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Anguilla short term rentals
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Best Short term and Weekly rentals in Anguilla

Best family friendly Anguilla Short term rentals

Among the 271 accommodations in Anguilla, here are the 4 best family friendly rentals

Ocean Terrace Condominiums - Anguilla
8.0 10 reviews
Anguilla
06/20 – 06/27
$925/nighttotal: $6475 (7 )

Ocean Terrace Condominiums

4 9
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.
Syl Apartment - Modern, Car Rental Available - Anguilla
9.8 5 reviews
Anguilla
12/09 – 12/17
$162/nighttotal: $1296 (8 )

Syl Apartment - Modern, Car Rental Available

1 2
apartment , North Side
SYL Apartment, a North Side rental, is conveniently located 2.4 miles from Shoal Bay Beach and 1.9 miles from Anguilla Airport.
This 480-square-foot unit features one bedroom, one bathroom, and can comfortably accommodate up to three guests, boasting a private terrace, free Wi-Fi, and free parking.
Lovely Studio Apartments With Pool - Anguilla
9.0 12 reviews
Anguilla
06/29 – 07/29
$64/nighttotal: $1920 (30 )

Lovely Studio Apartments With Pool

1 2
apartment , South Hill
This studio apartment in South Hill Village is a short walk from the town center, making it easy to explore the shops and restaurants. It has excellent user, location, and cleanliness ratings.
The studio can accommodate up to three guests and is equipped with a refrigerator, microwave, and air conditioning. Enjoy the shared sun deck, swimming pool, and parking, all while benefiting from the quiet and peaceful atmosphere.
The King Suite At Axa Farmhouse - Anguilla
9.6 68 reviews
Anguilla
06/20 – 06/27
$78/nighttotal: $546 (7 )

The King Suite At Axa Farmhouse

1 2
house , Bad Cox Pond
This charming bed and breakfast is located just a mile from Shoal Bay Beach, offering easy access to the beautiful Caribbean waters. The B&B has consistently received excellent ratings for its location, cleanliness, and overall experience.
This contemporary farmhouse offers a spacious King Suite, perfect for couples seeking a relaxing getaway. Guests can enjoy a fully equipped kitchen, a cozy garden, and a shared space for socializing.

Frequently Asked Questions about short term rentals in Anguilla

  • What attractions should you visit during a week-long stay in Anguilla?

    A week in Anguilla offers a taste of its best. Spend a day exploring Shoal Bay East, consistently ranked among the world's best beaches. Visit the historical Wallblake House, a beautifully preserved plantation house offering a glimpse into Anguilla's past. Take a boat trip to Prickly Pear Cays for snorkeling and stunning views. Enjoy the sunset from Meads Bay, another gorgeous beach known for its upscale resorts. Don't miss exploring the charming capital, The Valley, with its local shops and restaurants. And of course, savor some delicious Anguillian cuisine.
  • What are the best short term rentals in Anguilla?

    Among the short term rentals in Anguilla, The Cliff, Tradewinds Apartments Simpson Bay and Maho Beach House - Luxe 1 Bedroom - Ocean Hideaway are the most popular ones.

  • What attractions should you visit when you spend a month in Anguilla?

    With a month, you can truly delve into Anguilla's offerings. Beyond the popular beaches like Shoal Bay and Meads Bay, explore the quieter coves and beaches along the island's coastline, such as Little Bay and Rendezvous Bay. Rent a car and explore the island's interior, discovering hidden gems and local spots. Visit the Anguilla National Trust's various nature reserves, such as Sandy Island. Take a day trip to St. Martin/St. Maarten by ferry. Consider a cooking class to learn about Anguillian cuisine, or try stand-up paddleboarding or kayaking. The possibilities are endless!
  • What are the best short term rentals with a pool in Anguilla?

    The Cliff, Tradewinds Apartments Simpson Bay and Maho Beach House - Luxe 1 Bedroom - Ocean Hideaway are the best short term rentals with a pool in Anguilla.

  • What currency is used in Anguilla, and how easy is it to find ATMs?

    The East Caribbean dollar (EC$) is the official currency, but US dollars are widely accepted. ATMs are readily available in most populated areas, particularly around hotels and in The Valley.
  • What are the best short term rentals with a jacuzzi in Anguilla?

    The best short term rentals with a jacuzzi in Anguilla are The Cliff, Maho Beach House - Luxe 1 Bedroom - Ocean Hideaway and Blue Dream Apartments.

  • What are the most charming areas to spend a weekend in Anguilla?

    For a charming weekend getaway, consider staying in the areas of Meads Bay or Shoal Bay. Both offer beautiful beaches, excellent restaurants, and a relaxed atmosphere. The Valley, while not directly on the beach, provides a more local experience with its historical sites and quaint shops.
  • What are the best short term rentals for families and kids in Anguilla?

    The best short term rentals for families and kids in Anguilla are The Cliff, Tradewinds Apartments Simpson Bay and Maho Beach House - Luxe 1 Bedroom - Ocean Hideaway.

  • Which areas in Anguilla are best for an extended stay?

    For an extended stay, areas like Meads Bay and Shoal Bay offer a wide range of accommodations, from luxury resorts to smaller villas and guesthouses. These areas also have many restaurants and activities within easy reach. However, if you prefer a quieter experience, consider areas further away from the main tourist hubs, such as Little Bay or the areas around the Valley.
  • Is Anguilla safe for solo travelers, including women?

    Anguilla is generally considered safe for solo travelers, including women. As with any destination, it's always wise to take standard precautions, such as being aware of your surroundings and avoiding walking alone at night in less populated areas.
  • Which region of Anguilla is most popular for its pleasant weather?

    Anguilla enjoys pleasant weather year-round. However, the best time to visit is during the dry season, from April to August, when temperatures are warm and sunny, and rainfall is minimal. The weather is generally consistent across the island.
  • What seasonal celebrations make Anguilla special?

    Anguilla celebrates various events throughout the year. The Anguilla Summer Festival is a major event, featuring music, parades, and cultural performances. There are also smaller local events and celebrations throughout the year, often tied to religious holidays or local traditions.

Best Anguilla lodging with a kitchen

Sea View Escape - Anguilla
9.1 9 reviews
Anguilla
06/20 – 06/27
$208/nighttotal: $1456 (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.
Sunset View - Anguilla
10 2 reviews
Anguilla
09/01 – 09/04
$256/nighttotal: $768 (3 )

Sunset View

1 4
apartment , North Side
This North Side vacation rental, ideally situated near [Specific Landmark or Attraction in North Side, e.g., Cayman Islands National Museum], offers three bedrooms, two bathrooms, and sleeps six.
The 3-bedroom home features a fully equipped kitchen, air conditioning, parking, and high-speed internet access; enjoy tranquil views and outdoor activities nearby.
Villa Cool Serenity - Anguilla
9.9 43 reviews
Anguilla
09/01 – 09/04
$405/nighttotal: $1215 (3 )

Villa Cool Serenity

1 4
apartment , Anguilla
This Anguilla villa, located in a quiet neighborhood a 5-minute drive from Crocus Bay and close to other beaches and restaurants, offers easy access to Anguilla's attractions.
The three-bedroom, two-bathroom property sleeps up to 11 guests and features a fully equipped kitchen, private parking, Wi-Fi, a private office with a convertible ottoman bed, and a laundry room.
C&d Residential Penthouse - Anguilla
9.1 12 reviews
Anguilla
06/20 – 06/27
$167/nighttotal: $1169 (7 )

C&d Residential Penthouse

1 2
B&B , The Valley
C&D Residential Penthouse is located in The Valley, just a 12-mile drive from Shoal Bay and a short 3.7-mile trip from Anguilla Airport. Guests consistently rate the property excellent for cleanliness and location, making it a great choice for travelers looking for a comfortable and convenient stay.
The penthouse offers 190 square feet of space, comfortably accommodating up to two guests in one bedroom and one bathroom. This family-friendly accommodation features air conditioning, a terrace, a jacuzzi, a fully equipped kitchen, private parking, and a garden, ensuring a relaxing and enjoyable stay.

Best Anguilla lodging with laundry available

1 Bedroom Beachfront Apartment, Spectacular Views. - Anguilla
10 14 reviews
Anguilla
12/05 – 12/12
$339/nighttotal: $2373 (7 )

1 Bedroom Beachfront Apartment, Spectacular Views.

1 2
apartment , Anguilla
Coralito Bay Suites & Villas is located on a secluded beach on a protected bay, just ten minutes from both the airport and the Blowing Point ferry port, offering a peaceful escape from the hustle and bustle of tourist areas. The property has excellent user, location, and cleanliness ratings, making it a popular choice for travelers.
The suite offers one bedroom and one bathroom, comfortably accommodating up to two guests. Enjoy modern kitchens, private balconies with stunning views, complimentary beach loungers, parasols, and a pedal boat, all while being surrounded by the beauty of St. Martin.
Your Anguilla Home! Homeaway From Home-ai - Anguilla
9.8 13 reviews
Anguilla
09/01 – 09/04
$219/nighttotal: $657 (3 )

Your Anguilla Home! Homeaway From Home-ai

1 4
apartment , Island Harbour
This Island Harbour apartment is conveniently located in the village, just a short walk from the waterfront and its charming shops and restaurants. The apartment has received excellent ratings for location, cleanliness, and user experience, making it a top choice for travelers.
The comfortable unit features two bedrooms and two bathrooms, comfortably accommodating up to four guests. Amenities include air conditioning, a private porch, a fully equipped kitchen, and access to a shared swimming pool and garden.
Little House On The Prairie, Anguilla - Anguilla
10 2 reviews
Anguilla
09/01 – 09/04
$216/nighttotal: $648 (3 )

Little House On The Prairie, Anguilla

1 4
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.
Coralito Bay Suites & Villas - Anguilla
9.8 88 reviews
Anguilla
12/09 – 12/17
$301/nighttotal: $2408 (8 )

Coralito Bay Suites & Villas

1 2
studio , The Valley
Coralito Bay Suites & Villas is located in The Valley, just a short drive from Anguilla Airport and Shoal Bay Beach. The studio has received excellent ratings for location, cleanliness, and overall experience.
The studio features a private patio where you can relax and enjoy the Caribbean breeze. It offers modern amenities like a flat-screen TV, a safety deposit box, a coffee machine, and a fully equipped kitchen, as well as free parking and Wi-Fi. You can also enjoy snorkeling right from the property.
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