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.


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
Three-level luxury villa near Seven Mile Beach with a bunk room and elevator. Offers Specials. Mayfair Estate, Cayman villa

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. 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
Oceanfront villa right on Seven Mile Beach, with accommodations for 17 guests. Seascape Villa, Cayman villa

Grand Cayman, Cayman

Beachfront | AC

From
$1920/Nt
Family-friendly villa with a semi-private beach nearby. Offers Specials. 6 BR rates available On The Rocks Villa, Cayman villa

Grand Cayman, Cayman

Near Beach | Pool

From
$935/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
Beachfront villa with private pool that our readers rave about 4 & 5 BR rates available Calypso Blue, Cayman 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. 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
Beach lovers and adventurers will love this villa's private beach access and nearness to Kaibo Yacht Club and Rum Point Club. 4 BR rates available Crystal Waters, Cayman villa

Grand Cayman, Cayman

Beachfront | AC

From
$845/Nt
Chic interiors, a screened porch, and spacious bedrooms make this beachfront home feel like paradise. Offers Specials. White Cottage, Cayman villa

Grand Cayman, Cayman

Beachfront | Pool | AC

From
$1100/Nt
Gated two-story estate with three levels of outdoor space and chic amenities. Offers Specials. Great Bluff Estates, Cayman villa

Grand Cayman, Cayman

Beachfront | Pool | AC

From
$1425/Nt
Beachfront, bohemian villa with a spacious design and top technology. Offers Specials. Nirvana, Cayman villa

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 Offers Specials. Pease Bay House, Cayman villa

Grand Cayman, Cayman

Beachfront | Pool | AC

From
$1950/Nt
Experience a snorkeling fantasy when you book Coral Kai Villa 4 BR rates available Coral Kai, Cayman villa

Grand Cayman, Cayman

Beachfront | Pool | AC

From
$950/Nt
Let everyone enjoy an oceanfront experience at Grand Cayman's Coconut Villa 3 & 4 BR rates available Coconut Beach Villa, Cayman villa

Grand Cayman, Cayman

Beachfront | Pool | AC

From
$610/Nt
Private beachfront villa great for families, with scuba diving at the Cayman Wall. Offers Specials. 4 BR rates available Cayman Sands, Cayman 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 rates available Kai Conut Villa, Cayman villa

Grand Cayman, Cayman

Beachfront | Pool | AC

From
$750/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
Rum Point villa with two decks and a cozy interior. Offers Specials. Hilltime , Cayman 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 rates available Great Escape Villa, Cayman villa

Grand Cayman, Cayman

Beachfront | Pool | AC

From
$750/Nt
Four bedroom home with private beach and fabulous snorkeling Offers Specials. Castaway Cove, Cayman villa

Grand Cayman, Cayman

From
$565/Nt
Eco-friendly beachfront villa conveniently located near Rum Point Club. Offers Specials. Kai Vista, Cayman villa

Grand Cayman, Cayman

Beachfront | Pool | AC

From
$995/Nt
Tropical island elegance, Cayman style Offers Specials. Villa Zara, Cayman villa

Grand Cayman, Cayman

Beachfront | Pool | AC

From
$1100/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
Family vacation villa with snorkeling, big bedrooms, and a quiet location. Offers Specials. 3 BR rates available Christmas Palms Villa, Cayman 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. Tarasand Villa, Cayman 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 rates available Villa Caymanas, Cayman villa

Grand Cayman, Cayman

Near Beach | Pool

From
$585/Nt
Beachfront villa rental with sunset views and rooftop deck. 3 BR rates available Picture Perfect, Cayman villa

Grand Cayman, Cayman

Beachfront | Pool | AC

From
$710/Nt
Offers Specials. Heritage House, Cayman villa

Grand Cayman, Cayman

Beachfront | Pool | AC

From
$710/Nt
Beachfront villa with large rooms and easy snorkeling access. Gypsy Villa, Cayman villa

Grand Cayman, Cayman

Beachfront | Pool | AC

From
$995/Nt
Beachfront boutique resort with snorkeling access, elegant design, and a convenient location. Sea Breeze 8, Cayman villa

Grand Cayman, Cayman

Beachfront | AC

From
$750/Nt
Extremely private, oceanfront villa with access to the island's best shallow snorkeling site. Offers Specials. Babylon Reef, Cayman villa

Grand Cayman, Cayman

Beachfront | Pool | AC

From
$550/Nt
Multi-leveled villa with spread out spaces and plenty of room. Offers Specials. Casa Luna 1, Cayman villa

Grand Cayman, Cayman

Near Beach

From
$770/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