Cayman Islands Vacation Rentals

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,...

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...

Kailypso

  12 reviews   Add to Favorites

Villa: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: Friends and families love this 3-bedroom, 2-bath beach house tucked into a private cove in a residential area in Cayman Kai, strolling distance fro...

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...

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...

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...

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...

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...

Kozy Kai - Sealodge #17

  14 reviews   Add to Favorites

Condo: 1 Bedroom, 1 Bathroom, Sleeps 2
Location: Cayman Kai, Grand Cayman, Cayman Islands
Description: Romantics will love this 1-bedroom, 1-bath cottage right on the beach in Cayman Kai, less than a 5 minutes’ drive from popular Rum Point. Ocean vie...

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...

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...

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 ...

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...

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...

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...

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’...

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...

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...

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...

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...

On The Rocks

  1 reviews   Add to Favorites

Villa: 6 Bedroom, 4 Bathroom, Sleeps 12
Location: Grand Cayman, Grand Cayman, Cayman Islands
Description: Proudly resting on the Beach Bay bluff over the shimmering azure Caribbean waters. This beautiful “On the Rocks” offers a rare elevation for Grand ...

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...

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...

Sea Breeze 8

Condo: 4 Bedroom, 4.5 Bathroom, Sleeps 10
Location: Seven Mile Beach, Grand Cayman, Cayman Islands
Description: A stunning sunset show awaits you at Seabreeze 8. This 4-bedroom, 4.5-bath, 4th floor unit provides a coveted vantage point for that perfect minute...

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...