Anguilla 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.


High End Modern Elegance offers two swimming pools and two beaches on 2.5 acres 5 & 8 BR rates available.
Has specials during your dates.
Le Bleu Villa its on 2.5 acres of beachfront in Little Harbor

Anguilla

Beachfront | Pool | AC

from $7750/Nt
Huge luxury estate features two separate villas, a full staff, and incredible ocean views. Has specials during your dates. Ani Estate Anguilla - North and South

Anguilla

Pool

from $8600/Nt
This private, beachfront villa has a full staff and five-star amenities for everyone in your party. The beautiful Cerulean Villa on Barnes Bay in Anguilla

Anguilla

Beachfront | Pool | AC

from $14286/Nt
Spacious home away from home on Long Bay Beach. Luxury pool and patio areas at Santosha Villa on Long Bay Beach

Anguilla

Beachfront | Pool | AC

from $7000/Nt
This massive beachfront villa sits on a hill overlooking Shoal Bay. 2, 3, 4, 6 & 7 BR rates available. Beach Court Villa photo

Anguilla

Beachfront | Pool | AC

from $1100/Nt
Beachfront architectural masterpiece with butler, sports courts, and full entertainment system. African Sapphire Villa is just one of the -jewels- of the Villas at Altamer

Anguilla

Beachfront | Pool | AC

from $3571/Nt
One of the Ultimate villas in Anguilla with over 20,000 square feet of enjoyment space! 2, 3, 4, 5, 6 & 7 BR rates available. Ultimacy Villa photo

Anguilla

from $1000/Nt
Ultra modern and fully staffed, the Beach House's amenities will have you living like 21st century kings Has specials during your dates. The Beach House features an amazing pool and outdoor area

Anguilla

Beachfront | Pool | AC

from $10714/Nt
Tropically high-tech, this 8-bedroom villa offers guests a multilevel pool, waterfall, golf simulator, tennis/basketball court, and signing privileges at nearby resorts. 5 BR rate available. Nevaeh Villa photo

Anguilla

Beachfront | Pool | AC

from $5980/Nt
Private Tennis Court is just the beginning of this stunning estate perched right above the beach 3, 4, 5 & 6 BR rates available. Zenaida Beach & Tennis Estate photo

Anguilla

Beachfront | Pool | AC

from $950/Nt
Warm, open interiors and stunning views combine in this oceanfront villa. 3, 4 & 5 BR rates available.
Has specials during your dates.
Paradise Villa photo

Anguilla

Pool

from $1200/Nt
Secluded cove beach villa on Anguilla's famous south shore 3, 4 & 5 BR rates available. Triton Villa at Kamique photo

Anguilla

Near Beach | Pool

from $1980/Nt
This sleek, modern, private property is just above Little Bay on Anguilla. Has specials during your dates. Ani Villa South in Anguilla is an excellent destination in the Caribbean

Anguilla

Pool

from $6400/Nt
Great Value for couples and families! 2, 3, 4 & 5 BR rates available. You\'ll find contemporary class at Colibri Villa.

Anguilla

Pool

from $945/Nt
This villa has four master suites with sea view terraces. Sea Villa is situated facing the beach with amazing unobscured ocean views

Anguilla

Beachfront | Pool | AC

from $3300/Nt
Beautifully and thoughtful designed for year-round solitude and relaxation. 3 & 4 BR rates available. Beautiful Anguillan sunset from the back porch at Amarilla

Anguilla

Near Beach | Pool

from $2100/Nt
Want more than just a beachfront villa? This is it...theater, pool table and an exquisite gaming table! The luxurious pool at Blue Diamond Villa

Anguilla

Beachfront | Pool | AC

from $3357/Nt
Unparalleled luxury and access to the only golf course on Anguilla. Sky Villa is the most private of the Long Bay Villas located just off the beach

Anguilla

Pool

from $2900/Nt
Ultra-modern upscale Anguilla villa with glass walls that face the sea. Champagne Shores has a pool perched just over the oceans edge

Anguilla

Near Beach | Pool

from $1700/Nt
Superb luxury villa enjoys a private beachfront location and tons of indoor/outdoor living space. 1, 2, 3 & 4 BR rates available. Arushi Villa photo

Anguilla

Beachfront | Pool | AC

from $2200/Nt
Affordable Shoal Bay Villa with large pool, excellent views, just five minutes from the beach 2, 3 & 4 BR rates available. Tamarind Villa photo

Anguilla

Pool

from $500/Nt
Super-Modern upscale Ocean Crest Villa with glass walls that are unlike anything you can imagine. Lounge by the pool and enjoy amazing ocean views at Beaches Edge East Villa

Anguilla

Near Beach | Pool

from $1400/Nt
Striking four-story villa with a 50-foot skywalk over the sea. Antilles Pearl Villa is located on Shoal Bay Beach at the Altamer Villas

Anguilla

Beachfront | Pool | AC

from $3214/Nt
Inviting villas, inviting atmosphere, inviting activities! 3 & 4 BR rates available. CeBlue Villas photo

Anguilla

Near Beach | Pool

from $1095/Nt
Child-Friendly Beachfront Villa with 10,000 sq. feet of thoughtful amenities 3 BR rate available. Pool with view of ocean

Anguilla

Beachfront | Pool | AC

from $1600/Nt
Great service, 20-second walk to an Anguilla beach and a fitness room for the exercise enthusiast. The beautiful pool and Caribbean views from Alegria Villa

Anguilla

Near Beach | Pool

from $1462/Nt
Beyond Fabulous Kitchen, amazing villa just minutes to the renowned Shoal Bay. Sandcastle Pointe at Shoal Bay photo

Anguilla

Pool

from $1000/Nt
Sleep with your flipflops next to your bed, since every bedroom leads right to a fantastic deck and pool 2 & 3 BR rates available. Seabird Villa has beautiful sunset views

Anguilla

Near Beach

from $650/Nt
Tropical luxury on Sandy Hill Beach. 1, 2 & 3 BR rates available. The beautiful Bird of Paradise Villa

Anguilla

Near Beach | Pool

from $1850/Nt
This villa offers stunning views of the mountains of St. Marten and the Caribbean Sea from all angles. 3 BR rate available.
Has specials during your dates.
Lounge by the pool at Anani and enjoy views of the Caribbean and the mountains of St. Maarten beyond

Anguilla

Beachfront | Pool | AC

from $1455/Nt
A private beach villa with resort amenities! Beach front private pool

Anguilla

Beachfront | Pool | AC

from $3500/Nt
The drinks never stop flowing at this stunning, modern home with breathtaking ocean views. 1 & 2 BR rates available.
Has specials during your dates.
Tequila Sunrise Villa by the pool

Anguilla

Near Beach | Pool

from $990/Nt
Child-Friendly property with easy access to the island's only golf course and west end beaches! 2 BR rate available. Sweet Return Villa is located near the golf course and Rendezvous Bay

Anguilla

Pool

from $500/Nt
Stunningly modern with pool and ocean view in the coveted Long Pond area of Anguilla 1 & 2 BR rates available. White Cedars Villa has a beautiful pool and spacious outdoor patio area

Anguilla

Pool

from $589/Nt
Secluded and private, Panarea Villa is a laid-back retreat to unwind and recharge. 1 & 2 BR rates available. Panarea Villa photo

Anguilla

Near Beach | Pool

from $492/Nt
Great location, luxurious accomodations, and more await you at Soleil Villa 1 & 2 BR rates available. Soleil Villa is located in a great area near Meads Bay

Anguilla

Near Beach | Pool

from $400/Nt
A serene, extremely private villa that provides views of the mountains, sunrise, and sunset! 1 & 2 BR rates available. Ocean Gem Villa photo

Anguilla

Pool

from $500/Nt
A beautiful, family-friendly villa overlooking the gorgeous and famous Shoal Bay East! 1 & 2 BR rates available. Dream Catcher Villa  photo

Anguilla

Near Beach | Pool

from $625/Nt
Well-appointed two bedroom villa steps from Meads Bay Beach! Has specials during your dates. Meads Bay Beachside 2 photo

Anguilla

Near Beach

from $750/Nt
Short walk to one of the top rated beaches in the world. 1 BR rate available.
Has specials during your dates.
Meads Bay Beachside 3 photo

Anguilla

Near Beach | Pool

from $550/Nt
100 Yards From Mead's Bay Beach, Beach Palm Villa is a darling, tropical hideaway. Has specials during your dates. Beach Palm Villa has a great patio and pool

Anguilla

Near Beach | Pool

from $695/Nt
Bright and airy villa, set on a hilltop with stunning panoramic ocean views 1 BR rate available. Oceana Villa photo

Anguilla

Near Beach

from $420/Nt
Unsurpassed beachfront location with the benefit of concierge services! Has specials during your dates. Meads Bay Beachfront photo

Anguilla

Beachfront | Pool | AC

from $950/Nt
The privacy of a villa and convenience of a full-service concierge all under one roof on Meads Bay. Has specials during your dates. Enjoy endless Caribbean views from the Meads Bay Beachside Villa

Anguilla

Near Beach | Pool

from $750/Nt