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

Delightful Island Home With 4br & Amazing Views - Anguilla
10 1 review

Delightful Island Home With 4br & Amazing Views

house
This gated villa offers a secure island retreat, conveniently situated for access to supermarkets, beaches, and restaurants within 2 kilometres, whilst maintaining a secluded atmosphere.
This 4-bedroom, 2-bathroom property accommodates up to 8 guests and features air conditioning, a garden, parking, and complimentary internet, making it an affordable option for families or groups.
Native Vybz 1 - Cab & Car Rental - Anguilla
9.7 28 reviews

Native Vybz 1 - Cab & Car Rental

apartment
This one-bedroom flat is conveniently located near the Four Seasons Grounds, just behind the Island Treasures souvenir shop, putting you within easy reach of the island's main attractions. The apartment has received excellent ratings for its cleanliness, location and overall experience, making it a popular choice for travellers.
The flat comfortably accommodates up to three guests and features a well-equipped kitchen with a fridge. You can enjoy the convenience of air conditioning, parking and Wi-Fi access, as well as the option to bring your pet along.
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.
Island Paradise - Anguilla
10 1 review

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 pool

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

4-bed Villa, Pool, Parking - Anguilla
10 3 reviews

4-bed Villa, Pool, Parking

house
Villa Farina, a luxurious beachfront property on Anguilla's southern coast, offers stunning ocean views and is conveniently located near various attractions.
This four-bedroom, four-bathroom villa boasts 2,750 square metres of living space, sleeps eight guests, includes a private pool, complimentary vehicle, butler and babysitting services, and high-speed internet access.
Ceblue 1 Bdrm Villa With Private Pool! - Anguilla
9.7 11 reviews

Ceblue 1 Bdrm Villa With Private Pool!

house, The Valley including Upper & South Valley
This five-bedroom villa in Crocus Hill is located just a short walk from Crocus Bay, offering easy access to the beach and its attractions. The property has consistently received excellent ratings for its location, cleanliness, and overall user experience.
The villa features three luxury king master bedroom suites, each with stunning ocean views. Guests can enjoy a private pool, outdoor rain shower, and bathroom, as well as two expansive decks for soaking up the sun. Additional amenities include a fully equipped kitchen with a wine cooler and gas stove, a media room, outdoor barbecue, private washer and dryer, reverse-osmosis water filtration, and WiFi throughout.
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.
Crystal Sunrise Villa - Anguilla
10 1 review

Crystal Sunrise Villa

house
This property is situated in Sandy Hill Bay, just a short distance from the beautiful beaches and restaurants of the area, offering stunning views of neighbouring islands like St. Barths and St. Martin. The house has received excellent ratings for its location, cleanliness, and overall user experience.
The accommodation features a well-equipped kitchen, a comfortable living space, and a private terrace or balcony for enjoying the fresh air. Guests can also take advantage of amenities such as a swimming pool, Jacuzzi, and a garden, as well as access to various outdoor activities, including swimming, fishing, snorkeling, and birdwatching.

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

Hibiscus Cottage : One Bedroom Studio Apartment - Anguilla
10 53 reviews

Hibiscus Cottage : One Bedroom Studio Apartment

apartment
This apartment is located in a peaceful neighbourhood just 1 kilometre from the bustling waterfront of Island Harbour, with its cafes and restaurants. It is a short walk from the historic lighthouse and the vibrant market square.
The apartment can comfortably accommodate 2 guests and features a well-equipped kitchen, air conditioning, and parking. Guests can enjoy free Wi-Fi and the convenience of being able to bring their pets.
Sea Whisper - Anguilla
10 10 reviews

Sea Whisper

apartment
This apartment in Sandy Hill Beach offers a peaceful retreat within 500 meters of local attractions.
This one-bedroom, one-bathroom flat accommodates up to three guests and features air conditioning, a kitchen, internet, a swimming pool, and parking, ideal for a relaxing seaside break.
Clearview Villas (Lower) - Anguilla
10 17 reviews

Clearview Villas (Lower)

apartment
Clearview Villas, Island Harbour, offers this two-bedroom apartment; further details are needed to specify its proximity to local landmarks.
This self-catering property sleeps up to five guests, boasting two bathrooms, a fully equipped kitchen, private patios, and air conditioning throughout.
Luxury 4-br Villa W/ Heated Pool & Beach Access - Anguilla
No reviews

Luxury 4-br Villa W/ Heated Pool & Beach Access

apartment
This four-bedroom luxury villa in The Valley, Anguilla, offers unparalleled panoramic Caribbean sea vistas and direct private access to a secluded small beach, with exceptional coral snorkelling opportunities just 100 metres away. This spacious residence accommodates up to 10 guests and features air conditioning, a kitchen, a swimming pool, parking, and elegant alfresco dining areas, ensuring a comfortable and memorable stay.

Best Anguilla holiday rentals with a balcony

Elleamau - Anguilla
9.7 20 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.
Château Genesis - Anguilla
No reviews

Château Genesis

house, West End Village
This elegant three-bedroom villa, Château Genesis, is located in West End, Anguilla, a 15-minute walk from Meads Bay Beach and approximately 17.7 kilometres from Shoal Bay.
This family-friendly property offers a private outdoor swimming pool, a fitness centre, and a garden, with a guest capacity of 15, and is conveniently situated 12.1 kilometres from Anguilla Airport.
Spacious 1 Bedroom Unit With A Fire Pit In The Private Backyard - Anguilla
No reviews

Spacious 1 Bedroom Unit With A Fire Pit In The Private Backyard

apartment, Anguilla
This apartment is located a short drive from Crocus Bay Beach (2.25 km) and Anguilla Airport (3.06 km), offering convenient access to local attractions.
This spacious one-bedroom flat, accommodating up to 7 guests, features a fully equipped kitchenette, air conditioning, free WiFi, and access to a spa, terrace, and garden, with private parking and bicycle hire available.
Littlelux Living - Anguilla
9.3 187 reviews

Littlelux Living

studio, George Hill
LittleLux Living is located in George Hill, just 1 kilometre from Anguilla Airport and 14 kilometres from Shoal Bay, offering a peaceful garden setting. This studio apartment has received excellent ratings for cleanliness and location, making it a great choice for travellers.
The self-catering studio has a private bathroom with a walk-in shower and a kitchenette with a microwave, toaster, stovetop, coffee machine, and kettle. Guests can enjoy the comfort of air conditioning, a flat-screen TV, free Wi-Fi, and a private balcony or terrace, as well as access to a shared swimming pool, jacuzzi, spa, fitness centre, and free parking.
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