Collections

Contact Us

Global Menu

Anguilla Large Groups Villa Collection

Anguilla Large Groups Villa Collection


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!


If you do things with an all or nothing attitude, you'll flip over Le Bleu Villa. It's hard to think of anything this drop-dead gorgeous rental doesn't have. Aside from ...
Le Bleu Villa its on 2.5 acres of beachfront in Little Harbor
10 BR rate.

Anguilla

Beachfront | Pool | AC

Details
For large groups wanting extreme luxury, the oceanfront ÀNI Anguilla is a perfect choice. There are two separate villas, each with their own private pool, common areas, and five-star amenities. ...
ÀNI Anguilla
6-9 BR rates.

ANI Anguilla

10 10

Anguilla

Pool | AC

Details
If you’re looking for luxury, Nevaeh has it in abundance. Not only does it sit on a gorgeous, private piece of Long Bay, it also has 1.35 acres of lush, ...
Nevaeh is located on a beautiful stretch of Long Bay Beach
5-8 BR rates.

Anguilla

Beachfront | Pool | AC

Details
"Cerulean" means "heaven," and this private resort attends to all the details of your stay to create your personal heaven. A full staff with butlers, a general manager, a culinary ...
Cerulean Villa is located on Barnes Bay

Anguilla

Beachfront | Pool | AC

Details
Santosha sits right on Long Bay Beach and is perfect for beach weddings, anniversaries, and any special event. You can't help but feel like you're at a resort here, since ...
Santosha is located along a beautiful stretch of Long Bay Beach
5-8 BR rates.

Anguilla

Beachfront | Pool | AC

Details
“Nevaeh” is “heaven” backwards, and the villa's golf simulator, movie theater, media room, and gym are just a few of the reasons why this celestial name suits the property. The ...
Nevaeh is located on a beautiful stretch of Long Bay Beach
5-8 BR rates.

Anguilla

Beachfront | Pool | AC

Details
Kandara is great if you're looking for space and privacy. The villa and guest house has 10,000 square feet of space, an acre of land and its own private beach cove. ...
Kandara Villa is located on Anguilla's West End
6 BR rate.

Kandara

8 8+

Anguilla

Near Beach | Pool | AC

Details
The Beach House's high-class architecture and contemporary style is enough to make you want to stay forever, but that's not even close to where its amazingness ends. In fact it's ...
The Beach House features an amazing pool and outdoor area

Anguilla

Beachfront | Pool | AC

Details
This seaside villa is 7,000 square feet and is on 3.5 acres of land with gorgeous panoramic views. Between the pool, hot tub, two hammocks, and snorkeling equipment, there's little reason to ...
Paradise Villa is located near Blowing Point
4, 5 BR rates.

Anguilla

Pool | AC

Details
Limin' da Coconut is perfect for anyone who wants a quiet, laidback vacation. It sits on the beachfront of Little Harbour, and has gorgeous, panoramic ocean views. It's a comfortable ...
Limin da Coconut is located on a private stretch of coastline on Little Harbor
3-5 BR rates.

Anguilla

Near Beach | Pool | AC

Details
Antilles Pearl is a super luxurious beachfront villa in one of the best spots on Anguilla. There's a 50-foot skywalk that makes you feel like you're floating above the sea, ...
Antilles Pearl is located on Shoal Bay Beach
5 BR rate.
Specials.

Anguilla

Beachfront | Pool | AC

Details
Kishti Villa on Meads East is a spacious and extravagant beachfront property on one of the best beaches in the Caribbean. The villa offers plenty of entertainment both inside and ...
Kishti Villa East on Meads Bay offers relaxing outdoor spaces

Anguilla

Beachfront | Pool | AC

Details
If you want to be pampered, come to Sea Villa. In addition to its stunning common areas, you have access to an infinity pool, a Jacuzzi, outdoor space, and a ...
Sea Villa is situated facing the beach with amazing unobscured ocean views

Anguilla

Beachfront | Pool | AC

Details
At Long Bay Villas, you can expect to be relaxed and pampered. There's a full staff, water sports, four king suites, and a bunk room, so everyone you travel with ...
The luxurious Sand Villa at Long Bay

Anguilla

Beachfront | Pool | AC

Details
If you like vibrant colors and great views, you'll love Villa Amarilla. Both the interiors and exteriors are done in a Caribbean style with an Italian vibe and Moroccan influences. ...
Beautiful Anguillan sunset from the back porch at Amarilla
3, 4 BR rates.

Anguilla

Near Beach | Pool | AC

Details
Blue Diamond's beachfront luxury leaves nothing out. There's a sound system, WiFi, and air-conditioning throughout the villa, a bar, a media room, a gym, a grand piano, and a huge ...
Blue Diamond Villa at Altamer is set on a prestigious location on Shoal Bay

Anguilla

Beachfront | Pool | AC

Details
If you want true pampering, come to Sky Villa. Things like daily housekeeping service are par for the course. Speaking of the course, this villa is very close to the ...
Sky Villa is the most private of the Long Bay Villas located just off the beach

Anguilla

Near Beach | Pool | AC

Details
Champagne Shores is the perfect villa rental for design lovers. The sea-facing wall is made up of huge panes of glass from top to bottom, and the terrace is made ...
Champagne Shores villa sits on a secluded beach near Pelican Bay

Anguilla

Near Beach | Pool | AC

Details
Beaches Edge villa has a smart design that maximizes the ocean views. Of course there's a pool, daily maid service, and a concierge, but there's also full air-conditioning, an outside ...
Lounge by the pool and enjoy amazing ocean views at Beaches Edge East Villa

Anguilla

Near Beach | Pool | AC

Details
The sunsets at Kishti Villa on Blackgarden are truly incomparable. In fact, the sunset-obsessed owner of the villa gave his real estate agent one perogative while househunting: the home has ...
Kishti Villa on Blackgarden is situated to enjoy amazing ocean views

Anguilla

Near Beach | Pool | AC

Details
If you want an oceanfront property that is as deluxe as it is spacious, then Kishti Villa on Meads Bay West is for you. Similar to it's sister villa, Kishti ...
Relax in the pool and hot tub during your stay at Kishti Villa West

Anguilla

Beachfront | Pool | AC

Details
Sandcastle Beach House is an action-packed choice for your next family vacation, anniversary, or celebration. With kayaks, paddle boards, bikes, and direct beach access, there's no shortage of things to ...
Sandcastle Beach House is located on on Limestone Bay
Specials.

Anguilla

Beachfront | Pool | AC

Details
Fiore villa is a beautiful, fully air-conditioned 4 bedroom villa just a short 2-3 minute walk to lovely Shoal Bay Beach. All four bedrooms have views of Shoal Bay East and 2 ...
Fiore Villa photo

Anguilla

Near Beach | Pool | AC

Details
Villa Farina is the ultimate beachfront paradise in Anguilla! With 4 spacious bedrooms, each with interior access, and breathtaking sea views from the master bedrooms, this villa is perfect for a ...
Villa Farina in Anguilla
Specials.

Anguilla

Beachfront | Pool | AC

Details
Villa Kai has water access to Sandy Hill Bay for exploring, and you can watch the waves crash onto the shore from the back door. The property is fenced in, ...
Villa Kai is located on Sandy Hill Bay
1, 2 BR rates.

Villa Kai

3 3

Anguilla

Pool | AC

Details

Where To Stay

 

Main Menu