Cayman Islands Vacation Rentals

Sir Turtle Beach - Villa1 red

  1 reviews   Add to Favorites

Villa: 4 Bedroom, 2.5 Bathroom, Sleeps 10
Location: Little Cayman, Little Cayman, Cayman Islands
Description: Sir Turtle Beach Villa defines Caribbean paradise. It sits on an exceptional stretch of private beachfront on the small and quiet island paradise o...

White Sands #1

  5 reviews   Add to Favorites

Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: White Sands, a small beachfront condo resort on Seven Mile’s quiet north shore, is the very definition of “Caribbean paradise” with its white sand,...

Villa Emmanuel

  9 reviews   Add to Favorites

Villa: 5 Bedroom, 4 Bathroom, Sleeps 10
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: Gather your favorite people and head to 5-bedroom, 4-bath Villa Emmanuel, on the quiet shores of Cayman Kai, near Rum Point. A private pool and cab...

White Sands #4

  1 reviews   Add to Favorites

Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: Laidback beachfront doesn’t have to mean “rustic!” This elegant, one-bedroom, one-bath condo combines a right-on-the-beach location with indulgence...

Villa La Playa

  3 reviews   Add to Favorites

Villa: 4 Bedroom, 4.5 Bathroom, Sleeps 9
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: This authentic Caymanian gem in the quiet residential neighbourhood of Cayman Kai will charm you with its waterfront location, swimming pool, tradi...

Halcyon Days

  2 reviews   Add to Favorites

Villa: 2 Bedroom, 2 Bathroom, Sleeps 5
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: A private pool, sunny décor, your own private boat dock, and a tucked-away location at the end of a tranquil cove make this 2-bedroom cottage in Ru...

The Pools #12

  7 reviews   Add to Favorites

Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: Honeymoons and couples getaways find an unforgettable romantic venue at The Pools #12, a one-bedroom, one-bath beachfront condo in Cayman Kai. This...

Poinsettia #b4

  4 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 5
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: The Poinsettia condo resort brings you the ideal balance of quiet accommodations and close-by activities at the beginning of Seven Mile Beach. Gran...

Shellen

  8 reviews   Add to Favorites

Villa: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: East End, Grand Cayman, Cayman Islands
Description: Tuck into your own private mini-resort at Shellen, a 3-bedroom (plus sleeper sofa), 2-bath villa poised at the edge of the rocky, dramatic Caribbea...

Regal Beach Club #631

  7 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: The top-notch location of Regal Beach Club, next to the Marriott Hotel on Seven Mile, puts you right in the centre of one of the Grand Cayman’s mos...

Treasure Cove

  4 reviews   Add to Favorites

Villa: 6 Bedroom, 4 Bathroom, Sleeps 15
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: A fantastic place for reunions with friends or family at this secluded, crown-jewel property situated near land’s end beside the calm waters of Cay...

Blossom Village Cottage

  3 reviews   Add to Favorites

Villa: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: Little Cayman, Little Cayman, Cayman Islands
Description: Walk directly from your classic beach cottage to the palm-shaded beach in one-of-a-kind Little Cayman, the smallest and most remote of the Cayman I...

Little Cayman Escape

  4 reviews   Add to Favorites

Villa: 3 Bedroom, 2 Bathroom, Sleeps 9
Location: Little Cayman, Little Cayman, Cayman Islands
Description: Little Cayman Escape is a unique, 3-bedroom, 2-bath (sleeps 9) villa on the beach in charismatic Little Cayman—the smallest and least populated of ...

On The Bay #104

  16 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Old Man Bay, Grand Cayman, Cayman Islands
Description: Tucked into lush tropical landscaping on the ground floor of an intimate beachfront resort, 2-bedroom, 2-bath On The Bay #104 is an ideal alternati...

Discovery Point Club #18

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: Discovery Point Club #18 is an ocean front, 3rd floor, 2-bedroom, 2-bath offers stunning, panoramic views of Seven Mile Beach, George Town, and th...

White Sands #16

  1 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: *NOW UNDER NEW MANAGEMENT!* Escape the hotel crowds and tuck into a quiet beachfront condo resort that has everything you need and nothing you don’...

Rum Sands

  1 reviews   Add to Favorites

Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: Upgrades to this charming one-bedroom, one-bath Rum Sands, located on a quiet cove in Cayman Kai, create both a romantic luxury cottage and a 100% ...

Kaibo Yacht Club #29C

  3 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: One of the most popular destinations on Grand Cayman, Kaibo Yacht Club is a haven for boaters, Cayman locals, and visitors. On weekends, boaters do...

Caribbean Paradise 9

  9 reviews   Add to Favorites

Villa: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: South Sound, Grand Cayman, Cayman Islands
Description: This standalone 3-bedroom beachfront villa—part of a resort/condo complex—is found in a residential area where many Caymanians make their home (or ...

Lacovia #6

  15 reviews   Add to Favorites

Condo: 3 Bedroom, 3 Bathroom, Sleeps 8
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: Claim a prime spot on the beach at Lacovia, a small-scale beachfront resort in the heart of sought-after Seven Mile Beach on Grand Cayman. This 3-b...

Coral Reef

  8 reviews   Add to Favorites

Villa: 7 Bedroom, 7.5 Bathroom, Sleeps 26
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: On prestigious Seven Mile Beach, there are very few private villas for rent. Most offerings are condominiums, hotels, or not part of the rental poo...

Villas Pappagallo #22

Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: West Bay, Grand Cayman, Cayman Islands
Description: This lovely ground-floor beachfront one-bedroom villa with TWO Oceanfront patios is ideally located on a secluded private beach only twenty minutes...

White Sands #3

  18 reviews   Add to Favorites

Condo: 1 Bedroom, 1 Bathroom, Sleeps 2
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: Escape the hotel crowds and tuck into a quiet beachfront condo resort that has everything you need and nothing you don’t. This one-bedroom, one-bat...

Sunset Cove #104

  14 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: At Sunset Cove Condo Resort, you get all the perks of a Caribbean resort—including the largest swimming pool on Seven Mile Beach, ocean views, loca...

Kaibo Yacht Club #20B

  12 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: A popular boater’s destination and condo complex, Kaibo Yacht Club in Cayman Kai gathers locals and visitors alike, who dock at the Club to grab be...