Holiday Rentals in Anguilla

561 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 561 accommodations in Anguilla, here are the 4 best family friendly rentals

Beach Home In Paradise - Serenity - Anguilla
10 8 reviews
Anguilla
20/07 – 26/07
SG$304/nighttotal: SG$1824 (6 )

Beach Home In Paradise - Serenity

2 4
apartment , Blowing Point
This apartment is located in Blowing Point, just 10-15 metres from the ocean, offering a peaceful and relaxing atmosphere. The property has received excellent ratings for its cleanliness, location and overall experience.
The apartment has two bedrooms and can accommodate up to four guests. It features a fully equipped kitchen, air conditioning, a garden, parking, and a large porch with stunning mountain views.
Coralito Bay Suites & Villas - Anguilla
9.8 90 reviews
Anguilla
25/12 – 02/01
SG$731/nighttotal: SG$5848 (8 )

Coralito Bay Suites & Villas

2 4
studio , The Valley
Coralito Bay Suites & Villas is located in The Valley, just a short distance from Anguilla Airport and Shoal Bay, making it an ideal base for exploring the island. The property has received excellent ratings for its location, cleanliness, and overall guest experience.
This studio apartment offers a private patio for enjoying the Caribbean Sea views. Guests can benefit from modern amenities, such as air conditioning, a flat-screen TV, and free Wi-Fi, as well as the opportunity to snorkel in the surrounding waters.
Chocolate Moose - Anguilla
10 3 reviews
Anguilla
31/07 – 10/08
SG$327/nighttotal: SG$3270 (10 )

Chocolate Moose

2 2
house , Anguilla
This apartment is situated just under 10 kilometres from Sandy Ground Beach, offering beautiful views of the ocean and neighbouring St. Maarten. Guests have consistently rated the accommodation, location, and cleanliness as excellent.
The apartment has two bedrooms and two bathrooms, comfortably accommodating up to four guests. Amenities include air conditioning, parking, internet access, and a kitchen equipped with a fridge.
Island Paradise - Anguilla
Anguilla
20/07 – 26/07
SG$301/nighttotal: SG$1806 (6 )

Island Paradise

2 4
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.

Best Anguilla holiday rentals with a pool

Among the 561 accommodations in Anguilla, here are the 4 best rentals with a pool

Beachfront Villa Duet - A Lux Pair In Paradise. - Anguilla
10 1 review
Anguilla
26/12 – 02/01
SG$3594/nighttotal: SG$25158 (7 )

Beachfront Villa Duet - A Lux Pair In Paradise.

1 6
apartment , Long Bay Village
This beachfront property, near Meads Bay in Long Bay Village, Anguilla, offers private beach access and stunning ocean views.
The five-bedroom, six-bathroom villa, comprising a main house and casita, sleeps fourteen guests and boasts a private pool, terrace, and rooftop terrace, alongside modern amenities.
Malliouhana Resort Anguilla - Anguilla
9.4 175 reviews
Anguilla
21/07 – 30/07
SG$3465/nighttotal: SG$31185 (9 )

Malliouhana Resort Anguilla

2 2
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.
Cloud Cottage- Cliffside Villa - Anguilla
9.8 27 reviews
Anguilla
20/07 – 26/07
SG$1247/nighttotal: SG$7482 (6 )

Cloud Cottage- Cliffside Villa

1 4
apartment , North Hill
Villa Cloud Cottage is located in peaceful North Hill, just a short walk from the secluded Katouche Bay beach. The villa has received excellent ratings for location, cleanliness, and overall experience.
The villa has four bedrooms and three bathrooms, accommodating up to eight guests. It offers a range of amenities, including a fully equipped kitchen, a swimming pool, a garden, and parking.
Sandcastle Beach House - Anguilla
10 26 reviews
Anguilla
25/12 – 02/01
SG$25652/nighttotal: SG$205216 (8 )

Sandcastle Beach House

10 4
house , The Valley
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.

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

Brookland Island View Middle Floor Fantastic Views - Anguilla
10 20 reviews
Anguilla
01/08 – 08/08
SG$364/nighttotal: SG$2548 (7 )

Brookland Island View Middle Floor Fantastic Views

1 3
apartment , Crocus Hill
This three-bedroom apartment is located in Crocus Bay, just a short 1km walk from the beach, Davida's Restaurant, and Bayside Grill. It has received excellent ratings for its location, cleanliness, and overall experience.
The apartment is spacious and fully furnished, comfortably accommodating up to six guests. Amenities include a fully equipped kitchen, air conditioning, a garden, free parking, and a laundry room with a washer and dryer.
Syl Apartment - Modern, Car Rental Available - Anguilla
9.8 5 reviews
Anguilla
09/10 – 12/10
SG$194/nighttotal: SG$582 (3 )

Syl Apartment - Modern, Car Rental Available

1 1
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.
Baird's Mark - Signature Rooms - Anguilla
10 27 reviews
Anguilla
22/08 – 26/08
SG$244/nighttotal: SG$976 (4 )

Baird's Mark - Signature Rooms

1 2
apartment , Bad Cox
This miniature home, near Shoal Bay beach and The Valley, Anguilla's capital, offers convenient access to both, being only minutes away from each.
The self-contained unit sleeps two, features a kitchen with fridge, freezer, and microwave, air conditioning, a swimming pool, and one bedroom and bathroom.
Gumbsie Villas - Anguilla
Anguilla
25/12 – 02/01
SG$780/nighttotal: SG$6240 (8 )

Gumbsie Villas

1 4
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.

Best Anguilla holiday rentals with a balcony

Cozy Coconut - Anguilla
10 4 reviews
Anguilla
27/06 – 04/07
SG$164/nighttotal: SG$1148 (7 )

Cozy Coconut

1 2
apartment , East End Village
Cozy Coconut, a one-bedroom apartment in East End Village, Anguilla, is situated 7km from Anguilla Airport and 7km from Shoal Bay beach.
This 74 square metre self-catering flat offers air conditioning, free Wi-Fi, private parking, and sleeps up to three guests.
J's Place - Anguilla
8.5 2 reviews
Anguilla
27/06 – 04/07
SG$262/nighttotal: SG$1834 (7 )

J's Place

2 2
apartment , East End Village
This apartment in East End Village is located 7.2 kilometres from Shoal Bay beach and 8 kilometres from Anguilla Airport, offering a peaceful retreat with complimentary private parking and a private balcony.
This spacious flat accommodates up to seven guests, featuring two bathrooms, a fully equipped kitchen, air conditioning, and access to a swimming pool, with check-out between 08:00 and 11:00 AM.
Zemi Beach House, Lxr Hotels & Resorts - Anguilla
9.5 495 reviews
Anguilla
01/08 – 08/08
SG$1987/nighttotal: SG$13909 (7 )

Zemi Beach House, Lxr Hotels & Resorts

2 3
resort , Shoal Bay Village
Zemi Beach House, LXR Hotels & Resorts is located in Shoal Bay Village, just 17 miles from Saint Martin, offering a tranquil escape on the beautiful Anguilla island. The resort is highly rated, with excellent scores for cleanliness, user experience and location.
The resort features a range of accommodation options, including rooms, suites and villas. Guests can enjoy a variety of amenities and activities, such as a swimming pool, spa, fitness centre and tennis court, as well as a kids’ club for families.
Jenna Ville Estate - Anguilla
9.9 9 reviews
Anguilla
21/07 – 30/07
SG$236/nighttotal: SG$2124 (9 )

Jenna Ville Estate

1 2
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.
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