Cayman Villas & Vacation 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. Based on our in-depth knowledge of the Cayman Islands, and our attention to excellence, we will assist you in choosing the very best Cayman Villas & vacation accommodations to meet your specific requirements.

The Cayman Islands are a territory of the United Kingdom in the Caribbean Sea. They comprise of the islands of Grand Cayman, Little Cayman, and Cayman Brac, which are located about 180 miles (290 km) northwest of Jamaica. The islands are the peaks of a submarine mountain range that extends northeastward from Belize to Cuba. 

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 flat, though Cayman Brac has a rising 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 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 meters) 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).  

A rental experience at our private Cayman villas will be like no other on Grand Cayman. When you arrive a driver will meet and greet you at the airport before transporting you in a large passenger van to your Cayman villa. 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 we can provide as an option to our guests.

Latest Properties

Rum Point Resort
Kimpton Seafire Bungalows
Cayman Villas

Beachfront Condos

Rum Point Resort

Beachfront Rentals

Kimpton Seafire Bungalows

Luxury Beachfront Rentals

Cayman Villas

Cayman Villas & Luxury Vacation Rentals

White catamaran yacht at anchor on clear azure water surface in calm blue lagoon. Unrecognizable

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? And no, we’re not talking about lounging at the pool.  To name a few, there is fishing, golf, and dirt-bike riding.   

We offer 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 are no shortage of outdoor activities for the whole family. this include chartering a yacht, beach horseback riding, snorkeling, scuba diving,  swimming with dolphins, kids clubs, and more. In addition to nonstop family fun, our team has vetted and trusted baby sitters,  to ensure peace of mind so that the adults can have their own special adult time away from the children. We will provide for you to have your own personal concierge to arrange the best activities to meet your travel needs.   

Why Us

Why You Should
Choose Us

We strive to provide an exceptional experience at our Grand Cayman beach rentals,
by employing experienced local professionals in order to deliver world class service to your family.


Experiences You Won’t Find Anywhere Else.

We’re responsive, friendly, accessible and happy to help! We’re here to share the real Cayman Islands with you.

Quality Room

Enjoy the beautiful ocean views from the front deck or the sunset and savannah views from the side and back decks.

Private Beach

Escape the hotel crowds and tuck into a quiet beachfront villa that has everything you need and nothing you don’t.

Best Accommodation

Enjoy the open concept living and dining area where you can host an intimate dinner, get cozy in the living area to curl up and read your favorite book or watch a movie on the large flat screen TV.

Wellness & Spa

Treat yourself to some well-deserved rest and relaxation. Whether you’re looking for a private in-villa massage, a luxurious facial treatment, a manicure, or anything else in-between, Cayman is brimming with serene spas and talented practitioners.

Restaurants & Bars

The best way to savor your vacation? Through Cayman’s culinary delights, of course. An annual food and drink event loved by locals and travelers, Taste of Cayman brings together some of the island's most intriguing flavors.

Special Offers

Indulge in gourmet delicacies at any time of the day with your own private chef. Whether you’re looking to create the perfect evening for two or to enjoy daily menus from your villa, our private chef services are a wonderful add-on.

Our Properties

Grand Cayman Villas & Vacation Rentals

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What Our Clients Say