Holiday Rentals in Anguilla

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Anguilla holiday rentals
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769 Holiday rentals and Airbnb in Anguilla

Best family friendly Anguilla holiday rentals

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

Luxury Living-affordable Stay +Car Rental Avail. - Anguilla
9.8 8 reviews

Luxury Living-affordable Stay +Car Rental Avail.

apartment
This modern studio apartment is centrally located in Anguilla, just 5 minutes from beautiful beaches, restaurants, and local attractions.
This family-friendly studio offers a comfortable retreat for up to three guests, featuring air conditioning, Wi-Fi, a kitchen with a fridge and microwave, and access to a garden and fitness centre.
Sea Villa: As Seen On Real Housewives & Netflix! - Anguilla
10 2 reviews

Sea Villa: As Seen On Real Housewives & Netflix!

house
Sea Villa, one of three luxury villas located in Long Bay Villas, is situated on the secluded Long Bay Beach, just a 5-minute drive from the West End restaurants and golf courses.
This six-bedroom, five-bathroom villa sleeps up to 11 guests and boasts a private infinity pool, hot tub, spacious terrace, and a fully equipped kitchen, along with a dedicated butler, concierge, and daily housekeeping.
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.
Lockrum Point Villa: Seaside Villa 3 Bed/3 Bath/pool - Anguilla
10 60 reviews

Lockrum Point Villa: Seaside Villa 3 Bed/3 Bath/pool

house, Lockrum Bay
This property is located in Blowing Point, Anguilla, just a short distance from Pelican Bay and Rendezvous Bay Beach, and close to the Blowing Point Ferry Terminal. It has consistently received excellent ratings for its location, cleanliness, and overall user experience.
This spacious 325 square metre house offers a comfortable and well-equipped living space, perfect for families or groups. Enjoy the private pool, Jacuzzi, and terrace, along with access to a fully equipped kitchen, laundry facilities, and a range of amenities for a relaxing and enjoyable stay.

Best Anguilla holiday rentals with a pool

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

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.
Villa Amarilla - Anguilla
No reviews

Villa Amarilla

house
This Tuscan-style villa is situated on Shoal Bay, Island Harbour, Anguilla, offering easy access to the island's restaurants, shops, and nightlife.
The five-bedroom, six-bathroom property boasts a private pool, spa, fitness centre, and 24-hour concierge service, accommodating up to ten guests and featuring award-winning interior design by David Salem.
3 Pools/3 Hot Tubs/2 Golf Carts - 2 Min. To Beach - Anguilla
No reviews

3 Pools/3 Hot Tubs/2 Golf Carts - 2 Min. To Beach

house
Villa Mystique is situated in West End, overlooking Cove Lagoon, a short distance from the white sandy beaches of Maundays and Cove Bay. This luxurious property offers stunning views of the Caribbean Sea and neighbouring St. Martin, providing complete privacy and tranquility.
The villa has five grand suites, nine bathrooms, three pools and a state-of-the-art gym, accommodating up to 12 guests. Enjoy a fully-equipped fitness centre, private chef, twice-daily housekeeping, laundry service, evening security, and a private concierge who can cater to any needs.
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.

Frequently asked questions about holiday rentals in Anguilla

  • What are the must-see places in Anguilla?

    For stunning beaches, Shoal Bay East and Rendezvous Bay are absolute must-sees. Maundays Bay boasts luxurious resorts and calm waters. For a historical perspective, visit the Old Wall at Sandy Ground, a remnant of Anguilla's past. Don't forget to explore the dramatic cliffs and caves at Little Bay.
  • What are the best Airbnb and holiday rentals in Anguilla?

  • What are the typical activities to do in Anguilla?

    Anguilla offers a range of activities. Relaxing on its world-famous beaches is a top choice. Watersports like swimming, snorkelling, and diving are popular, particularly around Sandy Island and Prickly Pear Cays. For a more active experience, try kayaking or paddleboarding. Exploring the island by car or scooter is also enjoyable, allowing you to discover hidden coves and viewpoints.
  • What are the most popular Airbnbs in Anguilla?

  • Which part of Anguilla offers the most pleasant climate?

    Anguilla enjoys a consistently warm climate year-round. However, the island's generally flat terrain means there aren't significant microclimates. The trade winds provide a cooling breeze across the entire island, making it pleasant most of the time. The southern areas might feel slightly warmer due to less direct exposure to the wind.
  • What are the best holiday 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 receives regular flights from various Caribbean islands 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 visitors should be aware of the narrow roads, particularly in some of the more rural areas. Driving on the left is standard. Rental cars are readily available, but a 4x4 is not generally necessary unless you plan to explore particularly rough terrain.
  • What are the best rentals or Airbnbs with a jacuzzi in Anguilla?

  • 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 is a major event, typically held in July and August, featuring music, dance, and cultural performances. The Anguilla Day celebrations in May showcase the island's heritage and history. Smaller, local events are also held throughout the year.
  • 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) for pleasant weather and fewer crowds. The summer months (June-August) are hotter and more humid, but this is when the Summer Festival takes place.
  • What are some local dishes to try in Anguilla?

    Try the local lobster, often prepared in various ways, from grilled to curried. Conch is another popular seafood option. For land-based cuisine, sample the delicious Anguillian-style goat stew. Many restaurants offer fresh, locally sourced ingredients.
  • 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?

    Anguillians are known for their friendliness and hospitality. It's customary to greet people with a smile and a polite 'Good morning' or 'Good afternoon'. Respect local customs and traditions. Dress modestly when visiting churches or other religious sites.
  • What are the best areas to spend a week in Anguilla?

    For a week-long stay, consider basing yourself in the areas of Shoal Bay, Rendezvous Bay, or Maundays Bay. These locations offer a good balance of beaches, restaurants, and amenities.
  • What are the best areas to spend a weekend in Anguilla?

    A weekend in Anguilla could be spent in the more central areas like Sandy Ground, offering easy access to restaurants and bars. Alternatively, choosing a beach-focused area like Shoal Bay East provides a relaxing getaway.
  • What are the top shopping destinations in Anguilla?

    Sandy Ground is the main hub for shopping, with a variety of boutiques, art galleries, and souvenir shops. Many resorts also have shops selling local crafts and products.
  • What are some off-the-beaten-path places to explore in Anguilla?

    For a quieter experience, explore the island's coastline beyond the main beaches. Visit some of the smaller bays and coves, such as Meads Bay or Barnes Bay. A boat trip to Prickly Pear Cays offers a chance to discover pristine beaches and snorkelling spots.

Best Anguilla holiday rentals with parking

2 Bd Apt At Da'vida's Crocus Bay #1 - Anguilla
9.3 19 reviews

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

house
This Crocus Bay apartment, situated a 20-second walk from Crocus Bay Beach and a five-minute (approx. 3 km) drive from Anguilla Airport, offers convenient access to both western resorts and Shoal Bay East.
The two-bedroom, two-bathroom property features a living room, kitchen with fridge and microwave, balcony with garden and partial ocean views, air conditioning, parking, and is directly on the Da'Vida Beach Club restaurant property, sleeping up to four guests.
Anguilla Luxury Villa B On The Sea - Anguilla
8.0 1 review

Anguilla Luxury Villa B On The Sea

apartment
Villa B on the Sea, situated in Anguilla, offers unparalleled Caribbean Sea views and is a short distance from various beaches.
This five-bedroom, five-bathroom luxury property in Sea Feathers boasts two pools, two fully equipped kitchens, a home theatre, and accommodates up to 14 guests, perfect for large families or groups seeking a self-catering holiday with optional private chef services.
2200 Sq Ft Sunset Penthouse, 2 Bedroom In Anguilla - Anguilla
9.6 19 reviews

2200 Sq Ft Sunset Penthouse, 2 Bedroom In Anguilla

apartment
This penthouse apartment is situated in Shoal Bay, a short distance from the "World's Best Beach", offering a peaceful and picturesque setting. The property boasts excellent user, location and cleanliness ratings.
The spacious apartment offers two bedrooms with ensuite bathrooms, a large living area with a third queen bed, and can accommodate up to eight guests. Amenities include a fully equipped kitchen, a washing machine and dryer, a balcony with views of the island landscape, and a stocked refrigerator with local treats.
Spectacular Oceanview Luxury 5 Bdr Samaji Villa - Anguilla
9.7 6 reviews

Spectacular Oceanview Luxury 5 Bdr Samaji Villa

house
Samaji Villa is situated in Island Harbour, a charming fishing village on Anguilla, just a short walk from the beach, shops, restaurants and bars. This property enjoys excellent ratings for location, cleanliness and overall user experience.
The villa offers five bedrooms and three bathrooms, comfortably accommodating up to ten guests. Guests can enjoy a private pool, garden, and a fully equipped kitchen with modern appliances, as well as air conditioning and Wi-Fi throughout the property.

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.
White Sands Anguilla - Sea - Anguilla
9.7 58 reviews

White Sands Anguilla - Sea

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.
Syl Apartment - Modern, Car Rental Available - Anguilla
9.9 8 reviews

Syl Apartment - Modern, Car Rental Available

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.
Deany's Uptop Luxury Suite - Anguilla
9.2 38 reviews

Deany's Uptop Luxury Suite

apartment, The Valley
Deany's Uptop Luxury Suite is a one-bedroom apartment in The Valley, Anguilla, conveniently located 1.9km from Anguilla Airport and 8.2km from Shoal Bay beach.
This self-catering flat sleeps five, offering a fully equipped kitchen, free Wi-Fi, a balcony, private parking, and a washing machine; nearby attractions include the airport and the popular Shoal Bay beach.
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