Compare Vacation Rentals & Airbnb in Anguilla

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Anguilla vacation rentals
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561 Rentals and Airbnb in Anguilla

Best family friendly Anguilla vacation rentals

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

Luxury Villa In The Farrington - Anguilla
10 1 review
Anguilla
29/10 – 03/11
$3400/nighttotal: $17000 (5 )

Luxury Villa In The Farrington

1 7
apartment , Le Quartier
This oceanfront property in The Quarter boasts direct access to the water and stunning sea views, offering a peaceful retreat ideal for families.
The four-bedroom, four-bathroom house sleeps eight guests and includes a swimming pool, fitness centre, and complimentary vehicle; all amenities are available for your use.
Coralito Bay Suites & Villas - Anguilla
9.8 90 reviews
Anguilla
09/10 – 12/10
$706/nighttotal: $2118 (3 )

Coralito Bay Suites & Villas

2 1
studio , The Valley
Coralito Bay Suites & Villas is located in The Valley, just a short distance from Anguilla Airport and Shoal Bay, making it an ideal base for exploring the island. The property has received excellent ratings for its location, cleanliness, and overall guest experience.
This studio apartment offers a private patio for enjoying the Caribbean Sea views. Guests can benefit from modern amenities, such as air conditioning, a flat-screen TV, and free Wi-Fi, as well as the opportunity to snorkel in the surrounding waters.
Syl Apartment - Modern, Car Rental Available - Anguilla
9.8 5 reviews
Anguilla
24/06 – 30/06
$187/nighttotal: $1122 (6 )

Syl Apartment - Modern, Car Rental Available

1 2
apartment , North Side
SYL Apartment, a self-catering flat in Anguilla's North Side, is conveniently located 3.9km from Shoal Bay Beach and 3.1km from Anguilla Airport.
This 45-square-metre one-bedroom apartment sleeps three, boasting a fully equipped kitchen, air conditioning, a private terrace, garden, parking, and free Wi-Fi.
Beach Front Villa With Swimming Pool - Anguilla
9.4 17 reviews
Anguilla
29/10 – 03/11
$916/nighttotal: $4580 (5 )

Beach Front Villa With Swimming Pool

1 7
apartment , Seafeathers
This beachfront property is located in Seafeathers, just 2.4 kilometres from the nearest grocery store and conveniently close to all island activities. It has excellent user, location, and cleanliness ratings.
The three-bedroom apartment can accommodate up to eight guests and offers a spacious living area, a fully equipped kitchen, and a large dining room table. Guests can enjoy private beach access, an infinity pool, a fenced garden, a fitness centre, and a range of amenities including a ping pong table, a mini pool table, and a gas grill.

Best Anguilla vacation rentals with a pool

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

Châlet Genesis - Anguilla
9.8 5 reviews
Anguilla
01/09 – 04/09
$866/nighttotal: $2598 (3 )

Châlet Genesis

3 4
house , Meads Bay
Châlet Genesis is located in Meads Bay, a short 2 km from Meads Bay Beach and 9 km from Anguilla Airport.
This 3-bedroom villa offers a private garden and balcony, perfect for enjoying the beautiful Anguilla weather, as well as a swimming pool, a terrace, and parking for up to 15 guests.
Villa Grande (Up) Oceanview Escape |2 Bed 2.5 Bath - Anguilla
10 8 reviews
Anguilla
20/07 – 26/07
$636/nighttotal: $3816 (6 )

Villa Grande (Up) Oceanview Escape |2 Bed 2.5 Bath

1 4
house , Island Harbour
This two-bedroom house in Island Harbour is ideally located within easy reach of the island's beaches, restaurants and nightlife.
The property boasts a swimming pool, air conditioning and parking, making it perfect for families or groups of up to four people.
St.somewhere Else - Anguilla
9.8 102 reviews
Anguilla
22/08 – 26/08
$455/nighttotal: $1820 (4 )

St.somewhere Else

1 2
apartment , Island Harbour
This charming cottage is situated just 3 kilometres from Island Harbour, a picturesque village with restaurants, shops and bars, and 5 kilometres from Shoal Bay, a renowned beach with white sand and crystal-clear waters. The cottage has received excellent ratings for location, cleanliness and overall user experience.
The cottage has one bedroom and one bathroom, accommodating up to three guests. It boasts a private and secluded setting within a gated community, providing a peaceful retreat with access to amenities including a swimming pool, a bocce ball court and air conditioning.
We Offer Something New  And Crisp - Anguilla
9.5 71 reviews
Anguilla
29/06 – 29/07
$90/nighttotal: $2700 (30 )

We Offer Something New And Crisp

1 2
apartment , South Hill
This charming house is located in South Hill Village, just 5km from the nearest grocery store and bakery and 9km from the beach. It has excellent user, location and cleanliness ratings.
The house has one bedroom and one bathroom. Enjoy amenities such as a swimming pool, garden, parking, air conditioning, internet and a kitchen equipped with a fridge and microwave oven.

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 Wallblake House, a beautifully preserved Georgian-era mansion. And don't forget the breathtaking views from Crocus Bay.
  • 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?

    Relaxing on Anguilla's stunning beaches is a given. Water sports like snorkeling, diving, and kitesurfing are popular. Exploring the island by car or scooter offers amazing coastal views. You can also enjoy fine dining at some of the Caribbean's top restaurants.
  • 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 trade winds tend to make the northern areas, like Shoal Bay, feel slightly cooler and less humid than the southern parts of the island.
  • 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, receiving flights primarily from regional hubs in the Caribbean and the US. You'll likely need a connecting flight.
  • 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 the roads can be narrow in some areas, especially in the older sections of the island. Be mindful of driving on the left side of the road and pay attention to the smaller, less-traveled roads.
  • 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 East Caribbean dollar (EC$) is the official currency. However, US dollars are widely accepted throughout the island.
  • What are the top festivals to experience in Anguilla?

    Anguilla's Summer Festival, usually held in late July and early August, is a major event featuring music, dance, and competitions. The Anguilla National Trust also hosts various events throughout the year focusing on conservation and island culture.
  • What is the best time of year to visit Anguilla?

    Anguilla enjoys pleasant weather year-round. The best time to visit is typically during the shoulder seasons (April-May and September-October) for pleasant weather and fewer crowds. Hurricane season runs from June to November.
  • What are some local dishes to try in Anguilla?

    Try the fresh lobster, a local specialty. You should also sample the conch prepared in various ways, and don't miss the local fish dishes, often prepared with fresh herbs and spices. Many restaurants offer traditional Anguillian cuisine.
  • What emergency numbers should you know in case of a medical or security issue in Anguilla?

    For medical emergencies, dial 911. For police assistance, the number is 264-497-2333.
  • What etiquette tips are important when visiting Anguilla?

    Anguillians are known for their warmth and friendliness. A simple 'hello' and a smile go a long way. Respect local customs and traditions, and be mindful of the environment.
  • What are the best areas to spend a week in Anguilla?

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

    For a weekend trip, focus on one or two key areas. Shoal Bay East or Meads Bay are excellent choices for their stunning beaches and proximity to restaurants. Alternatively, explore the more secluded areas of the island for a quieter getaway.
  • What are the top shopping destinations in Anguilla?

    The Blowing Point Ferry Terminal area has several shops offering souvenirs, clothing, and local crafts. Many resorts also have boutiques offering a range of goods.
  • What are some off-the-beaten-path places to explore in Anguilla?

    Explore the island's interior by car or scooter, discovering hidden coves and beaches. Visit Little Bay, a secluded beach only accessible by boat or a somewhat challenging hike. Also consider exploring the island's various historical sites and nature trails.

Best Anguilla vacation rentals with parking

White Sands Anguilla Sand Unit - Anguilla
9.0 2 reviews
Anguilla
09/10 – 12/10
$409/nighttotal: $1227 (3 )

White Sands Anguilla Sand Unit

1 1
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.
Spectacular Views - Anguilla
Anguilla
29/10 – 03/11
$1169/nighttotal: $5845 (5 )

Spectacular Views

5 7
apartment , Long Path
This spacious five-bedroom residence in Long Path is situated 4 kilometres from Shoal Bay and 4 kilometres from Anguilla Airport.
Boasting 327 square metres of living space, this family-friendly apartment accommodates up to 23 guests with its six bathrooms, offering amenities such as a swimming pool, hot tub, private parking, and free WiFi.
Sienna At Bayview Homes - Anguilla
9.5 17 reviews
Anguilla
01/09 – 04/09
$406/nighttotal: $1218 (3 )

Sienna At Bayview Homes

1 4
apartment , Shoal Bay
Sienna, a spacious Shoal Bay apartment, offers a 2800 sq ft (approx. 260 sq m) layout perfect for families or groups, boasting two bedrooms, two bathrooms, and three balconies.
This self-catering property includes a fully equipped kitchen, in-unit laundry, garage parking, a smart TV, Wi-Fi, and is within easy reach of Shoal Bay's beach and local attractions.
Oceanfront Suite W/pool - Arawak Beach Club #8 - Anguilla
9.9 70 reviews
Anguilla
21/07 – 30/07
$283/nighttotal: $2547 (9 )

Oceanfront Suite W/pool - Arawak Beach Club #8

1 2
resort , Anguilla
This beachfront flat in Island Harbor is a short walk from beach bars and restaurants, and a 5-minute drive from other dining options and a grocery store. It has received excellent ratings for user experience, location, and cleanliness.
The apartment has one bedroom and one bathroom, comfortably accommodating two guests. It includes a private terrace with stunning ocean views, access to water sports equipment, and a communal seating area for relaxation and socialising.

Best Anguilla vacation rentals with a balcony

White Sands Anguilla - Sea - Anguilla
9.8 53 reviews
Anguilla
09/10 – 12/10
$424/nighttotal: $1272 (3 )

White Sands Anguilla - Sea

3 1
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.
Island Paradise Apartments - Anguilla
9.7 4 reviews
Anguilla
01/09 – 04/09
$330/nighttotal: $990 (3 )

Island Paradise Apartments

2 4
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.
Breezee - Anguilla
9.3 8 reviews
Anguilla
04/01 – 04/02
$268/nighttotal: $8308 (31 )

Breezee

2 2
apartment , Long Path
This two-bedroom apartment is situated just 11 miles from Shoal Bay and 2.5 miles from Anguilla Airport, making it a convenient base for exploring the island. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
The property can accommodate up to four guests and features a well-equipped kitchen, multiple bathrooms, and a private patio with mountain views. Enjoy the convenience of air conditioning, free Wi-Fi, and parking, as well as the opportunity to relax in the garden and on the balcony with sea views.
Zemi Beach House, Lxr Hotels & Resorts - Anguilla
9.5 495 reviews
Anguilla
24/06 – 30/06
$1456/nighttotal: $8736 (6 )

Zemi Beach House, Lxr Hotels & Resorts

1 2
resort , Shoal Bay Village
Zemi Beach House, LXR Hotels & Resorts is located in Shoal Bay Village, just 17 miles from Saint Martin, offering a tranquil escape on the beautiful Anguilla island. The resort is highly rated, with excellent scores for cleanliness, user experience and location.
The resort features a range of accommodation options, including rooms, suites and villas. Guests can enjoy a variety of amenities and activities, such as a swimming pool, spa, fitness centre and tennis court, as well as a kids’ club for families.
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