Anguilla Villas & Vacation Rentals

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

  • From $549 to $3,000 per night
  • Pool
  • AC
  • From $11,500 to $32,760 per night
  • Beachfront
  • Pool
  • AC
  • From $1,950 to $4,862 per night
  • Beachfront
  • Pool
  • AC
  • From $6,050 to $26,500 per night
  • Beachfront
  • Pool
  • AC

ANI Anguilla

10 Bedrooms
10 Bathrooms
  • From $14,000 to $32,000 per night
  • Pool
  • AC

Villa Kai

3 Bedrooms
3 Bathrooms
  • From $600 to $1,500 per night
  • Pool
  • AC
  • From $5,200 to $16,000 per night
  • Beachfront
  • Pool
  • AC
  • From $529 to $1,082 per night
  • Near Beach
  • Pool
  • AC
  • From $450 to $1,500 per night
  • Near Beach
  • Pool
  • AC
  • From $9,200 to $26,160 per night
  • Beachfront
  • Pool
  • AC
  • From $3,000 to $6,000 per night
  • Near Beach
  • Pool
  • AC
  • From $1,100 to $6,000 per night
  • Beachfront
  • Pool
  • AC
  • From $1,100 to $4,655 per night
  • Beachfront
  • Pool
  • AC

Indigo Villa

10 Bedrooms
10 Bathrooms
  • From $5,300 to $23,040 per night
  • Beachfront
  • Pool
  • AC
  • From $4,700 to $14,000 per night
  • Beachfront
  • Pool
  • AC
  • From $1,400 to $8,900 per night
  • Pool
  • AC
  • From $17,857 to $35,714 per night
  • Beachfront
  • Pool
  • AC
  • From $2,100 to $5,000 per night
  • Near Beach
  • Pool
  • AC
  • From $1,075 to $2,530 per night
  • Beachfront
  • Pool
  • AC

Nirvana

4 Bedrooms
4 Bathrooms
  • From $497 to $1,800 per night
  • Near Beach
  • Pool
  • AC
  • From $549 to $2,000 per night
  • Pool
  • AC
  • From $1,650 to $6,000 per night
  • Near Beach
  • Pool
  • AC

Kandara

8 Bedrooms
8+ Bathrooms
  • From $3,750 to $15,854 per night
  • Near Beach
  • Pool
  • AC
  • From $850 to $2,200 per night
  • Near Beach
  • Pool
  • AC
  • From $1,400 to $3,600 per night
  • Pool
  • AC
  • From $3,200 to $14,000 per night
  • Beachfront
  • Pool
  • AC
  • From $1,500 to $4,500 per night
  • Near Beach
  • Pool
  • AC
  • From $3,500 to $8,900 per night
  • Near Beach
  • Pool
  • AC
  • From $3,960 to $6,000 per night
  • Beachfront
  • Pool
  • AC
  • From $4,500 to $12,600 per night
  • Near Beach
  • Pool
  • AC
  • From $7,850 to $26,500 per night
  • Beachfront
  • Pool
  • AC
  • From $1,775 to $4,900 per night
  • Near Beach
  • Pool
  • AC
  • From $1,850 to $7,400 per night
  • Near Beach
  • Pool
  • AC
  • From $800 to $3,000 per night
  • Pool
  • AC
  • From $1,500 to $5,500 per night
  • Beachfront
  • Pool
  • AC

Solaire 3

2 Bedrooms
2 Bathrooms
  • From $700 to $2,000 per night
  • Beachfront
  • Pool
  • AC

Okeanos

4 Bedrooms
3+ Bathrooms
  • From $1,150 to $2,300 per night
  • Pool
  • AC
  • From $800 to $2,500 per night
  • Near Beach
  • Pool
  • AC
  • From $534 to $1,085 per night
  • Near Beach
  • Pool
  • AC
  • From $5,600 to $14,500 per night
  • Beachfront
  • Pool
  • AC
  • From $815 to $2,300 per night
  • Pool
  • AC

Solaire 2

2 Bedrooms
2 Bathrooms
  • From $700 to $2,000 per night
  • Beachfront
  • Pool
  • AC

Solaire 4

1 Bedrooms
1 Bathrooms
  • From $400 to $1,500 per night
  • Beachfront
  • Pool
  • AC
  • From $7,500 to $30,500 per night
  • Beachfront
  • Pool
  • AC
  • From $1,900 to $4,300 per night
  • Beachfront
  • AC
  • From $469 to $1,135 per night
  • Near Beach
  • Pool
  • AC
  • From $600 to $1,600 per night
  • Pool
  • AC
  • From $3,450 to $15,000 per night
  • Beachfront
  • Pool
  • AC
  • From $2,350 to $9,493 per night
  • Beachfront
  • Pool
  • AC
  • From $1,500 to $4,200 per night
  • Near Beach
  • Pool
  • AC
  • From $1,700 to $4,500 per night
  • Beachfront
  • Pool
  • AC
  • From $2,200 to $6,900 per night
  • Beachfront
  • Pool
  • AC
  • From $945 to $3,000 per night
  • Pool
  • AC
  • From $1,150 to $3,500 per night
  • Pool
  • AC
  • From $850 to $2,200 per night
  • Near Beach
  • AC
  • From $1,000 to $2,750 per night
  • Beachfront
  • AC
  • Resort Villa
  • From $1,700 to $5,500 per night
  • Pool
  • AC
  • From $650 to $3,100 per night
  • Near Beach
  • Pool
  • AC

Songbird

4 Bedrooms
4+ Bathrooms
  • From $1,100 to $3,500 per night
  • Near Beach
  • Pool
  • AC
  • From $1,074 to $2,200 per night
  • Near Beach
  • Pool
  • AC

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.