Villas and Vacation Homes in Cayman Islands

11926 Villas and Vacation Homes in Cayman Islands

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Cayman Islands
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Best villa offers in Cayman Islands

Luxury villas in the Cayman Islands

Seven Mile Beach, a stretch of white sand backed by upscale resorts and restaurants, sets the standard for luxury villas across the Cayman Islands.

Mahogany Breezes Luxury Villa - Cayman Islands
No reviews

Mahogany Breezes Luxury Villa

house, Savannah
This villa offers a secluded escape in Savannah, located 5.6 miles from Owen Roberts International Airport.
Boasting a generous 6-bedroom layout for up to 23 guests, this spacious holiday home features a fully equipped kitchen, a private swimming pool, a lush garden, and complimentary WiFi and parking.
Faroway Luxury Ocean & Beach Villa - South Sound 4br Oceanfront Estate - Cayman Islands
No reviews

Faroway Luxury Ocean & Beach Villa - South Sound 4br Oceanfront Estate

house, Half Way Pond
Faroway Luxury Villa is situated 3.1 miles from Owen Roberts International Airport, offering an exclusive retreat in the Half Way Pond area of the Cayman Islands.
This expansive 5010 square foot villa provides accommodation for up to 15 guests with 5 bathrooms, featuring a private entrance, air conditioning, a well-equipped kitchen with a dishwasher and microwave, cable TV, an outdoor swimming pool, and garden relaxation opportunities.
Seven Mile Beach Area Private Home - Cayman Islands
9.8 57 reviews

Seven Mile Beach Area Private Home

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Just a block from Fosters grocery store, this private villa offers a welcoming home away from home experience in the desirable Seven Mile Beach area, conveniently located within a half-mile of the Kittywake shipwreck and numerous wall dive sites, plus a variety of restaurants and shopping options.
This family-friendly holiday home, perfect for up to 6 guests, boasts a beautifully landscaped yard with a private shaded gazebo, hammocks, fruit trees, and an outdoor shower, complemented by an all-tiled interior featuring air conditioning and ceiling fans.
Black Urchin Resort - The Coconut Grove 8br Oceanfront Suite - Cayman Islands
No reviews

Black Urchin Resort - The Coconut Grove 8br Oceanfront Suite

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Located in the upscale district of Breakers, this luxurious 8-bedroom, 8-bathroom villa offers convenient access to major landmarks within a short distance, providing an exclusive retreat for discerning travelers.
This family-friendly holiday home features a swimming pool, jacuzzi, and air conditioning, with a guest capacity of 24, ensuring a sophisticated and comfortable stay in Grand Cayman.

Villas in Cayman Islands with private pool

A private pool offers a quieter escape from the crowds at Stingray City, where wild southern stingrays gather in shallow water offshore.

Tua'r Mor (Near The Sea) Quiet Waterfront Escape. - Cayman Islands
10 77 reviews

Tua'r Mor (Near The Sea) Quiet Waterfront Escape.

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Located in Bodden Town, this waterfront bungalow offers a canal view leading to the North Sound and is a short distance to Grand Cayman Beaches and Seven Mile Beach, with the Port of Georgetown accessible.
This recently redecorated 1-bedroom, 1-bathroom apartment features a private entrance, a light-filled open-plan living area with a sofa sleeper, a king-sized bed, a sparkling bathroom, and an enclosed lanai with a hammock, providing a secluded paradise ideal for water activities like jet skiing, kayaking, and scuba diving.
Luxury 3bd Beach Front, # 4 Green, Stunning Views - Cayman Islands
No reviews

Luxury 3bd Beach Front, # 4 Green, Stunning Views

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Ocean Paradise, a distinguished villa on Grand Cayman's northern coastline, offers an exclusive beachfront experience with sweeping views of the Caribbean Sea.
This welcoming holiday home features three bedrooms, three bathrooms, and accommodates up to eight guests, boasting a fully equipped kitchen, spacious living areas, and direct access to a nearby pool.
Luxury 3bd Beach View, # 3 Blue, Stunning Views - Cayman Islands
No reviews

Luxury 3bd Beach View, # 3 Blue, Stunning Views

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Directly on the oceanfront in North Side, Grand Cayman, this exclusive villa offers uninterrupted ocean views and is part of the distinctive Ocean Paradise enclave.
This family-friendly beach house features 3 bedrooms, 3 bathrooms, and accommodates up to 9 guests, boasting a fully equipped kitchen, air conditioning, and a private swimming pool for a comfortable holiday home experience.
Black Urchin Resort - The Grand Palm Residence 7br Oceanfront Villa - Cayman Islands
No reviews

Black Urchin Resort - The Grand Palm Residence 7br Oceanfront Villa

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Located in Bodden Town on Grand Cayman's south coast, this expansive luxury villa offers direct access to a wide, sandy beachfront, situated just 30 miles from the airport and 15-25 miles from popular spots like Rum Point and the East End.
This exclusive 3-level beach house accommodates up to 22 guests with four oceanfront master suites and a third-floor ultra-master suite, boasting an infinity pool, swim-up bar, private hot tub, and a rec room/arcade for an elevated resort-style experience.

Villas in Popular Destinations

Pet-friendly villas and vacation homes in Cayman Islands

Quiet residential streets away from Seven Mile Beach give pets room to walk in the Cayman Islands without the tourist bustle.

Featherstone Estate, Cayman Brac - Cayman Islands
No reviews

Featherstone Estate, Cayman Brac

house, Cayman Brac
Featherstone Estate, a beachfront property with a private beach area and direct sea access, is located in Cayman Brac, 7.5 miles from Charles Kirkconnell International Airport.
This spacious 2850 sq ft villa offers 4 bedrooms and 4 bathrooms, accommodating up to 21 guests with amenities like a swimming pool, terrace, garden, and outdoor fireplace and barbecue, making it an ideal holiday home for exploring nearby snorkeling, cycling, and fishing.
Luxury 3bd Beach Front, # 5 Yellow, Stunning Views - Cayman Islands
No reviews

Luxury 3bd Beach Front, # 5 Yellow, Stunning Views

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Located on Grand Cayman's northern coastline in the exclusive Ocean Paradise enclave, this oceanfront villa, Yellow (Home #5), offers breathtaking Caribbean views and direct access to Rum Point.
This luxurious beach house comfortably accommodates up to 9 guests with 3 bedrooms and 3 bathrooms, featuring a fully equipped kitchen, air conditioning, a swimming pool, and parking for a perfect holiday home experience.
4-bed Luxury Villa In Little Cayman - Cayman Islands
10 2 reviews

4-bed Luxury Villa In Little Cayman

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Located in Little Cayman, The Sanctuary offers secluded privacy with unobstructed sea views and is nestled in a location known for its untouched natural beauty.
This luxury villa accommodates up to 10 guests and features a private jacuzzi, complimentary snorkel gear, kayaks, and paddleboards, making it an ideal holiday home for exploring the pristine waters.
Andy's Inn #1 Oceanview Guesthouse - Cayman Islands
10 11 reviews

Andy's Inn #1 Oceanview Guesthouse

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Located in the historic first capital of Bodden Town, Andy's Inn offers ocean views and is situated just 500 feet from the coastline, making it an ideal beach house for your holiday home needs.
This welcoming guesthouse accommodates up to 6 guests and features luxury furnishings, air conditioning, a swimming pool, and a garden, providing a perfect atmosphere to unwind and enjoy island paradise.

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Family-friendly vacation homes in Cayman Islands

Wading into shallow water to feed friendly stingrays at Stingray City is a favorite family activity in the Cayman Islands. Choosing a full vacation home adds separate bedrooms and a kitchen for meals between beach days.

Stepping Stone 4 Br East End Luxury Oceanfront - Cayman Islands
No reviews

Stepping Stone 4 Br East End Luxury Oceanfront

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Directly on a pristine sugar sand beach in Grand Cayman's East End, Stepping Stone offers a luxurious oceanfront villa with direct access to world-class snorkeling and coral reefs.
This exclusive holiday home features Balinese-inspired architecture, an infinity pool, and a hot tub overlooking the Caribbean Sea, providing comfortable accommodation for up to 8 guests with four ensuite bedrooms and a state-of-the-art kitchen.
Blue Vista Villa - Oceanfront 5 Bedroom Pool Home In North Side - Cayman Islands
No reviews

Blue Vista Villa - Oceanfront 5 Bedroom Pool Home In North Side

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Directly on the oceanfront in peaceful Old Man Bay, this luxury villa offers sweeping sea views on Grand Cayman's North Side, approximately 30-40 minutes from the airport and conveniently close to Rum Point and East End attractions.
This family-friendly beach house features a 4-bedroom main villa and a separate 1-bedroom guesthouse, accommodating up to 16 guests with amenities including a private oceanfront saltwater pool, a beachfront gazebo, a dedicated games room, and direct shoreline access for beachcombing and snorkeling.
Black Urchin Resort - The Coconut Grove 4br Oceanfront Suite - Cayman Islands
No reviews

Black Urchin Resort - The Coconut Grove 4br Oceanfront Suite

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Directly on the oceanfront in Breakers, Grand Cayman, this exclusive villa offers unparalleled access to the sea and beach, just steps from your door.
This luxurious beach house features over 2500 sq ft of living space with massive balconies, accommodating up to 12 guests with resort-style amenities including a large oceanfront pool and two hot tubs, perfect for a memorable holiday home experience.
The Meadows Luxury 3 Bdrm Townhouse With Pool And Gym - Cayman Islands
No reviews

The Meadows Luxury 3 Bdrm Townhouse With Pool And Gym

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Located at Batabano Road 364 in West Bay, this townhome offers seamless indoor-outdoor living with direct courtyard and pool access, situated within a resort-style community in West Bay, Grand Cayman.
This luxury villa, accommodating up to 6 guests, features 3 bedrooms and 3 bathrooms across three levels, boasting a modern kitchen, a primary suite with a private balcony and ocean views, and access to a community gym and lap pool, making it an ideal holiday home.

Sea view villas in Cayman

Sea view villas in the Cayman Islands often overlook the calm, turquoise water near Camana Bay, a waterfront town just steps from Seven Mile Beach.

Casa Del Mar️steps To 7 Mile Beach - Cayman Islands
9.9 71 reviews

Casa Del Mar️steps To 7 Mile Beach

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Lovely 'Sea Dreams Villa' W/ Private Beach & Deck! - Cayman Islands
10 44 reviews

Lovely 'Sea Dreams Villa' W/ Private Beach & Deck!

house, Banksville
Vista Del Mar Beach House#2 - Cayman Islands
9.8 24 reviews

Vista Del Mar Beach House#2

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Ocean View At Sunrise Soliloquy - Paradise Villas - Cayman Islands
9.9 61 reviews

Ocean View At Sunrise Soliloquy - Paradise Villas

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