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

White Sands #9

Seven Mile Beach
Relaxed seclusion and quality accommodations await at this simple and contemporary beachfront apartm...
Condo 1 / 1 / 2

*
Online booking available

$175 - $415
Per Night

$1225 - $2905
Per Week

Cayman Castle

Grand Cayman
7BR Luxury Cayman Castle and Guesthouse is directly oceanfront on a private 2-acre gated and walled ...
Home 7 / 7 / 18

*
Online booking available

$1940 - $3350
Per Night

$13580 - $23450
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

$155 - $360
Per Night

$1085 - $2520
Per Week

Sea Beauty

Grand Cayman
2BR/2BA Sea Beauty is a super-cute Cayman Style gingerbread 2BR cottage with very nice amenities loc...
Home 2 / 2 / 6

*
Online booking available

$295 - $385
Per Night

$2065 - $2695
Per Week

Kailypso

Cayman Kai
Friends and families love this 3-bedroom, 2-bath beach house tucked into a private cove in a residen...
Villa 3 / 2 / 8

*
Online booking available

$395 - $835
Per Night

$2765 - $5845
Per Week

Little Cayman Escape

Little Cayman
Little Cayman Escape is a unique, 3-bedroom, 2-bath (sleeps 9) villa on the beach in charismatic Lit...
Villa 3 / 2 / 9

*
Online booking available

$270 - $620
Per Night

$1890 - $4340
Per Week

Kai Conut

Grand Cayman
5BR/3BA Kai Conut Villa is directly sound-front in Cayman Kai, within Rum Point on the north coast. ...
Home 5 / 3 / 12

*
Online booking available

$955 - $1560
Per Night

$6685 - $10920
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

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

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

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

Halcyon Days

Grand Cayman
A private pool, sunny décor, your own private boat dock, and a tucked-away location at the end of a ...
Villa 2 / 2 / 5

*
Online booking available

$295 - $735
Per Night

$2065 - $5145
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

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

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

$430 - $1095
Per Night

$3010 - $7665
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

2BR-Fantasea

Grand Cayman
2BR/2BA Fantasea Villa is a large waterfront villa with private pool in Cayman Kai on the quiet cove...
Home 2 / 2 / 6

*
Online booking available

$495 - $730
Per Night

$3465 - $5110
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

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

Gypsy

Grand Cayman
4BR/4BA Gypsy has just been professionally decorated and is a stunningly beautiful oceanfront villa ...
Home 4 / 4 / 10

*
Online booking available

$1000 - $1940
Per Night

$7000 - $13580
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

11

Grand Cayman
New Page 1 Two bedroom, Two bathroom oceanfront condo unit with beautiful views right in the cente...
Condo 2 / 2 / 6

*
Online booking available

$425 - $775
Per Night

$2975 - $5425
Per Week

Lone Palm

Grand Cayman
3BR/3BA Lone Palm in Gun Bay, East End is an award-winning floorplan by renowned architect John Doak...
Home 3 / 3 / 8

*
Online booking available

$765 - $1170
Per Night

$5355 - $8190
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

$200 - $565
Per Night

$1400 - $3955
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

 

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