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

Boutique 2-br Suite Apartment Carteas|anguilla - Anguilla
9.9 28 reviews

Boutique 2-br Suite Apartment Carteas|anguilla

apartment
CARTeas is a two-bedroom apartment located in the peaceful village of George Hill, just a short distance from the island's stunning beaches and charming restaurants. The apartment is situated on the upper level of a property, offering a private and tranquil setting.
The apartment has a spacious layout, comfortably accommodating up to four guests. It is fully equipped with a modern kitchen, a comfortable living area, and a washer/dryer, ensuring a convenient and enjoyable stay.
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.
Spectacular Views - Anguilla
No reviews

Spectacular Views

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.
Home At Lions Rock, Anguilla - Anguilla
10 1 review

Home At Lions Rock, Anguilla

apartment
This apartment is situated on the highest point of the island, offering stunning views and a short walk to the beach. It has consistently received excellent ratings for location, cleanliness, and overall experience.
The apartment is spacious and can comfortably accommodate up to eight guests. It features a private pool, a large garden, and is fully equipped with a kitchen, air conditioning, and internet access.

Best Anguilla holiday rentals with a pool

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

Modern Bungalow With Pool - 3 Min Walk To Beach - Anguilla
10 34 reviews

Modern Bungalow With Pool - 3 Min Walk To Beach

house, Blowing Point
The Bungalow is located in Anguilla, a short 5-minute walk from the beautiful beach of Rendezvous Bay, offering a peaceful escape amidst lush gardens.
This one-bedroom property can accommodate up to two guests and features a unique open-air design, allowing you to enjoy the tropical climate and stunning ocean views. Relax by the private freshwater pool, prepare meals in the fully-equipped kitchen, and take in the 360° views from the expansive roof deck.
Ocean View Apartment With Own Private Gym Sauna & Plunge Pool - Anguilla
10 1 review

Ocean View Apartment With Own Private Gym Sauna & Plunge Pool

house, South Wager
This ocean view apartment is situated in the West End of Anguilla, 2.7 kilometres from Meads Bay Beach and 13 kilometres from Anguilla Airport.
With a floor area of 372 square metres, this property offers accommodation for up to three guests, featuring one bedroom and two bathrooms, a private gym, sauna, spa, bar, indoor swimming pool, and on-site parking, with a fully equipped kitchen and air conditioning.
Villa Nirvana - Anguilla
9.8 30 reviews

Villa Nirvana

house
This luxurious villa is located on Seafarer's Ridge in Anguilla, offering stunning views and a private setting just a short distance from the island's best beaches. The property has consistently received excellent ratings for its cleanliness, location, and user experience.
The spacious villa has four bedrooms and four bathrooms, comfortably accommodating up to eight guests. A fully equipped gym, a private swimming pool and Jacuzzi, and a large garden with an outdoor dining area provide plenty of opportunities for relaxation and entertainment.
Pied A Terre Overlooking The Ocean - Anguilla
9.5 19 reviews

Pied A Terre Overlooking The Ocean

apartment
This one-bedroom flat in Sandy Ground, Lower South Hill, offers stunning views of the Atlantic Ocean and is just a short walk from the beach. It has received excellent ratings for location, cleanliness, and overall experience.
The flat is ideal for couples and comes equipped with a kitchen, air conditioning, and a private balcony. Guests can enjoy the on-site swimming pool, barbecue facilities, and access to beach chairs and towels.

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

Q. T's Escape - Anguilla
10 1 review

Q. T's Escape

apartment
This two-bedroom flat in South Hill, Anguilla, offers a prime central location within walking distance of dining and shopping, and is a mere 5-minute drive from Sandy Ground and Rendezvous Beaches.
The newly built accommodation for four guests features air conditioning, internet, a fully equipped kitchen with a fridge, freezer, and microwave oven, a garden, and parking, with optional car rental available.
Chinaberry Villa, Your Escape From It All! - Anguilla
No reviews

Chinaberry Villa, Your Escape From It All!

apartment
This apartment is situated on the island of Anguilla, offering a peaceful retreat with extensive outdoor spaces, including an outdoor living room and dining area, and a daybed for relaxation. The property features an open-concept living space with one bedroom and one bathroom, accommodating up to two guests, and includes a kitchen with a fridge, freezer, and microwave, with air conditioning available at an additional cost.
Villa Sylvanee - Anguilla
8.7 3 reviews

Villa Sylvanee

house
Villa Sylvanee, a two-bedroom apartment in The Valley, is centrally located approximately 1.6 kilometres from Crocus Bay beach and close to the restaurants, shops, and government buildings.
This well-appointed property sleeps four guests and offers amenities including air conditioning, parking, and a kitchen, with very good user ratings for cleanliness and location.
Mini Villa On Anguilla - Anguilla
10 1 review

Mini Villa On Anguilla

house
This Caribbean coast flat is located mere steps from the ocean, with a grocery store and petrol station within 500 metres.
This one-bedroom, one-bathroom apartment accommodates two guests and features air conditioning, a kitchen, private saltwater pool, two decks, and a balcony, offering direct access to the sea.

Best Anguilla holiday rentals with a balcony

Malliouhana Resort Anguilla - Anguilla
9.6 109 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.
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.
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.
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.
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