Vacation Rentals in Anguilla

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Anguilla vacation rentals
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769 Vacation rentals and Airbnb in Anguilla

Best family friendly Anguilla vacation rentals

Among the 769 accommodations in Anguilla, here are the 4 best family friendly rentals

Bellamarevilla Oceanfront, Pool - Anguilla
10 17 reviews

Bellamarevilla Oceanfront, Pool

house
Bellamare Villa is located on the edge of Shoal Bay, just a short walk from the 1.6 kilometre stretch of white sand beach. This villa has received excellent ratings for location, cleanliness, and overall user experience.
This four-bedroom, four-bathroom property can comfortably accommodate up to eight guests. It offers a private pool, multiple outdoor spaces, a fully equipped kitchen, air conditioning, and stunning ocean views from its living spaces, porches, and decks.
2200 Sq Ft Sunset Penthouse, 2 Bedroom In Anguilla - Anguilla
9.6 19 reviews

2200 Sq Ft Sunset Penthouse, 2 Bedroom In Anguilla

apartment
This penthouse apartment is situated in Shoal Bay, a short distance from the "World's Best Beach", offering a peaceful and picturesque setting. The property boasts excellent user, location and cleanliness ratings.
The spacious apartment offers two bedrooms with ensuite bathrooms, a large living area with a third queen bed, and can accommodate up to eight guests. Amenities include a fully equipped kitchen, a washing machine and dryer, a balcony with views of the island landscape, and a stocked refrigerator with local treats.
Breezee - Anguilla
9.3 8 reviews

Breezee

apartment, Long Path
This two-bedroom apartment is situated just 11 miles from Shoal Bay and 2.5 miles from Anguilla Airport, making it a convenient base for exploring the island. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
The property can accommodate up to four guests and features a well-equipped kitchen, multiple bathrooms, and a private patio with mountain views. Enjoy the convenience of air conditioning, free Wi-Fi, and parking, as well as the opportunity to relax in the garden and on the balcony with sea views.
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.

Best Anguilla vacation rentals with a pool

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

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.
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.
4-bed Villa Pool Parking - Anguilla
10 1 review

4-bed Villa Pool Parking

house, Long Path
This four-bedroom house is situated in Long Path, Anguilla, just 18 kilometres from Shoal Bay and 4 kilometres from Anguilla Airport, offering a tranquil escape from the bustling tourist areas. The peaceful location of Long Path provides a serene setting for your holiday.
The 125 square metre property comfortably accommodates eight guests with four bathrooms, a fully equipped kitchen, and a private garden and pool. The house also benefits from air conditioning, Wi-Fi, and parking, as well as stunning sea views.
Lovely Villa In Iconic Little Bay Anguilla - Anguilla
10 6 reviews

Lovely Villa In Iconic Little Bay Anguilla

apartment
This three-bedroom apartment is situated on Roaches Hill in the North Side Village, a short drive from Crocus Bay and Little Bay, offering stunning views and a tranquil setting. The apartment is ideal for families or groups of up to six guests, providing a comfortable and spacious living space.
The apartment features a fully equipped kitchen with a fridge, freezer, microwave oven, and dishwasher, as well as air conditioning, a swimming pool, a garden, and parking. Guests can enjoy the beautiful views from the patio, relax by the pool, or explore the nearby beaches and restaurants.

Frequently asked questions about holiday rentals in Anguilla

  • What are the must-see places in Anguilla?

    For stunning beaches, you absolutely have to visit Shoal Bay East, consistently ranked among the world's best. Maundays Bay is another gorgeous option, known for its calm waters and upscale resorts. For a different vibe, explore the historical landmarks in The Valley, Anguilla's capital, including the Anguilla National Trust Museum. And don't forget to take a trip to Little Bay, accessible only by boat or a steep, adventurous hike, for its secluded beauty.
  • 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 range of activities. Relaxing on its pristine beaches is a must. Watersports are hugely popular, from swimming and sunbathing to snorkelling, diving, and windsurfing. Boat trips to nearby islands and exploring the many secluded bays are also very popular. For a taste of local culture, visit the Anguilla National Trust Museum in The Valley.
  • What are the most popular Airbnbs in Anguilla?

  • Which part of Anguilla offers the most pleasant climate?

    Anguilla enjoys a consistently warm and sunny climate year-round. There's little variation in temperature across the island, but the areas along the coast tend to benefit from cooling sea breezes. However, the overall climate is pleasant throughout the island.
  • 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). It's a relatively small airport but handles flights from various 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 some roads, particularly in the more rural areas, can be narrow and winding. Driving on the left is standard. It's advisable to rent a vehicle suitable for the terrain and to drive cautiously, especially 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 East Caribbean dollar (EC$), but US dollars are widely accepted throughout the island.
  • What are the top festivals to experience in Anguilla?

    Anguilla's cultural calendar features several events. The Anguilla Summer Festival, usually held in July and August, is a significant event with various activities, including music, dance, and food. Other smaller festivals and events celebrating local culture and heritage happen throughout the year, often linked to religious or historical occasions.
  • What emergency numbers should you know in case of a medical or security issue in Anguilla?

    For medical emergencies, dial 911. For police assistance, also dial 911. It's always a good idea to make a note of these numbers before your trip.
  • What etiquette tips are important when visiting Anguilla?

    Anguilla is known for its relaxed and friendly atmosphere. A respectful and courteous manner is always appreciated. Casual dress is the norm, but dressing modestly when visiting churches or other religious sites is advisable. Tipping is customary in restaurants and for service staff.
  • What are the best areas to spend a week in Anguilla?

    For a week-long stay, you could base yourself in the areas around Shoal Bay East or Maundays Bay. These locations provide easy access to stunning beaches, restaurants, and various activities. Alternatively, staying in The Valley allows you to explore the island's cultural aspects while still being within easy reach of other areas.
  • What are the best areas to spend a weekend in Anguilla?

    A weekend in Anguilla could be perfectly spent in the vicinity of Shoal Bay East. Its central location makes it easy to explore other parts of the island, and the beach itself offers plenty to keep you occupied for a short break.
  • What are the top shopping destinations in Anguilla?

    The Valley offers a selection of shops selling local crafts, souvenirs, and duty-free goods. Many hotels and resorts also have boutiques offering a range of products.
  • What are some off-the-beaten-path places to explore in Anguilla?

    For a more secluded experience, explore the less-visited beaches on the island's north coast. Some of these beaches are only accessible by boat or a challenging hike, offering a truly tranquil escape. Exploring the island's interior, away from the main tourist areas, will also reveal hidden gems and charming local villages.

Best Anguilla holiday rentals with parking

Sleek & Modern Studio | Full Kitchen & Bathroom - Anguilla
No reviews

Sleek & Modern Studio | Full Kitchen & Bathroom

apartment
This studio flat is located in a well-connected district, providing easy access to major city landmarks within a few kilometres.
This apartment offers private access to the entire studio space for two guests, featuring a fully equipped kitchen with stainless steel appliances, a 65-inch flat-screen TV, and a spa-style bathroom with a walk-in shower.
Bayview House, Unbelievable Water View - Anguilla
9.2 46 reviews

Bayview House, Unbelievable Water View

apartment
This studio apartment is located in Sandy Ground, Anguilla, just a short walk from the beach and close to local restaurants, bars, and nightlife. It has received very good user ratings and excellent ratings for location and cleanliness.
The studio has a choice of king-size or queen-size beds, a private bathroom, and a kitchenette with a fridge, microwave, coffee maker, toaster, and basic cooking essentials. Guests have access to a garage with parking, a hammock on the terrace, and shared outdoor spaces.
Cozy Garden Studio With Pool  Suite #1 - Anguilla
9.8 50 reviews

Cozy Garden Studio With Pool Suite #1

apartment
This oceanfront studio apartment at Arawak Beach Club in Island Harbour offers stunning sunrise views and is a 0.8km kayak trip from Scilly Cay and a 3.2km drive from Shoal Bay and Savannah Bay.
The self-catering unit sleeps two, features a private deck with direct ocean access, a kitchen with fridge, freezer and microwave, air conditioning, a swimming pool, garden, parking, and complimentary kayaks and stand-up paddleboards.
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.

Best Anguilla holiday rentals with a balcony

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.
Sea View Escape - Anguilla
9.2 12 reviews

Sea View Escape

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.
Clearview Villas Upper - Anguilla
9.5 2 reviews

Clearview Villas Upper

house, Island Harbour
This spacious villa is located in Island Harbour, approximately 10 kilometres from Anguilla Airport.
This air-conditioned villa offers a private terrace, a well-equipped kitchen, and accommodation for up to 15 guests, with 1 bedroom and 4 bathrooms.
Island Paradise Apartments - Anguilla
9.8 5 reviews

Island Paradise Apartments

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.
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