Vacation rentals in Anguilla

769 available vacation rental offers

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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

Anguilla Sunrise Penthouse - 2 Bed/2-bath - Anguilla
9.8 31 reviews

Anguilla Sunrise Penthouse - 2 Bed/2-bath

apartment
This penthouse apartment is located in Shoal Bay, a short distance from the famous "World's Best Beach" of the same name, offering a tranquil and picturesque setting. The apartment has received excellent ratings for its location, cleanliness, and overall experience, making it a highly sought-after choice for travellers.
The spacious penthouse apartment offers a large and open layout, comfortably accommodating up to six guests. A range of amenities are available for guests to enjoy, including a fully equipped kitchen, a private balcony, and a washer and dryer, ensuring a comfortable and convenient stay.
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.
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.
Lockrum Point Villa Oceanside 2bdrm/2bath W/ Pool - Anguilla
10 60 reviews

Lockrum Point Villa Oceanside 2bdrm/2bath W/ Pool

apartment
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 vacation rentals with a pool

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

Ceblue Villas - Anguilla
9.1 13 reviews

Ceblue Villas

resort, The Valley
CeBlue Villas are located in the Crocus Bay district, just a 5-minute walk from Crocus Bay Beach and a 10-minute drive from Clayton J. Lloyd International Airport. The resort has consistently received excellent ratings for its location, cleanliness, and overall experience.
The villas offer modern and spacious accommodation with private balconies, and guests can enjoy a shared dipping pool, a restaurant serving delicious pizza and cocktails, and a bar with a specialty breakfast menu. The resort also provides complimentary golf cart service, a fitness centre, and a tour desk to arrange activities such as fishing, hiking, horse riding, and snorkeling.
Quintessence - The Grand Mansion - Anguilla
No reviews

Quintessence - The Grand Mansion

house
The Grand Mansion, a beachfront colonial estate in Anguilla's Long Bay Village area, is situated a short distance from Long Bay and eight minutes (approximately 6.4 km) from the Cuisinart Golf Resort, offering convenient access to The Valley's cultural attractions.
This nine-bedroom, nine-bathroom property sleeps up to twenty-two guests, boasting an infinity pool, hot tub, sauna, tennis court, Q Restaurant (with buyout option), and 24-hour butler service; enjoy activities including billiards and life-size chess.
Exclusive Riviera Retreat Near Pampelonne Beach - Anguilla
No reviews

Exclusive Riviera Retreat Near Pampelonne Beach

apartment, Mount Fortune
This exclusive Riviera Retreat offers sea views in Mount Fortune, situated 6.3 kilometres from Shoal Bay and 8 kilometres from Clayton J. Lloyd International Airport.
This spacious 400 square metre residence accommodates up to 23 guests with 6 bedrooms and 7 bathrooms, featuring a fully equipped kitchen, on-site swimming pool, fitness centre, bar, and private beach access.
Rendezvous - Anguilla
No reviews

Rendezvous

house, South Hill
This Anguilla villa is located in Rendezvous Bay, a short drive from dining, shopping, and Blowing Point.
The five-bedroom property, boasting a private pool, Jacuzzi, and fitness centre, sleeps ten guests and offers all-inclusive services including a chef, concierge, and housekeeping.

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-see. Then there's Meads Bay, known for its calm waters and upscale resorts. For a historical perspective, visit the Anguilla National Trust's heritage sites, including the Old Courthouse in The Valley. Don't forget the dramatic cliffs and secluded coves along the island's northern coast.
  • 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 snorkeling, diving, and kayaking are popular, especially around Sandy Island and Little Bay. Exploring the island by car or scooter is enjoyable, allowing you to discover hidden gems. Fine dining and sunset cocktails are also significant parts of the Anguilla experience.
  • 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 southern areas, such as Rendezvous Bay, tend to be slightly less windy than the northern parts of the island, offering a calmer, more sheltered experience.
  • 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. Most visitors arrive via connecting flights from major hubs in the Caribbean or the United States.
  • 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 are narrow and winding, especially in the more rural areas. Be prepared for some bumpy roads and drive cautiously. Renting a scooter is a popular alternative for exploring the island.
  • 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, but US dollars are widely accepted throughout the island.
  • What are the top festivals to experience in Anguilla?

    Anguilla's Summer Festival, held annually in July and August, is a major event featuring music, dance, and cultural celebrations. The Anguilla National Trust also hosts various events throughout the year promoting the island's heritage and environment.
  • 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 peak season (December-April) offers ideal conditions but comes with higher prices and more tourists.
  • What are some local dishes to try in Anguilla?

    Try the local lobster, prepared in various ways, from grilled to thermidor. Another popular dish is conch, often served in fritters or stews. For a taste of Anguillian cuisine, sample the local fish, often prepared with fresh herbs and spices.
  • 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 known for its relaxed atmosphere, but respecting local customs is appreciated. Dress modestly when visiting churches or historical 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 basing yourself in the areas of Shoal Bay East or Meads Bay. These locations offer a mix of stunning beaches, upscale resorts, and easy access to restaurants and activities.
  • What are the best areas to spend a weekend in Anguilla?

    A weekend getaway could focus on the areas around Shoal Bay West or Rendezvous Bay. These offer a blend of beautiful beaches and a more relaxed atmosphere, perfect for a shorter stay.
  • What are the top shopping destinations in Anguilla?

    The Valley, Anguilla's capital, offers a variety of shops, including boutiques, art galleries, and duty-free stores. Many resorts and hotels also feature shops selling local crafts and souvenirs.
  • What are some off-the-beaten-path places to explore in Anguilla?

    Explore the island's rugged north coast, discovering secluded coves and beaches only accessible by boat or a challenging hike. Visit the smaller cays and islets surrounding Anguilla for a truly unique experience. The island's interior offers opportunities to explore less developed areas with stunning views.

Best Anguilla vacation rentals with parking

Lcc Apartments - Lilly 1 - Anguilla
10 1 review

Lcc Apartments - Lilly 1

apartment
This two-bedroom flat is located in the tranquil Little Harbour district of Anguilla, offering mountain views and placing most beaches, restaurants, and attractions within a 15-kilometre drive.
This self-catering accommodation comfortably sleeps four guests and features an open-plan kitchen, living, and dining area, air conditioning, Wi-Fi, a private back porch, and dedicated parking.
Popes Inn - Anguilla
9.9 83 reviews

Popes Inn

apartment
This modern two-bedroom apartment is located in West End, Anguilla, just a short walk from Meads Bay beach and within easy reach of the Four Seasons Hotel. It has received excellent ratings for its location, cleanliness and overall user experience.
The apartment is spacious and can accommodate up to 5 guests. It features a fully equipped kitchen, a living room, a dining room, a laundry room and two ensuite bedrooms. Guests can enjoy a private porch with lounge chairs, a spacious garden, air conditioning, parking and internet access.
Seaside House In Shoal Bay - Anguilla
10 84 reviews

Seaside House In Shoal Bay

apartment
Shoal Bay Cottage is situated in Shoal Bay Village, Anguilla, just a 0.5 kilometre stroll from the renowned Shoal Bay East beach.
This two-bedroom, two-bathroom cottage sleeps up to four guests and boasts a spacious garden, direct beach access, and modern amenities, making it an ideal choice for families or groups seeking a comfortable and relaxing stay.
Ocean View 1 (View From Every Rm) - Anguilla
9.7 25 reviews

Ocean View 1 (View From Every Rm)

house
This Island Harbour villa, situated a short 1.6-3.2km drive from Island Harbour's seafront and 11-16km from Shoal Bay East, offers convenient access to supermarkets and the renowned Scilly Cay restaurant.
The 186-square-metre property boasts two bedrooms, two bathrooms, and sleeps four, featuring a fully equipped kitchen, air conditioning, Wi-Fi, two TVs (one a Roku smart TV), a DVD player, a whole-house generator, hurricane shutters, and panoramic ocean views; ham radio enthusiasts will appreciate its excellent location.

Best Anguilla vacation rentals with a balcony

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.
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.
Jenna Ville Estate - Anguilla
9.9 11 reviews

Jenna Ville Estate

apartment, Ebenezer
This Jenna Ville Estate apartment is located in Ebenezer, offering tranquil inner courtyard and garden views.
This 70 square meter apartment accommodates two guests and features air conditioning, a kitchen with a fridge and microwave, a balcony, and complimentary private parking.
Clearview Villas Upper - Anguilla
9.5 2 reviews

Clearview Villas Upper

house, Island Harbour
This spacious villa is located in Island Harbour, approximately 10 kilometres from Anguilla Airport.
This air-conditioned villa offers a private terrace, a well-equipped kitchen, and accommodation for up to 15 guests, with 1 bedroom and 4 bathrooms.