Villas and Holiday Homes in Cayman Islands

Offering stunning ocean views, this 5-bedroom villa rental is located in the tranquil East End of Grand Cayman, just steps from the East End Blow Holes and a short drive from local restaurants and attractions.
This spacious holiday home boasts over 3,550 sq. ft. of living space in the main house, plus an additional 400 sq. ft. studio, accommodating up to 12 guests with a private outdoor oasis featuring a swimming pool, hot tub, and BBQ grill.

Centrally located in George Town, this studio offers tranquil North Sound views, just minutes from Owen Roberts International Airport and within walking distance of a supermarket, coffee shops, bars, restaurants, a gym, bowling alley, rock climbing, skating, pickleball courts, and banks.
This elegant studio boasts a modern Caribbean-inspired design, featuring air conditioning, a Jacuzzi, a kitchen with a fridge, freezer, and microwave, and access to shared patios, gazebos, gardens, an outdoor bar and kitchen, a grill, and an entertainment centre, providing a welcoming holiday home experience for up to two guests.

Located in Half Way Pond, this villa is conveniently situated 5 kilometres from Owen Roberts International Airport.
This spacious holiday home accommodates up to 15 guests with its 465 square meters of floor area, featuring a well-equipped kitchen, air conditioning, a swimming pool, and garden, plus opportunities for cycling nearby.

Just 300 meters from the world-renowned Seven Mile Beach, this West Bay villa offers a prime location with a grocery store within easy walking distance and the island's finest restaurants a short drive away.
This modern, spacious 2-storey townhouse, accommodating up to 6 guests, boasts a recently renovated kitchen, a private patio with a BBQ grill, and shared access to a garden and swimming pool, alongside complimentary beach gear for your enjoyment.

Located in the fishing village of East End, this exclusive villa offers 80 feet of private beach access just steps from the Caribbean Sea.
This bungalow-style holiday home accommodates up to four guests with one bedroom and two bathrooms, featuring air conditioning, Wi-Fi, a full kitchen, and a garden with a unique swinging bed gazebo.

Located in Bodden Town, Grand Cayman, this luxury villa offers direct beachfront access and is a 30-minute drive from the airport, providing a secluded setting on over two acres of landscaped oceanfront yet remaining within a 35-minute drive of most island areas.
This exclusive holiday home boasts six bedrooms, accommodating up to 18 guests with a private beachfront infinity pool featuring a swim-up bar and poolside cabanas, complemented by a chef's kitchen and optional on-site catering for a resort-style experience.

Located in the tranquil Bodden Town district, this property offers convenient access to the historic Pedro St. James, situated just 1.5 kilometers away, and is within easy reach of local beaches, restaurants, and supermarkets.
This welcoming villa rental provides ample space for up to 8 guests across two independent 2-bedroom, 2-bathroom units, each featuring a full kitchen and living area, complete with air conditioning, internet, and private parking.

Directly on a beautiful beach area in East End, this traditional Cayman Style cottage offers a welcoming island ambiance and a unique 'CaymanKind' experience with a knowledgeable local host.
This family-friendly apartment, a perfect beach house for up to three guests, boasts fully renovated interiors with modern amenities including air conditioning, Wi-Fi, two flat-screen Smart TVs with Netflix, and a Jacuzzi, all just minutes from local dining and key East End attractions.

Centrally located in Bodden Town, Grand Cayman, this studio offers excellent island-wide accessibility, situated just 5 kilometres from supermarkets, restaurants, and beaches.
This welcoming villa rental provides comfortable accommodation for two, featuring a kitchenette with a fridge, freezer, and microwave, along with private access to the outdoor yard and patio, complete with beach towels and snorkeling masks for your enjoyment.

Dragon's Pearl offers an exclusive canal-front location in Rum Point, North Side, directly opposite the renowned Rum Point Club and Beach, with the Rum Point Resort and Kaibo Beach Bar and Restaurant a short drive away.
This welcoming villa rental boasts a private 40-foot dock and gazebo with direct access to the North Sound, four provided kayaks for exploring the calm canal waterways, and an expansive screened-in patio, accommodating up to six guests with two bedrooms and two bathrooms.

Located in a serene district of North Sound Estates, this tranquil suite offers a peaceful retreat with convenient access to local amenities.
Guests can enjoy exclusive access to a refreshing swimming pool and a mini herb garden, with starter quantities of essential supplies provided for bath, laundry, and kitchen, making this a perfect villa rental for animal lovers and those seeking proximity to the attractions of North Sound Estates.

Located in a prime district of Breakers, Grand Cayman, this exclusive villa offers convenient access to major landmarks within a short distance, promising a sophisticated urban experience. This luxurious holiday home accommodates up to 24 guests across 8 bedrooms and 8 bathrooms, boasting a swimming pool, jacuzzi, and air conditioning for ultimate comfort.

Blue Vista Villa is located in Old Man Bay, directly across from Old Man Bay Beach and 27 kilometers from Owen Roberts International Airport.
This spacious 5-bedroom villa rental offers luxury accommodation for up to 16 guests, featuring a private outdoor swimming pool, sea views from the patio, a fully equipped kitchen, and 5 bathrooms, making it an ideal beach house for a memorable holiday.

Located in a tranquil, family-friendly district of Île Patrick, this exclusive apartment offers private access to lush gardens and a luxurious swimming pool, just 500 meters from the beach.
This deluxe villa rental provides a fully equipped kitchen, air conditioning, and optional housekeeping and childcare services, ensuring a comfortable and convenient holiday home experience for up to [number] guests.

Located on Grand Cayman's south coast, this modern estate offers direct beach access and is a short 3 kilometers drive to Bodden Town's beachside eateries.
This exclusive villa rental boasts a full-width pool with direct beach access, a swim-up bar, an outdoor kitchen, and accommodates up to 16 guests with seven bedrooms, including a primary suite with ocean views.

Located on a secluded south coast beach in Bodden Town, this luxurious villa is approximately 32 kilometres from the airport and offers breathtaking ocean and sunset views.
This expansive holiday home provides a private swimming pool, tennis and pickleball courts, a chef's kitchen with high-end appliances, and sleeps 12 guests across five bedrooms and a media den, with light housekeeping included on select days.

Located in Gun Bay, this air-conditioned villa is situated 2.1 kilometres from Colliers Public Beach and 33.8 kilometres from Owen Roberts International Airport.
This expansive holiday home offers accommodation for 26 guests across 743 square meters, featuring a well-equipped kitchen, swimming pool, Jacuzzi, terrace with sea views, and complimentary WiFi.

Directly adjacent to Rum Point Beach in Driftwood Village, this villa rental is just 39 kilometers from Owen Roberts International Airport.
This spacious, air-conditioned holiday home accommodates up to 12 guests with 3 bedrooms and 3 bathrooms, featuring a heated indoor swimming pool, a fully equipped kitchen with a dishwasher and oven, and a terrace for enjoying the surroundings.

Directly on Conch Point Beach in West Bay, this updated 4-bedroom villa offers exclusive beachfront access.
This luxurious holiday home accommodates up to 8 guests and boasts a private swimming pool, a garden, a bar, and a tennis court, ensuring a memorable stay.

Directly on the oceanfront in Breakers, Grand Cayman, this expansive villa offers unparalleled sea views and is situated within a prime coastal district, providing direct beach access.
This luxury holiday home boasts 4 bedrooms, accommodating up to 12 guests, and features resort-style amenities including a large swimming pool, two hot tubs, an oceanfront bar, and cabana lounge areas, with concierge and private chef services available.