Vacation rentals in Anguilla

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Anguilla vacation rentals
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Best Vacation rentals and Airbnb offers in Anguilla

Best family friendly Anguilla vacation rentals

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

Tropix Getaway - Rental Car Available - Anguilla
9.2 74 reviews
Anguilla
20/07 – 26/07
RM765/nighttotal: RM4590 (6 )

Tropix Getaway - Rental Car Available

2 4
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.
Anguilla Sunrise Penthouse - 2 Bed/2-bath - Anguilla
9.8 31 reviews
Anguilla
27/06 – 04/07
RM924/nighttotal: RM6468 (7 )

Anguilla Sunrise Penthouse - 2 Bed/2-bath

1 2
apartment , Anguilla
This penthouse apartment is located in Shoal Bay, a short distance from the famous "World's Best Beach" of the same name, offering a tranquil and picturesque setting. The apartment has received excellent ratings for its location, cleanliness, and overall experience, making it a highly sought-after choice for travellers.
The spacious penthouse apartment offers a large and open layout, comfortably accommodating up to six guests. A range of amenities are available for guests to enjoy, including a fully equipped kitchen, a private balcony, and a washer and dryer, ensuring a comfortable and convenient stay.
Clearview Villas (Lower) - Anguilla
10 10 reviews
Anguilla
20/07 – 26/07
RM815/nighttotal: RM4890 (6 )

Clearview Villas (Lower)

1 4
apartment , Island Harbour
Clearview Villas, Island Harbour, offers this two-bedroom apartment; further details are needed to specify its proximity to local landmarks.
This self-catering property sleeps up to five guests, boasting two bathrooms, a fully equipped kitchen, private patios, and air conditioning throughout.
Villa Dreamweaver - Anguilla
10 2 reviews
Anguilla
26/12 – 02/01
RM3482/nighttotal: RM24374 (7 )

Villa Dreamweaver

4 6
apartment , Anguilla
This four-bedroom villa is located in Rendezvous Village, just a short drive from Rendezvous Bay and the Aroura Golf Resort & Spa, offering a peaceful and scenic setting. It has received excellent ratings for its cleanliness, location, and user experience.
The villa comfortably accommodates eight guests and features a well-equipped kitchen, air conditioning, a jacuzzi, a garden, and parking. Guests can enjoy stunning ocean and mountain views, relax in the whirlpool, and explore nearby beaches, restaurants, and amenities.

Best Anguilla vacation rentals with a pool

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

Artistic 'Maison Hibernia', 10 Mins To Shoal Bay. - Anguilla
10 7 reviews
Anguilla
31/07 – 10/08
RM1764/nighttotal: RM17640 (10 )

Artistic 'Maison Hibernia', 10 Mins To Shoal Bay.

1 2
house , island harbour
This private 2,500 sq ft villa is situated in Island Harbour, offering a 5-minute drive to the village amenities and a 10-minute drive to Shoal Bay Beach.
This self-contained island retreat features two bedrooms, two bathrooms, a lap pool, and a professional kitchen, set within park-like gardens with Asian sculptures and Balinese wall carvings.
Sea Whisper - Anguilla
10 9 reviews
Anguilla
29/06 – 29/07
RM714/nighttotal: RM21420 (30 )

Sea Whisper

1 2
apartment , Sandy Hill Beach
This apartment in Sandy Hill Beach offers a peaceful retreat within 500 meters of local attractions.
This one-bedroom, one-bathroom flat accommodates up to three guests and features air conditioning, a kitchen, internet, a swimming pool, and parking, ideal for a relaxing seaside break.
Villa Grande (Up) Oceanview Escape |2 Bed 2.5 Bath - Anguilla
10 8 reviews
Anguilla
20/07 – 26/07
RM1850/nighttotal: RM11100 (6 )

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.
We Offer Something New  And Crisp - Anguilla
9.5 71 reviews
Anguilla
29/06 – 29/07
RM261/nighttotal: RM7830 (30 )

We Offer Something New And Crisp

1 2
apartment , South Hill
This charming house is located in South Hill Village, just 5km from the nearest grocery store and bakery and 9km from the beach. It has excellent user, location and cleanliness ratings.
The house has one bedroom and one bathroom. Enjoy amenities such as a swimming pool, garden, parking, air conditioning, internet and a kitchen equipped with a fridge and microwave oven.

Frequently Asked Questions about vacation 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 Meads Bay, known for its calm waters and upscale resorts. Explore the historical landmarks at the Old Quarry and Wallblake House, offering glimpses into Anguilla's past. For breathtaking views, climb to the top of Crocus Hill.
  • What are the best Airbnb and vacation rentals in Anguilla?

    Tradewinds Apartments Simpson Bay, Maho Beach House - Grand Ocean Suite - 2 Bedroom 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 variety of activities. Relax on its pristine beaches, snorkel or dive in the clear waters, explore the island by boat, go kitesurfing at Barnes Bay, or enjoy a sunset catamaran cruise. Many visitors also enjoy exploring the island's diverse restaurants and bars.
  • What are the most popular Airbnbs in Anguilla?

  • Which part of Anguilla offers the most pleasant climate?

    Anguilla enjoys a consistently warm climate year-round. However, the trade winds tend to make the northern parts of the island, such as Shoal Bay, slightly cooler and breezier than the southern areas.
  • 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. Most visitors fly into this airport.
  • 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 visitors should be aware of narrow roads, particularly in some of the more rural areas. Driving on the left side of the road is standard practice, and some roads lack streetlights, so caution is advised at night.
  • What are the best rentals or Airbnbs with a jacuzzi in Anguilla?

    The best vacation rentals or Airbnb with a jacuzzi in Anguilla are Maho Beach House - Grand Ocean Suite - 2 Bedroom, Blue Dream Apartments and The Villas On Great Bay - Villa Lavinia #9.

  • What currency is used in Anguilla?

    The official currency of Anguilla is the Eastern Caribbean dollar (EC$), but US dollars are widely accepted throughout the island.
  • What are the top festivals to experience in Anguilla?

    Anguilla's festival calendar includes the Anguilla Summer Festival, a vibrant celebration featuring music, dance, and food. The festival usually takes place in August. Smaller, local events are also held throughout the year.
  • What is the best time of year to visit Anguilla?

    The best time to visit Anguilla is during the dry season, from April to June, when the weather is warm, sunny, and relatively dry. However, the island is a popular destination year-round.
  • What are some local dishes to try in Anguilla?

    Be sure to sample Anguilla's local cuisine, including lobster, fresh fish, and conch dishes. Many restaurants offer traditional dishes with a modern twist. Try the local Johnny Cakes, a delicious fried bread.
  • What emergency numbers should you know in case of a medical or security issue in Anguilla?

    In case of a medical emergency, dial 911. For security issues, contact the local police department.
  • What etiquette tips are important when visiting Anguilla?

    Anguilla is known for its relaxed atmosphere, but it's always respectful to dress modestly when visiting churches or other religious sites. Tipping is customary in restaurants and for tourism-related services.
  • 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, Meads Bay, or the quieter areas of the island's West End, which offer a mix of beach access, restaurants, and activities.
  • What are the best areas to spend a weekend in Anguilla?

    For a weekend getaway, the areas around Shoal Bay East or Meads Bay provide easy access to beaches, restaurants, and bars, making them ideal for a short trip.
  • What are the top shopping destinations in Anguilla?

    The main shopping areas are located in The Valley, Anguilla's capital, and in the vicinity of the major resorts in areas like Meads Bay and Shoal Bay. You'll find duty-free shops offering a variety of goods.
  • What are some off-the-beaten-path places to explore in Anguilla?

    Venture beyond the main tourist areas to discover hidden coves along the island's coastline. Explore the island's interior, visiting smaller villages and experiencing the local life. Consider renting a car to access these areas more easily.

Best Anguilla vacation rentals with parking

Brookland Island View Middle Floor Fantastic Views - Anguilla
10 20 reviews
Anguilla
01/08 – 08/08
RM1150/nighttotal: RM8050 (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.
White Sands Anguilla Sand Unit - Anguilla
9.0 2 reviews
Anguilla
09/10 – 12/10
RM1191/nighttotal: RM3573 (3 )

White Sands Anguilla Sand Unit

1 1
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.
Sleeps 11, Kids Lounge, 5,000 Sqft - Anguilla
10 13 reviews
Anguilla
26/12 – 02/01
RM11004/nighttotal: RM77028 (7 )

Sleeps 11, Kids Lounge, 5,000 Sqft

4 6
house , Village de Shoal Bay
Villa Okeanos is located just 150 metres above the sea rocks in Shoal Bay East, Anguilla, a short distance from the world-renowned beach. The property has excellent user, location and cleanliness ratings.
This four-bedroom, three-bathroom villa can accommodate up to 10 guests. The property features an infinity pool, BBQ grill, outdoor dining area, a bar under a covered patio, and a dedicated Kids Lounge.
Châlet Genesis - Anguilla
9.8 5 reviews
Anguilla
29/10 – 03/11
RM2507/nighttotal: RM12535 (5 )

Châlet Genesis

3 7
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 vacation rentals with a balcony

Littlelux Living - Anguilla
9.3 178 reviews
Anguilla
20/07 – 26/07
RM745/nighttotal: RM4470 (6 )

Littlelux Living

1 4
studio , George Hill
LittleLux Living is located in George Hill, just 1 kilometre from Anguilla Airport and 14 kilometres from Shoal Bay, offering a peaceful garden setting. This studio apartment has received excellent ratings for cleanliness and location, making it a great choice for travellers.
The self-catering studio has a private bathroom with a walk-in shower and a kitchenette with a microwave, toaster, stovetop, coffee machine, and kettle. Guests can enjoy the comfort of air conditioning, a flat-screen TV, free Wi-Fi, and a private balcony or terrace, as well as access to a shared swimming pool, jacuzzi, spa, fitness centre, and free parking.
Turtle's Nest Beach Resort - Anguilla
9.2 709 reviews
Anguilla
01/08 – 08/08
RM3023/nighttotal: RM21161 (7 )

Turtle's Nest Beach Resort

2 3
resort , Meads Bay
Turtle's Nest Beach Resort is located directly on Meads Bay beach, a short distance from both Saint Martin and Sint Maarten Airport via Ferry. The resort has consistently received excellent ratings for location, cleanliness, and overall user experience.
The resort offers a range of spacious apartments, each with a fully equipped kitchen and living area. Guests can enjoy a refreshing dip in the oceanfront pool, relax on the beach with complimentary towels, chairs, and umbrellas, and take advantage of the daily rum punch served by the pool or on the beach.
White Sands Anguilla - Sea - Anguilla
9.8 53 reviews
Anguilla
09/10 – 12/10
RM1233/nighttotal: RM3699 (3 )

White Sands Anguilla - Sea

3 1
house , Blowing Point Village
This beautiful villa is located in Blowing Point Village, just 6.9 miles from Shoal Bay and 3.7 miles from Anguilla Airport, making it a convenient base for exploring the island. The property consistently receives excellent ratings for its location, cleanliness, and overall experience.
The spacious villa offers 232 square metres of living space and can comfortably accommodate up to 6 guests. It features a fully equipped kitchen, a private patio with outdoor dining, a hot tub, and a swimming pool, as well as laundry services, air conditioning, and free Wi-Fi.
Sandcastle Beach House - Anguilla
10 26 reviews
Anguilla
22/08 – 28/08
RM11042/nighttotal: RM66252 (6 )

Sandcastle Beach House

4 2
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.
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