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!


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
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
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.
Has specials during your dates.
Paradise Villa photo

Anguilla

Pool

from $1200/Nt
With 21,000 square feet at your disposal, you'll feel like you're at a resort but with all the comforts of home 3, 4 & 5 BR rates available. This is one of three pools a Mystique Villa

Anguilla

Near Beach | Pool

from $2800/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
Don't lift a finger during your stay at Kishti Villa! 4 BR rate available.
Has specials during your dates.
Kishti Villa on Meads East photo

Anguilla

Beachfront | Pool | AC

from $4200/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
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
Luxurious, extremely modern villa with stunning sunset views, privacy, and lots of space. 3 BR rate available. Kishti Villa on Blackgarden photo

Anguilla

Near Beach | Pool

from $2650/Nt
A luxury retreat on Meads Bay Beach! 4 BR rate available.
Has specials during your dates.
Kishti Villa on Meads West photo

Anguilla

Beachfront | Pool | AC

from $4200/Nt
Striking 4-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
This ultra modern villa has a private concierge and take your breath away sunsets. Has specials during your dates. 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 photo

Anguilla

Near Beach | Pool

from $700/Nt