Anguilla Villas & Vacation Rentals

Looking to rent a villa in Anguilla?

Anguilla’s breathtaking vacation homes redefine luxury in the Caribbean, offering an extraordinary escape for couples or groups seeking an unforgettable getaway. Imagine waking up to panoramic ocean views in your private villa, complete with an infinity pool, a personal chef, and exclusive beachfront access. These stylish retreats combine privacy with indulgence, setting the stage for magical moments in a paradise of powder-white sands, turquoise waters, and vibrant island charm.

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

  • From $2,400 to $9,000 per night
  • Pool
  • AC
  • From $1,074 to $2,200 per night
  • Near Beach
  • Pool
  • AC
  • From $7,850 to $28,000 per night
  • Beachfront
  • Pool
  • AC
  • From $1,700 to $4,500 per night
  • Pool
  • AC
  • From $1,850 to $4,500 per night
  • Near Beach
  • Pool
  • AC
  • From $950 to $4,000 per night
  • Beachfront
  • Pool
  • AC
  • From $2,000 to $6,000 per night
  • Pool
  • AC
  • From $1,575 to $4,600 per night
  • Near Beach
  • Pool
  • AC

Okeanos

4 Bedrooms
3+ Bathrooms
  • From $1,150 to $2,300 per night
  • Pool
  • AC
  • From $895 to $2,000 per night
  • Pool
  • AC
  • From $750 to $1,925 per night
  • Beachfront
  • AC
  • Resort Villa
  • From $834 to $1,710 per night
  • Near Beach
  • Pool
  • AC
  • From $600 to $1,900 per night
  • Beachfront
  • Pool
  • AC
  • From $1,750 to $5,500 per night
  • Beachfront
  • AC
  • Resort Villa
  • From $2,200 to $5,000 per night
  • Near Beach
  • Pool
  • AC
  • From $4,900 to $13,500 per night
  • Beachfront
  • Pool
  • AC
  • From $850 to $2,200 per night
  • Near Beach
  • AC

Solaire 2

2 Bedrooms
2 Bathrooms
  • From $700 to $2,000 per night
  • Beachfront
  • Pool
  • AC
  • From $575 to $1,650 per night
  • Beachfront
  • AC
  • Resort Villa

Songbird

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

Alkera

5 Bedrooms
5 Bathrooms
  • From $2,300 to $10,500 per night
  • Near Beach
  • Pool
  • AC
  • From $750 to $1,925 per night
  • Beachfront
  • AC
  • From $850 to $2,200 per night
  • Beachfront
  • AC
  • Resort Villa
  • From $600 to $1,900 per night
  • Beachfront
  • Pool
  • AC
  • From $900 to $5,050 per night
  • Near Beach
  • Pool
  • AC
  • From $450 to $990 per night
  • Beachfront
  • AC
  • Resort Villa
  • From $495 to $1,155 per night
  • Beachfront
  • AC
  • Resort Villa
  • Price upon request
  • Pool
  • AC
  • From $1,010 to $1,855 per night
  • Beachfront
  • AC

About Anguilla

Anguilla is a Caribbean gem, renowned for its luxury, privacy, and natural beauty, making it the perfect destination for villa rental vacations. The island’s serene atmosphere and exclusivity create an idyllic escape for those seeking relaxation or adventure. With 33 pristine beaches, Anguilla offers a slice of paradise for every visitor. Shoal Bay’s powdery sands and vibrant coral reefs, Meads Bay’s calm, inviting waters, and Little Bay’s secluded charm are just a few of the highlights along its stunning coastline. 

Water enthusiasts can dive into crystal-clear waters to snorkel among colorful marine life, paddleboard along tranquil bays, or sail to nearby hidden cays on private charters. For those seeking cultural immersion, Anguilla offers a lively music scene, friendly locals, and historical sites like the Heritage Collection Museum. 

Stay in one of the island’s world-class luxury villas, each offering unparalleled privacy and breathtaking ocean views. Anguilla’s exceptional dining scene ranges from casual beachfront restaurants to fine dining establishments, all showcasing fresh seafood and local flavors. Whether you’re savoring a sunset dinner or exploring the island’s natural and cultural treasures, Anguilla is the ultimate destination for an unforgettable villa holiday, blending tranquility, adventure, and sophistication in a truly unique way.

What's special about Anguilla?

Anguilla, a jewel of the Caribbean, is celebrated for its powdery white-sand beaches and crystalline turquoise waters. This tranquil island offers a serene escape for travelers seeking a relaxing yet luxurious vacation. With 33 pristine beaches to explore, from the lively Shoal Bay East to the secluded sands of Little Bay, Anguilla is the ultimate beach lover’s paradise. Stay in one of the island’s private villas and wake up to the soothing sounds of the ocean, with sweeping views of the Caribbean right from your terrace. Anguilla’s luxury villas provide a perfect blend of comfort and elegance, offering an unparalleled vacation experience with amenities like infinity pools, private chefs, and personalized concierge services.

Beyond the beaches, Anguilla enchants visitors with its rich culture, world-class dining, and warm, welcoming locals. Enjoy fresh seafood at beachfront restaurants, dance to the rhythm of live reggae, or explore the island’s vibrant art galleries and heritage sites. From the lively festivities of Carnival to the quiet charm of its coastal villages, Anguilla offers a unique mix of relaxation and cultural richness. With an array of luxury vacation rentals and holiday homes to choose from, this Caribbean haven guarantees an unforgettable retreat tailored to your every desire.

Anguilla FAQ

Q: Do I need a visa to travel to Anguilla?
A: U.S., Canadian, and European Union citizens do not need a visa for stays up to 90 days. However, visitors must have a valid passport and a return or onward ticket.
Q: What is the best time to visit Anguilla?
A: The best time to visit is from December to April during the dry season, with warm, sunny weather perfect for beach days. The off-season (May to November) offers fewer crowds and better deals, though it’s also hurricane season.
Q: How do I get to Anguilla?
A: Most travellers fly into Princess Juliana International Airport in St. Maarten and then take a short ferry or flight to Anguilla. There are also direct flights to Clayton J. Lloyd International Airport in Anguilla from select locations.
Q: What are the must-visit beaches in Anguilla?
A: Anguilla is known for its pristine beaches, including Shoal Bay East, Rendezvous Bay, Meads Bay, and Maundays Bay, all offering soft white sand and turquoise waters.
Q: What activities can I do in Anguilla?
A: Popular activities include snorkelling, scuba diving, paddle boarding, sailing, and dining at world-class restaurants. Visitors also enjoy exploring the island's vibrant music scene and relaxing at luxurious beach resorts.