Anguilla Villas & Vacation Rentals

These are the 89 most popular villa rentals in Anguilla. Narrow your search above.

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
Available!
Specials.
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
Available!

Kandara

8 Bedrooms
8+ Bathrooms
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
Available!
Anguilla
  • Beachfront
  • 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
Available!
Anguilla
  • Beachfront
  • 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
Available!
Anguilla
  • Beachfront
  • Pool
  • AC
Details
The Cottage at Meads Bay is extremely popular due to it's direct beach access on one of the island’s most beautiful beaches. It offers three spacious bedrooms, an updated ...
The Cottage at Meads Bay photo
Available!
Anguilla
  • Beachfront
  • 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
Available!
Anguilla
  • Near Beach
  • 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
Call for availability.
Anguilla
  • Pool
  • AC
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
Available!
Anguilla
  • Near Beach
  • 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
Available!
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
Available!
Specials.
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
Available!
Anguilla
  • Near Beach
  • 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
Available!

ANI Anguilla

10 Bedrooms
10 Bathrooms
Anguilla
  • 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
Available!
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
Available!
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
Available!
Anguilla
  • Beachfront
  • 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
Call for availability.
Specials.
Anguilla
  • Beachfront
  • Pool
  • AC
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
Available!
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
Available!
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
Available!

Villa Kai

3 Bedrooms
3 Bathrooms
Anguilla
  • 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
Available!
Anguilla
  • Beachfront
  • 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
Available!

Solaire 4

1 Bedrooms
1 Bathrooms
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
Available!

Solaire 3

2 Bedrooms
2 Bathrooms
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
Available!
Anguilla
  • Near Beach
  • 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
Available!
Anguilla
  • Beachfront
  • 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
Available!
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
Available!
Specials.
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
Call for availability.

Indigo Villa

10 Bedrooms
10 Bathrooms
Anguilla
  • Beachfront
  • Pool
  • AC
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
Call for availability.
Anguilla
  • Near Beach
  • Pool
  • AC
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
Available!
Anguilla
  • Beachfront
  • 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
Available!
Specials.
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
Available!
Anguilla
  • Beachfront
  • 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
Available!
Anguilla
  • Pool
  • AC
Details
Angel Point in Little Harbour
Available!
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
Available!
Anguilla
  • Near Beach
  • 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
Available!
Anguilla
  • Beachfront
  • 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
Available!
Anguilla
  • Near Beach
  • 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
Available!
Anguilla
  • Beachfront
  • 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
Available!
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
Available!
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
Available!
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
Available!
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
Available!
Anguilla
  • Beachfront
  • Pool
  • AC
Details
Pelican Bay would be a great choice for a multi-generational family vacation. Three bedrooms are in the main house with exterior access, and the entire interior is extremely open and ...
Pelican Bay Villa has an ideal location in between Blowing Point and Pelican Bay
Available!
Anguilla
  • 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
Available!
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
Available!
Anguilla
  • Near Beach
  • 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
Available!
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
Available!

Nirvana

4 Bedrooms
4 Bathrooms
Anguilla
  • Near Beach
  • 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
Available!
Anguilla
  • Near Beach
  • 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
Available!
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
Call for availability.
Anguilla
  • Near Beach
  • Pool
  • AC
If you’re looking for an Anguilla beachfront rental, this resort villa is worth a look. It’s right on Meads Bay, one of the island’s most gorgeous beaches, ...
Tranquility Beach - Beachfront Penthouse Villa is located on Meads Bay Beach
Available!
Specials.
Anguilla
  • Beachfront
  • AC
  • Resort Villa
Details
Your friends and family will love staying in this Meads Bay villa. It combines two units into one, so everyone gets a luxurious master suite and ensuite bathroom. One suite ...
Tranquility Beach Anguilla is located on Meads Bay Beach
Available!
Specials.
Anguilla
  • Beachfront
  • AC
  • Resort Villa
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
Available!
Anguilla
  • Beachfront
  • Pool
  • AC
Details
The Solaire villas enjoy a beachfront location between Pelican Bay and Blowing Point. This region of Lockrum Beach is known for tranquil, shallow waters and excellent snorkeling, so Solaire provides ...
Solaire Villa 5 is located on Pelican Bay Beach
Available!

Solaire 5

1 Bedrooms
1 Bathrooms
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
Available!

Solaire 2

2 Bedrooms
2 Bathrooms
Anguilla
  • Beachfront
  • 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
Available!

Waves

3 Bedrooms
3+ Bathrooms
Anguilla
  • Near Beach
  • Pool
  • AC
Details
If you want to close to a wonderful beach, Songbird is the perfect spot! It features all the modern amenities you need, like air-conditioning and a stunning infinity edge pool. ...
Songbird Villa in Rendezvous Bay
Available!
Specials.

Songbird

4 Bedrooms
4+ Bathrooms
Anguilla
  • Near Beach
  • 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
Available!
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
Available!
Anguilla
  • Beachfront
  • Pool
  • AC
Details

Looking to rent a villa 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.