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Anguilla Villas & Vacation Rentals

These are the 88 most popular villa rentals in Anguilla. Narrow your search above.

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
Vista Villa offers panoramic views and a small, private beach next to a reef perfect for snorkeling. The home is done in beautiful neutrals and reads like a Who's Who ...
Vista Villa has a beautiful private pool and great ocean views

Anguilla

Pool | AC

Details
When ISLANDS magazine names you 'One of the Top 20 villas in the World', it's always a good sign. It has tons of outdoor space, a bed in a grove overlooking ...
The beautiful Bird of Paradise Villa

Anguilla

Near Beach | Pool | AC

Details
The beachfront villa at Meads Bay Beach Villas is the most popular property for an obvious reason... it sits steps away from the sand and waves. I love the fact ...
Meads Bay Beachfront Villa 1 is located on a beautiful stretch of Meads Bay Beach

Anguilla

Beachfront | Pool | AC

Details
The Cottage at Meads Bay is a quiet, peaceful retreat for any vacationer. This villa offers three spacious bedrooms, gorgeous ocean views, and direct beach access to one of the ...
The Cottage at Meads Bay is located on Meads Bay, Anguilla’s most desirable beach

Anguilla

Beachfront | 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
If you're on your first, second or twelfth honeymoon, Fletch's Cove is perfect. It's small enough that you won't feel lost, but there's plenty of space to stretch out. There's ...
Fletch's Cove is located between LockRum Bay and Little Harbour on the coast of Anguilla

Anguilla

Near Beach | 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

Kandara

8 8+

Anguilla

Near Beach | Pool | AC

Details
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

Anguilla

Beachfront | Pool | AC

Details
Tamarind is perfect for two families to share, because each level has its own living area and balcony or terrace. Both living areas have a library and dining space. The ...
Tamarind Villa is located in Island Harbor just minutes from Shoal Bay East

Anguilla

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

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
Zenaida offers a great experience at an exceptional value. The beach is down a short, private path, and the villa has a private, night-lit tennis court with a soft Har-Tru ...
Zenaida Beach & Tennis Estate is located just above Sandy Hill Beach

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

ANI Anguilla

10 10

Anguilla

Pool | AC

Details
Sea Winds is perfect for families seeking a cozy oceanfront retreat. Two of the three bedrooms are located in their own pods, and the child-friendly third suite is attached to ...
Sea Winds is perched on a hillside just above Little Harbor

Anguilla

Pool | AC

Details
If you're looking for luxury and affordability at one of the world's greatest beaches, then quit searching because Shoal Bay East's Dreamcatcher Villa is it. It boasts 3 bedrooms/3.5 baths, an ...
Dreamcatcher Villa is located less than a mile from Shoal Bay Beach

Anguilla

Pool | AC

Details
Guests at Sandcastle Pointe get access to jaw-dropping ocean views, modern amenities, and luxurious design. Dive into the private infinity pool or take a shot on the manicured putting/croquet ...
Sandcastle Pointe Villa is located just west of  Shoal Bay Beach
Specials.

Anguilla

Pool | AC

Details
Situated at the water's edge on the south end of Anguilla, Odyssey villa takes advantage of its location to offer the best possible views of the island. Odyssey is a ...
Odyssey is located along Anguilla's south shore

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

Anguilla

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
If you're looking for something cozy, secluded, and breathable, Solaire has got you covered. The open-air design really puts you in the island flow, the pool and lounge area is ...
Solare Villas are located on a stretch of sandy beach on Pelican Bay

Solaire 3

2 2

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
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
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
If your idea of a good time includes beach access, high-end amenities, and five luxurious bedrooms. There’s plenty of indoor and outdoor living space, an expansive pool area, and ...
Rendezvous Villa is located on Rendezvous Bay

Anguilla

Beachfront | Pool | AC

Details
If you want a lot of room to roam around in, water access, a full staff, and luxury accommodations, Indigo Villa is perfect for you. The 10 bedrooms are scattered around ...
Indigo Villa is located right on Little Harbor and has its on little piece of sandy beach

Indigo Villa

10 10

Anguilla

Beachfront | Pool | AC

Details
Beach Escape is the perfect villa rental for multiple families and large groups. There is a main house and a guest house, and both have bedrooms with exterior access, ensuite ...
Beach Escape Villa is located on a beautiful little stretch of Sandy Point Beach

Anguilla

Beachfront | Pool | AC

Details
Vacationing will be as much fun for your kids as it is for you at Sand Castle Villa. It has everything you could possibly think of to keep the children ...
Sand Castle Villa is located on the North Shore of Anguilla with views of the Atlantic Ocean
Specials.

Anguilla

Beachfront | Pool | AC

Details
If you want to not only see the water from your villa but be able to step right into it, you'll love Beach Court Villa. Shoal Bay is a great ...
Beach Court Villa is settled at the western end of Shoal Bay Beach

Anguilla

Beachfront | Pool | AC

Details
Situated at the water's edge on the south end of Anguilla, Anani Villa takes advantage of its location to offer the best possible views of the island. The villa is ...
Anani Villa Kamique is one of three villas on Kamique Estate, situated directly on the Caribbean Sea

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

Villa Kai

3 3

Anguilla

Pool | AC

Details
Triton Villa is nestled into its own hillside enclave above Lockrum Bay and Little Harbour. This villa shares a secluded cove and amazing snorkeling spots with two other villas in ...
Triton Villa is located on LockRum Bay

Anguilla

Near Beach | Pool | AC

Details
Oceana Villa only has two-bedrooms, but with over 5,000 square feet there is plenty of room to spread out. The outdoor furnishings on the upstairs balcony are super comfy and perfect ...
Oceana Villa is located on a hill above Crocus Bay

Anguilla

Near Beach | Pool | AC

Details
This waterfront villa would be great for a few couples or a large family. There's two queen suites upstairs and two twin suites downstairs, so adults can relax in solitude ...
Water's Edge Villa is located on Blowing Point

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
Specials.

Anguilla

Beachfront | 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

Anguilla

Beachfront | Pool | AC

Details
If you're vacationing with two couples and want privacy, Jasmine Villa is the perfect choice. Its two rooms both have king beds and are separated from each other by a ...
jasmine Villa is just a short distance to Meads Bay

Anguilla

Near Beach | Pool | AC

Details
The Solaire villas sit beachfront near Pelican Bay and Blowing Point. This region of Lockrum Beach is known for its tranquility, shallow waters, and excellent snorkeling. The villa provides snorkeling ...
Solaire 4 Villa is located on Pelican Bay

Solaire 4

1 1

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
Rent the Two Palms property as a five-bedroom combo, or divide the units between groups of six and four. This rental is just off the waters of Meads Bay, and ...
Beach Palm

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
Angel Point in Little Harbour

Anguilla

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
Solaire 2 is part of a cozy resort community on Pelican Bay, and it enjoys exclusive beach access. Modern amenities, like WiFi, flatscreen TVs, open floor plans, daily housekeeping, and ocean ...
Solaire Villas are located on Pelican Bay with a beautiful stretch of sandy beach

Solaire 2

2 2

Anguilla

Beachfront | Pool | AC

Details
If you like both contemporary and Caribbean styles, you'll love the beautiful browns, blues and whites at Seabird Villa. This villa is both soothing and classy, with a modern kitchen ...
Seabird Villa has beautiful sunset views

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 live for an incredible sunset view, come to Nirvana. This 4-bedroom, 4-bathroom villa has that and more. There's a landscaped garden, a pool, an outdoor barbecue, and a ...
Nirvana Villa is located at the northernmost tip of Sandy Ground

Nirvana

4 4

Anguilla

Near Beach | 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
Alkera is all about balance, with a blend of privacy and convenience as well as luxury and practicality. The villa’s property gate provides seclusion, but it’s just minutes ...
Alkera is located on a hillside over Shoal Bay East

Alkera

5 5

Anguilla

Near Beach | Pool | AC

Details
Talk about spacious and elegant! Waves on Shoal Bay Villa is has a pool, a fully equipped kitchen, a deck-side hammock, and easy beach access for your and your friends ...
Waves Villa is located on Shoal Bay

Waves

3 3+

Anguilla

Near Beach | Pool | AC

Details
Meads Bay is one of the Caribbean’s most gorgeous white sand beaches, and Tranquility Beach sits right in the center of the bay. It’s really hard to find ...
Tranquility Beach - One Bedroom Premium Beachfront Villa is located on Meads Bay Beach

Anguilla

Beachfront | AC | Resort Villa

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

Anguilla

Near Beach | Pool | AC

Details
Panarea Villa is truly beautiful, with a great housekeeper and lush gardens all around. I think this villa is ideal for a casual, laid-back Caribbean vacation, especially for young families ...
Panarea is located in Anguilla's West End, just minutes away from the island's most beautiful beache

Anguilla

Near Beach | Pool | AC

Details
Coconut Palm Villa has a prime location just 100 yards from Meads Bay. You can take in the sailboat races along the coast from the villa's rooftop deck, play a round ...
Private pool at Coconut Palm Villa

Anguilla

Near Beach | Pool | AC

Details
If you love outdoor showers, infinity pools, and a 20-second walk to the beach, stay at Alegria Villa. You'll find a spacious home with its own pool, gym, media room, ...
The beautiful pool and Caribbean views from Alegria Villa

Anguilla

Near Beach | Pool | AC

Details
This villa is great for a few couples or a family. All three bedrooms have ensuite bathrooms, and two are kings while the third has two twins. There's a common ...
Sweet Return Villa is located near the golf course and Rendezvous Bay

Anguilla

Pool | AC

Details
Three Dolphins isn't only gorgeous inside, it also has amazing sea views with St. Martin in the distance. The villa has all the modern amenities you want, like Roku TV ...
Three Dolphins sits in a beautiful location with great ocean views

Anguilla

Near Beach | Pool | AC

Details
Solaire Premier is a resort villa with a quiet, tranquil location on Lochrum Bay. This elegant, modern villa is ideal for families or couples. The staff provides unforgettable service and ...
Soalire Villas are located on Pelican Bay with a beautiful stretch of sandy beach

Anguilla

Beachfront | Pool | AC

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

Anguilla

Near Beach | 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

Anguilla

Near Beach | Pool | AC

Details
Sunrise
Sunset
Sunrise and sunset vary based on time of year. You can change the date to see the how the sunrise and sunset are affected.
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Looking to rent a villa in Anguilla?

  1. Anguilla offers villa guests white sand beaches and a peaceful vacation
  2. Luxury villas can provide private pools, staff, concierge service, and beach access to guests
  3. Choose an Anguilla villa expert that can provide guests with the best personally inspected villas on Anguilla

Noted for its white sand beaches and eclectic restaurants, Anguilla is the perfect Caribbean island for villa renters looking for a peaceful retreat. Named for its “eel” like shape, Anguilla is approximately 16 miles long and 3 miles wide, making it easy to get from your island home to all parts of this small country. Famous Shoal Bay East beach and Scilly Cay are the main attractions on the east end of the island, which is otherwise less developed and quiet. As you head west you’ll find multiple beaches, our preferred being Meads Bay. Here you’ll find less crowds and one of our favorite eateries, Blanchards Beach Shack. Anguilla is the perfect island for villa rentals.

What's special about Anguilla?

Anguilla offers scenic and natural Caribbean beauty with miles of white sand beaches, turquoise waters, and a laid-back vibe. With 12 miles of pristine beaches, Anguilla is ideal for sunbathing, swimming and relaxing. Villa rental clients can enjoy a variety of activities and watersports, including snorkeling, diving, and even swimming with dolphins. From luxury Ani Villa to Villa Alegria, the island has a wide variety of vacation rentals to choose from.

Not known for its busy nightlife, shopping or casinos, Anguilla is celebrated for being a peaceful place to slow down and recharge the soul. From the calming rifts of Reggae to the island’s renowned lobster and barbeque, there’s a flair for food and music on Anguilla. Villa rental guests can enjoy heading to Dune Preserve Restaurant/Bar in Rendezvous Bay. This island hot spot is owned by Bankie Banx, a native Anguillan Reggae artist. Art is another big part of the island life with numerous galleries featuring local artists. For the history buff, why not book a free tour of Wallblake House. This well-preserved sugar plantation is located in the capital city of The Valley. Although shopping is not a big part of Anguilla, a short ferry ride to St. Maarten will take you to an array of local shops where you can pick up clothes, jewelry, and other island souvenirs. Then, after a day of island hopping, you can pop open a bottle of wine and watch the sun set from the comfort of your private verandah at your luxury villa.

Most of our vacation home rentals come with a private swimming pool, fully equipped kitchen, and lots of space for relaxation. Although beachfront villas are somewhat limited on Anguilla, many of our homes offer beach access. Numerous vacation rentals also offer hot tubs and fitness rooms. The great thing about our Anguilla villas is that there’s an array of choices and something for every budget.

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