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.


Deluxe 5 bedroom villa with secluded pool on Grand Cayman

Grand Cayman, Cayman

Pool

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

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.

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

Grand Cayman, Cayman

Beachfront | Pool | AC

From
$900/Nt
Open, chic beachfront villa with a family-friendly design.

Grand Cayman, Cayman

Beachfront | Pool | AC

Call for rates
Beachfront villa great for families and groups, with entertainment for kids and adults alike.

Grand Cayman, Cayman

Beachfront | Pool | AC

From
$2860/Nt
Six bedroom oceanfront property with a protective coral reef Offers Specials. 6 BR rates available

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

Grand Cayman, Cayman

Beachfront | Pool | AC

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

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

Grand Cayman, Cayman

Pool

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

Grand Cayman, Cayman

Beachfront | AC

From
$1920/Nt
Fully-equipped large group villa with several family-friendly suites and lots of outdoor space.

Grand Cayman, Cayman

Beachfront | Pool | AC

From
$3262/Nt
Beachfront villa with private pool that our readers rave about Offers Specials. 4 & 5 BR rates available

Grand Cayman, Cayman

Beachfront | Pool | AC

From
$750/Nt
Media room, beach access, and outdoor dining

Grand Cayman, Cayman

Beachfront | Pool | AC

From
$3105/Nt
Six-bedroom seaside villa with private courtyard and large entertainment area Offers Specials. 5 BR rates available

Grand Cayman, Cayman

Beachfront | Pool | AC

From
$2300/Nt
Grand and spacious ocean front property with some of the best snorkeling on the island Offers Specials. 4 & 5 BR rates available

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.

Grand Cayman, Cayman

Beachfront | Pool | AC

Call for rates
Fully air-conditioned villa right on the water, with kayaks and bicycles to take to Rum Point Beach. Offers Specials. 4 BR rates available

Grand Cayman, Cayman

Near Beach | Pool

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

Grand Cayman, Cayman

Beachfront | Pool | AC

From
$1550/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

Grand Cayman, Cayman

Beachfront | AC

From
$852/Nt
Relax in this villa's infinity pool, beach cabana and hammock and enjoy the close proximity to George Town Offers Specials.

Grand Cayman, Cayman

Beachfront | Pool | AC

From
$1950/Nt
Experience a snorkeling fantasy when you book Coral Kai Villa Offers Specials. 4 BR rates available

Grand Cayman, Cayman

Beachfront | Pool | AC

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

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

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 Offers Specials. 4 BR rates available

Grand Cayman, Cayman

Beachfront | Pool | AC

From
$750/Nt
Beachfront island home with plenty of room for family getaways Offers Specials. 4 BR rates available

Grand Cayman, Cayman

Beachfront | Pool | AC

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

Grand Cayman, Cayman

Beachfront | Pool | AC

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

Grand Cayman, Cayman

Beachfront | Pool | AC

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

Grand Cayman, Cayman

Beachfront | Pool | AC

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

Grand Cayman, Cayman

Beachfront | Pool | AC

From
$3262/Nt
Rum Point villa with two decks and a cozy interior. Offers Specials.

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. Offers Specials. 3 BR rates available

Grand Cayman, Cayman

Beachfront | Pool | AC

From
$750/Nt
Four bedroom home with private beach and fabulous snorkeling Offers Specials.

Grand Cayman, Cayman

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

Grand Cayman, Cayman

Beachfront | Pool | AC

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

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.

Grand Cayman, Cayman

Beachfront | Pool | AC

From
$1683/Nt
Family vacation villa with snorkeling, big bedrooms, and a quiet location. Offers Specials. 3 BR rates available

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.

Grand Cayman, Cayman

Beachfront | AC

From
$995/Nt
Beachfront villa with gorgeous ocean views and kayaks to take out on the water. Offers Specials. 3 BR rates available

Grand Cayman, Cayman

Near Beach | Pool

From
$585/Nt
Beachfront villa rental with sunset views and rooftop deck. Offers Specials. 3 BR rates available

Grand Cayman, Cayman

Beachfront | Pool | AC

From
$710/Nt
Offers Specials.

Grand Cayman, Cayman

Beachfront | Pool | AC

From
$710/Nt
Offers Specials.

Grand Cayman, Cayman

Beachfront | Pool | AC

From
$995/Nt
Beachfront boutique resort with snorkeling access, elegant design, and a convenient location.

Grand Cayman, Cayman

Beachfront | AC

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

Grand Cayman, Cayman

Beachfront | Pool | AC

From
$550/Nt
Traditional Caribbean villa with full air-conditioning and a home theater. Offers Specials.

Grand Cayman, Cayman

Beachfront | AC

From
$550/Nt