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Cayman Large Groups Villa Collection

Cayman Large Groups Villa Collection


Vacation rentals that are large enough to accommodate a group are often hard to come by and renting multiple hotel rooms can break the bank. WhereToStay.com has searched all over the Caribbean to bring you a collection of villas large enough to accommodate groups on their Caribbean vacations. Unlike a hotel, villa rentals provide one cost for the entire home giving everyone their own space while still enjoying various amenities such as a private pool, chef services and housekeeping. Go on, take a look, the perfect villa for your group vacation is sure to be here!


Indulge in the ultimate beachfront escape at the luxurious Timeless Paradise Villa. With breathtaking views, an infinity pool, and 11 bedrooms, this one-of-a-kind property is perfect for large groups and families. ...
Timeless Paradise Villa in Rum Point

Rum Point, Cayman

Beachfront | Pool | AC

Details
Rip Kai is a magnificent, oceanfront estate perfect for your next Grand Cayman vacation. It's prepared to handle families celebrating milestone events with luxury and privacy, or your next unforgettable ...
Rip Kai Villa in Rum Point

Grand Cayman, Cayman

Beachfront | Pool | AC

Details
Sea Orchard Retreat is a great choice for weddings, groups, or family vacations. Located a short drive from Seven Mile Beach, and a short walk from Barkers Beach, guests will ...
Sea Orchard Retreat is a gated oceanfront boutique of cottages on the northern coast of Grand Cayman

Grand Cayman, Cayman

AC

Details
Coconut Walk is a gorgeous choice for a group vacation. The villa is modern, elegant, and well-designed for large parties. Most of the bedrooms are on the upper level, but ...
Coconut Walk is an oceanfront estate on Seven Mile Beach

Grand Cayman, Cayman

Beachfront | Pool | AC

Details
Fischer’s Reef is a great beachfront villa for large groups. There are four king suites, three queen suites, and a bunk room, so families can enjoy plenty of privacy ...
Fischer's Reef Villa is located in Rum Point right on the beach

Grand Cayman, Cayman

Beachfront | Pool | AC

Details
Bella Rocca in Cayman is the epitome of luxury. Perfect for large groups, it's even ideal for weddings. But what I really love about this villa is the sheer beauty ...
Bella Rocca villa in Cayman

Grand Cayman, Cayman

Pool | AC

Details
Our Cayman Cottage is pretty impressive. This villa was made for family reunions, with ample space for kids and adults to spread out and let loose. I love how the ...
Our Cayman Cottage sits along a beautiful stretch of beach on the north side of Grand Cayman
Specials.

Grand Cayman, Cayman

Beachfront | Pool | AC

Details
Evolution is going to revolutionize your next family vacation. Not only is there a specific children's bedroom, but there's also games and activities throughout the house that kids will love. ...
Evolution Vill offers it all - right on the beach

Grand Cayman, Cayman

Beachfront | Pool | AC

Details
This luxury villa is absolutely beautiful and has plenty of room for any group. The outdoor space is amazing, with water sports equipment, an outdoor kitchen, and beach access. There’...
The pool and beautiful beach at Kaia Kamina

Grand Cayman, Cayman

Beachfront | Pool | AC

Details
Kempa Kai is luxurious, gorgeous, and unforgettable. Its modern design is both beautiful and practical, while the exterior is packed for fun and relaxation. The beach is steps away, and ...
Kempa Kai villa is located on a nature preserve near Rum Point

Kempa Kai

7 7

Grand Cayman, Cayman

Beachfront | AC

Details
If you love the sea, Cayman Castle and Guesthouse is the place to be. This expansive villa enjoys an oceanfront location on Gun Bay near snorkeling reefs, the Wreck of ...
Cayman Castle is located on incredible beach frontage on Gun Bay

Grand Cayman, Cayman

Near Beach | Pool | AC

Details
If you want a beachfront villa with private bedrooms, a generous lap pool, and amazing snorkeling, Mora is a great choice. There are seven bedrooms spread between the two-story main ...
Villa Mora is located on a beautiful beachfront in South Sound

Mora

7 7

Grand Cayman, Cayman

Beachfront | Pool | AC

Details
This is a fantastic property for large families or groups that are working within a budget. There is plenty of space in this six/seven bedroom home for all to ...
Twin Palms is located near Rum Point on a beautiful stretch of ocean

Grand Cayman, Cayman

Beachfront | Pool | AC

Details
Villa Mora balances luxury, access, and spaciousness. With 8,000 square feet and beachfront access, everyone in your party will have plenty of room to spread out and relax. In addition to ...
Villa Mora is located beachfront in South Sound

Villa Mora

7 7+

Grand Cayman, Cayman

Beachfront | Pool | AC

Details
Cayman Castle has plenty of opportunity for fun! It has access to a beach, tons of room outside to take in the view, and is close to some of the ...
Cayman Castle is located on incredible beach frontage on Gun Bay

Grand Cayman, Cayman

Near Beach | Pool | AC

Details
If you want your own private beachfront home with plenty of room for all 20 of your guests, Seascape is for you. A large wall of windows on every floor allows ...
Seascape is located on Seven Mile Beach

Grand Cayman, Cayman

Beachfront | Pool | AC

Details
Moon Kai is a great family vacation villa on a barefoot beach in Cayman Kai. The villa is designed for comfort, from the soft sand and calm water to the ...
Moon Kai is located right on a white sandy beach with in walking distance to Rum Point

Grand Cayman, Cayman

Beachfront | Pool | AC

Details
Paradis Sur Mer is an inarguably beautiful villa, but the real advantage is its beachfront location. The beach has sugar soft sand, barefoot entry into shallow water, and a sandbar 100 ...
Paradis Sur Mer is located on a quiet residential road in Cayman Kai

Grand Cayman, Cayman

Beachfront | Pool | AC

Details
This rental property combines two villas into a supersized vacation home. Casa Luna is great for travelers who want the privacy of a villa without losing resort amenities and vacationers ...
Casa Luna

Casa Luna

6 6+

Grand Cayman, Cayman

Beachfront | AC | Resort Villa

Details
Perched on the coast, Sun Salutations Villa has spacious, modern interiors and stunning views that make it an ideal spot for your next vacation getaway. This villa's large Great Room ...
The perfect image for Sun Salutations Villa

Grand Cayman, Cayman

Beachfront | Pool | AC

Details
This villa has a great open floor plan and sits on picturesque Cayman Kai. The high ceilings, minimal design, and walls of glass windows bring the sea in, and the ...
Ocean Kai sits directly on the beach near Rum Point

Ocean Kai

6 5

Grand Cayman, Cayman

Beachfront | Pool | AC

Details
Hidden Cove is perfect if you love being on the water and want a bit of privacy. It's near great snorkeling reefs, the bioluminescent bay, and Rum Point Beach, so ...
Hidden Cove is located in Cayman Kai neighborhood
Specials.

Grand Cayman, Cayman

Near Beach | Pool | AC

Details
Point of View is a great villa rental for large groups of travelers who want to be near the beach without sacrificing comfort. There's too many notable features to list, ...
Point of View Villa is located on a picturesque Caribbean beachfront
Specials.

Grand Cayman, Cayman

Beachfront | Pool | AC

Details
Great Bluff Estate is perfect for groups who want privacy and space. It's fully gated, and sits on the quiet, residential East End. The beach is practically deserted, and there's ...
Great Bluff Estates sits along the beautiful northern coast of Grand cayman
Specials.

Grand Cayman, Cayman

Beachfront | Pool | AC

Details
Peace Bay House is perfect for several families or a group with its ample square footage and many amenities to indulge in. An infinity pool and large deck that overlooks ...
Pease Bay House in Cayman

Grand Cayman, Cayman

Beachfront | Pool | AC

Details
Great Escape is a great villa rental for a family vacation or special event. Everyone will have plenty of space, between the guest cottage and three bedrooms on opposite sides ...
Great Escape Villa is located on the Rum Point end of the island with a beautiful stretch of beach
Specials.

Grand Cayman, Cayman

Near Beach | Pool | AC

Details
In Harmony is a charming beachfront villa that would be perfect for your next family vacation. It has a private beach just beyond the deck with a rocky shoreline that ...
An aerial view of in Harmony Villa located directly on the beach

Grand Cayman, Cayman

Beachfront | Pool | AC

Details
This villa has an amazing private beach that's perfectly set up for parties and al fresco feasts. The bedrooms are spread out throughout the two levels, which gives everyone plenty ...
Kai Zen is located in the private Cayman Kai resort neighborhood within Rum Point

Kai Zen

3 3+

Grand Cayman, Cayman

Beachfront | Pool | AC

Details

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