Villa vacation rentals in Cayman Islands

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Top-rated villa rentals in Cayman Islands

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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, 13 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.

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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, 14 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!

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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, 11 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.

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The image captures a well-maintained outdoor area surrounded by palm trees and lush greenery. A gazebo is visible, along with patio furniture arranged on a stone surface. Two colorful buildings, one peach and one yellow, are located in the background, enhancing the inviting atmosphere.

Villa in North Side

4.51 out of 5 average rating, 43 reviews

Ocean Front Villa, Northside Grand Cayman

Amazing Oceanfront 3 bedroom/3 bath Villa on the Northside of Grand Cayman's, excellent snorkeling in shallow waters along the beautiful protective coral reef 15 from shore, the ocean is only a few steps outside the backdoor. Mahogany Point Villas feautres a secluded beach on the quiet side of the island, enjoy endless views of the Caribbean Ocean from the family room, kitchen & the master bedroom balcony. Extra amenities: community pool, gazebo, lounge chairs and free parking

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Villa in West Bay

4.89 out of 5 average rating, 139 reviews

Luxury villa just a few steps from 7 Mile Beach

Welcome to Calypso Cove, a charming boutique complex with 7 villas across from Beach in West Bay. The one-bedroom unit features a king bed, queen sofa bed, and comfortably sleeps 4. Just a few steps from the white sand and clear water tail-end of Seven Mile Beach, it offers amenities like Smart TV, free WiFi, Keurig, Apple TV, Apple HomePod, wireless charger and a walk-in closet. All new furniture, it also has a outdoor swing bed on the patio for relaxing and enjoying your morning coffee

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A clear blue swimming pool is situated outside, bordered by palm trees that provide shade. Ocean views stretch beyond the pool, with gentle waves lapping at the shore under a bright blue sky. A small '5 FT' marker is visible by the pool.

Villa in Bodden Town

4.82 out of 5 average rating, 33 reviews

A Beach Villa in Paradise 20% disc. on car rental

Latitude Adjustment is located in a complex of only 10 Villas on the beach in historic Boddentown 20 minutes from the Airport and away from the hustle and bustle tourism 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 from the Villas you will find a few shops. Art & Gift Shop, Bakery, Ice Cream Shop & the world famous Cigar Shop *20% off on rental cars

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Guest favorite

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

4.93 out of 5 average rating, 61 reviews

OCEAN VIEW at SUNRISE SOLILOQUY - Paradise Villas

Nestled within an exclusive collection of only 10 villas on the peaceful East End of the island, our villa enjoys sweeping ocean views and access to a spectacular five-tier swimming pool at the heart of the grounds. One of the pools features refreshing built-in hydrotherapy jets for an added touch of relaxation. Guests may also enjoy exclusive access to over 300 feet of sandy beachfront just across the street, creating the perfect setting for a tranquil and luxurious island escape.

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A serene beach scene is presented with white sand and lush greenery framing the view. Palm trees sway gently in the foreground, while calm, crystal clear waters and a blue sky are visible in the background. A two-person kayak is positioned on the sand to the side.

Villa in North Side

5 out of 5 average rating, 7 reviews

Beautiful beachfront, romantic get away!

Gorgeous crystal clear waters right out the back door! Eighty feet from the sliding doors is the best snorkeling on the island, between the shore and a beautiful coral reef, in shallow water that is easy to navigate. Azure Breeze is a very quiet, cozy and private place, where you may not see more than a handful of people pass by in a day! With only six two-story units, our villa offers privacy and serenity. Many nearby restaurants and endless activities are readily available.

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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

4.85 out of 5 average rating, 65 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.

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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

4.94 out of 5 average rating, 96 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.

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Top guest favorite

Villa in seven mile beach, george town

5 out of 5 average rating, 38 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.

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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

5 out of 5 average rating, 3 reviews

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.

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