East End Vacation Rentals

Luxury Villa Rentals in East End for 2+ people

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$1,550 - $3,795 /night

Our Cayman Cottage

7 Bedroom Villa, 8 Bathrooms, Sleeps 20
Welcome to Our Cayman Cottage! A private retreat, hidden in the East End along the reef-protected coast, this stunning home features elevated ocean views and luxurious resort-like amenities. Spanning 6,500-square feet across four floors, Our Cayman Cot... more
$1,495 - $4,295 /night

Cayman Castle & Guesthouse

6 Bedroom Villa, 7 Bathrooms, Sleeps 14
Cayman Castle and Guesthouse sits directly oceanfront on a private 2-acre gated estate and enjoys a wide white-sandy beach with fabulous snorkeling, kayaking, and sunbathing. Two private pools, multi-tiered ocean terraces, a panoramic veranda balcony, ... more
$1,250 - $3,750 /night

Cayman Castle Villa

5 Bedroom Villa, 6 Bathrooms, Sleeps 14
Cayman Castle sits directly oceanfront on a private 2-acre gated estate and enjoys a wide white-sandy beach with fabulous snorkeling, kayaking, and sunbathing. Two private pools, multi-tiered ocean terraces, a panoramic veranda balcony, and a well-shad... more
$1,145 - $3,295 /night

Great Bluff Estates

5 Bedroom Villa, 7 Bathrooms, Sleeps 10
Welcome to Great Bluff Estates, a gated oceanfront villa set into the bluffs of Grand Cayman’s Northside. This recently renovated 5-6 bedroom home offers a large family all they could want from excellent snorkeling steps off the backyard to a stunnin... more
$950 - $3,150 /night

White Cottage

5 Bedroom Villa, 3 Bathrooms, Sleeps 11
Welcome to White Cottage. This contemporary, open-concept villa offers guests an opportunity to spend their vacation amid sumptuous interiors with smart-home technology, gated privacy, and scenic Caribbean views. An oceanfront wall of glass and screene... more
$895 - $2,295 /night

Hidden Treasure

5 Bedroom Villa, 5 Bathrooms, Sleeps 14
Welcome to Hidden Treasure, centrally located on the quiet southern coast. This luxurious five-bedroom beachfront estate sits on over 100 feet of sandy beach and iron shore with fabulous snorkeling and breathtaking sunrise views of tranquil Frank Sound. ... more
$795 - $1,895 /night

Blue Serenity

4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Welcome to Blue Serenity, a luxurious 4-bedroom villa on Cayman's central south coast. Perfect for families and groups, this villa offers backyard snorkeling and a host of modern amenities after a complete rebuild. Blue Serenity has been meticulously u... more
$595 - $1,625 /night

Lone Palm Villa

3 Bedroom Villa, 3 Bathrooms, Sleeps 8
Welcome to Lone Palm! Nestled in Gun Bay along the East End, Lone Palm is a 3-bedroom, 3-bathroom award-winning home designed by renowned architect John Doak. An open concept living area with vaulted ceilings opens up to a full-width beachfront veranda wi... more
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