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
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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

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

09 Aqua Bay Club

Grand Cayman
Ocean Front condo unit Bed configuration Bedroom 1: King Bedroom 2: 1Queen & 1Twin Living Room: Pull...
Condo 2 / 2 / 6

*
Online booking available

$425 - $775
Per Night

$2975 - $5425
Per Week

Treasure Cove

Cayman Kai
A fantastic place for reunions with friends or family at this secluded, crown-jewel property situate...
Villa 6 / 4 / 15

*
Online booking available

$750 - $2200
Per Night

$5250 - $154000
Per Week

Villa Zara

Grand Cayman
4BR and Den/4.5BA Luxury Villa Zara is a fenced and gated estate sitting directly oceanfront in Rum ...
Home 4 / 5 / 10

*
Online booking available

$1170 - $2345
Per Night

$8190 - $16415
Per Week

Castaway Cove

Grand Cayman
4BR/3.5BA Castaway Cove Villa is directly oceanfront in the district of Northside. Offering excellen...
Home 4 / 3.5 / 10

*
Online booking available

$665 - $970
Per Night

$4655 - $6790
Per Week

Mahogany Cove

Grand Cayman
1BR/1BA Mahogany Cove Apartment is directly oceanfront in the Cottage District on the south coast in...
Home 1 / 1 / 2

*
Online booking available

$215 - $835
Per Night

$1505 - $5845
Per Week

Ecstasea

Grand Cayman
5BR Ecstasea is located on the Northside of the island, just about 1 mile east of the Rum Point Club...
Home 5 / 5 / 12

*
Online booking available

$1170 - $1825
Per Night

$8190 - $12775
Per Week

Blossom Village Cottage

Little Cayman
Walk directly from your classic beach cottage to the palm-shaded beach in one-of-a-kind Little Cayma...
Villa 3 / 3 / 6

*
Online booking available

$225 - $620
Per Night

$1575 - $4340
Per Week

Great Escape

Grand Cayman
3BR/2BA Great Escape and attached 1BR/1BA Guest Cottage are located on the quiet cove in Cayman Kai ...
Home 4 / 3 / 10

*
Online booking available

$915 - $1335
Per Night

$6405 - $9345
Per Week

Heritage House

Grand Cayman
4BR and Den/4BA Heritage House is directly on the oceanfront in Rum Point on the north coast. With e...
Home 4 / 4 / 10

*
Online booking available

$835 - $1335
Per Night

$5845 - $9275
Per Week

Well Sea

Grand Cayman
We’ll Sea is on the North side of the island, just 250 yards from the popular and well-loved Rum Poi...
Home 2 / 2.5 / 4

*
Online booking available

$500 - $795
Per Night

$3500 - $5565
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

$150 - $415
Per Night

$1050 - $2905
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

Twin Palms

Grand Cayman
6-7BR Twin Palms Villa is directly oceanfront in the Rum Point district and enjoys a sandy beach and...
Home 7 / 6 / 14

*
Online booking available

$1675 - $2940
Per Night

$11725 - $20580
Per Week

Picture Perfect

Grand Cayman
Picture Perfect is the name given this professional photographer's private oceanfront villa. Located...
Home 5 / 5 / 12

*
Online booking available

$1000 - $1670
Per Night

$7000 - $11690
Per Week

Cos Kai

Grand Cayman
5BR Luxury Cos Kai is directly waterfront with its own white sand barefoot beach in the private reso...
Home 5 / 5 / 15

*
Online booking available

$1395 - $2350
Per Night

$9765 - $16450
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

$385 - $850
Per Night

$2695 - $5950
Per Week

Coral Kai

Grand Cayman
5BR and Den/5BA Luxury Coral Kai Villa is directly oceanfront in Rum Point on the north coast. This ...
Home 5 / 5 / 10

*
Online booking available

$1170 - $2060
Per Night

$8190 - $14420
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

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

Pools of the Kai #6

Grand Cayman
2BR Pools #6 is one of the nicest of all of the Pools Units in Cayman Kai. It has been fully renovat...
Home 2 / 2 / 4

*
Online booking available

$355 - $590
Per Night

$2485 - $4130
Per Week

Calypso Blue

Grand Cayman
4-6BR/4.5BA Calypso Blue has been fully renovated and redecorated, but is still at a reasonable cost...
Home 6 / 5 / 12

*
Online booking available

$1000 - $1825
Per Night

$7000 - $12775
Per Week

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 Grape

Grand Cayman
5BR/4BA Sea Grape Villa is directly oceanfront in Rum Point on the north coast. This large, one-stor...
Home 5 / 4 / 10

*
Online booking available

$665 - $1000
Per Night

$4655 - $7000
Per Week

 

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