Cayman Group Villas

Cayman Group Villas


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!


Coconut Walk was designed to maximize views and luxury. You can see the ocean from almost everywhere in the house, ... Coconut Walk Villa at twilight

Coconut Walk

Grand Cayman, Cayman

Beachfront | Pool | AC

Details
Coconut Walk is a gorgeous choice for a group vacation. The villa is modern, elegant, and well-designed for large parties. ... Coconut Walk is an oceanfront estate on Seven Mile Beach

Coconut Walk - Platinum

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 ... Fischer's Reef Villa is located in Rum Point right on the beach

Fischer's Reef - Platinum

Grand Cayman, Cayman

Beachfront | Pool | AC

Details
You'll never lack entertainment here at Fischer's Reef. Have a cornhole tournament by the pool, read in the gazebo, or ... Fischer's Reef Villa is located right on the beach

Fischer's Reef Villa

Grand Cayman, Cayman

Beachfront | Pool | AC

Details
Our Cayman Cottage is pretty impressive. This villa was made for family reunions, with ample space for kids and adults ... Has specials. Our Cayman Cottage sits along a beautiful stretch of beach on the north side of Grand Cayman

Our Cayman Cottage

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 ... Evolution Vill offers it all - right on the beach

Evolution

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 ... The pool and beautiful beach at Kaia Kamina

Kaia Kamina

Grand Cayman, Cayman

Beachfront | Pool | AC

Details
If you love the sea, Cayman Castle and Guesthouse is the place to be. This expansive villa enjoys an oceanfront ... Cayman Castle and Guesthouse are located on Gun Bay in Grand Cayman

Cayman Castle and Guesthouse - Platinum

Grand Cayman, Cayman

Near Beach | Pool

Details
Twin Palms really stands out, and not just for its unique ocean view. The beach is silky soft, has great ... Twin Palms is located near Rum Point on a beautiful stretch of ocean

Twin Palms - Platinum

Grand Cayman, Cayman

Beachfront | Pool | AC

Details
If you want a beachfront villa with private bedrooms, a generous lap pool, and amazing snorkeling, Mora is a great ... Villa Mora is located on a beautiful beachfront in South Sound

Mora - Platinum

Grand Cayman, Cayman

Beachfront | Pool | AC

Details
Our Cayman Cottage is a massive, oceanfront escape perfect for your next Grand Cayman vacation. It’s secluded on the ... Our Cayman cottage is located on the island's East End

Our Cayman Cottage - Platinum

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 ... Has specials. Twin Palms Villa - the namesake beautiful palm trees

Twin Palms Villa

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 ... Has specials. Villa Mora is located beachfront in South Sound

Villa Mora

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 ... Spectacular views, infinity edge pool and oceanfront lounging await at Cayman Castle

Cayman Castle

Grand Cayman, Cayman

Near Beach | Pool

Details
If you want your own private beachfront home with plenty of room for all 17 of your guests, Seascape is for ... Seascape Villa

Seascape Villa

Grand Cayman, Cayman

Beachfront | AC

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

Kempa Kai

Grand Cayman, Cayman

Beachfront | AC

Details
If you’re looking for all the comforts of home with a gorgeous tropical setting, Amarone is the place to ... Amarone Villa is located on South Sound Road with a beautiful stretch of white sand beach

Amarone - Platinum

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 ... Moon Kai is located right on a white sandy beach with in walking distance to Rum Point

Moon Kai - Platinum

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 ... Paradis Sur Mer is located on a quiet residential road in Cayman Kai

Paradis Sur Mer

Grand Cayman, Cayman

Beachfront | Pool | AC

Details
Perched on the coast, Sun Salutations Villa has spacious, modern interiors and stunning views that make it an ideal spot ... The perfect image for Sun Salutations Villa

Sun Salutations Villa

Grand Cayman, Cayman

Beachfront | Pool | AC

Details
Facing the impressive coast of the Caribbean Sea in Rum Point, Moon Kai Villa has six bedrooms that provide you ... Has specials. Moon Kai has a beachfront pool where you can lounge in the Caribbean sun

Moon Kai Villa

Grand Cayman, Cayman

Beachfront | Pool | AC

Details
Tranquility Cove lives up to its name. This beachfront villa sits mere feet from the South Sound, with plenty of ... Tranquility Cove Villa has a luxurious infinity edge pool

Tranquility Cove

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 ... Has specials. An aerial view of Hidden Cove Villa - it is located just adjacent to the Bio-luminescent Bay

Hidden Cove Villa

Grand Cayman, Cayman

Near Beach | Pool

Details
The best thing about this villa is easily the location. It's right on South Sound Beach, which is calm and ... Amarone Villa is a luxurious home on the South Coast

Amarone Villa

Grand Cayman, Cayman

Beachfront | Pool | AC

Details
Point of View is a great villa rental for large groups of travelers who want to be near the beach ... Point of View Villa is located on a picturesque Caribbean beachfront

Point of View Villa

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, ... Has specials. Great Bluff Estates sits along the beautiful northern coast of Grand cayman

Great Bluff Estates

Grand Cayman, Cayman

Beachfront | Pool | AC

Details
If you’re traveling with a large group, Ocean Kai is a great villa! It’s spacious, the bedrooms are ... Ocean Kai Villa is located in Cayman Kai near Rum Point

Ocean Kai - Platinum

Grand Cayman, Cayman

Beachfront | Pool | AC

Details
Great Bluff Estates is a fun, gorgeous place to be on Grand Cayman’s beachfront. There are several levels to ... Great Bluff Estates sits along the beautiful northern coast of Grand cayman

Great Bluff Estates - Platinum

Grand Cayman, Cayman

Beachfront | Pool | AC

Details
Pease Bay House is a luxurious, gorgeous villa that’s totally equipped for your next beachfront vacation. A large part ... Pease Bay House sits along a secluded sandy beach in Bodden Town

Pease Bay House - Platinum

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 ... Lounge poolside on the beach at Pease Bay House

Pease Bay House

Grand Cayman, Cayman

Beachfront | Pool | AC

Details
This is the perfect location to bring the family together. The house is spacious and inviting. There are five bedrooms ... Has specials. The pool and this cabana are located right on the beach at Reef Romance Villa

Reef Romance 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 ... Has specials. Ocean Kai sits directly on the beach near Rum Point

Ocean Kai

Grand Cayman, Cayman

Beachfront | Pool | AC

Details
This beachfront villa in Rum Point has tons of outdoor activities, from volleyball to snorkeling to swimming. For air-conditioned activities, ... Sea Grape Villa sits just on the beach

Sea Grape Villa

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, ... Has specials. Great Escape Villa is very close to the beautiful beach

Great Escape Villa

Grand Cayman, Cayman

Near Beach | Pool

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

In Harmony Villa

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 ... The private pool at Kai Zen is tucked away to the side of the villa

Kai Zen

Grand Cayman, Cayman

Beachfront | Pool | AC

Details
Kai Zen covers my top priorities for a Caribbean villa: gorgeous design and a beachfront location. This villa has up-close-and-personal ... Kia Zen is located right on the beach close to Rum Point

Kai Zen - Platinum

Grand Cayman, Cayman

Beachfront | Pool | AC

Details

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