Villa vacation rentals in Little Cayman

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Top-rated villa rentals in Little Cayman

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Guest favorite

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 favorite

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!

An aerial view captures the lush landscape of sandy beach alongside palm trees. Two houses are positioned among greenery, with a private swimming pool visible near the shoreline, providing a peaceful setting for relaxation and recreation.

Villa in West End

5 out of 5 average rating, 4 reviews

TROPICAL RUNaWAY, Cayman Brac

PRICES INCLUDE TAXES (13%), CLEANING. 2.5 acres with 500' of sandy beach and sheltered, private, in ground, swimming pool, shared between two houses that rent separately. There is a 4 bedroom house and a 1 bedroom house. The big house is ideal for 3 couples to share, or 3 couples with young children. It also suits 2 couples. Larger groups consider reserving the entire property, both houses. The 1 bedroom house is $255 /night fees and taxes included! Excellent privacy between the houses.

A serene pool area is framed by palm trees and tropical plants. Lounge chairs are positioned around the pool, inviting relaxation. The villa buildings rise in the background, with a view of the ocean visible beyond the lush foliage.

Villa in LITTLE CAYMAN

5 out of 5 average rating, 9 reviews

The Club at Little Cayman - Two Bedrooms

The Club at Little Cayman has 2 and 3-bedroom, 1-floor impeccably decorated villas in soothing island colors, bringing the essence of spectacular Caribbean beaches and the Sea inside with you. The Club is the premiere island address to use as your home away from home. We have several units available with various bed configurations. Please inquire. Our calendar reflects overall availability - NOT by individual unit. Rates do not include 13% tax. Oceanfront upgrades available at additional fee.

Superhost

A serene swimming pool is surrounded by sandy decking and palm trees, reflecting a clear blue sky. Shade sails provide comfort over the pool area, while the tranquil Caribbean Sea is visible in the background.

Villa in West End

4.87 out of 5 average rating, 15 reviews

2-bdm tropical beach paradise w/ pool, cabana&more

Truly amazing tropical beach paradise on the water with pool and the most stunning sunsets! Property has private entrances, fully equipped kitchen, open dining- and living room area, 2 full bed- and bathrooms, separate washing room. Beach cabana, hammocks, bikes, grill, kayaks, fire pit. WiFi, local cellphone. Great snorkeling right out front. Sandy beach. Leeward side of the island so many days with calm waters. AC's, TV, linens, beach + bath towels, games, books & more. 1 of only 3 units.

Guest favorite

A peaceful pool area is presented, featuring a smooth, curved pool surrounded by wooden lounge chairs. Shade sails gently drape above, while palm trees and tropical greenery frame the view of the ocean beyond. The inviting atmosphere is created by the serene coastal setting.

Villa in West End

5 out of 5 average rating, 10 reviews

5-bdm beachfront villa w/pool, cabana & more

Truly amazing tropical beach paradise on the water with pool and the most stunning sunsets! Villa has 3 apartments with separate entrances with 5 bedrooms, perfect for family trips or friend group gatherings. Hosts up to 15 people, babies included and welcomed! Beach cabana, hammocks, bikes, grill, kayaks, fire pit, private deck. Great snorkeling right out front. Sandy beach. Leeward side of the island so many days with calm waters. AC's, TV, linens, beach + bath towels, games, books & more

A bright blue villa is situated close to the sandy beach, featuring a spacious deck with lounge chairs. Large windows and doors provide plenty of natural light, and palm trees frame the exterior, creating a relaxed tropical ambiance.

Villa in Little Cayman

4-Bed Villa in Little Cayman Perfect for Retreats

The Sanctuary is a private vacation rental nestled in Little Cayman, the smallest of the three Cayman Islands, known for its untouched natural beauty. This stunning villa is meticulously designed to provide a serene and opulent escape for discerning travellers seeking utmost privacy and indulgence, making it an ideal location for luxury retreats. As its name suggests, The Sanctuary promises a calming, renewing, and unforgettable experience - a vacation that feels good for your soul!

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.