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

The Apartment At Lions Rock - Anguilla
10 1 review

The Apartment At Lions Rock

apartment
This Island Harbour apartment is located on the larger property of Lions Rock, a small island offering breathtaking views from its highest point.
The 4-person apartment features a private pool, a fully equipped kitchen, and air conditioning, providing a relaxing and comfortable stay.
Bellamarevilla Oceanfront, Pool - Anguilla
10 17 reviews

Bellamarevilla Oceanfront, Pool

house
Bellamare Villa is located on the edge of Shoal Bay, just a short walk from the famous mile-long stretch of white sand beach. The villa has received excellent ratings for its location, cleanliness, and overall experience.
The villa offers 4 bedrooms and 4 bathrooms, accommodating up to 8 guests. Amenities include a private pool, a spacious living area, a fully equipped kitchen, and breathtaking ocean views.
Beach Home In Paradise - Harmony - Anguilla
9.8 28 reviews

Beach Home In Paradise - Harmony

apartment
This apartment is located directly on the beautiful white sand beach in Blowing Point, offering stunning views of the turquoise water. It has consistently received excellent ratings for its cleanliness, location, and overall experience.
The one-bedroom, one-bathroom rental comfortably accommodates up to four guests. It features air conditioning, a kitchen with a refrigerator and microwave, a garden, parking, and internet access. Enjoy the ocean views from the living room and balcony, and relax in the tropical breeze that flows through the terrace.
Modern Bungalow With Pool - 3 Min Walk To Beach - Anguilla
10 34 reviews

Modern Bungalow With Pool - 3 Min Walk To Beach

house, Blowing Point
The Bungalow is a tropical villa located in Anguilla, a short 5-minute walk from Rendezvous Bay beach, surrounded by lush gardens. The villa is situated amongst the trees, offering a peaceful ambiance and a unique open-air design.
The Bungalow is a one-bedroom, one-bathroom villa that can accommodate up to two guests. It features a private pool with ocean views, an expansive roof deck with 360° views, a fully equipped kitchen, and comfortable amenities like a Tuft & Needle mattress and ceiling fans.

Best Anguilla vacation rentals with a pool

Among the 769 accommodations in Anguilla, here are the 4 best rentals with a pool

5br Modern Caribbean Luxury With Pool & Bay Views - Anguilla
9.8 18 reviews

5br Modern Caribbean Luxury With Pool & Bay Views

house, South Hill
Songbird Villa is located just a short walk from Rendezvous Bay, one of the Caribbean's most beautiful beaches, and is near high-end hotels, a golf course, supermarkets, and beach bars. This villa has received excellent ratings for its location, cleanliness, and overall experience.
The villa offers a spacious living area, five bedrooms, and four bathrooms, accommodating up to eight guests. Amenities include a private infinity pool with stunning views, a fully equipped kitchen, air conditioning, daily housekeeping, and a 24/7 concierge service.
Oceanfront Studio Villa W/kitchen By Shoal Bay #10 - Anguilla
9.7 58 reviews

Oceanfront Studio Villa W/kitchen By Shoal Bay #10

apartment
This charming cottage sits on the pristine shores of Island Harbour, Anguilla, just a short walk from a local bar and a 5-minute drive to restaurants, a grocery store, and the renowned Shoal Bay beach. The cottage consistently receives excellent ratings for its location, cleanliness, and overall user experience.
The cozy cottage features one bedroom and one bathroom, comfortably accommodating two guests. Enjoy direct access to the beach and breathtaking views from your private terrace, explore the turquoise waters with complimentary paddle boards and kayaks, and stay connected with fiberoptic internet and a smart TV.
Villa Amarilla - Anguilla
No reviews

Villa Amarilla

house
This Tuscan-style villa is located on Shoal Bay in Island Harbor, Anguilla, offering easy access to Anguilla's restaurants, shops, and nightlife.
This 5-bedroom, 6-bathroom luxury home boasts a private pool, spa, fitness center, and 24-hour concierge service, accommodating up to 10 guests and featuring award-winning interior design by David Salem.
Oceanfront Suite W/pool - Arawak Beach Club #8 - Anguilla
9.8 76 reviews

Oceanfront Suite W/pool - Arawak Beach Club #8

resort
This oceanfront suite is located in Island Harbor, a short walk from beach bars and restaurants, and a 5-minute drive from other dining options and a grocery store. The apartment has excellent user, location, and cleanliness ratings.
This one-bedroom, one-bathroom home comfortably sleeps two guests. Enjoy direct access to the beach, complimentary paddle boards and glass-bottom kayaks, panoramic Caribbean views, a private terrace, a fitness center, a swimming pool, and a garden.

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. Then there's Meads Bay, known for its calm waters and upscale resorts. For a historical perspective, visit the Old Taverna, a former sugar mill. Don't miss the dramatic cliffs and secluded coves along the island's northern coast, particularly at Little Bay.
  • 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 swimming, snorkeling, and diving are popular, especially around Sandy Island and Prickly Pear Cays. Exploring the island by car or scooter offers scenic views. Many visitors enjoy sunset cruises and fine dining experiences.
  • What are the most popular Airbnbs in Anguilla?

  • Which part of Anguilla offers the most pleasant climate?

    Anguilla enjoys a tropical climate year-round. However, the southern and western parts of the island tend to be slightly warmer and sunnier, particularly around Rendezvous Bay and Meads Bay. The northern coast can be a bit windier.
  • What are the best vacation rentals with a pool in Anguilla?

  • What airport options are there for reaching Anguilla?

    The main airport serving Anguilla is Clayton J. Lloyd International Airport (AXA). It's a relatively small airport, but it's well-connected to major hubs in the Caribbean and the US.
  • 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, particularly in the interior, can be narrow and winding. Be prepared for some bumpy roads and drive cautiously, especially at night. Rental cars are readily available.
  • What are the best rentals or Airbnbs with a jacuzzi in Anguilla?

  • What currency is used in Anguilla?

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

    Anguilla has several cultural events throughout the year, including the Anguilla Summer Festival, which features music, dance, and competitions. There are also smaller, local celebrations and events throughout the year, often tied to religious holidays or local traditions.
  • 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), when the weather is still warm and sunny but crowds are smaller. The summer months (June-August) can be hot and humid, while hurricane season runs from June to November.
  • What are some local dishes to try in Anguilla?

    Try the fresh seafood, such as lobster, conch, and snapper. Anguilla also offers delicious local dishes like Johnny Cakes (fried cornbread), fungi (a cornmeal and okra dish), and various stews and curries.
  • 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 a relaxed island, but it's always polite to be respectful of local customs and traditions. Dress modestly when visiting churches or other religious 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 staying in the areas of Shoal Bay East, Meads Bay, or Rendezvous Bay. These areas offer a mix of beautiful beaches, restaurants, and activities.
  • What are the best areas to spend a weekend in Anguilla?

    A weekend in Anguilla could easily be spent enjoying Shoal Bay East or Meads Bay. These areas offer easy access to beaches, restaurants, and water sports.
  • What are the top shopping destinations in Anguilla?

    The main shopping areas are located in The Valley, Anguilla's capital. You'll find duty-free shops, boutiques, and local craft markets offering a variety of goods. Many resorts also have shops within their premises.
  • What are some off-the-beaten-path places to explore in Anguilla?

    Explore the island's rugged northern coast, including areas like Little Bay and the secluded coves. Rent a car or scooter to discover hidden beaches and scenic viewpoints. Consider a boat trip to Prickly Pear Cays for a more secluded beach experience.

Best Anguilla vacation rentals with parking

Sunset View - Anguilla
10 3 reviews

Sunset View

apartment
This North Side vacation rental, ideally situated near [Specific Landmark or Attraction in North Side, e.g., Cayman Islands National Museum], offers three bedrooms, two bathrooms, and sleeps six.
The 3-bedroom home features a fully equipped kitchen, air conditioning, parking, and high-speed internet access; enjoy tranquil views and outdoor activities nearby.
Lcc Apartments - Lilly 1 - Anguilla
10 1 review

Lcc Apartments - Lilly 1

apartment
This 2-bedroom, 1-bathroom condo is located in the Little Harbour district of Anguilla, offering Caribbean breezes and mountain views, with most beaches, restaurants, and attractions within a 15-minute drive. The rental accommodates up to four guests and features an open-plan kitchen, living, and dining area, air conditioning, Wi-Fi, a washer/dryer, and on-site parking.
1 Bd Apt At Da'vida's Crocus Bay #4 - Anguilla
9.4 17 reviews

1 Bd Apt At Da'vida's Crocus Bay #4

house
This Crocus Bay cottage, a 20-second walk from Crocus Bay Beach and five minutes from Anguilla's airport, offers convenient access to The Valley and a central location between West End and Shoal Bay East.
The one-bedroom, one-bathroom unit sleeps two guests and features a kitchen with a refrigerator and microwave, air conditioning, a garden, parking, and proximity to Da'Vida Beach Club restaurant.
Infinity Sunset. - Anguilla
10 7 reviews

Infinity Sunset.

apartment
This apartment is located in Bad Cox Pond, a 5-minute drive from Shoal Bay Beach, offering ocean views from its top floor.
This family-friendly accommodation sleeps two, features one bedroom and one bathroom, and includes air conditioning, internet, a full kitchen with a fridge, freezer, and microwave, and on-site parking.

Best Anguilla vacation rentals with a balcony

Sandcastle Villa & Beach House - Anguilla
10 33 reviews

Sandcastle Villa & Beach House

house, The Valley
Sandcastle Beach House is located in The Valley, a short drive from Crocus Bay Beach and Shoal Bay, offering easy access to the island's beautiful beaches. The house has received excellent ratings for its location, cleanliness, and overall user experience.
The house features four bedrooms, providing ample space for families or groups. It also offers a range of amenities including a private pool, a hot tub, a fully equipped kitchen, and daily room service, ensuring a comfortable and enjoyable stay.
Aurora Anguilla Resort & Golf Club - Anguilla
9.6 269 reviews

Aurora Anguilla Resort & Golf Club

resort, Rendezvous Beach
The Aurora Anguilla Resort & Golf Club is located on a beautiful beach in Anguilla, just a short drive from Blowing Point and Ferry Terminal and Anguilla Clayton J. Lloyd Airport. The resort has received excellent ratings for its cleanliness and location, making it a popular choice for travelers.
The resort offers spacious suites with sea or pool views, providing a luxurious and comfortable stay. Guests can enjoy a variety of amenities, including multiple dining options, a spa, a fitness center, and two golf courses, making it a perfect choice for a relaxing and enjoyable vacation.
Spectacular Views - Anguilla
No reviews

Spectacular Views

apartment, Long Path
This spacious 3520 sq ft apartment is located in Long Path, 3.9 miles from Shoal Bay and 2.5 miles from Anguilla Airport.
This family-friendly accommodation offers 5 bedrooms, 6 bathrooms, a fully equipped kitchen, air conditioning, a swimming pool, a Jacuzzi, and a terrace with sea views, accommodating up to 23 guests.
Coconut Haven - Anguilla
10 1 review

Coconut Haven

apartment, East End Village
Coconut Haven is an apartment located in Anguilla's East End Village, situated 4.3 miles from Shoal Bay and 5 miles from Anguilla Airport.
This accommodation offers air conditioning, a fully equipped kitchen, free WiFi, on-site parking, and a terrace/balcony with garden views, accommodating up to 3 guests.
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