Vacation rentals in Anguilla

561 available vacation rental offers

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Anguilla vacation rentals
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Best Vacation rentals and Airbnb offers in Anguilla

Best family friendly Anguilla vacation rentals

Among the 561 accommodations in Anguilla, here are the 4 best family friendly rentals

Island Paradise Apartments - Anguilla
9.7 4 reviews

Island Paradise Apartments

apartment, The Valley
Island Paradise Apartments is located in The Valley, a short 6.4 kilometre drive from Shoal Bay.
This two-bedroom apartment, ideal for families, offers a private terrace, a fully equipped kitchen and a garden, perfect for relaxing after a day exploring the island.
Sea View Escape - Anguilla
9.2 10 reviews

Sea View Escape

apartment, The Valley
This beachfront apartment in The Valley offers direct access to a private beach area and is located 12.4 kilometres from Shoal Bay and 6 kilometres from Anguilla Airport.
This air-conditioned one-bedroom flat comfortably accommodates up to seven guests and features a fully equipped kitchen, a private terrace, complimentary WiFi, and private parking.
6 Br Villa On Crocus Bay With Pool & Concierge - Anguilla
10 3 reviews

6 Br Villa On Crocus Bay With Pool & Concierge

house
This CéBlue Villa is located on a hillside overlooking Crocus Bay, just a short walk from the beach and its renowned snorkeling spots. The surrounding area is peaceful and offers stunning sunset views.
This six-bedroom villa can accommodate up to 12 guests and includes five bathrooms, a private pool, and a spacious outdoor living area. The villa also offers a fully equipped kitchen, daily housekeeping, and access to the Da'Vida Beach Club, which provides a range of amenities and activities.
Sandcastle Villa - Anguilla
10 26 reviews

Sandcastle Villa

house, Crocus Hill
Sandcastle Beach House is situated in The Valley, just a short distance from Crocus Bay Beach and Shoal Bay, offering a tranquil escape in a prime location. The property boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
This spacious villa features four bedrooms, making it ideal for families or groups of friends. The property offers a range of amenities, including a private pool and hot tub, a well-equipped kitchen, daily room service, and a host of activities like cycling, fishing, and snorkeling.

Best Anguilla vacation rentals with a pool

Among the 561 accommodations in Anguilla, here are the 4 best rentals with a pool

Panarea Pool-gym Villa, West End - Anguilla
10 1 review

Panarea Pool-gym Villa, West End

apartment
This West End villa, a short drive from Meads Bay and a 10-minute (1.6km) walk from Maundays Bay, offers secluded luxury near Belmond Cap Jaluca and Four Seasons Resort.
The three-bedroom, four-bathroom property sleeps six guests and boasts a private half-acre gated estate with a sea-view infinity pool, on-site gym, lush gardens, and beach gear, alongside a fully equipped kitchen including dishwasher.
Gumbs View Anguilla (Second Floor) - Anguilla
No reviews

Gumbs View Anguilla (Second Floor)

apartment
This South Hill Village apartment, perfect for couples or solo travellers, offers a convenient base for exploring the area; further details on proximity to specific landmarks are needed to provide precise distances.
The one-bedroom flat features a modern design, air conditioning, a kitchen, swimming pool access, parking, and sleeps two; additional amenities and the exact floor area are not specified.
Malliouhana Resort Anguilla - Anguilla
9.6 101 reviews

Malliouhana Resort Anguilla

resort, Meads Bay
Malliouhana Resort Anguilla is located in Meads Bay, just a short drive from Shoal Bay, offering a peaceful escape on the island's beautiful coastline. The resort has received excellent user ratings for its cleanliness and a very good rating for its location.
The resort features a range of rooms, including comfortable suites and villas, each offering a private balcony or terrace to enjoy the views. Guests can enjoy a variety of amenities such as a swimming pool, spa, fitness centre, tennis court and restaurant, as well as complimentary bikes for exploring the area.
Cliffside 4-bedroom Villa W/ Pool Near Beach - Anguilla
No reviews

Cliffside 4-bedroom Villa W/ Pool Near Beach

house
Villa Le Rêve Bleu, a modern villa, is located in the secluded Black Garden district of Anguilla, offering a tranquil escape with panoramic sea views.
This luxurious villa accommodates up to 8 guests with 4 bedrooms and 5 bathrooms, featuring an infinity pool, air conditioning, a Jacuzzi, a garden, a bar, and parking, all complemented by 5-star service from Rêve Noir, including complimentary airport transfers.

Frequently Asked Questions about vacation rentals in Anguilla

  • What are the must-see places in Anguilla?

    Shoal Bay East, consistently ranked among the world's best beaches, is a must-see. Then there's Meads Bay, known for its calm waters and upscale resorts. For a historical perspective, visit the Anguilla National Trust's heritage sites, including the Old Courthouse in The Valley. Don't forget the dramatic cliffs and secluded coves along the island's northern coast.
  • What are the best Airbnb and vacation rentals in Anguilla?

    Tradewinds Apartments Simpson Bay, Maho Beach House - Luxe 1 Bedroom - Ocean Hideaway and Blue Dream Apartments are the most popular Airbnb and vacation rentals in Anguilla among travelers.

  • What are the typical activities to do in Anguilla?

    Relaxing on Anguilla's stunning beaches is a top activity. Watersports like snorkeling, diving, and kayaking are popular, especially around Sandy Island and Little Bay. Exploring the island by car or scooter is enjoyable, allowing you to discover hidden gems. Fine dining and sunset cocktails are also significant parts of the Anguilla experience.
  • What are the most popular Airbnbs in Anguilla?

  • Which part of Anguilla offers the most pleasant climate?

    Anguilla enjoys a consistently warm and sunny climate year-round. However, the southern areas, such as Rendezvous Bay, tend to be slightly less windy than the northern parts of the island, offering a calmer, more sheltered experience.
  • What are the best vacation rentals with a pool in Anguilla?

  • What airport options are there for reaching Anguilla?

    The Clayton J. Lloyd International Airport (AXA) is Anguilla's only airport. Most visitors arrive via connecting flights from major hubs in the Caribbean or the United States.
  • What are the best rentals for families and kids in Anguilla?

  • Are there specific challenges to driving in Anguilla that visitors should know?

    Driving in Anguilla is generally straightforward, but some roads are narrow and winding, especially in the more rural areas. Be prepared for some bumpy roads and drive cautiously. Renting a scooter is a popular alternative for exploring the island.
  • What are the best rentals or Airbnbs with a jacuzzi in Anguilla?

  • What currency is used in Anguilla?

    The East Caribbean dollar (EC$) is the official currency, but US dollars are widely accepted throughout the island.
  • What are the top festivals to experience in Anguilla?

    Anguilla's Summer Festival, held annually in July and August, is a major event featuring music, dance, and cultural celebrations. The Anguilla National Trust also hosts various events throughout the year promoting the island's heritage and environment.
  • What is the best time of year to visit Anguilla?

    The best time to visit Anguilla is during the shoulder seasons (April-May and September-October) for pleasant weather and fewer crowds. The peak season (December-April) offers ideal conditions but comes with higher prices and more tourists.
  • What are some local dishes to try in Anguilla?

    Try the local lobster, prepared in various ways, from grilled to thermidor. Another popular dish is conch, often served in fritters or stews. For a taste of Anguillian cuisine, sample the local fish, often prepared with fresh herbs and spices.
  • What emergency numbers should you know in case of a medical or security issue in Anguilla?

    For medical emergencies, dial 911. For police assistance, contact the Royal Anguilla Police Force.
  • What etiquette tips are important when visiting Anguilla?

    Anguilla is known for its relaxed atmosphere, but respecting local customs is appreciated. Dress modestly when visiting churches or historical sites. Tipping is customary in restaurants and for service providers.
  • What are the best areas to spend a week in Anguilla?

    For a week-long stay, consider basing yourself in the areas of Shoal Bay East or Meads Bay. These locations offer a mix of stunning beaches, upscale resorts, and easy access to restaurants and activities.
  • What are the best areas to spend a weekend in Anguilla?

    A weekend getaway could focus on the areas around Shoal Bay West or Rendezvous Bay. These offer a blend of beautiful beaches and a more relaxed atmosphere, perfect for a shorter stay.
  • What are the top shopping destinations in Anguilla?

    The Valley, Anguilla's capital, offers a variety of shops, including boutiques, art galleries, and duty-free stores. Many resorts and hotels also feature shops selling local crafts and souvenirs.
  • What are some off-the-beaten-path places to explore in Anguilla?

    Explore the island's rugged north coast, discovering secluded coves and beaches only accessible by boat or a challenging hike. Visit the smaller cays and islets surrounding Anguilla for a truly unique experience. The island's interior offers opportunities to explore less developed areas with stunning views.

Best Anguilla vacation rentals with parking

Azure At Bayview Homes - Anguilla
9.7 42 reviews

Azure At Bayview Homes

apartment
Azure is situated in a peaceful part of Anguilla, just a short distance from the lively Shoal Bay Beach and its restaurants and shops. It has received excellent ratings for location, cleanliness, and user experience.
This one-bedroom apartment comfortably accommodates up to four guests, featuring a spacious bedroom with a king-size bed, a separate living and dining area, and a large outdoor space. The apartment offers modern amenities like air conditioning, Wi-Fi, a smart TV, parking, and a fully equipped kitchen with a fridge, freezer, microwave oven, washing machine, and dryer.
Villa Romantica Overlooking The Ocean - Anguilla
9.9 29 reviews

Villa Romantica Overlooking The Ocean

house
This charming holiday home is located just a short distance from the beaches, restaurants, and nightlife of Island Harbour, making it an ideal choice for those looking to explore all that this vibrant area has to offer. The property consistently receives excellent ratings for its location, cleanliness, and overall experience.
The house is a one-bedroom, one-bathroom property that can comfortably accommodate two guests. It comes equipped with a kitchen featuring a fridge, microwave oven, and dishwasher, as well as air conditioning, a swimming pool, a garden, and parking.
Jenna Ville Estate - Anguilla
9.9 9 reviews

Jenna Ville Estate

apartment, Ebenezer
This Jenna Ville Estate apartment is located in Ebenezer, offering tranquil inner courtyard and garden views.
This 70 square meter apartment accommodates two guests and features air conditioning, a kitchen with a fridge and microwave, a balcony, and complimentary private parking.
Island Paradise - Anguilla
No reviews

Island Paradise

apartment, The Valley
Island Paradise is located in The Valley, just 2.4 kilometres from Anguilla Airport and a short walk from Crocus Bay Beach.
This two-bedroom apartment offers comfortable accommodation for up to seven guests, with amenities including a private garden, terrace, and free parking.

Best Anguilla vacation rentals with a balcony

Elleamau - Anguilla
9.9 18 reviews

Elleamau

apartment, Island Harbour
Elleamau is a one-bedroom apartment situated in Island Harbour, a quiet and serene location just 15 miles from Shoal Bay and 6.2 miles from Anguilla Airport. The apartment consistently receives excellent ratings for its cleanliness, location, and overall experience.
The 1300 square metre apartment comfortably accommodates two guests. It features a fully equipped kitchen, a spacious living area, a private terrace and balcony with garden views, and access to a range of amenities like air conditioning, free Wi-Fi, and private parking. Guests can also enjoy the on-site barbecue facilities, sun terrace, and babysitting service.
White Sands Anguilla - Sea - Anguilla
9.8 53 reviews

White Sands Anguilla - Sea

house, Blowing Point Village
This beautiful villa is located in Blowing Point Village, just 6.9 miles from Shoal Bay and 3.7 miles from Anguilla Airport, making it a convenient base for exploring the island. The property consistently receives excellent ratings for its location, cleanliness, and overall experience.
The spacious villa offers 232 square metres of living space and can comfortably accommodate up to 6 guests. It features a fully equipped kitchen, a private patio with outdoor dining, a hot tub, and a swimming pool, as well as laundry services, air conditioning, and free Wi-Fi.
White Sands Anguilla Sand Unit - Anguilla
9.0 2 reviews

White Sands Anguilla Sand Unit

house, The Valley
This Valley holiday home, situated 6km from Anguilla Airport and 13km from Shoal Bay, offers convenient access to key attractions.
The 232 square metre property boasts one bedroom, two bathrooms, and sleeps eleven guests, featuring a private pool, Jacuzzi, garden, and fully equipped kitchen with appliances including a dishwasher and washing machine.
Tropix Getaway - Rental Car Available - Anguilla
9.3 76 reviews

Tropix Getaway - Rental Car Available

apartment, Crocus Hill
The Tropix Getaway apartment is located in Crocus Hill, just 5km from Crocus Bay Beach and 14km from Shoal Bay. The apartment has received excellent ratings for location, cleanliness, and overall user experience.
The apartment has two bedrooms, one bathroom, and a floor area of 5 square metres, comfortably accommodating up to 7 guests. Guests can enjoy a fully equipped kitchen, air conditioning, free Wi-Fi, private parking, and a terrace with sea views.
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