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!


The perfect villa for a family vacation, with a multi-level terrace, huge rooms, and eight bedrooms spread out over two floors. Fischer's Reef Villa, Cayman villa

Grand Cayman, Cayman

Beachfront | Pool | AC

From
$2100/Nt
Luxury oceanfront property with seven bedrooms, water-sports equipment, and access to Seven Mile Beach. Offers Specials. Coconut Walk, Cayman villa

Grand Cayman, Cayman

Beachfront | Pool | AC

From
$5000/Nt
This villa was made for family vacations, with four levels and ample lounging space. 6 BR rates available Our Cayman Cottage, Cayman villa

Grand Cayman, Cayman

Beachfront | Pool | AC

From
$1200/Nt
Open, chic beachfront villa with a family-friendly design. Offers Specials. Evolution, Cayman villa

Grand Cayman, Cayman

Beachfront | Pool | AC

From
$2300/Nt
This villa was designed to maximize privacy and relaxation, with three levels of suites and a separate apartment. Offers Specials. Tatenda, Cayman villa

Grand Cayman, Cayman

Beachfront | Pool | AC

From
$2300/Nt
Beautiful, well-designed villa with amazing outdoor space. Offers Specials. Kaia Kamina, Cayman villa

Grand Cayman, Cayman

Beachfront | Pool | AC

From
$3100/Nt
Beachfront villa great for families and groups, with entertainment for kids and adults alike. Coral Reef Villa, Cayman villa

Grand Cayman, Cayman

Beachfront | Pool | AC

From
$2860/Nt
Six bedroom oceanfront property with a protective coral reef Offers Specials. 6 BR rates available Twin Palms Villa, Cayman villa

Grand Cayman, Cayman

Beachfront | Pool | AC

From
$1500/Nt
18-guest villa with oceanfront privacy, 75-foot pool, and space for everyone. Offers Specials. 5 & 6 BR rates available Villa Mora, Cayman villa

Grand Cayman, Cayman

Beachfront | Pool | AC

From
$1600/Nt
Oceanfront villa with private beach access, total seclusion, and unique architecture. Cayman Castle, Cayman villa

Grand Cayman, Cayman

Beachfront | Pool | AC

From
$1750/Nt
Breathtaking ocean view from the pool, with private secluded beach just steps away Offers Specials. 5 & 6 BR rates available Crystal Blue Villa, Cayman villa

Grand Cayman, Cayman

Pool

From
$950/Nt
Fully-equipped large group villa with several family-friendly suites and lots of outdoor space. Offers Specials. Oceanus, Cayman villa

Grand Cayman, Cayman

Beachfront | Pool | AC

From
$2300/Nt
Family-friendly villa with a bunk room, huge Great Room, outdoor amenities, and an ideal location in Rum Point. Offers Specials. Sun Salutations Villa, Cayman villa

Grand Cayman, Cayman

Beachfront | Pool | AC

From
$2700/Nt
Six-bedroom seaside villa with private courtyard and large entertainment area Offers Specials. 5 BR rates available Moon Kai Villa, Cayman villa

Grand Cayman, Cayman

Beachfront | Pool | AC

From
$2225/Nt
Grand and spacious ocean front property with some of the best snorkeling on the island 4 & 5 BR rates available Far Tortuga Villa, Cayman villa

Grand Cayman, Cayman

Beachfront | Pool | AC

From
$845/Nt
A private Grand Cayman estate with tranquil design and a Master Suite that feels like a spa. Offers Specials. Tranquility Cove, Cayman villa

Grand Cayman, Cayman

Beachfront | Pool | AC

From
$2300/Nt
Fully air-conditioned villa right on the water, with kayaks and bicycles to take to Rum Point Beach. 4 BR rates available Hidden Cove Villa, Cayman villa

Grand Cayman, Cayman

Near Beach | Pool

From
$700/Nt
Two story, beachfront villa with spacious rooms and a large balcony. 4 & 5 BR rates available Amarone Villa, Cayman villa

Grand Cayman, Cayman

Beachfront | Pool | AC

From
$1550/Nt
South Sound Beach villa with five star amenities and no shortage of entertainment. Offers Specials. Point of View Villa, Cayman villa

Grand Cayman, Cayman

Beachfront | Pool | AC

From
$2700/Nt
Gated two-story estate with three levels of outdoor space and chic amenities. Great Bluff Estates, Cayman villa

Grand Cayman, Cayman

Beachfront | Pool | AC

From
$1425/Nt
5 bedroom secluded villa with pool, hot tub and room to breathe 4 BR rates available Ecstasea Villa, Cayman villa

Grand Cayman, Cayman

Beachfront | Pool | AC

From
$850/Nt
Relax in this villa's infinity pool, beach cabana and hammock and enjoy the close proximity to George Town Offers Specials. Pease Bay House, Cayman villa

Grand Cayman, Cayman

Beachfront | Pool | AC

From
$1950/Nt
Beachfront island home with plenty of room for family getaways 4 BR rates available Reef Romance Villa, Cayman villa

Grand Cayman, Cayman

Beachfront | Pool | AC

From
$950/Nt
Spacious, minimalistic beachfront villa with a loft for kids and a central living area. 4 BR rates available Ocean Kai, Cayman villa

Grand Cayman, Cayman

Beachfront | Pool | AC

From
$1200/Nt
Fully air-conditioned villa with tons of outdoor activities and a beach in the backyard. Sea Grape Villa, Cayman villa

Grand Cayman, Cayman

Beachfront | Pool | AC

From
$700/Nt
Spacious, beachfront villa with a boat dock and spacious floor plans. Faroway Villa, Cayman villa

Grand Cayman, Cayman

Beachfront | Pool | AC

From
$1200/Nt
Super private beachfront villa with water sports, a home theater, and ocean views. Offers Specials. Stepping Stone, Cayman villa

Grand Cayman, Cayman

Beachfront | Pool | AC

From
$2300/Nt
Kayaks, hammocks, screened porches, and a boat dock makes this fully air-conditioned villa perfect for sun-lovers. 3 BR rates available Great Escape Villa, Cayman villa

Grand Cayman, Cayman

Beachfront | Pool | AC

From
$750/Nt
Family-friendly villa with a bunk room for kids, kayaks, and a great location between Rum Point and Seven Mile Beach. Offers Specials. Present Moment Villa, Cayman villa

Grand Cayman, Cayman

Beachfront | Pool | AC

From
$1100/Nt
Beachfront villa with its own strip of sand, an oceanfront pool, and lots of windows. Offers Specials. In Harmony Villa, Cayman villa

Grand Cayman, Cayman

Beachfront | Pool | AC

From
$1100/Nt
Oceanfront villa near snorkeling reefs, Seven Mile Beach, and marine life. Offers Specials. Serenity Now Villa, Cayman villa

Grand Cayman, Cayman

Beachfront | Pool | AC

From
$1100/Nt
Private villa within a resort neighborhood with a private beach and walking distance to yacht clubs. Offers Specials. Kai Zen, Cayman villa

Grand Cayman, Cayman

Beachfront | Pool | AC

From
$750/Nt
Traditional Caribbean villa with full air-conditioning and a home theater. Offers Specials. Casuarina Cove, Cayman villa

Grand Cayman, Cayman

Beachfront | AC

From
$550/Nt