875
Per Night

$2205 - $6125
Per Week

Moon Glow

Grand Cayman
2BR/2BA Moon Glow is directly oceanfront in Rum Point on the north coast, only a short walk from the...
Home 2 / 2 / 6

*
Online booking available

$450 - $650
Per Night

$3150 - $4550
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

$145 - $320
Per Night

$1015 - $2240
Per Week

The Pools #12

Cayman Kai
Honeymoons and couples getaways find an unforgettable romantic venue at The Pools #12, a one-bedroom...
Condo 1 / 1 / 4

*
Online booking available

$170 - $365
Per Night

$1190 - $2555
Per Week

Crystal Blue

Grand Cayman
5-7BR Crystal Blue is a magnificent, Private cliff-edged, gated villa with private pool and stone st...
Home 7 / 7 / 18

*
Online booking available

$1175 - $2295
Per Night

$8225 - $16065
Per Week

Conched Out

Grand Cayman
2BR/2BA and Conched Out Villa is a sparkling multi-windowed oceanfront cottage in Old Man Bay on the...
Home 2 / 2 / 4

*
Online booking available

$410 - $590
Per Night

$2870 - $4130
Per Week

Kozy Kai - Sealodge #17

Cayman Kai
Romantics will love this 1-bedroom, 1-bath cottage right on the beach in Cayman Kai, less than a 5 m...
Condo 1 / 1 / 2

*
Online booking available

$170 - $320
Per Night

$1190 - $2240
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

$600 - $1375
Per Night

$4200 - $9625
Per Week

Mahogany Cove

Grand Cayman
4BR/4BA Mahogany Cove Villa is directly oceanfront in the Cottage District, on the south coast in th...
Home 4 / 4 / 12

*
Online booking available

$550 - $835
Per Night

$3850 - $5845
Per Week

Ocean Kai

Grand Cayman
5BR Ocean Kai was recently built on the oceanfront in Cayman Kai. Tall ceilings, wide verandah and l...
Home 5 / 5 / 10

*
Online booking available

$1235 - $2765
Per Night

$8645 - $19355
Per Week

Kai Vista

Grand Cayman
4BR/4BA Luxury Kai Vista is directly oceanfront in Rum Point on the north coast. This lovely villa s...
Home 4 / 4 / 9

*
Online booking available

$1000 - $1765
Per Night

$7000 - $12355
Per Week

Amoraflora

Grand Cayman
5BR and Den Amoraflora is a truly unique oceanfront villa in Rum Point that offers a 'Mini-Resort' f...
Home 5 / 5 / 12

*
Online booking available

$1170 - $1825
Per Night

$8190 - $12775
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

$175 - $500
Per Night

$1225 - $3500
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

$270 - $695
Per Night

$1890 - $4865
Per Week

Far Tortuga

Grand Cayman
Far Tortuga- This top-ten-most-popular villa is located on the Northside of the island on the way to...
Home 6 / 6 / 14

*
Online booking available

$1030 - $2175
Per Night

$7210 - $15225
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 / 12

*
Online booking available

$570 - $1615
Per Night

$3990 - $11305
Per Week

Moon Bay #31

Grand Cayman
Moon Bay #31 is a wonderful complex located on the majestic south shore. Just a few (barefoot) steps...
Condo 2 / 1 / 6

*
Online booking available

$130 - $360
Per Night

$910 - $2520
Per Week

Cayman Castle

Grand Cayman
5BR Luxury Cayman Castle is directly oceanfront on a private 2-acre gated and walled estate on an el...
Home 5 / 5 / 12

*
Online booking available

$1590 - $3350
Per Night

$11130 - $23450
Per Week

Pease Bay House

Grand Cayman
5-6BR Pease Bay House is a secluded luxury gated estate only 20 minutes from the airport (10 miles) ...
Home 6 / 5 / 12

*
Online booking available

$2295 - $3790
Per Night

$16065 - $26530
Per Week

Tarasand

Grand Cayman
4BR/3BA Luxury Tarasand is directly waterfront in Cayman Kai, within Rum Point on the north coast. T...
Home 4 / 3 / 8

*
Online booking available

$1000 - $1675
Per Night

$7000 - $11725
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

$145 - $320
Per Night

$1015 - $2240
Per Week

 

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