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.


This private, beachfront villa has a full staff and five-star amenities for everyone in your party. 9 BR rate available.
Has specials.
The beautiful Cerulean Villa on Barnes Bay in Anguilla

Anguilla

Beachfront | Pool | AC

from $14286/Nt
High-end, modern elegance with two pools, two beaches, and two and a half acres. Le Bleu Villa its on 2.5 acres of beachfront in Little Harbor

Anguilla

Beachfront | Pool | AC

from $8600/Nt
Huge luxury estate features two separate villas, a full staff, and incredible ocean views. Has specials. Ani Estate Anguilla - North and South

Anguilla

Pool

from $8600/Nt
Spacious home away from home on Long Bay Beach. Santosha Villa photo

Anguilla

Beachfront | Pool | AC

from $7000/Nt
Great service at the Sheriva Boutique Villa Hotel will put you in a Caribbean state of mind. 4, 5, 6 & 7 BR rates available. Villa Harmony photo

Anguilla

Near Beach | Pool

from $3000/Nt
This massive beachfront villa sits on a hill overlooking Shoal Bay. 2, 4, 6 & 7 BR rates available. Beach Court Villa is settled at the western end of Shoal Bay Beach

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 Call for rates
Over 20,000 square feet of enjoyment space. 2, 3, 4, 5, 6 & 7 BR rates available. Ultimacy Villa is located in Rose Hill in Island Harbor

Anguilla

Pool

from $1000/Nt
Ultra modern and fully staffed villa with regal amenities. 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.
Has specials.
Nevaeh is located on a beautiful stretch of Long Bay Beach

Anguilla

Beachfront | Pool | AC

from $5980/Nt
The 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.
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 is located on LockRum Bay

Anguilla

Near Beach | Pool

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

Anguilla

Pool

from $6400/Nt
Expansive, spacious villa with ocean views and several common areas. 2, 3, 4 & 5 BR rates available. You\'ll find contemporary class at Colibri Villa.

Anguilla

Pool

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

Anguilla

Beachfront | Pool | AC

from $3300/Nt
Enjoy easy beach access and spacious bedrooms. Lounge in luxury at Sand Villa on Long Bay Beach

Anguilla

Beachfront | Pool | AC

from $3100/Nt
These two villas offer privacy, flexibility, and access to Meads Bay Beach. Beach Palm

Anguilla

Near Beach | Pool

from $1050/Nt
Beautifully and thoughtfully 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
Beachfront luxury villa with a home theater, entertainment room, and impressive Great Room. The luxurious pool at Blue Diamond Villa

Anguilla

Beachfront | Pool | AC

from Call for rates
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

Near Beach | Pool

from $2900/Nt
Ultra-modern upscale Anguilla villa with glass walls that face the sea. Has specials. Champagne Shores villa sits on a secluded beach near Pelican Bay

Anguilla

Near Beach | Pool

from $1700/Nt
Superb luxury villa with 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 $2800/Nt
Affordable Shoal Bay villa with a large pool, open design, and a location five minutes from the beach. 2 & 4 BR rates available. Tamarind Villa photo

Anguilla

Pool

from $500/Nt
Super modern, upscale villa with glass walls and a spacious design. 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 beachfront villa with ocean views and a private tennis court. Antilles Pearl Villa is located on Shoal Bay Beach at the Altamer Villas

Anguilla

Beachfront | Pool | AC

from $3214/Nt
Inviting resort villa with five master suites and full service. 1, 2, 3 & 4 BR rates available. CéBlue Villas photo

Anguilla

Near Beach | Pool

from $795/Nt
Child-friendly beachfront villa with 10,000 sq. feet of Tuscan architecture. 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
A deck for every bedroom at this gorgeous villa, just a quick jaunt to the beach 2 & 3 BR rates available. Songbird Villa has an amazing infinity edge pool

Anguilla

Near Beach | Pool

from $650/Nt
Every bedroom leads to the deck and pool at this chic villa. 2 & 3 BR rates available. Seabird Villa has beautiful sunset views

Anguilla

Near Beach | Pool

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.
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 chic, beachfront villa with resort amenities. Located on a stretch of white sand beach Frangipani Villa enjoys all of the  resort amenities

Anguilla

Beachfront | Pool | AC

from $3500/Nt
Warm, family-sized villa a short walk from Sandy Hill Bay. 1 & 2 BR rates available. Villa Kai photo

Anguilla

Pool

from $500/Nt
The drinks never stop flowing at this stunning, modern home with breathtaking ocean views. 1 & 2 BR rates available.
Has specials.
Lounge poolside with amazing views of the ocean

Anguilla

Near Beach | Pool

from $990/Nt
Well-designed for two or three couples who want a convenient, quiet location. 2 BR rate available. Sweet Return Villa is located near the golf course and Rendezvous Bay

Anguilla

Pool

from $500/Nt
Stunningly modern villa in the centrally located Long Pond area of Anguilla. 1 & 2 BR rates available.
Has specials.
White Cedars Villa has a beautiful pool and spacious outdoor patio area

Anguilla

Pool

from $589/Nt
Secluded and laid-back retreat in West End Village. 1 & 2 BR rates available. Panarea Villa photo

Anguilla

Near Beach | Pool

from $492/Nt
A great location, daily housekeeping, and cozy interiors await at this fully screened 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 is located less than a mile from Shoal Bay Beach

Anguilla

Near Beach | Pool

from $625/Nt
Well-appointed two bedroom villa a short walk from Meads Bay Beach. Has specials. Beachside 2 Villa at Meads Bay has direct access to Meads Bay Beach

Anguilla

Near Beach

from $750/Nt
Short walk to one of the top-rated beaches in the world. 1 BR rate available.
Has specials.
Beachside Villa 3 at Meads Bay has a personal pool, and beach access

Anguilla

Near Beach | Pool

from $550/Nt
This darling, tropical hideaway is 100 yards from Mead's Bay Beach. Has specials. 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 is located on a hill above Crocus Bay

Anguilla

Near Beach | Pool

from $420/Nt
Intimate resort community with two-bedroom villas and a beautiful beachfront location. Has specials. 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. Enjoy endless Caribbean views from the Meads Bay Beachside Villa

Anguilla

Near Beach | Pool

from $750/Nt