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.


Coconut Walk was designed to maximize views and luxury. You can see the ocean from almost everywhere in the house, ... Has specials. Coconut Walk Villa at twilight

Grand Cayman, Cayman

Beachfront | Pool | AC

from $4450/Nt
Southern Ayr is a large, family-friendly home. You can walk to the Silver Thatch Welcome Center and The Lighthouse Restaurant ... Has specials. Southern Ayr is located on the southeastern coast

Grand Cayman, Cayman

from $950/Nt
Villa Del Mare is the ideal oceanfront villa. It's near Rum Point, which is one of Grand Cayman's most elegant ... Has specials. Villa Del Mare is in an ideal oceanfront location near Rum Point

Grand Cayman, Cayman

Beachfront | Pool | AC

from $2500/Nt
From the inviting front exterior to the contemporary furnishings, from the large pool to the quiet beach, Kaiku Villa is ... 7 BR rate available.
Has specials.
Kaiku is located on the Rum Point end of the island directly on Bio-luminescent Bay

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1850/Nt
You'll never lack entertainment here at Fischer's Reef. Have a cornhole tournament by the pool, read in the gazebo, or ... Has specials. Fischer's Reef Villa is located right on the beach

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1950/Nt
Our Cayman Cottage is pretty impressive. This villa was made for family reunions, with ample space for kids and adults ... 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
Evolution is going to revolutionize your next family vacation. Not only is there a specific children's bedroom, but there's also ... Evolution Vill offers it all - right on the beach

Grand Cayman, Cayman

Beachfront | Pool | AC

from $2139/Nt
Tatenda is a great family villa because its far enough from cruise traffic and tourist spots to actually relax, but ... Tatenda Villa is a beautiful beach front home just along South Sound

Grand Cayman, Cayman

Beachfront | Pool | AC

from $2139/Nt
This luxury villa is absolutely beautiful and has plenty of room for any group. The outdoor space is amazing, with ... The pool and beautiful beach at Kaia Kamina

Grand Cayman, Cayman

Beachfront | Pool | AC

from $2859/Nt
This is a fantastic property for large families or groups that are working within a budget. There is plenty of ... Has specials. Twin Palms Villa - the namesake beautiful palm trees

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1250/Nt
Villa Mora balances luxury, access, and spaciousness. With 8,000 square feet and beachfront access, everyone in your party will have plenty ... Has specials. Villa Mora is located beachfront in South Sound

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1650/Nt
Cayman Castle is impressive to say the least. It can accommodate up to 16 people, has a private beach, and tons ... 5 BR rate available.
Has specials.
Spectacular views, infinity edge pool and oceanfront lounging await at Cayman Castle

Grand Cayman, Cayman

Near Beach | Pool

from $995/Nt
If you want your own private beachfront home with plenty of room for all 17 of your guests, Seascape is for ... Seascape Villa

Grand Cayman, Cayman

Beachfront | AC

from $2500/Nt
If you want a private, oceanfront villa with a secluded beach, On The Rocks is a great choice. This villa ... Has specials. On the Rocks Villa is located in the Beach Bay community

Grand Cayman, Cayman

Near Beach | Pool

from $950/Nt
Oceanus is the perfect place to host your next family reunion, corporate retreat, or special event. This villa rental is ... Beachfront pool at Oceanus Villa

Grand Cayman, Cayman

Beachfront | Pool | AC

from $2139/Nt
Kempa Kai is luxurious, gorgeous, and unforgettable. Its modern design is both beautiful and practical, while the exterior is packed ... Kempa Kai villa is located on a nature preserve near Rum Point

Grand Cayman, Cayman

Beachfront | AC

from $3149/Nt
Calypso Blue feels like home as soon as you approach the circle drive. With 4 bedrooms and 3.5 bathrooms, a family or 2 ... Has specials. Enjoy endless views of the ocean from Calypso Blue Villa

Grand Cayman, Cayman

Beachfront | Pool | AC

from $695/Nt
Perched on the coast, Sun Salutations Villa has spacious, modern interiors and stunning views that make it an ideal spot ... The perfect image for Sun Salutations Villa

Grand Cayman, Cayman

Beachfront | Pool | AC

from $2499/Nt
Finding the perfect mix of oceanfront and privacy for a larger family can be difficult at times, but Coconut Villa ... Has specials. Coconut Beach villa is right on the Beach near Rum Point

Grand Cayman, Cayman

Beachfront | Pool | AC

from $745/Nt
Facing the impressive coast of the Caribbean Sea in Rum Point, Moon Kai Villa has six bedrooms that provide you ... 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
When you drive up to this grand villa, you feel as though you are at your own mini hotel. The ... 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
Tranquility Cove lives up to its name. This beachfront villa sits mere feet from the South Sound, with plenty of ... Tranquility Cove Villa has a luxurious infinity edge pool

Grand Cayman, Cayman

Beachfront | Pool | AC

from $2139/Nt
Hidden Cove is perfect if you love being on the water and want a bit of privacy. It's near great ... 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
The best thing about this villa is easily the location. It's right on South Sound Beach, which is calm and ... Has specials. Amarone Villa is a luxurious home on the South Coast

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1300/Nt
Point of View is a great villa rental for large groups of travelers who want to be near the beach ... Point of View Villa is located on a picturesque Caribbean beachfront

Grand Cayman, Cayman

Beachfront | Pool | AC

from $2859/Nt
Crystal Waters, formerly known as Mudslide, is the perfect villa for your next family vacation. Every room is oversized, and ... 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
White Cottage is a great vacation rental for anyone who loves the ocean and privacy. It's in a quiet region ... White Cottage is a great beachfront villa

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1219/Nt
Great Bluff Estate is perfect for groups who want privacy and space. It's fully gated, and sits on the quiet, ... Has specials. Great Bluff Estates sits along the beautiful northern coast of Grand cayman

Grand Cayman, Cayman

Beachfront | Pool | AC

from $995/Nt
Nirvana's bohemian design adds a homey touch to the five star amenities, and having your own private beach is the ... Nirvana photo

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1719/Nt
Abita Kai is a great choice for a multi-generational family vacation. With three bedrooms spread across two levels of the ... Has specials. Abita Kai is located on a beautiful stretch of white sand beach in Cayman Kai

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1000/Nt
Looking for luxury? Crystal Waters has it in spades. This beachfront villa has an ideal location within walking distance of ... Has specials. Crystal Waters Villa is located just across the street from the Kaibo Yacht Club

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1000/Nt
Peace Bay House is perfect for several families or a group with its ample square footage and many amenities to ... Has specials. Lounge poolside on the beach at Pease Bay House

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1495/Nt
Clear aquamarine water packed with beautiful marine animals. A secluded beach with calm water just waiting for you. It is ... Has specials. Aerial view of Coral Kai Villa on Rum Point Grand Cayman

Grand Cayman, Cayman

Beachfront | Pool | AC

from $825/Nt
Cayman Sands is a great family vacation villa for peace and quiet. There are two children's bedrooms, two master bedrooms, ... Has specials. Literally steps to the beach at Cayman Sands Villa

Grand Cayman, Cayman

Beachfront | Pool | AC

from $625/Nt
What is there not to love about Kai Conut Villa. This ocean front property is open and airy with five ... Has specials. The pool at Kai Conut is just steps away from the beach

Grand Cayman, Cayman

Beachfront | Pool | AC

from $625/Nt
This is the perfect location to bring the family together. The house is spacious and inviting. There are five bedrooms ... 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
Blue Water Villa is an impressive gated property perfect for your next family vacation. As you drive through the gates, ... Has specials. Blue Water is located on Rum Point with a beautiful stretch of beach

Grand Cayman, Cayman

Beachfront | Pool | AC

from $900/Nt
This villa has a great open floor plan and sits on picturesque Cayman Kai. The high ceilings, minimal design, and ... Has specials. Ocean Kai sits directly on the beach near Rum Point

Grand Cayman, Cayman

Beachfront | Pool | AC

from $925/Nt
This beachfront villa in Rum Point has tons of outdoor activities, from volleyball to snorkeling to swimming. For air-conditioned activities, ... Has specials. Sea Grape Villa sits just on the beach

Grand Cayman, Cayman

Beachfront | Pool | AC

from $525/Nt
The Residences at Seafire 5 Bedroom is a beachfront resort villa with luxurious amenities, an ideal location, and modern interiors. Guests ... The Residences at Seafire are located directly on Seven Mile Beach

Grand Cayman, Cayman

Beachfront | AC

from $2500/Nt
Stepping Stone has unreal ocean views and a perfect, private stretch of beach. It's pretty secluded, on a quiet end ... 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
Olympus is a modern, beachfront villa with full air-conditioning and an enviable location near Rum Point Beach. Rum Point is ... Has specials. An aerial view of Olympus Villa and the beautiful beachfront

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1500/Nt
Hilltime is perfect for any family or couples who want to relax by the sea with minimal fuss. This villa ... Has specials. An aerial view of Hilltime Villa

Grand Cayman, Cayman

Beachfront | Pool | AC

from $595/Nt
Great Escape is a great villa rental for a family vacation or special event. Everyone will have plenty of space, ... Has specials. Great Escape Villa is very close to the beautiful beach

Grand Cayman, Cayman

Near Beach | Pool

from $645/Nt
Many people like to stay on Seven Mile beach because that's where all the action is. Then there are others ... Has specials. View from above Castaway Villa - you can see the beach and the ocean

Grand Cayman, Cayman

from $415/Nt
Kai Vista is a colorful oceanfront villa that encompasses all that an idyllic, tropical getaway destination should. After long evening ... Has specials. Kai Vista photo

Grand Cayman, Cayman

Beachfront | Pool | AC

from $745/Nt
In Harmony is a charming beachfront villa that would be perfect for your next family vacation. It has a private ... An aerial view of in Harmony Villa located directly on the beach

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1139/Nt
If you love the ocean, you'll love vacationing at Serenity Now. The villa is a minute from Seven Mile Beach, ... Serenity Now Villa is located in the West Bay area and is steps away from Seven Mile Beach

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1139/Nt
I think this villa would be perfect for a family vacation-- it has three master bedrooms upstairs and a twin ... Has specials. A beachfront pool awaits you at Christmas Palms Villa

Grand Cayman, Cayman

Pool

from $525/Nt
Tarasand villa is a great choice for anyone who wants to be near Rum Point and have easy access to ... Has specials. The beach set up in front of Tarasand Villa

Grand Cayman, Cayman

Beachfront | AC

from $950/Nt
If you love the ocean, you'll love Villa Caymanas. It sits on Old Man's Bay, a quiet and undeveloped region ... Has specials. Villa Caymanas has a large raised beachfront pool

Grand Cayman, Cayman

Near Beach | Pool

from $525/Nt
Picture Perfect has a great location for travelers who want to be near Seven Mile Beach and George Town. Snorkeling ... Has specials. Picture Perfect Villa has many options for a fun holiday

Grand Cayman, Cayman

Beachfront | Pool | AC

from $625/Nt
This house is great for two families to share. There are two king suites that each have exterior access, and ... Has specials. The white sandy beach in front of the villa

Grand Cayman, Cayman

Beachfront | Pool | AC

from $525/Nt
Gypsy is perfect for a family who wants a beachfront vacation rental with spacious rooms, a private bay, and easy ... Has specials. Gypsy Villa has a beautiful beach front private pool

Grand Cayman, Cayman

Beachfront | Pool | AC

from $725/Nt
The four bedroom residence at Seafire Resort is a great choice for a large family. Two queen suites, the master, ... The Residences at Seafire are located directly on Seven Mile Beach

Grand Cayman, Cayman

Beachfront | AC

from $2000/Nt
Babylon Reef feels like a classic beach house, with every amenity you could ask for. It's oceanfront, with a great ... Has specials. The private pool at Babylon Reef has a man made -beach- surrounding it

Grand Cayman, Cayman

Beachfront | Pool | AC

from $425/Nt
Infinite Horizon is a gorgeous family vacation villa. It has WiFi, SONOS, a media room, a pool, and the beach ... Infinite Horizon Villa is located on the beach just minutes from Seven Mile Beach Corridor

Grand Cayman, Cayman

Beachfront | Pool | AC

from $1139/Nt
This spacious, beachfront villa has a convenient location within walking distance of dining, attractions, and excursions. Even though Rum Point ... Has specials. Les Jalousies is located in Cayman Kai

Grand Cayman, Cayman

Beachfront | Pool | AC

from $795/Nt
This resort villa is the perfect choice if you want a convenient, blissful family vacation on Seven Mile Beach. You ... The Residences at Seafire are located on Seven Mile Beach

Grand Cayman, Cayman

Beachfront | AC

from $1500/Nt
This three-bedroom resort villa has everything you need for an easy family vacation. Everything has been thought of for you, ... Seafire Resort

Grand Cayman, Cayman

Beachfront | AC

from $1500/Nt

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