Holiday Rentals in Anguilla

769 available vacation rental offers

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Anguilla holiday rentals
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Best Holiday rentals and Airbnb offers in Anguilla

Best family friendly Anguilla holiday rentals

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

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.
Kc Corner House - Anguilla
9.8 98 reviews

Kc Corner House

apartment, North Side
This one-bedroom apartment is situated in the peaceful village of Cedar Village, North Side, a short drive from Crocus Bay and the St. James Medical School Campus. It has received excellent ratings for cleanliness, location, and overall user experience.
The apartment offers a spacious and modern living space for up to two guests, featuring a fully equipped kitchen, living room, and dining area. Enjoy the island breeze from the front and back porches, and take advantage of the complimentary tea and coffee provided.
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.
Châlet Genesis - Anguilla
10 7 reviews

Châlet Genesis

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.

Best Anguilla holiday rentals with a pool

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

6 Br Villa With Concierge, Amenities, & Pool - Anguilla
9.3 6 reviews

6 Br Villa With Concierge, Amenities, & Pool

house, The Valley including Upper & South Valley
This six-bedroom, six-and-a-half-bathroom Anguilla villa is situated in a secluded hillside community, a short 8-24 km drive from Crocus Bay's restaurants and beaches.
The property boasts a private infinity pool, a 24-hour fitness centre (hours may vary seasonally), and caters to groups of up to twelve guests, offering complimentary beach access to Crocus Bay and Rendezvous Bay on selected days.
Round Rock - Anguilla
10 3 reviews

Round Rock

house
This six-bedroom, eight-bathroom villa is located in Pelican Bay, a five-minute drive from Rendezvous Bay and ten minutes from Sandy Ground Bay.
The property offers a private pool and hot tub, a fully equipped kitchen, a bar, a fitness centre, and a garden, ideal for families and groups of up to twelve guests.
Malliouhana Resort Anguilla - Anguilla
9.6 107 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.
Villa Grande (Up) Oceanview Escape |2 Bed 2.5 Bath - Anguilla
10 8 reviews

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

house
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.

Frequently asked questions about holiday rentals in Anguilla

  • What are the must-see places in Anguilla?

    For stunning beaches, head to Shoal Bay East, consistently ranked among the world's best, or Rendezvous Bay, known for its calm waters. Explore the historical landmarks like the Old Wall at Sandy Ground, a remnant of Anguilla's past. For breathtaking views, visit the highest point, Crocus Hill. Don't miss the picturesque Little Bay, accessible only by boat or a steep climb.
  • What are the best Airbnb and vacation rentals in Anguilla?

    Tradewinds Apartments Simpson Bay, Maho Beach House - Deluxe 2-bedroom - Ocean View Suite 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. Relax on its pristine beaches, swim in the turquoise waters, snorkel or dive to explore the vibrant coral reefs. Take a boat trip to pristine islands like Prickly Pear or Scrub Island. Enjoy watersports like windsurfing, kitesurfing, and paddleboarding. Alternatively, explore the island by car, visiting historical sites and enjoying the scenic drives.
  • What are the most popular Airbnbs in Anguilla?

  • Which part of Anguilla offers the most pleasant climate?

    Anguilla enjoys a consistently warm climate throughout the year. However, the trade winds provide a cooling effect across the island, so there isn't a significant difference in climate between areas. The beaches generally offer the most pleasant breezes.
  • 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), located on the island. It's a relatively small airport, but it receives flights from several 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 be aware of the narrow, winding roads, especially in some of the more rural areas. Driving is on the left-hand side of the road. Remember to drive cautiously and be mindful of pedestrians and other vehicles.
  • 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 is a major event, usually held in July and August, featuring music, dance, and cultural performances. Other smaller festivals and events are held throughout the year, often celebrating local culture and traditions.
  • What is the best time of year to visit Anguilla?

    The best time to visit is during the shoulder seasons (April-May and September-October) for pleasant weather and fewer crowds. The peak season (December-April) offers sunny skies but can be more expensive and crowded.
  • What are some local dishes to try in Anguilla?

    Try the local lobster, prepared in various ways, from grilled to curried. Conch is another popular seafood option. For a taste of Anguillian cuisine, sample dishes like fungi (a cornmeal dumpling), and Johnny cakes (fried cornmeal cakes).
  • 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 laid-back atmosphere, but politeness and respect for local customs are always appreciated. Dress modestly when visiting churches or other religious 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, offering proximity to excellent beaches and restaurants. These areas provide a good balance of relaxation and access to amenities.
  • What are the best areas to spend a weekend in Anguilla?

    For a weekend getaway, Sandy Ground offers a vibrant atmosphere with restaurants, bars, and shops. Alternatively, the quieter areas of Barnes Bay or Rendezvous Bay provide a more relaxed experience.
  • What are the top shopping destinations in Anguilla?

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

    Explore the island's interior, visiting small villages like Island Harbour and The Valley. Take a hike to Crocus Hill for panoramic views. Discover secluded beaches like Cove Bay or Little Bay.

Best Anguilla holiday rentals with parking

Island Suite With Private Fire Pit - Anguilla
10 27 reviews

Island Suite With Private Fire Pit

apartment
This North Side flat is located a 10-minute drive from the beach, offering a private patio with a fire pit and complimentary pastries on your first morning.
This well-appointed residence boasts air conditioning, high-speed Wi-Fi, a fully equipped kitchen, and a private garden, providing ample space for up to three guests with one bedroom and one bathroom.
Sandcastle Villa - Anguilla
10 32 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.
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.
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.

Best Anguilla holiday rentals with a balcony

Coconut Haven - Anguilla
10 1 review

Coconut Haven

apartment, East End Village
This Anguilla flat, Coconut Haven, is located in East End Village, 6.9 kilometres from Shoal Bay and 8 kilometres from Anguilla Airport, offering convenient access to both.
This apartment provides air conditioning, WiFi, a fully equipped kitchen, private parking, and garden views, with a capacity for three guests and a check-out between 08:00 AM and 11:00 AM.
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.
Breezee - Anguilla
9.3 8 reviews

Breezee

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.
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.
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