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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

Nevaeh Villa - Exclusive 5-9 Bedroom Fully Staffed Beachfront Estate. - Anguilla
10 3 reviews
Anguilla
12/09 – 12/17
$8269/nighttotal: $66152 (8 )

Nevaeh Villa - Exclusive 5-9 Bedroom Fully Staffed Beachfront Estate.

1 2
house , The Valley
This Balinese-inspired villa is located directly on Long Bay beach, offering half a mile of pristine white sand and a short drive from Long Bay Village. The property is rated excellent by previous guests.
This luxurious 9-bedroom estate spans 6,600 square feet and includes a guest house. Enjoy a heated infinity pool, hot tub, movie theater, gym, tennis/basketball court, golf simulator room, a variety of watersports equipment, and a full-time staff including a chef, butler, and housekeeper.
Sleeps 11, Kids Lounge, 5,000 Sqft - Anguilla
10 13 reviews
Anguilla
12/09 – 12/17
$1546/nighttotal: $12368 (8 )

Sleeps 11, Kids Lounge, 5,000 Sqft

1 6
house , Village de Shoal Bay
Villa Okeanos sits high on the cliffs of Shoal Bay East, offering stunning panoramic views of the beach, St. Martin, and the Atlantic Ocean. The villa boasts excellent user, location, and cleanliness ratings, making it a top choice for travelers.
The property features four bedrooms and three bathrooms, comfortably accommodating up to ten guests. Villa Okeanos offers a private infinity pool, a fully equipped kitchen, daily housekeeping, and a dedicated Kids Lounge, making it perfect for families and groups.
Villa Anguillitta - Anguilla
10 7 reviews
Anguilla
12/09 – 12/17
$2124/nighttotal: $16992 (8 )

Villa Anguillitta

3 6
B&B , Blowing Point Village
This Sandy Point villa is located just a short distance from Blowing Point Ferry Terminal and Pelican Bay, offering easy access to popular attractions. It has earned excellent user ratings for its comfort and amenities.
The villa features four bathrooms and a patio for outdoor relaxation, perfect for families or groups. Guests can enjoy a private sauna and spa tub, a fully equipped kitchen, and a range of other amenities like a swimming pool, a fitness center, and a bar.
Lockrum Point Villa: Seaside Villa 3 Bed/3 Bath/pool - Anguilla
10 55 reviews
Anguilla
10/09 – 10/12
$1075/nighttotal: $3225 (3 )

Lockrum Point Villa: Seaside Villa 3 Bed/3 Bath/pool

4 1
house , Lockrum Bay
This Lockrum Bay villa is located just 3 miles from Pelican Bay, Rendezvous Bay Beach, and the Blowing Point Ferry Terminal, making it a great base for exploring the island. Guests rave about the excellent location, cleanliness, and overall experience.
This 3500 square foot home features a fully equipped kitchen, a private pool, and a jacuzzi. Enjoy the convenience of a washer/dryer, limited housekeeping services, and thoughtful amenities like bathrobes and slippers.

Best Anguilla vacation rentals with a pool

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

Villa Grande Downstairs Oceanview W/ Pool | 2br - Anguilla
9.4 13 reviews
Anguilla
12/25 – 01/02
$413/nighttotal: $3304 (8 )

Villa Grande Downstairs Oceanview W/ Pool | 2br

2 4
house , Island Harbour
This 2-bedroom, 2-bathroom villa in Island Harbour, Anguilla, offers stunning ocean views and direct access to a shared swimming pool, with proximity to Anguilla's prime beaches, dining, and entertainment within a short walk or drive. This villa features a full kitchen, living area, a patio for sea-gazing, stairs-free entry, and on-site parking, accommodating up to 4 guests.
Good-vibes Only - Anguilla
10 1 review
Anguilla
06/24 – 06/30
$324/nighttotal: $1944 (6 )

Good-vibes Only

2 2
apartment , Shoal Bay
This 2-bedroom, 2-bathroom condo is located in Shoal Bay, a 4-minute drive from Shoal Bay Beach.
This property accommodates up to 4 guests and features a swimming pool, jacuzzi, fitness center, and a full kitchen.
Good Vibes Only In Shoal Bay Village - Anguilla
Anguilla
12/09 – 12/17
$396/nighttotal: $3168 (8 )

Good Vibes Only In Shoal Bay Village

1 6
apartment , Shoal Bay
This 3-bedroom, 2-bathroom condo offers a peaceful family retreat located a short drive from the highly popular Shoal Bay beach.
This condo accommodates up to 6 guests and features internet, a kitchen, air conditioning, a swimming pool, and a fitness center, providing a convenient base for exploring Shoal Bay's coastal attractions.
4-bed Villa Pool Parking - Anguilla
10 1 review
Anguilla
08/01 – 08/10
$1216/nighttotal: $10944 (9 )

4-bed Villa Pool Parking

4 3
house , Long Path
This 4-bedroom villa is located in Long Path, Anguilla, just 11 miles from Shoal Bay and 2.5 miles from Anguilla Airport, offering a peaceful escape amidst beautiful natural landscapes. The home provides 1350 square feet of space, accommodating up to 8 guests comfortably.
The villa features a private pool and garden, perfect for relaxation, as well as modern amenities like air conditioning, a fully equipped kitchen, and free Wi-Fi. Guests can enjoy stunning sea views, explore the nearby coastline, or simply unwind in the spacious and comfortable living areas.

Frequently Asked Questions about vacation rentals in Anguilla

  • What are the must-see places in Anguilla?

    Shoal Bay East, consistently ranked among the world's best beaches, is a must. Then there's Meads Bay, known for its calm waters and upscale resorts. For a historical perspective, visit the Old Taverna, a former sugar mill. Don't miss the dramatic cliffs and secluded coves along the island's northern coast, particularly at Little Bay.
  • What are the best Airbnb and vacation rentals in Anguilla?

    Tradewinds Apartments Simpson Bay, Maho Beach House - Luxe 1 Bedroom - Ocean Hideaway 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?

    Relaxing on Anguilla's stunning beaches is a top activity. Watersports like swimming, snorkeling, and diving are popular, especially around Sandy Island and Prickly Pear Cays. Exploring the island by car or scooter offers scenic views. Many visitors enjoy sunset cruises and fine dining experiences.
  • What are the most popular Airbnbs in Anguilla?

  • Which part of Anguilla offers the most pleasant climate?

    Anguilla enjoys a tropical climate year-round. However, the southern and western parts of the island tend to be slightly warmer and sunnier, particularly around Rendezvous Bay and Meads Bay. The northern coast can be a bit windier.
  • 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 it's well-connected to major hubs in the Caribbean and the US.
  • 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 interior, can be narrow and winding. Be prepared for some bumpy roads and drive cautiously, especially at night. Rental cars are readily available.
  • What are the best rentals or Airbnbs with a jacuzzi in Anguilla?

  • 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 has several cultural events throughout the year, including the Anguilla Summer Festival, which features music, dance, and competitions. There are also smaller, local celebrations and events throughout the year, often tied to religious holidays or local traditions.
  • What is the best time of year to visit Anguilla?

    The best time to visit Anguilla is during the shoulder seasons (April-May and September-October), when the weather is still warm and sunny but crowds are smaller. The summer months (June-August) can be hot and humid, while hurricane season runs from June to November.
  • What are some local dishes to try in Anguilla?

    Try the fresh seafood, such as lobster, conch, and snapper. Anguilla also offers delicious local dishes like Johnny Cakes (fried cornbread), fungi (a cornmeal and okra dish), and various stews and curries.
  • 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 a relaxed island, but it's always polite to be respectful of local customs and traditions. 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 staying in the areas of Shoal Bay East, Meads Bay, or Rendezvous Bay. These areas offer a mix of beautiful beaches, restaurants, and activities.
  • What are the best areas to spend a weekend in Anguilla?

    A weekend in Anguilla could easily be spent enjoying Shoal Bay East or Meads Bay. These areas offer easy access to beaches, restaurants, and water sports.
  • What are the top shopping destinations in Anguilla?

    The main shopping areas are located in The Valley, Anguilla's capital. You'll find duty-free shops, boutiques, and local craft markets offering a variety of goods. Many resorts also have shops within their premises.
  • What are some off-the-beaten-path places to explore in Anguilla?

    Explore the island's rugged northern coast, including areas like Little Bay and the secluded coves. Rent a car or scooter to discover hidden beaches and scenic viewpoints. Consider a boat trip to Prickly Pear Cays for a more secluded beach experience.

Best Anguilla vacation rentals with parking

Tranquility Beach Anguilla Resort - Anguilla
9.9 224 reviews
Anguilla
12/09 – 12/17
$2307/nighttotal: $18456 (8 )

Tranquility Beach Anguilla Resort

2 6
hotel , Meads Bay
Tranquility Beach Anguilla Resort is located in Meads Bay, just steps from the famous Meads Bay Beach and a short drive from Shoal Bay. The resort has received excellent ratings for location, cleanliness, and user experience.
This beachfront property offers a range of rooms with private hot tubs, fully equipped kitchens, and stunning sea views. Guests can enjoy amenities like a fitness center, a spa, a swimming pool, and a jacuzzi, as well as activities like karaoke, bike rentals, and car rentals.
Gumbsie Villas - Anguilla
Anguilla
12/25 – 01/02
$607/nighttotal: $4856 (8 )

Gumbsie Villas

1 4
apartment , The Valley
This Gumbsie Villas apartment in The Valley is located 2.6 miles from Shoal Bay and 3.7 miles from Anguilla Airport, offering direct access to a terrace with garden views.
This one-bedroom, two-bathroom unit accommodates up to 11 guests and features air conditioning, a fully equipped kitchen, free Wi-Fi, and complimentary private parking.
Anguilla Oceanfront Retreat-water Access & Views - Anguilla
Anguilla
12/09 – 12/17
$1541/nighttotal: $12328 (8 )

Anguilla Oceanfront Retreat-water Access & Views

1 6
house , Little Harbour
Villa Bénie, a private oceanfront villa, is located on the south side of Anguilla in Little Harbour, offering direct ocean access and convenient proximity to the airport, Blowing Point ferry terminal, beaches, and dining. This boutique-style retreat accommodates up to 12 guests with three king bedrooms upstairs and two queen bedrooms downstairs, featuring air conditioning in all rooms, a private outdoor shower, and seamless indoor-outdoor living with multiple ocean-view patios.
Villa En Bord De Mer Piscine, Jacuzzi Et Kayaks - Anguilla
9.9 68 reviews
Anguilla
09/01 – 09/04
$503/nighttotal: $1509 (3 )

Villa En Bord De Mer Piscine, Jacuzzi Et Kayaks

1 4
house , Island Harbour
This oceanfront villa is located in Island Harbour, just a short drive from Shoal Bay and within walking distance of restaurants and bars. The property has received excellent ratings for its location, cleanliness, and overall experience.
The villa features two bedrooms and two bathrooms, comfortably accommodating up to six guests. The home offers a private pool and jacuzzi, expansive decks, a fully equipped kitchen, and access to shared amenities like a club pool and fire pit, along with kayaks and paddle boards for exploring the surrounding waters.

Best Anguilla vacation rentals with a balcony

Jared's Place - Anguilla
Anguilla
12/09 – 12/17
$259/nighttotal: $2072 (8 )

Jared's Place

2 2
house , The Quarter
This vacation home is located in The Quarter, 1.2 miles from Anguilla Airport and 4 miles from Shoal Bay.
This rental property offers 2 bedrooms, 2 bathrooms, and accommodates up to 8 guests with amenities including air conditioning, a fully equipped kitchen, and complimentary high-speed WiFi.
Aurora Anguilla Resort & Golf Club - Anguilla
9.5 407 reviews
Anguilla
12/09 – 12/17
$1812/nighttotal: $14496 (8 )

Aurora Anguilla Resort & Golf Club

1 2
resort , Rendezvous Beach
The Aurora Anguilla Resort & Golf Club is located on a beautiful beach in Anguilla, just a short drive from Blowing Point and Ferry Terminal and Anguilla Clayton J. Lloyd Airport. The resort has received excellent ratings for its cleanliness and location, making it a popular choice for travelers.
The resort offers spacious suites with sea or pool views, providing a luxurious and comfortable stay. Guests can enjoy a variety of amenities, including multiple dining options, a spa, a fitness center, and two golf courses, making it a perfect choice for a relaxing and enjoyable vacation.
Littlelux Living - Anguilla
9.3 178 reviews
Anguilla
06/21 – 06/30
$131/nighttotal: $1179 (9 )

Littlelux Living

1 2
studio , George Hill
LittleLux Living is a studio apartment located in George Hill, just a short distance from Anguilla Airport and Shoal Bay. The apartment has received excellent ratings for cleanliness and location, making it a comfortable and convenient choice for travelers.
The studio features a private garden and balcony, perfect for enjoying the outdoors. Guests will appreciate the modern amenities, including a fully equipped kitchenette, air conditioning, free Wi-Fi, and free parking.
Châlet Genesis - Anguilla
9.8 5 reviews
Anguilla
09/01 – 09/04
$620/nighttotal: $1860 (3 )

Châlet Genesis

3 4
house , Meads Bay
Châlet Genesis is a 3-bedroom villa located in Meads Bay, just 1.9 kilometers from Meads Bay Beach and 9 kilometers from Anguilla Airport.
The 3-bathroom villa features a private pool, a balcony, and a fully equipped kitchen, comfortably accommodating up to 15 guests.
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