Anguilla Family Villas

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 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. 8 BR rate available.
Has specials.
Ani Estate Anguilla - North and South

Anguilla

Pool

from $7500/Nt
This private, beachfront villa has a full staff and five-star amenities for everyone in your party. Has specials. The beautiful Cerulean Villa on Barnes Bay in Anguilla

Anguilla

Beachfront | Pool | AC

from $14286/Nt
Ultra private, beachfront estate! 5, 6, 7 & 8 BR rates available. Santosh a is located along a beautiful stretch of Long Bay Beach

Anguilla

Beachfront | Pool | AC

from $5000/Nt
Tropically high-tech, this luxury villa offers a multilevel pool, golf simulator, tennis/basketball court, and signing privileges at nearby resorts. 5, 6 & 8 BR rates available. Nevaeh is located on a beautiful stretch of Long Bay Beach

Anguilla

Beachfront | Pool | AC

from $6800/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. Has specials. African Sapphire Villa is just one of the -jewels- of the Villas at Altamer

Anguilla

Beachfront | Pool | AC

from Call for rates
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
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 is located just above Sandy Hill Beach

Anguilla

Beachfront | Pool | AC

from $950/Nt
Warm, open interiors and stunning views combine in this oceanfront villa. 3, 4 & 5 BR rates available. Paradise Villa is located near Blowing Point

Anguilla

Pool

from $1200/Nt
One-acre beachfront villa in the popular West End. Has specials. Kandara Villa is located on Anguilla's West End

Anguilla

Near Beach | Pool

from $3900/Nt
Comfortable villa with six king suites and a large lap pool. 5 BR rate available. Sea Rock has amazing ocean views and is just a short distance to Shoal Bay Beach

Anguilla

Pool

from $845/Nt
Secluded cove beach villa on Anguilla's famous south shore. 3, 4 & 5 BR rates available.
Has specials.
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.
Has specials.
You'll find contemporary class at Colibri Villa.

Anguilla

Pool

from $945/Nt
Well-decorated villa with ocean views and snorkeling access. Three Dolphins sits in a beautiful location with great ocean views

Anguilla

Beachfront | Pool | AC

from $1850/Nt
Two stories of sleeping quarters and a guest cottage lends plenty of room to relax. 2 & 4 BR rates available. Water's Edge Villa is located on Blowing Point

Anguilla

Near Beach | Pool

from $600/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. The luxurious Sand Villa at Long Bay

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
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. 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 is located on the western end of Rendezvous Bay

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 is located in Island Harbor just minutes from Shoal Bay East

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. Has specials. 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. CeBleu Villas are located on the northern end of crocus Bay

Anguilla

Near Beach | Pool

from $595/Nt
Families with teens and older children will love this ultra modern beach house. Pelican Bay Villa in Anguilla

Anguilla

Pool

from $995/Nt
Child-friendly beachfront villa with 10,000 sq. feet of Tuscan architecture. 3 BR rate available.
Has specials.
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 Villa is located on the waterfront on Shoal Bay

Anguilla

Pool

from $1200/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.
Has specials.
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. 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 is located on Sandy Hill Bay

Anguilla

Pool

from $500/Nt
Luxury beachfront villa with endless amenities and event-friendly design. Has specials. The Sandcastle Beach House is located on a beautiful beach in Limestone Bay

Anguilla

Beachfront | Pool | AC

from $1250/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
Secluded and laid-back retreat in West End Village. 1 & 2 BR rates available. Panarea is located in Anguilla's West End, just minutes away from the island's most beautiful beache

Anguilla

Near Beach | Pool

from $492/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. 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

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