Cayman Family Villas

Cayman Family Villas


The Caribbean is a great destination choice for families or multiple families traveling together. With a private kitchen and enough space for everyone, a Caribbean villa rental can be the most economical accommodation choice. Whether you are seeking a beachfront villa, a private island or a hillside villa with an amazing view, our favorite family villas section provides some of the best villas in the Caribbean for your family vacation.


Luxury oceanfront property with seven bedrooms, water-sports equipment, and access to Seven Mile Beach. Has specials. Coconut Walk Villa at twilight

Grand Cayman, Cayman

Beachfront | Pool | AC

from $4000/Nt
Up to 18 guests can stay at this family-friendly home along the rocky Cayman coastline. Has specials. Southern Ayr is located on the southeastern coast

Grand Cayman, Cayman

Beachfront | AC

from $950/Nt
Oceanfront villa with outdoor amenities, spacious design, and wedding capability. Has specials. Villa Del Mare is in an ideal oceanfront location near Rum Point

Grand Cayman, Cayman

Beachfront | Pool | AC

from $2500/Nt
Deluxe villa with a secluded beach on one side and restaurants and activities on the other. 7 BR rate available.
Has specials.
Kaiku Villa beach front

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1850/Nt
The perfect villa for a family vacation, with a multi-level terrace, huge rooms, and eight bedrooms spread out over two floors. Has specials. Fischer's Reef Villa is located right on the beach

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1950/Nt
This villa was made for family vacations, with four levels and ample lounging space. Has specials. Our Cayman Cottage sits along a beautiful stretch of  beach on the north side of Grand Cayman

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1195/Nt
Open, chic beachfront villa with a family-friendly design. Has specials. Evolution Vill offers it all - right on the beach

Grand Cayman, Cayman

Beachfront | Pool | AC

from $2139/Nt
This villa was designed to maximize privacy and relaxation, with three levels of suites and a separate apartment. Has specials. Tatenda Villa is a beautiful beach front home just along South Sound

Grand Cayman, Cayman

Beachfront | Pool | AC

from $2139/Nt
Beautiful, well-designed villa with amazing outdoor space. Has specials. The pool and beautiful beach at Kaia Kamina

Grand Cayman, Cayman

Beachfront | Pool | AC

from $2859/Nt
Six bedroom oceanfront property with a protective coral reef Has specials. Twin Palms Villa - the namesake beautiful palm trees

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1250/Nt
18-guest villa with oceanfront privacy, 75-foot pool, and space for everyone. Has specials. Villa Mora is located beachfront in South Sound

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1650/Nt
Oceanfront villa with private beach access, total seclusion, and unique architecture. Has specials. Spectacular views, infinity edge pool and oceanfront lounging await at Cayman Castle

Grand Cayman, Cayman

Near Beach | Pool

from $1295/Nt
Oceanfront villa right on Seven Mile Beach, with accommodations for 17 guests. Seascape Villa

Grand Cayman, Cayman

Beachfront | AC

from $2500/Nt
Family-friendly villa with a semi-private beach nearby. Has specials. On the Rocks Villa is located in the Beach Bay community

Grand Cayman, Cayman

Near Beach | Pool

from $950/Nt
Fully-equipped large group villa with several family-friendly suites and lots of outdoor space. Has specials. Beachfront pool at Oceanus Villa

Grand Cayman, Cayman

Beachfront | Pool | AC

from $2139/Nt
Beachfront barefoot luxury for any couples' getaway. Has specials. Kempa Kai Villa is just steps away from Starfish Point

Grand Cayman, Cayman

Beachfront | AC

from $2859/Nt
Beachfront villa with private pool that our readers rave about Has specials. Enjoy endless views of the ocean from Calypso Blue Villa

Grand Cayman, Cayman

Beachfront | Pool | AC

from $695/Nt
Family-friendly villa with a bunk room, huge Great Room, outdoor amenities, and an ideal location in Rum Point. Has specials. The perfect image for Sun Salutations Villa

Grand Cayman, Cayman

Beachfront | Pool | AC

from $2499/Nt
Let everyone enjoy an oceanfront experience at this bright and cheery villa. Has specials. Coconut Beach villa is right on the Beach near Rum Point

Grand Cayman, Cayman

Beachfront | Pool | AC

from $745/Nt
Six-bedroom seaside villa with private courtyard and large entertainment area Has specials. Moon Kai has a beachfront pool where you can lounge in the Caribbean sun

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1950/Nt
Grand and spacious ocean front property with some of the best snorkeling on the island Has specials. Far Tortuga Villa is on the north side of Grand Cayman, on the way to Rum Point

Grand Cayman, Cayman

Beachfront | Pool | AC

from $700/Nt
A private Grand Cayman estate with tranquil design and a Master Suite that feels like a spa. Has specials. Tranquility Cove Villa has a luxurious infinity edge pool

Grand Cayman, Cayman

Beachfront | Pool | AC

from $2139/Nt
Fully air-conditioned villa right on the water, with kayaks and bicycles to take to Rum Point Beach. Has specials. An aerial view of Hidden Cove Villa - it is located just adjacent to the Bio-luminescent Bay

Grand Cayman, Cayman

Near Beach | Pool

from $600/Nt
Two story, beachfront villa with spacious rooms and a large balcony. Has specials. Amarone Villa is a luxurious home on the South Coast

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1300/Nt
South Sound Beach villa with five star amenities and no shortage of entertainment. Has specials. Point of View Villa is located on a picturesque Caribbean beachfront

Grand Cayman, Cayman

Beachfront | Pool | AC

from $2859/Nt
Beach lovers and adventurers will love this villa's private beach access and nearness to Kaibo Yacht Club and Rum Point Club. Has specials. Crystal Waters Villa sits beach front near the popular Water Cay and Kaibo Yacht Club

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1000/Nt
Chic interiors, a screened porch, and spacious bedrooms make this beachfront home feel like paradise. Has specials. White Cottage is a great beachfront villa

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1219/Nt
Gated two-story estate with three levels of outdoor space and chic amenities. Has specials. Great Bluff Estates sits along the beautiful northern coast of Grand cayman

Grand Cayman, Cayman

Beachfront | Pool | AC

from $995/Nt
Beachfront, bohemian villa with a spacious design and top technology. Has specials. Nirvana photo

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1719/Nt
Family-friendly beachfront villa with wheelchair-accessibility and modern design. Has specials. Abita Kai is located on a beautiful stretch of white sand beach in Cayman Kai

Grand Cayman, Cayman

Beachfront | Pool | AC

from $995/Nt
Relax in this villa's infinity pool, beach cabana and hammock and enjoy the close proximity to George Town Has specials. Lounge poolside on the beach at Pease Bay House

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1495/Nt
Experience a snorkeling fantasy when you book Coral Kai Villa Has specials. Aerial view of Coral Kai Villa on Rum Point Grand Cayman

Grand Cayman, Cayman

Beachfront | Pool | AC

from $825/Nt
Private beachfront villa great for families, with scuba diving at the Cayman Wall. Has specials. Literally steps to the beach at Cayman Sands Villa

Grand Cayman, Cayman

Beachfront | Pool | AC

from $625/Nt
Large 5 bedroom home offering private white sand beach and turquoise waters right at your door step Has specials. The pool at Kai Conut is just steps away from the beach

Grand Cayman, Cayman

Beachfront | Pool | AC

from $625/Nt
Beachfront island home with plenty of room for family getaways Has specials. The pool and this cabana are located right on the beach at Reef Romance Villa

Grand Cayman, Cayman

Beachfront | Pool | AC

from $825/Nt
Tropical island elegance, Cayman style Has specials. Blue Water is located on Rum Point with a beautiful stretch of beach

Grand Cayman, Cayman

Beachfront | Pool | AC

from $900/Nt
Spacious, minimalistic beachfront villa with a loft for kids and a central living area. Has specials. Ocean Kai sits directly on the beach near Rum Point

Grand Cayman, Cayman

Beachfront | Pool | AC

from $925/Nt
Fully air-conditioned villa with tons of outdoor activities and a beach in the backyard. Has specials. Sea Grape Villa sits just on the beach

Grand Cayman, Cayman

Beachfront | Pool | AC

from $525/Nt
Super private beachfront villa with water sports, a home theater, and ocean views. Has specials. Stepping Stone Villa is located along a beautiful beach at the East End of Grand Cayman

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1719/Nt
Modern, private beachfront villa with a stylish rooftop deck. Has specials. An aerial view of Olympus Villa and the beautiful beachfront

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1500/Nt
Rum Point villa with two decks and a cozy interior. Has specials. An aerial view of Hilltime Villa

Grand Cayman, Cayman

Beachfront | Pool | AC

from $595/Nt
Kayaks, hammocks, screened porches, and a boat dock makes this fully air-conditioned villa perfect for sun-lovers. Has specials. Great Escape Villa is very close to the beautiful beach

Grand Cayman, Cayman

Near Beach | Pool

from $645/Nt
Four bedroom home with private beach and fabulous snorkeling Has specials. View from above Castaway Villa - you can see the beach and the ocean

Grand Cayman, Cayman

from $415/Nt
Eco-friendly beachfront villa conveniently located near Rum Point Club. Has specials. Kai Vista photo

Grand Cayman, Cayman

Beachfront | Pool | AC

from $745/Nt
Beachfront villa with its own strip of sand, an oceanfront pool, and lots of windows. Has specials. An aerial view of in Harmony Villa located directly on the beach

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1139/Nt
Oceanfront villa near snorkeling reefs, Seven Mile Beach, and marine life. Has specials. Deck and patio area

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1139/Nt
Family vacation villa with snorkeling, big bedrooms, and a quiet location. Has specials. A beachfront pool awaits you at Christmas Palms Villa

Grand Cayman, Cayman

Pool

from $525/Nt
Beachfront, two story villa with central air-conditioning, an open floor plan, and walls of windows to take in the view. Has specials. The beach set up in front of Tarasand Villa

Grand Cayman, Cayman

Beachfront | AC

from $745/Nt
Beachfront villa with gorgeous ocean views and a great snorkeling location. Has specials. Villa Caymanas has a large raised beachfront pool

Grand Cayman, Cayman

Near Beach | Pool

from $525/Nt
Beachfront villa rental with sunset views and rooftop deck. Has specials. Picture Perfect Villa has many options for a fun holiday

Grand Cayman, Cayman

Beachfront | Pool | AC

from $625/Nt
Family-friendly home on the beach with a cozy interior. Has specials. The white sandy beach in front of the villa

Grand Cayman, Cayman

Beachfront | Pool | AC

from $525/Nt
Beachfront villa with large rooms and easy snorkeling access. Has specials. Gypsy Villa has a beautiful beach front private pool

Grand Cayman, Cayman

Beachfront | Pool | AC

from $725/Nt
Chic, modern resort villa with ocean views and four family-friendly suites. The Residences at Seafire are located directly on Seven Mile Beach

Grand Cayman, Cayman

Beachfront | AC

from $2500/Nt
Extremely private, oceanfront villa with access to the island's best shallow snorkeling site. Has specials. The private pool at Babylon Reef has a man made -beach- surrounding it

Grand Cayman, Cayman

Beachfront | Pool | AC

from $425/Nt
Family vacation villa in a well-equipped resort community. Has specials. There is an amazing beach cove at Casa Luan Villas

Grand Cayman, Cayman

Beachfront | AC

from $1039/Nt
Family-friendly beachfront home with amenities for guests of all ages. Has specials. Infinite Horizon Villa is located on the beach just minutes from Seven Mile Beach Corridor

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1139/Nt
Chic, modern resort villa with five-star amenities and maximum convenience. The Residences at Seafire are located on Seven Mile Beach

Grand Cayman, Cayman

Beachfront | AC

from $1850/Nt
This beachfront resort includes every activity, from a spa and gym to the Kid's Club. Seafire Resort

Grand Cayman, Cayman

Beachfront | AC

from $1850/Nt

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