cayman villa rentals

Retreats Luxury Oceanfront Rentals has over 10 years of experience arranging perfect Grand Cayman Villas & Island Luxury Vacations, With Us, you will receive friendly, professional and personalized boutique service, which leverages our in-depth knowledge of the Cayman Islands. Our attention to excellence assists you in choosing the very best Cayman Villas & vacation accommodation to meet your specific requirements.

Grand Cayman 

Cayman Villas & Vacation Rentals

woman at spa resort by the swimming pool.

Cayman Islands, island group and overseas territory of the United Kingdom in the Caribbean Sea, comprising the islands of Grand Cayman, Little Cayman, and Cayman Brac, situated about 180 miles (290 km) northwest of Jamaica. The islands are the outcroppings of a submarine mountain range that extends northeastward from Belize to Cuba. The capital is George Town, on Grand Cayman.A private Grand Cayman villa rental is an excellent value over condo and hotel resorts for those seeking more space, home-like amenities, and privacy.

The islands are generally low-lying, though Cayman Brac has a central bluff that constitutes 90 percent of its landmass. The coasts are ironshore (limestone fringes with numerous marine fossils) interspersed with sandy beaches and enclosed by coral reefs. Grand Cayman is the largest and most populous island, about 22 miles (35 km) long and 8 miles (13 km) across at its widest, with a total area of 76 square miles (197 square km). It has a 36-square-mile (93-square-km) sound that is a breeding ground for much marine life. Cayman Brac, about 89 miles (143 km) northeast of Grand Cayman, is the next largest island; it is about 12 miles (19 km) long, averages about 1 mile (1.6 km) in width, and has the highest elevation of the group, rising to 140 feet (42 metres) above sea level. Its total area is 14 square miles (36 square km). The smallest of the islands, Little Cayman, lies 5 miles (8 km) west of Cayman Brac; it is 10 miles (16 km) long and has a maximum width of 2 miles (3 km) and a total area of 10 square miles (26 square km). There are no rivers.

A rental experience at our private Cayman villas will be like no other on Grand Cayman. A driver will meet and greet you at the airport before transporting you to your Cayman villa in a large passenger van that will easily hold all of your luggage. Our company also has a relationship with a number of rental car companies to coordinate the delivery of your rental vehicles to the Cayman Home Rental in advance of your arrival. Pre-stocking the villa with groceries and beverages is also a popular choice by our guests.


Fully immerse yourself in the spectacular location of Rum Point, world-famous for its crystal clear waters and powder-white beaches. Welcome to Paradis Sur Mer!The vacation experience for our Platinum Luxury Collection begins with an airport greeting by a professional driver and a 28-seat mini-coach (7-day min. stay required). Our on-island guest services team can coordinate with your rental car company for delivery of your rental vehicles to the villa in advance. Pre-stocking the villa with groceries and beverages is also a popular add-on service by our guests, along with coordinating cook or chef services for a few nights. Drive through hand-crafted gates to a private courtyard with two double garages and parking for 6-8 large vehicles. Above each garage are bespoke guest apartments, one directly attached to the villa and the other with a private exterior entrance. Hand-carved, double-french doors lead you into the vaulted foyer and palatial living space with floor-to-ceiling windows and doors, showcasing gorgeous panoramic ocean views over the private pool deck and barefoot beach. A private 18-person heated spa, under a roofed cabana, is perfect for after sunset. Pool deck elevation and heavy landscaping provide privacy from neighbors, beach walkers, as well as boaters.



The villa comprises of 6-bedrooms and 6.5-bathrooms that can accommodate multiple families, of up to 16. Fall asleep to the sound of crashing waves in the oceanfront master suite. The second master suite offers pool and sea views, and a marble and crystal bathtub. Kids can enjoy sleepovers in the 6-person bunk room, and all rooms also have their own en-suite bathroom.

Everything is this villa has been designed to emphasize the astounding natural beauty that surrounds it. Expansive windows and doors overlook the extra-length infinity pool, and pristine private beach. The outdoor area with its 2 hot tubs, fire features, outdoor kitchen and private dock and cabana will entice you outside from sunrise to sunset.


Welcome to Evolution, an oceanfront paradise with picture-perfect panoramic views of Grand Cayman’s south coast.

Located mid-island, our guests are only 20-25 minutes away from the airport and Seven Mile Beach, the same distance to Rum Point, and 20 minutes to the best kite-boarding, wind-surfing, and scuba diving in East End.

Evolution was specifically designed to offer seven large bedroom suites and a massive vaulted great room, all on one floor and each with direct oceanfront views with walk-out access to the pool and spa. This is a great entertaining villa for hosting a large group.

There is only one way to design such a villa… so Evolution is quite wide at 165+ feet. Evolution is situated on over 250′ of sandy beach, adjacent to Bodden Town’s cemetery beach.


Discover unparalleled Carribean grandeur and indulge in luxurious island living at this exclusive vacation villa, nestled in the prestigious Rum Point neighborhood. This beachfront paradise is more than just a home—it’s an experience you won’t soon forget. Welcome to Timeless Paradise.

This newly constructed, 3-story ocean estate stands 18 feet above sea level and spans an astounding 15,000 square feet. All 11 bedrooms and 13 bathrooms were meticulously designed with lavish fixtures and designer furnishings.

Upon entering through the grand entryway, you’ll be greeted with elevated panoramic ocean views that will leave you breathless. The villa’s open floor plan, punctuated with eleven-foot ceilings and a stunning blue granite accent wall, offers seamless flow from the kitchen, dining, and living areas.

Cayman Villas & Luxury Vacation Rentals
Beach Villas

Experience Why So Many Families Choose a Grand Cayman Family Vacation

Did you know Grand Cayman Island has a lot more to offer than bars, beaches, and nightclubs? There is even more than fishing, golf, and dirt-bike riding. And no, we’re not talking about lounging at the pool. While some people think Cayman is simply ‘Spring Break Central,’ it is actually so much more than that. There are around 1 million tourists that visit Grand Cayman island And the Caribbean each year and that number continues to grow.

There is an array of luxury, Grand Cayman Beach family vacation villas, and resorts to choose from with amenities like private pools, open floor plans, kid-friendly toys, and more. There is no shortage of outdoor activities for the whole family: charter a yacht, beach horseback riding, snorkeling, swim with dolphins, kids clubs, and more. In addition to nonstop fun, our team has procured access to trusted baby sitters, baby gear rentals, and services to ensure you are able to spend the most time possible with your family. Soak up your kids/grandkids formative years, head to Cayman Island, and have your personal concierge arrange some of the best activities.

Once you determine that Grand Cayman Island is the best location for your vacation, you’ll soon discover why Retreats Luxury Oceanfront Rentals is the best selection to manage your trip. As a result, we can help you find the right luxury Cayman villa rental with your preferred amenities, from a full kitchen with chef meals to easy and secure nightlife access.

Grand Cayman Island And Caribbean have been published in global editorials, such as Forbes, Robb Report and Conde Nast’s Annual Featured Travel section. In addition, Retreats Luxury Oceanfront Rentals has had the honor of being featured in several distinguished publications, many of which our guests recognize.

why us

why you should
Choose us

We strive to provide an exceptional experience at our Grand Cayman beach rentals, by employing the very best professionals in order to deliver world class service to completely delight and satisfy every guest, every time!!!

Best Hospitality

Yes! You really get more than what you pay for...Relax and Reconnect. Best luxury oceanfront properties in Cayman Island

Quality Food

Enjoy the best international food right in your luxury property. Think of all the extra time you will save by hiring a Personal Chef.

Family Friendly

Our Cayman Oceanfront Villas and Luxury Vacation Rentals are 100% family friendly, como and enjoy the best vacations.

Private Pools

All of our Cayman Oceanfront Villas and vacation rentals offer private pools, enjoy the main pool right on the beach.

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