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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

Turtle's Nest Beach Resort - Anguilla
9.3 578 reviews

Turtle's Nest Beach Resort

resort, Meads Bay
Turtle's Nest Beach Resort sits directly on Meads Bay beach, just a short drive from Anguilla AXA airport and offering stunning ocean views. The resort consistently receives excellent ratings for its location, cleanliness, and overall user experience.
The resort offers spacious rooms with dedicated living, dining, and working areas, perfect for relaxing and unwinding. Guests can enjoy a range of amenities including a swimming pool, barbecue area, and daily rum punch, along with beach towels, chairs, and umbrellas.
Sea Whisper - Anguilla
10 10 reviews

Sea Whisper

apartment
This one-bedroom, one-bathroom condo offers a tranquil escape in Sandy Hill Beach, providing direct access to its serene shoreline and a peaceful environment ideal for relaxation.
This apartment accommodates up to three guests and features essential amenities including internet, air conditioning, a kitchen, swimming pool, and parking, ensuring a comfortable stay near Sandy Hill Beach.
Relaxing Fully Furnished, All-inclusive Utilites - Anguilla
10 20 reviews

Relaxing Fully Furnished, All-inclusive Utilites

resort
This two-bedroom apartment in George Hill offers stunning views of neighboring islands and some of Anguilla's most beautiful beaches.
The fully furnished apartment includes a kitchen with a refrigerator, freezer, and microwave oven, as well as air conditioning, a garden, and parking, comfortably accommodating up to four guests.
White Sands Anguilla - Sea - Anguilla
9.7 58 reviews

White Sands Anguilla - Sea

house, Blowing Point Village
This 3-bedroom vacation rental is located in Blowing Point Village, just a short drive from Shoal Bay Beach and Anguilla Airport. Guests consistently rate this property excellent for location, cleanliness, and overall experience.
The 2,500 square foot home can comfortably accommodate up to six guests. Enjoy a private hot tub, a fully equipped kitchen, and a spacious balcony with stunning ocean views.

Best Anguilla vacation rentals with a pool

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

Cozy Garden Studio With Pool  Suite #1 - Anguilla
9.8 50 reviews

Cozy Garden Studio With Pool Suite #1

apartment
This oceanfront Island Harbour studio rental at Arawak Beach Club boasts stunning sunrise views, a private deck with direct ocean access, and is a five-minute kayak trip from Scilly Cay, a five-minute drive from Shoal Bay and Savannah Bay, and a ten-minute drive from Captain's Bay.
The unit features a fully equipped kitchen, air conditioning, a private bathroom, sleeps two guests, and includes complimentary kayak and paddleboard access for exploring nearby waters, plus access to the Arawak Beach Club's pool, bar, and fire pit.
Stunning Cliffside Villa In West End Anguilla - Anguilla
No reviews

Stunning Cliffside Villa In West End Anguilla

apartment
This 4-bedroom, 4-bathroom villa in South Hill offers a prime location, just a short drive from Anguilla's beaches and dining, with Sandy Ground Bay accessible within a 0.5 mile hike or drive.
This private villa accommodates up to 10 guests and features a kitchen, air conditioning, and a swimming pool, providing an ideal base to experience traditional boat races and explore nearby prime locations.
Sleeps 11, Kids Lounge, 5,000 Sqft - Anguilla
10 13 reviews

Sleeps 11, Kids Lounge, 5,000 Sqft

house
Villa Okeanos sits high on the cliffs of Shoal Bay East, offering stunning panoramic views of the beach, St. Martin, and the Atlantic Ocean. The villa boasts excellent user, location, and cleanliness ratings, making it a top choice for travelers.
The property features four bedrooms and three bathrooms, comfortably accommodating up to ten guests. Villa Okeanos offers a private infinity pool, a fully equipped kitchen, daily housekeeping, and a dedicated Kids Lounge, making it perfect for families and groups.
Sandcastle Pointe Villa - Anguilla
No reviews

Sandcastle Pointe Villa

house
SandCastle Pointe Villa is located on Anguilla's north coast, a short distance from Shoal Bay Beach and the charming Shoal Bay Village. The villa offers direct access to a private beach and is close to world-class snorkeling.
This 4-bedroom, 6-bathroom villa can comfortably accommodate up to 8 guests. It features a private gym, home theater, and a swimming pool, ensuring a luxurious and relaxing stay.

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

Baird's Mark - Signature Rooms - Anguilla
10 27 reviews

Baird's Mark - Signature Rooms

apartment
This miniature home, near Shoal Bay Beach and The Valley in Anguilla, offers convenient access to both Anguilla's capital and the beach.
This cozy one-bedroom, one-bathroom cottage sleeps two, features a kitchen with a fridge, freezer, and microwave, air conditioning, a swimming pool, and internet access; its unique design and personal décor create a relaxing atmosphere ideal for couples or solo travelers.
Welches Home | 10 Min To Shoal Bay Beach - Anguilla
10 1 review

Welches Home | 10 Min To Shoal Bay Beach

apartment
This 2-bedroom, 2-bathroom condo is located in Welches, a quiet residential area on Anguilla, a mere 10-minute drive from the famous Shoal Bay Beach and offering easy access to local attractions.
This accommodation provides essential amenities including internet, air conditioning, a kitchen, and parking, with a guest capacity of 5, making it a suitable base for exploring the island's sunsets and serene landscapes.
Jamie's Apartments
Island Living At Its Finest - Anguilla
10 1 review

Jamie's Apartments Island Living At Its Finest

apartment
This Island Harbour condo offers direct access to Anguilla's waters from its unique position on the Eastern Sea Rocks.
This pet-friendly, 2-bathroom apartment accommodates up to 6 guests and features a kitchen with a fridge, air conditioning, and internet, all with panoramic ocean views from private terraces.
Q. T's Escape - Anguilla
No reviews

Q. T's Escape

apartment
This newly built two-bedroom, two-bathroom condo in South Hill, Anguilla, offers a central location within walking distance of restaurants and supermarkets, and is a 5-minute drive from Sandy Ground and Rendezvous Beaches.
This spacious vacation rental accommodates up to four guests and features air conditioning, internet, a full kitchen, and panoramic views of St. Martin/St. Maarten and western Anguilla, with optional car rental available.

Best Anguilla vacation rentals with a balcony

Gumbsie Villas - Anguilla
No reviews

Gumbsie Villas

apartment, The Valley
This Gumbsie Villas apartment in The Valley is located 2.6 miles from Shoal Bay and 3.7 miles from Anguilla Airport, offering direct access to a terrace with garden views.
This one-bedroom, two-bathroom unit accommodates up to 11 guests and features air conditioning, a fully equipped kitchen, free Wi-Fi, and complimentary private parking.
Clearview Villas Upper - Anguilla
9.5 2 reviews

Clearview Villas Upper

house, Island Harbour
This air-conditioned villa is located in Island Harbour, 6.2 miles from Anguilla Airport, offering a private and spacious retreat.
This 3000 square foot villa accommodates up to 15 guests with 1 bedroom and 4 bathrooms, featuring a fully equipped kitchen, free WiFi, and a terrace with garden views.
Island Paradise Apartments - Anguilla
9.8 5 reviews

Island Paradise Apartments

apartment, The Valley
Island Paradise Apartments is located in The Valley, just a short distance from Crocus Bay Beach and about 4 miles from Shoal Bay.
This 2-bedroom, 1-bathroom apartment sleeps up to 7 guests and features a fully equipped kitchen, a private terrace, a garden, and free parking.
Syl Apartment - Modern, Car Rental Available - Anguilla
9.8 7 reviews

Syl Apartment - Modern, Car Rental Available

apartment, North Side
SYL Apartment, a North Side rental, is conveniently located 2.4 miles from Shoal Bay Beach and 1.9 miles from Anguilla Airport.
This 480-square-foot unit features one bedroom, one bathroom, and can comfortably accommodate up to three guests, boasting a private terrace, free Wi-Fi, and free parking.
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