Anguilla Group Villas


Vacation rentals that are large enough to accommodate a group are often hard to come by and renting multiple hotel rooms can break the bank. WhereToStay.com has searched all over the Caribbean to bring you a collection of villas large enough to accommodate groups on their Caribbean vacations. Unlike a hotel, villa rentals provide one cost for the entire home giving everyone their own space while still enjoying various amenities such as a private pool, chef services and housekeeping. Go on, take a look, the perfect villa for your group vacation is sure to be here!


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

Anguilla

Pool

from $7500/Nt
Ultra private, beachfront estate! Has specials. Santosh a is located along a beautiful stretch of Long Bay Beach

Anguilla

Beachfront | Pool | AC

from $7000/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 luxury villa offers a multilevel pool, 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 $6800/Nt
Enjoy a mini golf-course and five separate units at this oceanfront beauty. 3, 4 & 5 BR rates available. Lounge on a balcony patio over looking the ocean from Anguillitta Villa

Anguilla

Near Beach | Pool

from $1150/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
This 21,000 square feet villa has all the comforts of home and the luxury of a resort. 3, 4 & 5 BR rates available. This is one of three pools a Mystique Villa located on Cove Pond

Anguilla

Near Beach | Pool

from $2800/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
This villa's full staff and beach access eliminates any potential stressors for your Caribbean vacation. 4 BR rate available. Kishti Villa East on Meads Bay offers relaxing outdoor spaces

Anguilla

Beachfront | Pool | AC

from $4200/Nt
This villa has five spacious suites with sea view terraces. Has specials. 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. Has specials. Lounge in luxury at Sand Villa on Long Bay Beach

Anguilla

Beachfront | Pool | AC

from $3100/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. Has specials. 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
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
Luxurious, extremely modern villa with stunning sunset views, privacy, and lots of space. 3 BR rate available. Kishti Villa on Blackgarden is situated to enjoy amazing ocean views

Anguilla

Near Beach | Pool

from $2500/Nt
A luxurious five-bedroom retreat with a full staff, entertainment system, and Meads Bay location. 4 BR rate available. Relax in the pool and hot tub during your stay at Kishti Villa West

Anguilla

Beachfront | Pool | AC

from $4200/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 $795/Nt
Two levels of eclectic interiors with gorgeous ocean views. 1, 2 & 3 BR rates available. Limin\' da Coconut sits directly on the ocean in Little Harbor

Anguilla

Near Beach | Pool

from $1000/Nt
Enjoy beachfront and sunset views just a few feet from Shoal Bay East. 1, 2 & 3 BR rates available. BP Villa is located near Shoal Bay Beach

Anguilla

Near Beach | Pool

from $1000/Nt
This ultra modern villa has a private concierge and take your breath away sunsets. Has specials. Ani Villa North is a beautiful location for a Caribbean getaway

Anguilla

Pool

from $5100/Nt
Observe the majesty of the sun setting over the ocean right from your balcony lounge chair. 1 & 3 BR rates available. Sunset Beach House is tucked away in the rather remote in Black Garden Bay area

Anguilla

Near Beach | Pool

from $700/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. The Sandcastle Beach House is located on a beautiful beach in Limestone Bay

Anguilla

Beachfront | AC

from $1250/Nt