Find and book luxurious Cayman Islands vacation rentals for unforgettable stays in this beautiful Caribbean destination.
Cayman Islands vacation rentals
The Cayman Islands are synonymous with luxury. They have long been heralded as a playground for the rich, famous, and fashionable, and yet the Caymans still retain a laid-back elegance typical of the Caribbean.
Cayman Islands vacation rentals with luxury amenities
Enjoy the luxury experience that makes this wonderful destination famous, with our exquisite Cayman Islands vacation rentals. These luxurious homes have been carefully selected to ensure the highest standards, with top-tier facilities and breathtaking views of the Caribbean Sea. From staffed villas to homes with direct beach access, infinity pools, and much more there is a fantastic range of beautiful vacation rentals to choose from, suitable for large groups and families.
Popular Vacation Rentals
Great Bluff Estates
Blue Water Villa
Sea Orchard Retreat
S Kai Blue
Where are the Cayman Islands?
Are the Cayman Islands part of the U.S.?
Do you need a passport for the Cayman Islands?
Are the Cayman Islands safe?
Are there crocodiles in the Cayman Islands?
The best time to visit the Cayman Islands
March and April are the best months to visit the Cayman Islands. It is a warm destination all year round, but this is time when crowd levels begin to drop after the peak winter season. It is also the end of the dry season, making it the ideal time to enjoy some beach days and explore the island in comfortable temperatures.
Food in the Cayman Islands
The Cayman Islands does food really, really well. Fresh seafood, tropical fruits, and tempting cocktails are staples of cuisine across the islands, with dishes inspired by the incredible local landscape. One of the most popular dishes in the Cayman Islands is coconut shrimp. You might have tried it in your local restaurant or pub, but there is nothing like the authentic version, with freshly shaved coconut dusting plump and juicy shrimp fresh from the ocean. Another local seafood delicacy is conch stew. The dish is made of conch, a type of local sea snail with a delicate clam-like flavor, with tomatoes and spices. To wash it down, try the local tipple, the Mudslide cocktail, which was invented in the Cayman Islands. Made with vodka, coffee-flavored liqueur, and Irish cream, it is the prefect way to refresh after a busy day.
Cayman Islands flights
Ferries in the Cayman Islands
Driving in the Cayman Islands
Buses in the Cayman Islands
Things to do
- The bustling capital of the Cayman Islands, George Towns is a city with bags of charm, historic sights, and plenty of unmissable attractions.
- Seven Mile Beach is one of the most beautiful beaches in the Caribbean, with golden sand and crystal-clear waves that lazily lap the shoreline.
Seven Mile Beach
- Stingray City is one the Cayman Island's most famous attractions - a patch of water home to a swirling mass of hundreds of gentle rays.
- Below the waves of the Cayman Islands lies the USS Kittiwake, which, after many years of service was purposefully sunk to create an artificial reef.
Dive the Kittiwake
- This 7.4 km route is an easy hike takes a couple of hours to complete, and passes through landscape with plenty of wildlife spotting opportunities.
The Mastic Trail
- Located near Seven Mile Beach, Camana Bay is a lively and popular town in Grand Cayman with bars, shops, and restaurants along the waterfront.
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Cayman Islands villas with staff
The Cayman Islands offer pure luxury. From glittering, pristine beaches, to crystal-clear waters, and an incredible range of facilities. So why shouldn’t your vacation rental offer the same level of unbridled bliss?
When it comes to our Cayman Islands villas with staff, for some properties you can choose to add on a private chef, a butler, extra housekeeping, a private chauffeur and more. Our incredible Travel Extras service allows you to add private chefs, airport transfers, attractions tickets, and more to your Cayman Island vacation rental.
Other Caribbean destinations
Cayman Islands beachfront villas
The Cayman Islands are renowned across the world for their immaculate beaches and our luxury Cayman Islands beachfront villas are perfect to enjoy them in style with your family and friends. From sunrise to sunset, every hour you will be treated to a glorious new view, whether it’s the milky hues of the moment just before the sun pokes above the horizon, to the firework display of reds, oranges and yellows as the sun settles down for the night, glimmering across the water, why miss a moment of what the scenery can offer on these stunning shorelines? Explore our beachfront villas Cayman Islands, and witness the coastline’s majesty throughout the entirety of your stay.
Discover beachfront villas Cayman Islands
Point of View Grand Cayman
Twin Palms Grand Cayman
On The Rocks
Paradis Sur Mer
Cayman Islands villas by number of bedrooms
Cayman Island villas with private pools
Vacations in the Caribbean are practically begging for a place with a luxurious private pool where you can kick back and relax in the cool water. Our award-winning Cayman Island villas with private pools are a specially curated collection of the most beautiful homes on the islands with private infinity and regular pools.
As well as beautiful spaces for swimming, our Cayman Island villas with pools offer incredible amenities including hot tubs, game rooms, gyms, and private movie theaters.
Explore Cayman Island villas with private pools
Blue Water Villa
Cayman Island condos
Discover the ultimate luxury escape with our exclusive collection of Cayman Island condos at Top Villas. These high-end properties offer a private oasis in one of the Caribbean's most coveted destinations. Immerse yourself in the unparalleled beauty of the Cayman Islands, with pristine beaches, crystal-clear waters, and a plethora of activities to indulge in.
From opulent oceanfront penthouses to spacious beachfront residences, our handpicked selection of condos caters to the most discerning tastes. Enjoy personalized service and top-notch amenities, including private pools, gourmet kitchens, and breathtaking views. Whether you're seeking a romantic getaway, a family vacation, or a group retreat, our Find Cayman Island condos are the epitome of luxury and sophistication.