Villa holiday rentals in Cayman Islands

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Top-rated villa rentals in Cayman Islands

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Guest favourite
A sandy beach area is framed by gently swaying palm trees. A hammock is suspended between two trees, providing a shaded spot for relaxation. The Caribbean Sea is visible in the background, with soft waves lapping at the shore.
Villa in Stake Bay
5 out of 5 average rating, 10 reviews

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

Let your Caribbean daydreams become a reality when you book this charming 2-bedroom, 2-bath Cayman Brac vacation rental. Nestled next to the crystal clear waters of the Caribbean Sea, this beachside bungalow ensures that relaxation comes easily and a sun-kissed glow is a given. Spend your days sipping iced tea on the ocean-facing deck, reading a book in the hammock, or preparing a picnic lunch in the breezy kitchen. Later on, explore the island's natural wonders like Long Beach and Peter's Cave.

Guest favourite
The tranquil pool and spa are surrounded by a spacious deck, with views of the ocean and palm trees. The sunset casts a warm glow over the area, creating a serene atmosphere for relaxation by the water.
Villa in Stake Bay
5 out of 5 average rating, 13 reviews

Stellar Views Waterfront Luxury Private Villa

Travel insiders are discovering our property. Coral Beach Villa was recently selected as one of the top 17 insider picks by Savoteur online travel magazine, and the ONLY privately owned home in the Cayman Islands to be featured besides luxury hotels. Cayman Brac is a 30 minute flight from Grand Cayman, but a world away from the traffic and crowds of the main island. The villa comfortably sleeps 8 in 3 master king bedrooms, each with private ensuites. Delight your senses and rejuvenate your soul!

Guest favourite
A modern living area features a sectional sofa and a comfortable armchair, complemented by a stylish coffee table. The kitchen, visible in the background, includes stainless steel appliances and white cabinetry. Soft blue walls add a serene touch, while natural light brightens the space.
Villa in West Bay
4.93 out of 5 average rating, 122 reviews

Luxury villa right across 7mile Beach + Bed Swing

1 bedroom with King size bed and Queen size sofa bed to comfortably sleep up to 4 guests. Adorable small boutique community of 7 villas a few short steps from the white sand and crystal clear water of Seven Mile Beach. Includes all the comforts of home, 50” Smart TV, FREE high-speed WiFi, Keurig Coffee Machine, AppleTV, Apple HomePod, New AC in all rooms and Walk-in closet. Condo is recently remodeled w/ new furniture. There is also custom made outdoor swing bed on the patio to relax on.

Superhost
A resort-style home is set amidst lush greenery and swaying palm trees, with light-colored exteriors reflecting the Caribbean sun. Lounge chairs are arranged around a pool, and the serene coastline is visible in the background, offering a relaxing beachfront escape.
Villa in North Side
4.84 out of 5 average rating, 57 reviews

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

Perfectly located on the tranquil north side of Grand Cayman for those who prefer an almost secluded island retreat. Ocean Paradise offers luxury and relaxation in world-class vacation accommodations and is conveniently located near renowned Stingray City, Rum Point and Kaibo’s restaurants, beaches and water sport activities. Bask on the white sand beach, enjoy the pool, swim and snorkel with a myriad of sea life, or simply lounge in your hammock snoozing away the day.

Superhost
A private swimming pool is visible, with a clear blue surface reflecting the sky. Palm trees frame the scene, while the ocean stretches beyond, showcasing various shades of blue. The pool deck features lounge chairs and a safety marker indicating a depth of 5 feet.
Villa in Bodden Town
4.85 out of 5 average rating, 27 reviews

A Beach Villa in Paradise

Latitude Adjustment is located on the Ocean side in historic Boddentown 20 minutes east of Owen Roberts International Airport and away from the hustle and bustle of Georgetown and West Bay. A short drive to Rum Point, Starfish Point , Kaibo Yacht Club, grocery stores & restaurants. A perfect place to truly unwind by the sea. In walking distance you will find a few shops, local fish fry, bakery, and world famous The Cigar shop. Plenty of charm!

An exterior view of the vacation home features a well-maintained two-story structure with a tile roof. Tropical palm trees surround the front yard, while the Caribbean Sea and a sandy beach are visible in the distance, under a mostly cloudy sky.
Villa in North Side
4.93 out of 5 average rating, 90 reviews

Coco Kai Beach Front Villa heated pool and dock

This property is situated in the quiet, pristine area of Cayman Kai. Our home also has a heated pool and sits on the beautiful beaches of the Caribbean. This is a very private, exclusive part of beautiful Grand Cayman. Coco Kai, is an upscale private vacation home located in the tranquil, pristine Northside of Grand Cayman, five minutes from Rum Point and Stingray City. Coco Kai is on the beautiful, white sand shore of the Caribbean Sea.

Guest favourite
A sandy beach stretches along the edge of a tranquil Caribbean Sea, featuring soft waves lapping at the shore. Clear blue skies are dotted with fluffy clouds, while the distant outlines of boats can be seen on the horizon along with palm trees lining the coast.
Villa in seven mile beach, george town
5 out of 5 average rating, 13 reviews

Laguna | Relaxing Family Oasis on Seven Mile Beach

Welcome to your spacious Cayman retreat in a peaceful Seven Mile Beach complex, surrounded by lush gardens and lagoon views. Relax on two private patios where turtles visit, or stroll past the pool, hot tub, and BBQ area to a private Caribbean beach just steps away. Perfect for families, this tropical escape blends nature and comfort, with top restaurants within walking distance. Sun, sea, and serenity await in your island paradise.

Superhost
A wooden dock extends over azure waters, leading towards a beachfront villa surrounded by lush palm trees. A clear blue sky enhances the coastal setting, while soft clouds add depth to the serene atmosphere. The villa's inviting exterior complements the tropical landscape.
Villa in Sister Islands

Sir Turtle Beach Villas, Little Cayman - Blue Side

Sir Turtle Beach Villa defines Caribbean paradise. It sits on an exceptional stretch of private beachfront on small and quiet island of Little Cayman, with soft white sand to sink your feet into and an endless stretch of azure water to swim, kayak and snorkel. These two villas can be rented Individually or rented together. Base Price is per Villa for 1-6 people. Subject to extra person charges per person per day.

A tranquil pool area is framed by lush greenery, featuring a sparkling blue pool surrounded by a sun terrace with white lounge chairs. The exterior of the home presents a modern design, with large windows offering views of the natural surroundings.
Villa in Old Man Bay
4.9 out of 5 average rating, 10 reviews

4 Bedroom home on private nature reserve

Take it easy at this unique and tranquil getaway. 4 bedroom, 3 bath home surrounded by nature. Birdwatch, relax in the pool or lounge in a hammock to the sounds of the ocean and native woodland birds. Nearby are caves, botanic park and the Mastic trail but also restaurants, gas station and grocery and liquor stores. Sandy beach across the street is great for snorkeling and also hosts turtle nesting April-August.

Guest favourite
Lush greenery frames a serene view of the ocean, complemented by tall palm trees swaying gently in the breeze. The shimmering water meets the horizon under a clear sky, while a sandy area provides a relaxing space for beachside enjoyment.
Villa in East End
4.94 out of 5 average rating, 51 reviews

OCEAN VIEW at SUNRISE SOLILOQUY - Paradise Villas

Our Villa is located in an intimate complex of 10 villas surrounding a gorgeous 5 tier swimming pool. It is found in the peaceful East End, the sleepy side of the island! Enjoy our ocean views! The 300' sandy beach across the street is included in our property!

Guest favourite
A sandy beach stretches before a row of palm trees, leading to a collection of villas. Lounge chairs are spaced along the shore, and the vibrant sky features wispy clouds above the calm ocean, creating a serene coastal environment.
Villa in West Bay
4.97 out of 5 average rating, 38 reviews

Gorgeous Ocean Front at Villas Pappagallo

It's all about the Views! Ocean front property with gorgeous views from all rooms and balconies. Steps away from beach and pool. Amenities of home include: Designer furnishings, fully stocked kitchen, memory foam beds, led TV's and high speed router.

Superhost
A tranquil pool is framed by calming water and palm trees, with sailboats visible in the distance. Sunshades stretch above the pool area, providing comfort from the sun while creating a serene outdoor space.
Villa in Cayman Brac

3-bdm unique oceanfront Villa w/ pool & more!

Stunning beach front property, meticulously landscaped w/pergola, pool, screened patio (seaside), open air patio (seaside), landscape lighting, coral rock walls, with deep tropical vegetation throughout. read about specials in the long description.

Popular amenities for Cayman Islands villa rentals