Holiday Rentals in Anguilla

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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

White Sands Anguilla Sand Unit - Anguilla
9.0 2 reviews

White Sands Anguilla Sand Unit

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.
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.
Aurora Anguilla Resort & Golf Club - Anguilla
9.6 269 reviews

Aurora Anguilla Resort & Golf Club

resort, Rendezvous Beach
The Aurora Anguilla Resort & Golf Club is situated on the beach in Anguilla, just a short drive from Blowing Point and Ferry Terminal and Anguilla Clayton J. Lloyd Airport. It has consistently received excellent ratings for its cleanliness and location, ensuring a comfortable and enjoyable stay.
The resort offers a range of accommodation options, including spacious suites with cable TV and Bose music systems. There are also a variety of amenities and activities available, such as a spa, gym, tennis courts, and multiple dining options, making it an ideal choice for families and couples seeking a relaxing and luxurious getaway.
Modern 1br Getaway *Car Rental Available* - Anguilla
9.8 25 reviews

Modern 1br Getaway *Car Rental Available*

apartment
This one-bedroom flat is perfectly located in AI, just a short walk from the bustling city centre and its many attractions. The apartment has received excellent ratings for its cleanliness, location, and overall comfort, ensuring a pleasant stay.
The flat comfortably accommodates two guests and features a well-equipped kitchen with a fridge and microwave oven. You can enjoy the air conditioning, garden, and parking, as well as the added convenience of a washing machine and dryer, two smart TVs, and a secure environment with exterior cameras.

Best Anguilla holiday rentals with a pool

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

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.
Lush Garden Studio With Pool Access  Suite #3 - Anguilla
9.8 79 reviews

Lush Garden Studio With Pool Access Suite #3

apartment
This oceanfront studio apartment is situated in Island Harbour, a short distance from the Arawak Beach Club, offering easy access to nearby beaches such as Scilly Cay, Shoal Bay and Savannah Bay. The studio is fully equipped with a kitchen, air conditioning, high-speed internet and a private balcony with stunning ocean views, perfect for a relaxing getaway for two.
Cozy, Peaceful And Relaxing - Anguilla
9.0 2 reviews

Cozy, Peaceful And Relaxing

house
This charming house sits on a hilltop in The Valley, Anguilla, offering stunning views of St. Martin/St. Maarten and is just a short distance from the beaches and shops of the town. The Valley is the island's capital, making this property a great base for exploring Anguilla.
This comfortable property can accommodate up to six guests and offers a range of amenities to make your stay enjoyable. The house features a swimming pool, jacuzzi, and daily cleaning services, as well as additional amenities like car rental, babysitting, and complimentary massages.
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.

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

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.
Stunning Island Home - Crocus Hill, Anguilla - Anguilla
9.3 30 reviews

Stunning Island Home - Crocus Hill, Anguilla

apartment
This holiday home is located in The Valley, a 15-minute walk from Crocus Bay and its beach, as well as the National Trust of Anguilla, offering a peaceful mountainside setting. It has received excellent user ratings, and both the location and cleanliness are rated as excellent.
This 3-bedroom property can accommodate up to 6 guests, and features a fully equipped kitchen, free Wi-Fi, air conditioning, a Jacuzzi, and a private fenced garden. The property also benefits from a mountainside location, proximity to Crocus Bay, and is close to local churches.
Marian's Home - Anguilla
9.9 58 reviews

Marian's Home

apartment
This one-bedroom flat is situated in Island Harbour, a short walk from Le Bon Pain bakery and a short drive from Shoal Bay East beach, offering a taste of local life. The property has received excellent ratings for its cleanliness, location, and overall experience.
The flat is suitable for two guests and features a kitchen equipped with a fridge, air conditioning, a garden, and parking. Guests can enjoy access to local amenities, including restaurants, bars, a convenience store, and fresh seafood from the nearby pier.
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.

Best Anguilla holiday rentals with a balcony

Gumbsie Villas - Anguilla
No reviews

Gumbsie Villas

apartment, The Valley
This Gumbsie Villas apartment is situated in The Valley, 4.19 kilometres from Shoal Bay and 5.95 kilometres from Anguilla Airport.
This one-bedroom flat offers air conditioning, a fully equipped kitchen, complimentary private parking, and free high-speed Wi-Fi, with direct access to a terrace boasting garden views.
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.
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.
Sandcastle Villa - Anguilla
10 33 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.
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