Vacation Rentals in Anguilla

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Anguilla vacation rentals
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769 Vacation rentals and Airbnb in Anguilla

Best family friendly Anguilla vacation rentals

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

Tropix Getaway - Rental Car Available - Anguilla
9.3 79 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.
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.
Native Vybz 3- Cab & Car Rentals - Anguilla
9.5 42 reviews

Native Vybz 3- Cab & Car Rentals

apartment
This apartment is located just a short distance from the Four Seasons Grounds, tucked away behind the Island Treasures souvenir shop, offering a peaceful retreat from the hustle and bustle. The property has received excellent ratings for its cleanliness, location and overall experience.
This charming flat can comfortably accommodate up to four guests and features a well-equipped kitchen, air conditioning, a garden and parking. Enjoy the convenience of internet access, a local owner who can offer insights into the island's culture, and the option to bring your furry friend along.
Villa Nirvana - Anguilla
9.8 30 reviews

Villa Nirvana

house
This luxurious villa is located on Seafarer's Ridge in Anguilla, offering stunning views and a private setting just a short distance from the island's best beaches. The property has consistently received excellent ratings for its cleanliness, location, and user experience.
The spacious villa has four bedrooms and four bathrooms, comfortably accommodating up to eight guests. A fully equipped gym, a private swimming pool and Jacuzzi, and a large garden with an outdoor dining area provide plenty of opportunities for relaxation and entertainment.

Best Anguilla vacation rentals with a pool

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

Lush Garden Studio With Pool Access  Suite #3 - Anguilla
9.8 79 reviews

Lush Garden Studio With Pool Access Suite #3

apartment
This oceanfront studio apartment is situated in Island Harbour, a short distance from the Arawak Beach Club, offering easy access to nearby beaches such as Scilly Cay, Shoal Bay and Savannah Bay. The studio is fully equipped with a kitchen, air conditioning, high-speed internet and a private balcony with stunning ocean views, perfect for a relaxing getaway for two.
Book Your Fall/winter Stay At La Gran Maria Villa! - Anguilla
10 1 review

Book Your Fall/winter Stay At La Gran Maria Villa!

apartment
La Gran Maria Villa, a luxurious 9,000 sq ft six-bedroom property in Lockrum Estates, Blowing Point, Anguilla, offers direct beach access and is situated on a 0.32 hectare plot.
This Anguilla villa boasts seven bathrooms, a private pool, jacuzzi, fitness centre, parking, and accommodates up to twelve guests, including daily breakfast and a cocktail hour, plus a spacious terrace with a summer kitchen and wet bar.
Odyssey - Kamique - Anguilla
10 1 review

Odyssey - Kamique

house
Odyssey-Kamique, a luxurious four-bedroom villa in Anguilla's Little Harbour, boasts stunning views and is situated on the South Shore, close to a private beach and within easy reach of Sandy Ground, the CuisinArt Golf Course and Spa.
This wheelchair-accessible property offers a private beach with sun loungers, an infinity pool, daily concierge services, and sleeps eight guests, featuring modern interiors with a fully equipped kitchen including a microwave and dishwasher.
Villa Kai -Private Ocean Getaway & Infinity Pool ! - Anguilla
10 6 reviews

Villa Kai -Private Ocean Getaway & Infinity Pool !

house
Villa Kai is situated on Anguilla's southern coast, just a short walk from Sandy Hill Bay and a quick drive to Shoal Bay East, offering a peaceful setting close to popular beaches. The property enjoys excellent user ratings for its cleanliness, location, and overall experience.
The three-bedroom villa offers ample space for six guests, featuring a spacious open-plan living area and ensuite bathrooms for each bedroom. Guests can enjoy a fully equipped kitchen, air conditioning, a swimming pool, a garden, parking, and direct access to the water, making it ideal for both relaxation and exploring the island's beauty.

Frequently asked questions about holiday rentals in Anguilla

  • What are the must-see places in Anguilla?

    For stunning beaches, you absolutely have to visit Shoal Bay East, consistently ranked among the world's best. Maundays Bay is another gorgeous option, known for its calm waters and upscale resorts. For a different vibe, explore the historical landmarks in The Valley, Anguilla's capital, including the Anguilla National Trust Museum. And don't forget to take a trip to Little Bay, accessible only by boat or a steep, adventurous hike, for its secluded beauty.
  • What are the best Airbnb and vacation rentals in Anguilla?

    Tradewinds Apartments Simpson Bay, Maho Beach House - Grand Ocean Suite - 2 Bedroom 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?

    Anguilla offers a range of activities. Relaxing on its pristine beaches is a must. Watersports are hugely popular, from swimming and sunbathing to snorkelling, diving, and windsurfing. Boat trips to nearby islands and exploring the many secluded bays are also very popular. For a taste of local culture, visit the Anguilla National Trust Museum in The Valley.
  • 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. There's little variation in temperature across the island, but the areas along the coast tend to benefit from cooling sea breezes. However, the overall climate is pleasant throughout the island.
  • 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 handles flights from various regional hubs.
  • 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 more rural areas, can be narrow and winding. Driving on the left is standard. It's advisable to rent a vehicle suitable for the terrain and to drive cautiously, especially at night.
  • What are the best rentals or Airbnbs with a jacuzzi in Anguilla?

    The best vacation rentals or Airbnb with a jacuzzi in Anguilla are Maho Beach House - Grand Ocean Suite - 2 Bedroom, Blue Dream Apartments and The Villas On Great Bay - Villa Lavinia #9.

  • 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's cultural calendar features several events. The Anguilla Summer Festival, usually held in July and August, is a significant event with various activities, including music, dance, and food. Other smaller festivals and events celebrating local culture and heritage happen throughout the year, often linked to religious or historical occasions.
  • What emergency numbers should you know in case of a medical or security issue in Anguilla?

    For medical emergencies, dial 911. For police assistance, also dial 911. It's always a good idea to make a note of these numbers before your trip.
  • What etiquette tips are important when visiting Anguilla?

    Anguilla is known for its relaxed and friendly atmosphere. A respectful and courteous manner is always appreciated. Casual dress is the norm, but dressing modestly when visiting churches or other religious sites is advisable. Tipping is customary in restaurants and for service staff.
  • What are the best areas to spend a week in Anguilla?

    For a week-long stay, you could base yourself in the areas around Shoal Bay East or Maundays Bay. These locations provide easy access to stunning beaches, restaurants, and various activities. Alternatively, staying in The Valley allows you to explore the island's cultural aspects while still being within easy reach of other areas.
  • What are the best areas to spend a weekend in Anguilla?

    A weekend in Anguilla could be perfectly spent in the vicinity of Shoal Bay East. Its central location makes it easy to explore other parts of the island, and the beach itself offers plenty to keep you occupied for a short break.
  • What are the top shopping destinations in Anguilla?

    The Valley offers a selection of shops selling local crafts, souvenirs, and duty-free goods. Many hotels and resorts also have boutiques offering a range of products.
  • What are some off-the-beaten-path places to explore in Anguilla?

    For a more secluded experience, explore the less-visited beaches on the island's north coast. Some of these beaches are only accessible by boat or a challenging hike, offering a truly tranquil escape. Exploring the island's interior, away from the main tourist areas, will also reveal hidden gems and charming local villages.

Best Anguilla holiday rentals with parking

Cliffside 4-bedroom Villa W/ Pool Near Beach - Anguilla
10 1 review

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.
Tranquil 3-beds W/ En-suites Seaview-pool-hot Tub - Anguilla
10 4 reviews

Tranquil 3-beds W/ En-suites Seaview-pool-hot Tub

apartment
This three-bedroom, three-bathroom villa in Long Pond, Anguilla, offers unparalleled 180-degree Caribbean Sea views and direct access to an infinity pool and private jacuzzi, with proximity to St. Barths and St. Martin.
The Lakehouse Villa provides accommodation for six guests, featuring a well-appointed open-concept living area with a smart TV, a Queen guest room with an en suite bathroom and private balcony, and an outdoor dining area with a fire pit, all set within a serene modern design.
Sandcastle Villa - Anguilla
10 33 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.
Lovely Studio Apartments With Pool - Anguilla
9.0 12 reviews

Lovely Studio Apartments With Pool

apartment
This studio flat is located in South Hill Village, just a short walk from the town centre and its shops and restaurants. The apartment has received excellent ratings for its location, cleanliness and overall experience.
The studio is ideal for up to 3 guests and features a modern kitchen with a fridge and microwave. Guests can enjoy access to a shared sun deck, a swimming pool and parking.

Best Anguilla holiday rentals with a balcony

Turtle's Nest Beach Resort - Anguilla
9.3 597 reviews

Turtle's Nest Beach Resort

resort, Meads Bay
Turtle's Nest Beach Resort is located directly on Meads Bay beach, a short distance from both Saint Martin and Sint Maarten Airport via Ferry. The resort has consistently received excellent ratings for location, cleanliness, and overall user experience.
The resort offers a range of spacious apartments, each with a fully equipped kitchen and living area. Guests can enjoy a refreshing dip in the oceanfront pool, relax on the beach with complimentary towels, chairs, and umbrellas, and take advantage of the daily rum punch served by the pool or on the beach.
Cozy Coconut - Anguilla
9.8 6 reviews

Cozy Coconut

apartment, East End Village
Cozy Coconut, a one-bedroom apartment in East End Village, Anguilla, is situated 7km from Anguilla Airport and 7km from Shoal Bay beach.
This 74 square metre self-catering flat offers air conditioning, free Wi-Fi, private parking, and sleeps up to three guests.
Sea View Escape - Anguilla
9.2 12 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.
Malliouhana Resort Anguilla - Anguilla
9.6 109 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.
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