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 $5000/Nt
Deluxe villa with a secluded beach on one side and restaurants and activities on the other. Kaiku Villa beach front

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1960/Nt
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 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. 6 BR rate available.
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 $1200/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 $2300/Nt
Three-level luxury villa near Seven Mile Beach with a bunk room and elevator. Has specials. The beautiful Mayfair Estate is located just across the street from the famous Seven Mile Beach

Grand Cayman, Cayman

Pool

from $1900/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 $2300/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 $3100/Nt
Beachfront villa great for families and groups, with entertainment for kids and adults alike. Coral Reef Villa is situated directly on Seven Mile Beach

Grand Cayman, Cayman

Beachfront | Pool | AC

from $2860/Nt
Six bedroom oceanfront property with a protective coral reef 6 BR rate available.
Has specials.
Twin Palms Villa - the namesake beautiful palm trees

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1500/Nt
18-guest villa with oceanfront privacy, 75-foot pool, and space for everyone. 5 & 6 BR rates available.
Has specials.
Aerial view of Villa Mora

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1600/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 $1750/Nt
Breathtaking ocean view from the pool, with private secluded beach just steps away 5 & 6 BR rates available.
Has specials.
The beautiful Crystal Blue Villa is perched on a cliffside just off Queens Highway

Grand Cayman, Cayman

Pool

from $950/Nt
Oceanfront villa right on Seven Mile Beach, with accommodations for 17 guests. Seascape Villa

Grand Cayman, Cayman

Beachfront | AC

from $1920/Nt
Family-friendly villa with a semi-private beach nearby. 6 BR rate available.
Has specials.
On the Rocks has a beautiful pool and tropical surroundings

Grand Cayman, Cayman

Near Beach | Pool

from $935/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 $2300/Nt
Beachfront villa with private pool that our readers rave about 4 BR rate available.
Has specials.
Enjoy endless views of the ocean from Calypso Blue Villa

Grand Cayman, Cayman

Beachfront | Pool | AC

from $750/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 $2700/Nt
Let everyone enjoy an oceanfront experience at this bright and cheery villa. 4 & 5 BR rates available.
Has specials.
Coconut Beach villa is right on the Beach near Rum Point

Grand Cayman, Cayman

Beachfront | Pool | AC

from $675/Nt
Six-bedroom seaside villa with private courtyard and large entertainment area 5 BR rate available.
Has specials.
Moon Kai has a beachfront pool where you can lounge in the Caribbean sun

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 is on the north side of Grand Cayman, on the way to Rum Point

Grand Cayman, Cayman

Beachfront | Pool | AC

from $750/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 $2300/Nt
Fully air-conditioned villa right on the water, with kayaks and bicycles to take to Rum Point Beach. 4 BR rate available. An aerial view of Hidden Cove Villa - it is located just adjacent to the Bio-luminescent Bay

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.
Has specials.
Amarone Villa is a luxurious home on the South Coast

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1550/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 $3100/Nt
Beach lovers and adventurers will love this villa's private beach access and nearness to Kaibo Yacht Club and Rum Point Club. 4 BR rate available.
Has specials.
Crystal Waters Villa sits beach front near the popular Water Cay and Kaibo Yacht Club

Grand Cayman, Cayman

Beachfront | AC

from $845/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 $1100/Nt
Gated two-story estate with three levels of outdoor space and chic amenities. Great Bluff Estates sits along the beautiful northern coast of Grand cayman

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1425/Nt
Beachfront, bohemian villa with a spacious design and top technology. Has specials. Nirvana photo

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1900/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 $1950/Nt
Experience a snorkeling fantasy when you book Coral Kai Villa 4 BR rate available.
Has specials.
Aerial view of Coral Kai Villa on Rum Point Grand Cayman

Grand Cayman, Cayman

Beachfront | Pool | AC

from $950/Nt
Private beachfront villa great for families, with scuba diving at the Cayman Wall. 4 BR rate available.
Has specials.
Literally steps to the beach at Cayman Sands Villa

Grand Cayman, Cayman

Beachfront | Pool | AC

from $750/Nt
Large 5 bedroom home offering private white sand beach and turquoise waters right at your door step 4 BR rate available. The pool at Kai Conut is just steps away from the beach

Grand Cayman, Cayman

Beachfront | Pool | AC

from $750/Nt
Beachfront island home with plenty of room for family getaways 4 BR rate available. The pool and this cabana are located right on the beach at Reef Romance 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 rate available.
Has specials.
Ocean Kai sits directly on the beach

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 sits just on the beach

Grand Cayman, Cayman

Beachfront | Pool | AC

from $700/Nt
Spacious, beachfront villa with a boat dock and spacious floor plans. Right on the beach with a dock leading to a gazebo Faroway is an ideal Cayman destination

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1275/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 $1900/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 $750/Nt
Kayaks, hammocks, screened porches, and a boat dock makes this fully air-conditioned villa perfect for sun-lovers. 3 BR rate available. Great Escape Villa is very close to the beautiful beach

Grand Cayman, Cayman

Beachfront | Pool | AC

from $750/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 $565/Nt
Eco-friendly beachfront villa conveniently located near Rum Point Club. Has specials. Kai Vista photo

Grand Cayman, Cayman

Beachfront | Pool | AC

from $995/Nt
Tropical island elegance, Cayman style Has specials. An amazing view from the balcony at Zara Villa

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1100/Nt
Family-friendly villa with a bunk room for kids, a kayak, and a great location between Rum Point and Seven Mile Beach. 3 BR rate available. An aerial view of Present Moment Villa

Grand Cayman, Cayman

Beachfront | Pool | AC

from $650/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 $1100/Nt
Oceanfront villa near snorkeling reefs, Seven Mile Beach, and marine life. Has specials. Lounge on the deck with amazing ocean views at Serenity Now Villa

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1275/Nt
Family vacation villa with snorkeling, big bedrooms, and a quiet location. 3 BR rate available. A beachfront pool awaits you at Christmas Palms Villa

Grand Cayman, Cayman

Pool

from $600/Nt
Beachfront, two story villa with central air-conditioning, an open floor plan, and walls of windows to take in the view. The beach set up in front of Tarasand Villa

Grand Cayman, Cayman

Beachfront | AC

from $995/Nt
Beachfront villa with gorgeous ocean views and kayaks to take out on the water. 3 BR rate available. Villa Caymanas has a large raised beachfront pool

Grand Cayman, Cayman

Near Beach | Pool

from $610/Nt
Beachfront villa rental with sunset views and rooftop deck. 3 BR rate available.
Has specials.
Picture Perfect Villa has many options for a fun holiday

Grand Cayman, Cayman

Beachfront | Pool | AC

from $710/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 $710/Nt
Beachfront villa with large rooms and easy snorkeling access. 3 BR rate available. Gypsy Villa has a beautiful beach front private pool

Grand Cayman, Cayman

Beachfront | Pool | AC

from $750/Nt
Beachfront boutique resort with snorkeling access, elegant design, and a convenient location. Seabreeze 8 has a balcony overlooking the ocean

Grand Cayman, Cayman

Beachfront | AC

from $750/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 $550/Nt
Multi-leveled villa with spread out spaces and plenty of room. Has specials. Casa Luna has an amazing beach front pool

Grand Cayman, Cayman

Near Beach

from $770/Nt
Traditional Caribbean villa with full air-conditioning and a home theater. Has specials. A aerial view of Casuarina Cove shows the dock into the water

Grand Cayman, Cayman

Beachfront | AC

from $550/Nt