Luxury Cayman Islands Vacation Rentals

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Cayman Islands Luxury Vacation Rentals

Guide to Luxury Villa Rentals in the Cayman Islands

The Cayman Islands embody everything one seeks from a Caribbean vacation, with a sprinkle of something more. White sand beaches, crystal-clear waters, and charming towns bring unmatched tranquility and there is a unique adventurous side that comes in the way of lush rainforests, world-renowned scuba diving, and a lively nightlife.

On the Cayman Islands, it is true that it’s easy to do it all or do nothing at all!

Each of the three Cayman Islands offers its own advantages. The Grand Cayman is sophisticated and cosmopolitan while the two sister islands (Cayman Brac and Little Cayman) are an adventurer’s paradise.

Grand Cayman is the most developed island with an array of luxury rental villas and as such attracts the majority of the 2.5 million tourists that visit every year. From affordable apartments to beachfront condos, a variety of rentals can be found on Grand Cayman, though the islands are, of course, known for their sprawling villas and infinity pools. 

They're also known for their breathtaking Caribbean beaches, including the world-famous Seven Mile Beach on Grand Cayman. Like any good Caribbean destination, the Caymans also feature a variety of water sports, boat rentals, surfing, and fishing, as well as enough fresh seafood to satisfy anyone.

Weather in the Cayman Islands

As with most Caribbean islands, winter is the busy season in the Cayman Islands, with tourists wanting to avoid the typically rainy season that runs from late May to November. 

Warm temperatures are guaranteed with fluctuations of no more than ten-degrees Fahrenheit throughout the entire year - highs of 90°F in August and lows of 82°F in January. However, the December - May period offers tourists a drier and less humid climate with cooling winds, perfect for hanging out at the beach. 

For those wanting to avoid the busy winter season, the Cayman Islands enjoy clear skies and sultry temperatures in springtime too. Every chance of sunshine no matter the season you choose to come thanks to a westerly location that escapes most of the unpredictable summer Caribbean weather.

Beaches in the Cayman Islands

The beaches of the Cayman Islands are among the best in the world whether you prefer the good diving spots that surround Little Cayman, the rocky shores of Cayman Brac or the crystal clear waters of Grand Caymans’ Seven Mile Beach, known to be the most stunning beach in the Caribbean. 

Unspoiled and unhurried, the quiet Grand Cayman's two "Sister Islands," Cayman Brac and Little Cayman, are about 90 miles north-east of Grand Cayman and are ideal for nature lovers wanting to explore this beautiful land or for visitors that just want to relax and enjoy nature and a tranquil setting.

Grand Cayman is known for its powdery white sand beaches and is also renowned for its world-class diving, it offers a great experience for all levels of divers. The waters are refreshing and crystal clear, like nature’s private hot tub. What makes it the most famous place to dive in the world? The exceptional beauty, crystal clear waters and an amazing selection of close-by sites to dive- there’s one for every day of the year if you wish to extend your stay in one of our Cayman Villas! There is a whole different world to discover underwater in Cayman…no wonder divers travel from all corners of the earth to get a glimpse of the world’s most premier diving locations.

Beachfront villas 

The Cayman Islands features some of the best beachfront villas and luxury oceanfront properties in the Caribbean. Here are just some of the beachfront villas available in the Cayman Islands. 

Coconut Walk is a luxurious villa directly on the famous Seven Mile Beach. Spend your days on the exclusive soft white sand or lounging around your very own pool and veranda with breathtaking views.

The Penthouse at the Kimpton Seafire Residences has elevated ceilings and towering views 100 feet above Seven Mile Beach. Take in rooftop terrace views or take advantage of the resort’s pristine beach. 

Kaia Kamina is a remarkable West Indies-style resort near Rum Point. Explore your private beach with gentle waters perfect for water sports and soak in the views from your beachfront infinity pool. 

How do I get around in the Cayman Islands?

It’s likely that you’ll want to get out and explore everything the Cayman Islands has to offer during your visit. Thankfully, there are plenty of transportation options that make getting from A to B easy.

The best option for exploring the island at your own speed is by rental car. This allows you to stop-off where you choose and stay for as long as you like. Reasonably priced taxi services are a commodity and if you want to get a taste of local life, bus services run daily from 6 am to midnight. 

Drinks & Food in the Cayman Islands

Your taste buds are in safe hands with a trip to the Cayman Islands. Known as the Culinary Capital of the Caribbean, you will be delighted to find a diverse range of food and drink delights throughout the three islands. 

Unsurprisingly, seafood is a staple. Unique to the Cayman Islands are turtle and conch but tuna, eel, and mackerel are all frequently found on menus, too. There is also a nod to traditional Caribbean fare with jerk chicken readily available almost everywhere. 

With over 200 restaurants to choose from, there is something for every type of diner in the Cayman Islands. 

Best Restaurants in the Cayman Islands

Where to Stay in the Cayman Islands?

A splash of luxury is a given on the Cayman Islands and there is no shortage of top locations for travelers to choose from. This makes finding a stunning Cayman Islands villa rental an easy task. 

Although just 35km long, there are plenty of different destinations on Grand Cayman for tourists to choose from. Each of these destinations has different traits to best match with the purpose of your visit and your tastes.

Most Popular Destinations in the Cayman Islands

The exclusive Seven Mile Beach is undoubtedly one of the most popular areas for travelers to stay in. The area offers travelers access to the best beach on the island and luxurious villas.

Elsewhere, Rum Point is a lovely area in the north with a laid back vibe. There are many picturesque villas here that enjoy some of the best sunsets.

If you are looking to enjoy a remote setting, the North Side and East End are the most tranquil locations with villas in both areas offering complete solitude. Diving and snorkeling in these areas are also considered the best on the island.

George Town is the island’s capital city and is a quaint area home to many of the island’s biggest attractions. By opting for a villa rental here, you are also close to a range of shopping, dining and nightlife options. 

Looking for a Cayman Islands travel experience without the stress of organizing it? Our personalized luxury travel concierge service creates tailor-made vacations with all the big and little things planned entirely for you. 

Best Things To Do in the Cayman Islands

Finding things to do in the Cayman Islands isn’t a difficult task. Of course, some travelers will want no more than to relax on the famous Seven Mile Beach. While this in itself is a worthy place to base yourself, there is so much more to see and do on the islands

Cayman Turtle Center is a wonderful place to get up close with a range of turtle species. The center’s mission is research and conservation but there is plenty to keep you entertained with a swimmable lagoon, feeding areas, and more. 

The Cayman Islands are renowned for having some of the best scuba diving locations in the Caribbean. There are 365 dive sites on the islands - one for every day of the year! A destination popular for spotting stingray and rare fish, the Cayman Islands also has some superb wreck dives and vibrant reefs. 

For the shoppers, George Town is a duty-free haven with dozens of retailers selling luxury jewelry, electronics, clothing, perfumes and plenty more. 

Elsewhere on the islands there are golf courses, water sports, bird watching, and hiking.

Nightlife in the Cayman Islands

The bar scene is lively and there is a rich mixture of touristy bars and hidden gems where you can mix it with the locals. Kaibo, Bar Crudo, Premier Brew and KARoo are some spots you must check out. 

The nightclub scene isn’t extensive on the Cayman Islands but there are still plenty of late-night spots where you can expect a fun time with DJs and live bands. Some of the top late-night spots include O Bar, The Lodge, Royal Palms Beach Club and Silver Palm Lounge.

Points of Interest & Landmarks to Explore in the Cayman Islands
Quick Facts


The Cayman Islands dollar is the official currency, although US dollars are accepted almost everywhere.


Owen Roberts International Airport serves Grand Cayman, Charles Kirkconnell International Airport serves Cayman Brac, and Edward Bodden Airfield serves Little Cayman.


At large restaurants and bars, a tip is often included in the bill. This can be anywhere between 10-15%. When it is not included, tip at your discretion what you feel the service warrants - typically between 10-15%. Taxi drivers also expect a similar tip amount. 

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