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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

3 Pools/3 Hot Tubs/2 Golf Carts - 2 Min. To Beach - Anguilla
Anguilla
06/20 – 06/27
$6627/nighttotal: $46389 (7 )

3 Pools/3 Hot Tubs/2 Golf Carts - 2 Min. To Beach

1 9
house , West End
Villa Mystique is located in Cove Lagoon, a short distance from the white sandy beaches of Maundays and Cove Bay. The villa offers complete privacy and stunning views of the Caribbean Sea and St. Martin.
The luxurious villa has six bedrooms and nine bathrooms, accommodating up to 12 guests. The villa has a swimming pool, a Jacuzzi, a bar, a fitness center, and a private chef who can cater dinners.
Sea Whisper - Anguilla
10 9 reviews
Anguilla
07/08 – 07/29
$200/nighttotal: $4200 (21 )

Sea Whisper

1 2
apartment , Sandy Hill Beach
This one-bedroom, one-bathroom condo offers a tranquil escape in Sandy Hill Beach, providing direct access to its serene shoreline and a peaceful environment ideal for relaxation.
This apartment accommodates up to three guests and features essential amenities including internet, air conditioning, a kitchen, swimming pool, and parking, ensuring a comfortable stay near Sandy Hill Beach.
Little House On The Prairie, Anguilla - Anguilla
10 2 reviews
Anguilla
06/21 – 06/30
$183/nighttotal: $1647 (9 )

Little House On The Prairie, Anguilla

1 2
apartment , The Valley
This newly constructed apartment in Cauls Pond, Anguilla, is a 5-minute drive or 10-15 minute walk from The Valley's central administrative and commercial hub, offering convenient access to government offices, banks, and shopping at J.W. Proctor and Albert Lake Supermarket, with Crocus Bay and Shoal Bay East beaches approximately 8 and 12 miles away, respectively.
This fully furnished 1-bedroom, 1-bathroom flat accommodates up to 4 guests, featuring a kitchen with a fridge and microwave, air conditioning, internet, a garden, an outside balcony, and high chairs and pack-and-plays available upon request, with optional car rental and personal chef services.
Syl Apartment – Modern Cozy Getaway W/ Car Rental - Anguilla
9.8 23 reviews
Anguilla
06/21 – 06/30
$133/nighttotal: $1197 (9 )

Syl Apartment – Modern Cozy Getaway W/ Car Rental

1 2
apartment , The Valley
This one-bedroom apartment is located in a peaceful neighborhood just a short walk from the center of AI, making it easy to explore the city's attractions. The apartment consistently receives excellent ratings for its cleanliness, location, and overall comfort.
The apartment can comfortably accommodate two guests and features a fully equipped kitchen, laundry facilities, and two smart TVs. Guests can enjoy amenities like air conditioning, a private garden, and parking, ensuring a relaxing and enjoyable stay.

Best Anguilla vacation rentals with a pool

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

Oceanfront Studio Villa W/kitchen By Shoal Bay #10 - Anguilla
9.6 49 reviews
Anguilla
06/20 – 06/27
$156/nighttotal: $1092 (7 )

Oceanfront Studio Villa W/kitchen By Shoal Bay #10

1 2
apartment , Anguilla
This charming cottage sits on the pristine shores of Island Harbour, Anguilla, just a short walk from a local bar and a 5-minute drive to restaurants, a grocery store, and the renowned Shoal Bay beach. The cottage consistently receives excellent ratings for its location, cleanliness, and overall user experience.
The cozy cottage features one bedroom and one bathroom, comfortably accommodating two guests. Enjoy direct access to the beach and breathtaking views from your private terrace, explore the turquoise waters with complimentary paddle boards and kayaks, and stay connected with fiberoptic internet and a smart TV.
2 Golf Carts-2 Min. To Beach/2 Pools/2 Hot Tubs - Anguilla
Anguilla
06/20 – 06/27
$4280/nighttotal: $29960 (7 )

2 Golf Carts-2 Min. To Beach/2 Pools/2 Hot Tubs

1 9
apartment , Maundays Bay
This six-bedroom, seven-bathroom luxury villa in Sheriva Villas, Anguilla, is a two-minute golf cart ride from Maundays Bay Beach, three minutes from groceries and restaurants, and five minutes from a healthcare center.
The 6-bedroom, 7-bathroom home boasts two pools (one infinity pool with a hot tub), a media room, a loft suite with a private kitchenette, all-inclusive services (daily housekeeping, laundry, and concierge), and exclusive access to Belmond Cap Juluca amenities.
Villa Amarilla - Anguilla
Anguilla
06/20 – 06/27
$6141/nighttotal: $42987 (7 )

Villa Amarilla

1 9
house , Island Harbour
This Tuscan-style villa is located on Shoal Bay in Island Harbor, Anguilla, offering easy access to Anguilla's restaurants, shops, and nightlife.
This 5-bedroom, 6-bathroom luxury home boasts a private pool, spa, fitness center, and 24-hour concierge service, accommodating up to 10 guests and featuring award-winning interior design by David Salem.
Villa Elegante Overlooking The Ocean - Anguilla
9.8 79 reviews
Anguilla
07/08 – 07/29
$278/nighttotal: $5838 (21 )

Villa Elegante Overlooking The Ocean

1 2
house , Island Harbour
This one-bedroom, one-bathroom house is located in a district close to beaches, restaurants, and nightlife in Island Harbour.
The house features a swimming pool, a jacuzzi, a barbecue grill, and a comfortable outdoor area, perfect for relaxing and entertaining.

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

Malliouhana Resort Anguilla - Anguilla
9.4 175 reviews
Anguilla
07/08 – 07/29
$3310/nighttotal: $69510 (21 )

Malliouhana Resort Anguilla

2 2
resort , Meads Bay
Malliouhana Resort Anguilla is located on Meads Bay, just steps from the beach, and is a short drive from Shoal Bay. The resort has consistently received excellent ratings for cleanliness, location, and overall experience.
The resort offers a range of rooms and suites, each with comfortable seating areas and coffee machines. Guests can enjoy a variety of amenities, including a swimming pool, fitness center, spa, restaurant, and bar, as well as activities like tennis and bike rentals.
Thrush Nest View Studio Apartment - Anguilla
9.5 23 reviews
Anguilla
12/09 – 12/17
$167/nighttotal: $1336 (8 )

Thrush Nest View Studio Apartment

1 2
studio , The Valley
Thrush Nest View Studio Apartment is located in The Valley, Anguilla, a 5-mile drive from Shoal Bay and 2.5 miles from Anguilla's Clayton J. Lloyd International Airport.
This 780-square-foot, one-bedroom apartment offers guests a private balcony with sea views, a fully equipped kitchen, free Wi-Fi, and parking, comfortably accommodating two people.
Bayview Resort, Beachfront Villa W/ Stunning Views - Anguilla
10 8 reviews
Anguilla
07/08 – 07/29
$764/nighttotal: $16044 (21 )

Bayview Resort, Beachfront Villa W/ Stunning Views

1 2
house , Blowing Point
This beachfront condo in Blowing Point, Anguilla, offers direct access to Blowing Point Beach and exceptional ocean views of St. Maarten, with the Ferry Boat Inn restaurant and ferry terminal just a short walk away.
This 2-bedroom, 2-bathroom residence accommodates up to 6 guests and features a full kitchen, air conditioning, on-site parking, and laundry facilities, making it ideal for remote work or leisure with convenient access to the airport and seaport.
Ocean Terrace Condominiums - Anguilla
8.0 10 reviews
Anguilla
11/28 – 12/05
$427/nighttotal: $2989 (7 )

Ocean Terrace Condominiums

2 3
aparthotel , The Valley
Ocean Terrace Condominiums is situated on Anguilla's southeastern coast, just a short drive from Shoal Bay Beach and Anguilla Wallblake Airport. This 3-star aparthotel receives very good user ratings for its location and cleanliness.
Each apartment features a furnished terrace, free Wi-Fi, and a living-dining room with cable TV. The property offers a freshwater pool, a sun terrace, a fitness center, and daily maid service.

Best Anguilla vacation rentals with a balcony

Cozy Coconut - Anguilla
10 4 reviews
Anguilla
06/20 – 06/27
$115/nighttotal: $805 (7 )

Cozy Coconut

1 2
apartment , East End Village
Cozy Coconut, a one-bedroom apartment in East End Village, Anguilla, is 4.3 miles from Anguilla Airport and 4.4 miles from Shoal Bay Beach.
This 800-square-foot unit features a fully equipped kitchen, air conditioning, free Wi-Fi, private parking, and sleeps up to three guests.
Sea View Escape - Anguilla
9.1 9 reviews
Anguilla
06/20 – 06/27
$209/nighttotal: $1463 (7 )

Sea View Escape

1 2
apartment , The Valley
This beachfront apartment in The Valley is located 7.7 miles from Shoal Bay and 3.7 miles from Anguilla Airport.
This rental offers direct access to a private beach, complimentary private parking, free WiFi, a well-equipped kitchen, a private terrace, and air conditioning for up to 7 guests.
J's Place - Anguilla
8.5 2 reviews
Anguilla
11/28 – 12/05
$203/nighttotal: $1421 (7 )

J's Place

2 3
apartment , East End Village
This East End Village rental is located 4.5 miles from Shoal Bay and 5 miles from Anguilla Airport, offering a peaceful escape with complimentary private parking and a private balcony.
This 7-guest capacity apartment features air conditioning, a full kitchen, two bathrooms, and a swimming pool, with check-out between 8:00 AM and 11:00 AM.
Gumbsie Villas - Anguilla
Anguilla
12/09 – 12/17
$608/nighttotal: $4864 (8 )

Gumbsie Villas

1 2
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.
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