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.

If you do things with an all or nothing attitude, you'll flip over Le Bleu Villa. It's hard to think ... 10 BR rate available.
Has specials. Le Bleu Villa its on 2.5 acres of beachfront in Little Harbor

Le Bleu Villa

Anguilla

Beachfront | Pool | AC

11 11
Details
For large groups wanting extreme luxury, the oceanfront ÀNI Anguilla is a perfect choice. There are two separate villas, each ... 6, 7, 8 & 9 BR rates available.
Has specials. ÀNI Anguilla

ANI Anguilla

Anguilla

Pool

10 10
Details
If you’re looking for luxury, Nevaeh has it in abundance. Not only does it sit on a gorgeous, private ... 5, 6, 7 & 8 BR rates available. Nevaeh is located on a beautiful stretch of Long Bay Beach

Nevaeh Villa - Fully Staffed

Anguilla

Beachfront | Pool | AC

9 8+
Details
"Cerulean" means "heaven," and this private resort attends to all the details of your stay to create your personal heaven. ... Cerulean Villa is located on Barnes Bay

Cerulean Villa

Anguilla

Beachfront | Pool | AC

9 9+
Details
Santosha sits right on Long Bay Beach and is perfect for beach weddings, anniversaries, and any special event. You can't ... 5, 6, 7 & 8 BR rates available. Santosha is located along a beautiful stretch of Long Bay Beach

Santosha Villa Estate

Anguilla

Beachfront | Pool | AC

9 9
Details
“Nevaeh” is “heaven” backwards, and the villa's golf simulator, movie theater, media room, and gym are just a few of ... 5, 6, 7 & 8 BR rates available. Nevaeh is located on a beautiful stretch of Long Bay Beach

Nevaeh Villa

Anguilla

Beachfront | Pool | AC

9 8+
Details
Kandara is great if you're looking for space and privacy. The villa and guest house has 10,000 square feet of space, ... 6 BR rate available. Kandara Villa is located on Anguilla's West End

Kandara

Anguilla

Near Beach | Pool

8 8+
Details
If you want to not only see the water from your villa but be able to step right into it, ... 2, 4, 6 & 7 BR rates available. Beach Court Villa is settled at the western end of Shoal Bay Beach

Beach Court Villa

Anguilla

Beachfront | Pool | AC

8 8
Details
The Beach House's high-class architecture and contemporary style is enough to make you want to stay forever, but that's not ... Has specials. The Beach House features an amazing pool and outdoor area

The Beach House

Anguilla

Beachfront | Pool | AC

8 9+
Details
Zenaida offers a great experience at an exceptional value. The beach is down a short, private path, and the villa ... 3, 4, 5 & 6 BR rates available. Zenaida Beach & Tennis Estate is located just above Sandy Hill Beach

Zenaida Beach & Tennis Estate

Anguilla

Beachfront | Pool | AC

7 7
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 ... 4 & 5 BR rates available. Paradise Villa is located near Blowing Point

Paradise Villa

Anguilla

Pool

7 5+
Details
Triton Villa is nestled into its own hillside enclave above Lockrum Bay and Little Harbour. This villa shares a secluded ... 4 & 5 BR rates available. Triton Villa is located on LockRum Bay

Triton Villa at Kamique

Anguilla

Near Beach | Pool

6 6+
Details
Villa Colibri has a sleek and modern design that belongs on a magazine cover. There's a swimming pool with different ... 2, 3, 4 & 5 BR rates available.
Has specials. You'll find contemporary class at Colibri Villa.

Colibri Villa

Anguilla

Pool

6 6
Details
Antilles Pearl is a super luxurious beachfront villa in one of the best spots on Anguilla. There's a 50-foot skywalk ... 5 BR rate available.
Has specials. Antilles Pearl is located on Shoal Bay Beach

Antilles Pearl Villa at Altamer

Anguilla

Beachfront | Pool | AC

6 6
Details
Three Dolphins isn't only gorgeous inside, it also has amazing sea views with St. Martin in the distance. The villa ... Three Dolphins sits in a beautiful location with great ocean views

Three Dolphins

Anguilla

Near Beach | Pool

5 4+
Details
This waterfront villa would be great for a few couples or a large family. There's two queen suites upstairs and ... 2 & 4 BR rates available. Water's Edge Villa is located on Blowing Point

Water's Edge

Anguilla

Near Beach | Pool

5 5
Details
Vacationing will be as much fun for your kids as it is for you at Sand Castle Villa. It has ... 3 BR rate available.
Has specials. Sand Castle Villa is located on the North Shore of Anguilla with views of the Atlantic Ocean

Sand Castle Villa

Anguilla

Beachfront | Pool | AC

5 5+
Details
If you want to be pampered, come to Sea Villa. In addition to its stunning common areas, you have access ... Sea Villa is situated facing the beach with amazing unobscured ocean views

Sea Villa at Long Bay Villas

Anguilla

Beachfront | Pool | AC

5 5+
Details
At Long Bay Villas, you can expect to be relaxed and pampered. There's a full staff, water sports, four king ... The luxurious Sand Villa at Long Bay

Sand Villa at Long Bay Villas

Anguilla

Beachfront | Pool | AC

5 4+
Details
Rent the Two Palms property as a five-bedroom combo, or divide the units between groups of six and four. This ... Beach Palm

Twin Palms Villas

Anguilla

Near Beach | Pool

5 5+
Details
If you like vibrant colors and great views, you'll love Villa Amarilla. Both the interiors and exteriors are done in ... 3 & 4 BR rates available. Beautiful Anguillan sunset from the back porch at Amarilla

Villa Amarilla

Anguilla

Near Beach | Pool

5 5+
Details
Blue Diamond's beachfront luxury leaves nothing out. There's a sound system, WiFi, and air-conditioning throughout the villa, a bar, a ... Blue Diamond Villa at Altamer is set on a prestigious location on Shoal Bay

Blue Diamond Villa at Altamer

Anguilla

Beachfront | Pool | AC

5 7
Details
If you want true pampering, come to Sky Villa. Things like daily housekeeping service are par for the course. Speaking ... Sky Villa is the most private of the Long Bay Villas located just off the beach

Sky Villa at Long Bay Beach Villas

Anguilla

Near Beach | Pool

5 4+
Details
Champagne Shores is the perfect villa rental for design lovers. The sea-facing wall is made up of huge panes of ... Champagne Shores villa sits on a secluded beach near Pelican Bay

Champagne Shores

Anguilla

Near Beach | Pool

5 5+
Details
Tamarind is perfect for two families to share, because each level has its own living area and balcony or terrace. ... 2 & 4 BR rates available. Tamarind Villa is located in Island Harbor just minutes from Shoal Bay East

Tamarind Villa

Anguilla

Pool

5 5
Details
Beaches Edge villa has a smart design that maximizes the ocean views. Of course there's a pool, daily maid service, ... Lounge by the pool and enjoy amazing ocean views at Beaches Edge East Villa

Beaches Edge

Anguilla

Near Beach | Pool

5 5+
Details
Sandcastle Beach House is an action-packed choice for your next family vacation, anniversary, or celebration. With kayaks, paddle boards, bikes, ... Has specials. Sandcastle Beach House is located on on Limestone Bay

Sandcastle Beach House

Anguilla

Beachfront | Pool | AC

4 4+
Details
Pelican Bay would be a great choice for a multi-generational family vacation. Three bedrooms are in the main house with ... 1, 2 & 3 BR rates available. Pelican Bay Villa has an ideal location in between Blowing Point and Pelican Bay

Pelican Bay

Anguilla

Pool

4 4+
Details
Your hunt for beauty, solitude, and affordability near one of the world's best beaches is over. Okeanos is located 150 feet ... 3 BR rate available. Villa Okeanos sits in Shoal Bay East,

Okeanos

Anguilla

Pool

4 3+
Details
Fiore villa is a beautiful, fully air-conditioned 4 bedroom villa just a short 2-3 minute walk to lovely Shoal Bay Beach. ... Fiore Villa photo

Fiore Villa

Anguilla

Near Beach | Pool

4 4+
Details
If you love outdoor showers, infinity pools, and a 20-second walk to the beach, stay at Alegria Villa. You'll find ... The beautiful pool and Caribbean views from Alegria Villa

Alegria Villa

Anguilla

Near Beach | Pool

4 4
Details
Guests at Sandcastle Pointe get access to jaw-dropping ocean views, modern amenities, and luxurious design. Dive into the private infinity ... Sandcastle Pointe Villa is located just west of Shoal Bay Beach

Sandcastle Pointe at Shoal Bay

Anguilla

Pool

4 4
Details
If you like both contemporary and Caribbean styles, you'll love the beautiful browns, blues and whites at Seabird Villa. This ... 2 & 3 BR rates available. Seabird Villa has beautiful sunset views

Seabird Villa

Anguilla

Near Beach | Pool

4 4+
Details
When ISLANDS magazine names you 'One of the Top 20 villas in the World', it's always a good sign. It has ... 1, 2 & 3 BR rates available. The beautiful Bird of Paradise Villa

Bird of Paradise Villa

Anguilla

Near Beach | Pool

4 4+
Details
Situated at the water's edge on the south end of Anguilla, Anani Villa takes advantage of its location to offer ... 3 BR rate available. Anani Villa Kamique is one of three villas on Kamique Estate, situated directly on the Caribbean Sea

Anani Villa at Kamique

Anguilla

Beachfront | Pool | AC

4 4
Details
Villa Kai has water access to Sandy Hill Bay for exploring, and you can watch the waves crash onto the ... 1 & 2 BR rates available. Villa Kai is located on Sandy Hill Bay

Villa Kai

Anguilla

Pool

3 3
Details
The Cottage at Meads Bay is a quiet, peaceful retreat for any vacationer. This villa offers three spacious bedrooms, gorgeous ... The Cottage at Meads Bay is located on Meads Bay, Anguilla’s most desirable beach

The Cottage at Meads Bay

Anguilla

Beachfront | AC

3 3+
Details
This villa is great for a few couples or a family. All three bedrooms have ensuite bathrooms, and two are ... 2 BR rate available. Sweet Return Villa is located near the golf course and Rendezvous Bay

Sweet Return Villa

Anguilla

Pool

3 3
Details
Panarea Villa is truly beautiful, with a great housekeeper and lush gardens all around. I think this villa is ideal ... 1 & 2 BR rates available. Panarea is located in Anguilla's West End, just minutes away from the island's most beautiful beache

Panarea Villa

Anguilla

Near Beach | Pool

3 3
Details
If you're looking for luxury and affordability at one of the world's greatest beaches, then quit searching because Shoal Bay ... 1 & 2 BR rates available. Dreamcatcher Villa is located less than a mile from Shoal Bay Beach

Dreamcatcher Villa

Anguilla

Pool

3 3+
Details
If you’re looking for an Anguilla beachfront rental, this resort villa is worth a look. It’s right on ... Tranquility Beach - Beachfront Penthouse Villa is located on Meads Bay Beach

Tranquility Beach - Beachfront Penthouse

Anguilla

Beachfront | AC

3 3+
Details
Modern design, beach access, and three bedrooms make this penthouse the perfect rental for your next vacation. It’s right ... Tranquility Beach Anguilla is located on Meads Bay Beach

Tranquility Beach - Penthouse

Anguilla

Beachfront | AC

3 3+
Details
This villa is only a 30 second walk up to the beach, which has plenty of beach chairs and umbrellas for ... Beads Bay Beachside Villa 2 is in the Meads Bay Villas

Meads Bay Beachside 2

Anguilla

Near Beach

2 2+
Details
This villa has everything you could want on a romantic vacation, and balances privacy and comfort. You'll have your own ... 1 BR rate available. Beads Bay Beachside Villa 3 is in the Meads Bay Villas

Meads Bay Beachside 3

Anguilla

Near Beach | Pool

2 2+
Details
Your friends and family will love staying in this Meads Bay villa. It combines two units into one, so everyone ... Tranquility Beach Anguilla is located on Meads Bay Beach

Tranquility Beach - 2 Bedroom

Anguilla

Beachfront | AC

2 2
Details
If you want a private pool and close proximity to the beach, Beach Palm Villa won't disappoint. It has one ... Beach Palm Villa has a great patio and pool

Beach Palm Villa

Anguilla

Near Beach | Pool

2 2+
Details
Oceana Villa only has two-bedrooms, but with over 5,000 square feet there is plenty of room to spread out. The outdoor ... 1 BR rate available. Oceana Villa is located on a hill above Crocus Bay

Oceana Villa

Anguilla

Near Beach | Pool

2 2
Details
The beachfront villa at Meads Bay Beach Villas is the most popular property for an obvious reason... it sits steps ... Meads Bay Beachfront Villa 1 is located on a beautiful stretch of Meads Bay Beach

Meads Bay Beachfront

Anguilla

Beachfront | Pool | AC

2 2+
Details
Your friends and family will love this beachfront rental on Meads Bay. It combines two units into one villa, so ... Tranquility Beach - Two Bedroom Beachfront Villa is located on Meads Bay Beach

Tranquility Beach - Beachfront 2 Bedroom

Anguilla

Beachfront | AC

2 2
Details
If you want your own beach villa but still want the convenience of a front desk and concierge, beautiful Meads ... Beads Bay Beachside Villa 1 is in the Meads Bay Villas

Meads Bay Beachside 1

Anguilla

Near Beach | Pool

2 2+
Details

Where To Stay

Home Page
My Trip
My Favorites
Magazine