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

2 Golf Carts-2 Min. To Beach/2 Pools/2 Hot Tubs - Anguilla
No reviews

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

apartment
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.
South Hill Cottage - Anguilla
9.3 8 reviews

South Hill Cottage

apartment
South Hill Cottage, a two-bedroom apartment in South Hill Village, offers ocean views of Sandy Ground Harbour and is conveniently located near restaurants, supermarkets, and nightlife.
This rental sleeps four, features a kitchen with a fridge and freezer, air conditioning, a garden, parking, and includes excellent guest ratings for cleanliness and location.
Native Vybz 3- Cab & Car Rentals - Anguilla
9.5 42 reviews

Native Vybz 3- Cab & Car Rentals

apartment
This apartment is located near the Four Seasons Grounds, tucked behind a local souvenir shop, offering a quieter and more authentic experience than staying on the main street. It consistently receives excellent ratings for location, cleanliness, and user experience.
The accommodation features one bathroom and comfortably sleeps four guests. Amenities include air conditioning, a garden, parking, internet, and a kitchen with a fridge, allowing you to enjoy a comfortable and convenient stay.
A4 Sea Side View - Anguilla
10 4 reviews

A4 Sea Side View

apartment
This one-bedroom apartment is located in Sandy Hill, just a short walk from a beautiful beach perfect for snorkeling and sunbathing. The apartment has received excellent ratings for location, cleanliness, and overall experience.
The apartment is part of an eight-unit condo, offering a cozy and intimate feel. Guests can enjoy a private sundeck patio with stunning views, a shared pool, and easy access to The Valley's shops, restaurants, and cultural attractions.

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

C&d Residential Penthouse - Anguilla
9.0 12 reviews

C&d Residential Penthouse

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.
Thrush Nest  View Studio Apartment - Anguilla
10 49 reviews

Thrush Nest View Studio Apartment

apartment
This centrally located Quarter studio apartment offers easy access to beaches, island tours, and restaurants.
The unit features a private patio, garden access, and panoramic views; it sleeps two guests and includes a fridge, freezer, microwave, and air conditioning.
C&d Residential Penthouse Suite - Anguilla
10 1 review

C&d Residential Penthouse Suite

apartment
This one-bedroom apartment rental near The Valley, Anguilla is a short, three-minute drive from Sandy Hill Beach and nine minutes from Shoal Bay Beach.
The unit offers air conditioning, a kitchen, parking, and sleeps two guests, providing easy access to snorkeling, nearby beach restaurants, and miniature golf.
Sea Whisper - Anguilla
10 10 reviews

Sea Whisper

apartment
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.

Best Anguilla lodging with laundry available

The King Suite At Axa Farmhouse - Anguilla
9.7 69 reviews

The King Suite At Axa Farmhouse

house
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.
Spacious 2nd Fl Studio - 3 Min To Rendezvous Bay - Anguilla
10 34 reviews

Spacious 2nd Fl Studio - 3 Min To Rendezvous Bay

apartment
This brand-new studio apartment in Merrivale, Lower South Hill, is located less than three minutes from Rendezvous Bay beach.
The unit features a full kitchen, in-unit laundry, free WiFi and Netflix, central air conditioning, and a private patio, comfortably accommodating two guests.
Dolphins Villa - Anguilla
No reviews

Dolphins Villa

apartment
This Sandy Hill Bay apartment is just a short walk from the town center and the beautiful Sandy Hill Beach, offering the perfect blend of convenience and tranquility. The surrounding area is quiet and peaceful, ideal for a relaxing getaway.
This spacious rental sleeps up to eight guests comfortably in its four bedrooms and four bathrooms. Amenities include a kitchen, air conditioning, a swimming pool, parking, and internet access, ensuring a comfortable and enjoyable stay.
Littlelux Living - Anguilla
9.3 188 reviews

Littlelux Living

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.
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