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

Villa Catalina, Two Bedroom Cottage With Seaview - Anguilla
8.9 14 reviews
Anguilla
25/12 – 02/01
SG$748/nighttotal: SG$5984 (8 )

Villa Catalina, Two Bedroom Cottage With Seaview

2 4
bungalow , Village de Shoal Bay
Catalina Villa is situated in Shoal Bay East, Anguilla, just 50 metres from the famous Shoal Bay Beach and a 3-minute drive from the main beach access point. This bungalow has received excellent ratings for location, cleanliness and overall experience.
The villa offers 2 bedrooms and 2 bathrooms, accommodating up to 4 guests. The property features a fully equipped kitchen with Bosch appliances, a spacious living area, and a large covered porch with stunning ocean views.
Luxury Villa In The Farrington - Anguilla
10 1 review
Anguilla
29/10 – 03/11
SG$3127/nighttotal: SG$15635 (5 )

Luxury Villa In The Farrington

1 7
apartment , Le Quartier
This oceanfront property in The Quarter boasts direct access to the water and stunning sea views, offering a peaceful retreat ideal for families.
The four-bedroom, four-bathroom house sleeps eight guests and includes a swimming pool, fitness centre, and complimentary vehicle; all amenities are available for your use.
Coralito Bay Suites & Villas - Anguilla
9.8 90 reviews
Anguilla
21/07 – 30/07
SG$366/nighttotal: SG$3294 (9 )

Coralito Bay Suites & Villas

1 2
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.
Sea View Escape - Anguilla
10 15 reviews
Anguilla
22/08 – 28/08
SG$257/nighttotal: SG$1542 (6 )

Sea View Escape

1 2
apartment , Blowing Point
This South Hill Village apartment offers a convenient central location, providing easy access to local landmarks, though precise distances require further clarification.
The one-bedroom, one-bathroom flat sleeps four guests and includes a fridge, microwave, air conditioning, garden, parking, and internet access; further details on interior design and specific amenities are needed.

Best Anguilla holiday rentals with a pool

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

Turtle Dove Villa - Anguilla
10 1 review
Anguilla
29/10 – 03/11
SG$1607/nighttotal: SG$8035 (5 )

Turtle Dove Villa

1 7
house , North Hill
This luxurious North Hill Village villa boasts breathtaking Sandy Ground views from its elevated position on North Hill.
The multi-level property offers four bedrooms, five bathrooms, sleeping eight guests, and features a private pool, expansive garden, and included housekeeping service; all within easy reach of Sandy Ground's amenities.
Kiki Residence Shoal Bay East - Anguilla
10 3 reviews
Anguilla
29/10 – 03/11
SG$2406/nighttotal: SG$12030 (5 )

Kiki Residence Shoal Bay East

1 7
apartment , Shoal Bay
This Shoal Bay apartment, sleeping eight guests, is located in [Insert Precise District/Area of Shoal Bay, if available; otherwise remove this sentence and adjust the paragraph count accordingly. If distance to beach is known, add e.g., "...and is approximately X km from Shoal Bay beach."].
The spacious four-bedroom, three-bathroom property boasts a fully equipped kitchen (fridge, freezer, microwave, dishwasher), air conditioning, swimming pool, parking, and internet access.
Anguilla, Bwi Ocean Terrace Condo Unit #6 - Anguilla
9.5 4 reviews
Anguilla
01/08 – 10/08
SG$522/nighttotal: SG$4698 (9 )

Anguilla, Bwi Ocean Terrace Condo Unit #6

1 3
apartment , George Hill
This two-bedroom apartment is situated in Ocean Terrace, George Hill, just a short walk from the beach and other attractions. It has received excellent ratings for cleanliness and location, ensuring a comfortable and convenient stay.
The apartment is fully furnished and decorated, with a private bathroom in the second bedroom which can be configured as a twin or queen bed to suit your needs. Guests can enjoy a range of amenities, including a swimming pool just 25 meters from the front door, a fitness centre, parking, and internet access.
Villa Grande (Up) Oceanview Escape |2 Bed 2.5 Bath - Anguilla
10 8 reviews
Anguilla
01/09 – 04/09
SG$712/nighttotal: SG$2136 (3 )

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

1 4
house , Island Harbour
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

Oceanfront Studio Villa W/kitchen By Shoal Bay #10 - Anguilla
9.6 52 reviews
Anguilla
24/06 – 30/06
SG$174/nighttotal: SG$1044 (6 )

Oceanfront Studio Villa W/kitchen By Shoal Bay #10

1 2
apartment , Anguilla
This oceanfront cottage is situated in Island Harbour, just a 5-minute drive from restaurants and a grocery store, and a 10-minute drive from the renowned Shoal Bay beach. The property has consistently received excellent ratings for location, cleanliness, and overall experience.
The cottage offers a comfortable and convenient stay for two guests with one bedroom and bathroom. Enjoy the private oceanfront terrace, direct beach access, communal bar, and included water sports like paddle boarding and glass bottom kayaking.
Sea View Escape - Anguilla
9.1 9 reviews
Anguilla
01/09 – 04/09
SG$340/nighttotal: SG$1020 (3 )

Sea View Escape

1 4
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.
Sunny Bluu Villas - Anguilla
Anguilla
01/08 – 08/08
SG$533/nighttotal: SG$3731 (7 )

Sunny Bluu Villas

1 3
house , Meads Bay
This villa is situated in Meads Bay, 9.9 kilometres from Anguilla Airport and a short distance from Meads Bay Beach.
This family-friendly villa offers accommodation for up to 7 guests, featuring 1 bedroom, 1 bathroom, air conditioning, a kitchen with a fridge and microwave oven, and private parking, with a floor area of 9 square metres.
Island Paradise Apartments - Anguilla
9.8 4 reviews
Anguilla
22/08 – 28/08
SG$228/nighttotal: SG$1368 (6 )

Island Paradise Apartments

2 2
apartment , The Valley
Island Paradise Apartments is located in The Valley, a short 6.4 kilometre drive from Shoal Bay.
This two-bedroom apartment, ideal for families, offers a private terrace, a fully equipped kitchen and a garden, perfect for relaxing after a day exploring the island.

Best Anguilla holiday rentals with a balcony

Jamies Apartments - Anguilla
Anguilla
24/06 – 30/06
SG$458/nighttotal: SG$2748 (6 )

Jamies Apartments

2 2
apartment , Island Harbour
This Jamies Apartments flat is located in Island Harbour, 2.9 kilometres from Shoal Bay Beach and 3.0 kilometres from Shoal Bay, with Anguilla Airport 9.0 kilometres away.
This pet-friendly apartment sleeps up to nine guests and offers two bedrooms, a bathroom, air conditioning, a kitchen, a terrace, and complimentary WiFi and private parking.
Tropix Getaway - Rental Car Available - Anguilla
9.2 74 reviews
Anguilla
21/07 – 30/07
SG$242/nighttotal: SG$2178 (9 )

Tropix Getaway - Rental Car Available

2 2
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.
Deany's Uptop Luxury Suite - Anguilla
9.0 33 reviews
Anguilla
21/07 – 30/07
SG$318/nighttotal: SG$2862 (9 )

Deany's Uptop Luxury Suite

1 2
apartment , The Valley
Deany's Uptop Luxury Suite is a one-bedroom apartment in The Valley, Anguilla, conveniently located 1.9km from Anguilla Airport and 8.2km from Shoal Bay beach.
This self-catering flat sleeps five, offering a fully equipped kitchen, free Wi-Fi, a balcony, private parking, and a washing machine; nearby attractions include the airport and the popular Shoal Bay beach.
Aurora Anguilla Resort & Golf Club - Anguilla
9.5 407 reviews
Anguilla
01/08 – 08/08
SG$1417/nighttotal: SG$9919 (7 )

Aurora Anguilla Resort & Golf Club

1 3
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.
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