Find short term rentals in Anguilla at the best prices

271 available short term rental offers

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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

Beach Front Villa With Swimming Pool - Anguilla
9.4 17 reviews
Anguilla
01/08 – 10/08
$672/nighttotal: $6048 (9 )

Beach Front Villa With Swimming Pool

1 3
apartment , Seafeathers
This beachfront property is located in Seafeathers, just 2.4 kilometres from the nearest grocery store and conveniently close to all island activities. It has excellent user, location, and cleanliness ratings.
The three-bedroom apartment can accommodate up to eight guests and offers a spacious living area, a fully equipped kitchen, and a large dining room table. Guests can enjoy private beach access, an infinity pool, a fenced garden, a fitness centre, and a range of amenities including a ping pong table, a mini pool table, and a gas grill.
Littlelux Living - Anguilla
9.3 178 reviews
Anguilla
29/06 – 29/07
$145/nighttotal: $4350 (30 )

Littlelux Living

1 2
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.
A4 Sea Side View - Anguilla
10 4 reviews
Anguilla
25/12 – 02/01
$380/nighttotal: $3040 (8 )

A4 Sea Side View

1 4
apartment , The Valley
B6 is a one-bedroom flat located in Sandy Hill, just 0.3km from a beautiful beach perfect for snorkelling and sailing, in a peaceful setting. This apartment has received excellent ratings for its location, cleanliness, and overall experience.
The flat is designed for two guests and features a private sundeck patio with stunning views of the surrounding area. It offers a range of amenities including a kitchen, air conditioning, a swimming pool, parking, and internet access, as well as easy access to the shops, restaurants, and attractions of The Valley.
Turtles Nest Beach Resort  -  Direct Beach Access 2 Bedroom Condo - Anguilla
9.8 23 reviews
Anguilla
22/08 – 26/08
$885/nighttotal: $3540 (4 )

Turtles Nest Beach Resort - Direct Beach Access 2 Bedroom Condo

2 2
apartment , West End
This two-bedroom apartment is situated in Meads Bay, the most iconic beach in Anguilla, just a short walk from a supermarket and dining options.
The property boasts a fully equipped kitchen, a spacious living area, air conditioning, a private garden, a swimming pool, and parking, ideal for a family of four.

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 allows for a good taste of the island. Spend some time at Shoal Bay East, consistently ranked among the world's best beaches. Explore the historical sites in The Valley, Anguilla's capital, including the Old Courthouse. For snorkeling or diving, head to Sandy Island or Little Bay. Enjoy a sunset cocktail at one of the many beach bars along Meads Bay. Consider a visit to the Anguilla National Trust's nature reserves for some hiking and exploring the island's natural beauty.
  • 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 - Grand Ocean Suite - 2 Bedroom are the most popular ones.

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

    A month gives you ample time to truly experience Anguilla. In addition to the highlights mentioned above, you can explore more of the island's 33 beaches, such as Rendezvous Bay and Cove Bay. Rent a car and drive the scenic coastal roads. Take a boat trip to Prickly Pear Cays for a secluded beach experience. Visit the various art galleries and local craft shops in The Valley. Perhaps explore the island's diverse culinary scene by trying different restaurants across the island, from casual beachside eateries to fine-dining establishments.
  • What are the best short term rentals with a pool in Anguilla?

    The Cliff, Tradewinds Apartments Simpson Bay and Maho Beach House - Grand Ocean Suite - 2 Bedroom 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$) is the official currency. US dollars are widely accepted, though you might receive change in EC$. ATMs are readily available in most populated areas, particularly in The Valley and near major resorts along Meads Bay and Shoal Bay.
  • 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 - Grand Ocean Suite - 2 Bedroom and Blue Dream Apartments.

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

    For a charming weekend getaway, Meads Bay offers a luxurious feel with upscale resorts and restaurants. Shoal Bay East provides a more relaxed atmosphere with its stunning beach and casual beachfront eateries. The Valley, while not a beach area, offers a glimpse into Anguilla's history and culture, with charming colonial architecture and local 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 - Grand Ocean Suite - 2 Bedroom.

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

    For an extended stay, consider areas like Meads Bay or Shoal Bay East for easy access to amenities and beautiful beaches. If you prefer a quieter, more secluded experience, areas further away from the main tourist hubs might be more suitable, offering a peaceful retreat. The Valley provides a more central location for exploring the island's cultural offerings.
  • Is Anguilla safe for solo travelers, including women?

    Anguilla is generally considered safe for solo travelers, including women. However, as with any destination, it's always wise to exercise 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, but the best time to visit is during the dry season (December to May), when there is less rainfall and consistent sunshine across the entire island.
  • What do you do if you lose your passport or documents in Anguilla?

    Immediately contact your nearest embassy or consulate. You should also report the loss to the local police and begin the process of obtaining replacement documents as soon as possible.
  • What seasonal celebrations make Anguilla special?

    Anguilla celebrates various events throughout the year, including Anguilla Summer Festival, a month-long celebration featuring music, food, and cultural events. There are also smaller local festivals and events throughout the year, often related to religious or cultural holidays.

Best Anguilla lodging with a kitchen

Stunning Cliffside Villa In West End Anguilla - Anguilla
Anguilla
29/10 – 03/11
$4020/nighttotal: $20100 (5 )

Stunning Cliffside Villa In West End Anguilla

1 7
apartment , South Hill
This South Hill villa offers a prime central location, just a short drive from Anguilla's beaches and restaurants, with Sandy Ground Bay accessible within 1 kilometre by hike or drive.
This property accommodates up to 10 guests and features 4 bathrooms, air conditioning, a swimming pool, and a kitchen, providing excellent views of traditional boat races from its private setting.
Buttonwood Manor | Sea Views & Secluded Beach - Anguilla
10 2 reviews
Anguilla
01/08 – 10/08
$978/nighttotal: $8802 (9 )

Buttonwood Manor | Sea Views & Secluded Beach

3 3
apartment , The Forest
This three-bedroom, three-bathroom apartment in The Forest, Anguilla, is situated near a secluded beach, approximately 1.9km from the Blowing Point Ferry Terminal and 1.6km from Clayton J. Lloyd International Airport.
The 3-bedroom property offers a jacuzzi, garden, parking, complimentary pedal boat and kayak access to the secluded beach, and sleeps up to six guests, boasting a fully equipped kitchen and twice-weekly housekeeping.
Your Home Away From Home - Anguilla
9.7 6 reviews
Anguilla
01/08 – 08/08
$272/nighttotal: $1904 (7 )

Your Home Away From Home

1 3
apartment , Le Quartier
Virginia's Place is a charming one-bedroom flat located just 0.5 kilometres from the centre of The Quarter, offering easy access to restaurants and other attractions. The Quarter is a historic area with a unique atmosphere.
This cosy flat can accommodate up to four guests and features a well-equipped kitchen, a relaxing living room with a pull-out sofa, and a small porch. Guests can enjoy a comfortable stay with access to amenities such as air conditioning, parking, and internet.
The Hidden Cottage - Anguilla
9.8 55 reviews
Anguilla
24/06 – 30/06
$247/nighttotal: $1482 (6 )

The Hidden Cottage

1 2
studio , Welches Hill
The Hidden Cottage studio is located in Welches Hill, just 13 miles from Shoal Bay and 5 miles from Anguilla Airport, offering a peaceful retreat away from the hustle and bustle. The studio has received excellent ratings for cleanliness and location, ensuring a comfortable and enjoyable stay.
The studio is a self-contained unit with a floor area of 56 square metres, comfortably accommodating up to 2 guests. It features a well-equipped kitchen, air conditioning, a terrace or balcony, a garden, parking, and free Wi-Fi, making it perfect for a relaxing getaway.

Best Anguilla lodging with laundry available

Ashden Country Home Villa - Anguilla
Anguilla
01/08 – 08/08
$256/nighttotal: $1792 (7 )

Ashden Country Home Villa

1 3
apartment , The Valley
This two-bedroom, one-bathroom villa in The Valley, Anguilla offers convenient access to local shops and restaurants, its precise location within The Valley requiring further clarification for distance specifics.
The property sleeps three guests and includes air conditioning, a fitness centre, parking, and a kitchen; further details on the property's size, architectural style, and proximity to beaches are needed.
Malibu House Anguilla - Steps To The Four Seasons - Anguilla
10 12 reviews
Anguilla
29/10 – 03/11
$1768/nighttotal: $8840 (5 )

Malibu House Anguilla - Steps To The Four Seasons

1 7
apartment , Anguilla
Malibu House Anguilla, a luxurious three-bedroom property, is situated on a coveted beach near the Four Seasons and Malliouhana resorts in Anguilla.
This beachfront villa offers stunning ocean views, sleeps eight guests, includes housekeeping three days a week, and boasts a fully equipped kitchen with fridge, freezer, microwave, and dishwasher, plus air conditioning, a garden, and parking.
Luxury Living-affordable Stay +Car Rental Avail. - Anguilla
Anguilla
04/01 – 04/02
$150/nighttotal: $4650 (31 )

Luxury Living-affordable Stay +Car Rental Avail.

1 2
apartment , Little harbour
This modern studio apartment is centrally located in Anguilla, just 5 minutes from beautiful beaches, restaurants, and local attractions.
This family-friendly studio offers a comfortable retreat for up to three guests, featuring air conditioning, Wi-Fi, a kitchen with a fridge and microwave, and access to a garden and fitness centre.
Blue Heaven Villa “Terrace” 2nd Floor - Anguilla
10 1 review
Anguilla
01/08 – 08/08
$700/nighttotal: $4900 (7 )

Blue Heaven Villa “Terrace” 2nd Floor

1 3
apartment , Blowing Point
This Blowing Point holiday home, offering flexible rental options, is conveniently located near the area's beaches and restaurants, its precise distance unspecified.
The two-bedroom, two-bathroom property sleeps six guests and features a king-size bed, two double beds, a fully equipped kitchen with dishwasher, air conditioning, ample outdoor space, and spacious terraced porches.
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