Top 12 Airbnb Luxe Vacation Rentals In The Cayman Islands - Updated 2024

| 5 min read

The Cayman Islands are composed of three islands, namely, The Grand Cayman, Cayman Brac, and Little Cayman. All three of the islands have the most rejuvenating atmosphere and an incredibly serene environment. The largest island of the trio which is Grand Cayman is popular for offering an adrenaline-charged scuba diving experience. Whether you’re a beginner or if you have been diving for a while now, the entire experience is an adventure in itself. The long stretches of the sandy beach look absolutely stunning and add to the scenic beauty of the place. Scarcely populated, the islands are the perfect holiday destination with a plethora of cafes, restaurants, and luxury resorts. Sounds dreamy to you? Check out our list of top Airbnb Luxe vacation rentals in the Cayman Islands.

We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and access to bespoke experiences as well as luxury services and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on May 19, 2024.

1. Great Bluff Estates (from USD 11154)

Nestled on Grand Cayman’s North Shore, this luxury Airbnb rental in the Cayman Islands offers panoramic Caribbean Sea vistas. Merging traditional Caribbean aesthetics with modern touches, this property boasts six bedrooms, a private beach for snorkeling enthusiasts, and multi-layered gardens. Relax by the freshwater pool, take in the sunset from the gazebo, or explore diverse marine life. With close proximity to Barefoot Beach and exclusive access to Silver Thatch Platinum services, guests are promised a memorable stay. Note: Seasonal currents might occasionally bring seaweed to the beach area.

Stayed at this property?
East End, GRAND CAYMAN, Cayman Islands
11 reviews   Superhost Wifi Available
Entire villa 12 Guests

Accommodates: 12

Top guest reviews
Amenities & Room:
pool and outdoor lighting and seating was such a treat in the mornings and evenings
the rooms were all spacious and there was plenty of space for everyone to enjoy
the villa was very clean and the kitchen was well stocked with every appliance imaginable
thanks again for everything to the team that was so responsive to all of our requests
Read more reviews

2. White Dahlia (from USD 1450)

Situated on the tranquil Rum Point of Grand Cayman, this luxurious villa promises a rejuvenating stay. Boasting four elegantly furnished bedrooms, each offers modern amenities and direct pool access. Guests can enjoy a sophisticated kitchen, wine storage, and an exclusive dock. Reflecting the Caribbean hues, its interiors seamlessly blend comfort and style. Access to top-notch facilities such as Silver Thatch Platinum amenities, including fitness and business centers, enhances the experience.

Additionally, for longer stays, benefit from mid-week housekeeping. Extra services, from photography to excursions, can be arranged upon request.

Stayed at this property?
Rum Point Drive, Grand Cayman, Cayman Islands
6 reviews   Superhost Wifi Available
Entire villa 10 Guests

Accommodates: 10

3. Dreamy vacation rental with a stunning view (from USD 2654)

This is a gorgeous vacation home in the Cayman Islands which has stunning views of the beach. Located at Rum Point on Grand Cayman, this villa has all the amenities that you’d want. It is extremely spacious, covering around 5200 square feet (483 square meters) of area, making it absolutely perfect for a family holiday. Imagine waking up to the sounds of waves heating the shore or birds chirping in the vicinity. Now, that sounds dreamy! To add to that, the villa also has a private pool, several lounges, a barbecue, and a dining room arrangement. It is the ideal villa for those who love open spaces and want to take in a whiff of nature without stepping out of the house.

Stayed at this property?
Rum Point, North Side, Cayman Islands
4 reviews   Superhost Wifi Available
Entire villa 5 Beds 12 Guests 5 Bedrooms 4 Bathrooms

Accommodates: 12

4. Gorgeous white villa surrounded by lush greenery (from USD 2240)

This villa rental in Grand Cayman is an angular white villa which is located right next to the beach. Equipped with the latest technology and the most luxurious amenities, this one offers the most refreshing environment. Surrounded by tropical foliage, the villa has a glass door which leads to a private pool. As a cherry on top, you can also enjoy lighting up the barbecue on your rooftop lounge or indulge in some gaming at the media lounge. Enjoy a walk on the beach or just sit in the comfort of your home and watch the beautiful sunset.

Stayed at this property?
Rum Point, Grand Cayman, Cayman Islands
6 reviews   Superhost Wifi Available
Entire villa 5 Beds 12 Guests 4 Bedrooms 4 Bathrooms

Accommodates: 12

5. Spacious estate with a Caribbean-style experience (from USD 2279)

As unique as the name sounds, Kaiku is an equally secure and safe, gated estate in Cayman Kai. Located a few steps away from the Rum Point Club, the property is extremely welcoming. In fact, the most appealing fact about it is that you will have an authentic Caribbean experience since the frontal grounds of the property have tiki torches and a stunning lighting system. This beachfront rental in the Cayman Islands has several bedrooms and a privacy hedge to ensure your safety. In close proximity are several restaurants and eateries where one can indulge in delectable treats. The best part is that you can enjoy snorkeling, kayaking, or jet skiing at your own private beach.

Stayed at this property?
Grand Cayman, Cayman Islands
1 review   Superhost Wifi Available
Entire villa 11 Beds 16 Guests 8 Bedrooms 6 Bathrooms

Accommodates: 16

6. Beachfront villa with exciting interiors

This beachfront villa is a peaceful haven which has the most beautiful interiors. With a landscape composed of swaying palm trees and oodles of white sand, it will be hard not to spend some quality time outdoors. Located approximately 1.8 miles (3 kilometers) away from the bustling city, the villa offers everything that epitomizes luxury. Relax in the pool or spend some time kayaking, this villa offers the most tranquil ambiance.

Stayed at this property?
3 reviews   Wifi Available
Entire villa 10 Beds 16 Guests 7 Bedrooms 7 Bathrooms

Accommodates: 16

7. Astounding West Indies-style villa

This is a West Indies-style, astounding villa located near the edge of the Cayman Kai Peninsula in Grand Cayman. Right in front of the villa is one of the most beautiful beaches and is tucked away from the rest of the island. It remains sparsely crowded at all times which is why you can completely enjoy the breathtakingly beautiful views at any time of the day. The villa is huge, to say the least, with an area of approximately 10,000 square feet (929 square meters). It can easily accommodate around 15 to18 people. It is the perfect location for a destination wedding or a nice family holiday. You can laze around on the beach or simply watch the sunset on the terrace or even indulge in some kayaking in the turquoise sea.

Stayed at this property?
1 review   Wifi Available
Entire villa 11 Beds 16 Guests 7 Bedrooms 9 Bathrooms

Accommodates: 16

8. Eastern-style mansion

This home is an Eastern-style mansion located on a private beach at Rum Point. The property is extremely spacious and has six rooms, all of which are equipped with high-end facilities and the latest technology. Surrounded by tropical foliage, it has the most stunning interiors. Chandeliers hanging from the ceiling add to the charm of the place and make it look extremely majestic. The kitchen is huge and has all the supplies that you’ll need to cook up a gourmet meal. If you’re someone who would rather dine out, then there are several eateries in the vicinity which one can visit.

Stayed at this property?
1 review   Superhost Wifi Available
Entire villa 9 Beds 16 Guests 6 Bedrooms 6 Bathrooms

Accommodates: 16

9. Colorful resort with beautiful views

This is by far the most colorful residence with amazing panoramic views of the ocean. Located at Seven Mile Beach, the resort is quite close to restaurants, a gym, and a spa. What makes this one stand out is the fact that the walls are made up of glass. This allows you to enjoy the scenic beauty of the place even while sitting in the luxury of your resort.

Stayed at this property?
Seven Mile Beach, Grand Cayman, Cayman Islands
Entire villa 5 Beds 4 Bedrooms 4 Bathrooms

10. Modern villa located near George Town

This property is a modern luxury retreat with a beachfront with oodles of white sand and lush greenery all around. It has a private beach where you can enjoy some quality time with your loved ones or take the kayaks out and venture into the expanse of the sea. There is also a private pool where one can relax and beat the scorching heat of the sun. The villa is well-connected by a network of roads and you can reach the busy part of George Town within a few minutes.

Stayed at this property?
Superhost Wifi Available
Entire villa 8 Beds 14 Guests 5 Bedrooms 4 Bathrooms

Accommodates: 14

11. Luxurious retreat in Bodden Town

This house is located in Bodden Town. This luxurious retreat has an infinity pool, a formal dining room, and a tennis court apart from several bedrooms and other amenities. Hidden behind lush greenery and tropical gardens, this villa has enticing interiors and equally fascinating exteriors. There are a number of cafes, shops, and eateries in the vicinity, making it a very convenient location. Complete with extravagant facilities, the villa is perfectly suitable for those who seek a relaxing getaway from their hectic schedule.

Stayed at this property?
1 review   Superhost Wifi Available
Entire villa 6 Beds 12 Guests 5 Bedrooms 5 Bathrooms

Accommodates: 12

12. Contemporary-style sanctuary on a secluded beach

This option is a modern villa located on a secluded beach on Grand Cayman’s South Sound. The villa’s interiors and decors scream luxury and excellence. There is a fully equipped kitchen with the latest technology which ensures that one can cook sumptuous meals any time they want. The interiors are sparkling white and have a contemporary touch to them. There is an outdoor pool as well where you can slide in and relax.

Stayed at this property?
2 reviews   Wifi Available
Entire villa 8 Beds 16 Guests 6 Bedrooms 6 Bathrooms

Accommodates: 16

Get set and go

That was a list of top Airbnb Luxe accommodations. The Cayman Islands have a lot to offer - be it the scenic beauty, the delectable seafood, or the exciting set of things to do. Even though the Caribbean is warm all year round, the best time to visit would be during the winter months to make the most of your trip. Avoid going in the months of September and October as the weather gets extremely crazy around that time. If it’s beaches that you’re after, the Cayman Islands are the perfect match for you!

Frequently asked questions about Airbnb Luxe vacation rentals in the Cayman Islands

Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.


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Samia Arshan is a Delhi-based content writer and undergraduate English Major who turned her dream to write into a reality. She's 20 years old and has been writing for over 4 years now. She has a...Read more

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