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271 available short term rental offers
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Best Short term and Weekly rentals in Anguilla
9.2 73 reviews
Anguilla
06/20 – 06/27
$188/nighttotal: $1316 (7 )
Tropix Getaway - Rental Car Available
2 2
apartment , Crocus Hill
The Tropix Getaway apartment is located in Crocus Hill, a peaceful neighborhood just a short 5-minute walk from Crocus Bay Beach and an 8.8-mile drive to Shoal Bay. This apartment has received excellent ratings for location, cleanliness, and overall user experience. The 2-bedroom apartment, with a total floor area of 50 square feet, can comfortably accommodate up to 7 guests. Enjoy the convenience of a fully equipped kitchen, air conditioning, free parking, and complimentary Wi-Fi, along with a balcony offering stunning sea views.
9.9 96 reviews
Anguilla
12/09 – 12/17
$83/nighttotal: $664 (8 )
Fully Equipped Island Apartment With Fruit Garden
1 2
apartment , The Valley
This one-bedroom apartment in The Valley is conveniently located within a 15-minute walk of Wallblake House, the National Trust of Anguilla, and Bethel Methodist Church. The apartment features a fully equipped kitchen, a private yard, and parking, making it ideal for couples or solo travelers seeking a comfortable and convenient base for exploring Anguilla.
9.6 98 reviews
Anguilla
12/09 – 12/17
$73/nighttotal: $584 (8 )
The Queen Suite At Axa Farmhouse
1 2
apartment , Bad Cox Pond
This Bad Cox Pond guesthouse is located near Bad Cox Pond and a mile from Shoal Bay Beach, offering easy access to both. The one-bedroom, one-bathroom suite sleeps two guests and features a queen bed, full kitchen with fridge and freezer, and stunning pond and countryside views.
9.8 21 reviews
Anguilla
06/29 – 07/29
$149/nighttotal: $4470 (30 )
A Gem Hidden Between The Historic Road Bay Salt Pond And A White Sandy Beach.
1 2
apartment , Sandy Ground
This Sandy Ground vacation rental is located within a 3-mile radius of popular beaches like LockRum Bay, Pelican Bay, and Crocus Bay. The property has consistently received excellent reviews for its location, cleanliness, and overall experience. This one-bedroom home comfortably accommodates two guests. It features a fully equipped kitchen, a spa tub for relaxation, a private balcony, and a barbecue grill for outdoor dining.
10 1 review
Anguilla
06/29 – 07/29
$122/nighttotal: $3660 (30 )
Deany’s Uptop Luxury Suite 1
1 2
apartment , Swing High
Deany's UpTop Suite, a one-bedroom apartment in Anguilla's Swing High neighborhood, is a four-minute drive from Sandy Ground Bay and numerous restaurants and bars, with supermarkets, a bakery, and Mirabelle's bar and restaurant within a five-minute walk. This fully air-conditioned rental features a queen-size memory foam bed, smart TV, modern kitchen, private parking, a front porch with seating, and accommodates two guests, offering convenient self check-in and discounted car rental services.
9.8 43 reviews
Anguilla
11/28 – 12/05
$333/nighttotal: $2331 (7 )
Harmony At Bayview Homes
1 3
apartment , Shoal Bay
Harmony, a three-bedroom Shoal Bay rental, offers a spacious 4260-square-foot residence with proximity to area beaches and restaurants, though the precise location within the residential area is unspecified. This Shoal Bay vacation home boasts three king-sized bedrooms each with ensuite bathrooms, walk-in closets, balconies, and private Wi-Fi; a fully equipped kitchen, multiple living areas, six balconies, a large outdoor entertaining space, and parking are also included, accommodating up to six guests.
9.3 3 reviews
Anguilla
06/20 – 06/27
$191/nighttotal: $1337 (7 )
Anguilla Spacious House Beautiful Views
3bed
1 2
apartment , East End
This 3-bedroom, 3-bathroom villa in Sile Bay, Anguilla, offers unparalleled sea views and ocean breezes, located a 5-minute drive (approximately 2,640 feet) from local grocery stores and restaurants, and a 15-minute drive to Shoal Bay East. This accommodation includes a separate 2-bedroom villa and a self-contained guest house accommodating up to 6 guests, featuring a fully equipped kitchen, open-plan living space, and a dedicated yoga/meditation studio, with access to a coastal walk leading to Savannah Bay.
Anguilla
12/09 – 12/17
$268/nighttotal: $2144 (8 )
Jamie's Apartments
Island Living At Its Finest
1 6
apartment , Island Harbour
This Island Harbour condo offers direct access to Anguilla's waters from its unique position on the Eastern Sea Rocks. This pet-friendly, 2-bathroom apartment accommodates up to 6 guests and features a kitchen with a fridge, air conditioning, and internet, all with panoramic ocean views from private terraces.
10 5 reviews
Anguilla
06/20 – 06/27
$188/nighttotal: $1316 (7 )
Infinity Sunset.
1 2
apartment , Bad Cox Pond
This apartment is located in Bad Cox Pond, a 5-minute drive from Shoal Bay Beach, offering ocean views from its top floor. This family-friendly accommodation sleeps two, features one bedroom and one bathroom, and includes air conditioning, internet, a full kitchen with a fridge, freezer, and microwave, and on-site parking.
9.0 33 reviews
Anguilla
11/28 – 12/05
$145/nighttotal: $1015 (7 )
Deany's Uptop Luxury Suite
1 3
apartment , The Valley
Deany's Uptop Luxury Suite is a one-bedroom apartment in The Valley, Anguilla, conveniently located 1.2 miles from Anguilla Airport and 5.1 miles from Shoal Bay Beach. This Anguilla vacation rental offers free parking, Wi-Fi, a fully equipped kitchen with a fridge and microwave, air conditioning, a balcony, a washing machine, and sleeps up to five guests.
9.9 9 reviews
Anguilla
07/08 – 07/29
$183/nighttotal: $3843 (21 )
Jenna Ville Estate
1 2
apartment , Ebenezer
This apartment in Ebenezer, located at Jenna Ville Estate, offers serene inner courtyard and garden views from its patio. This 750 sq ft residence accommodates up to two guests and features air conditioning, a fully equipped kitchen with a fridge and microwave, complimentary high-speed WiFi, and a private balcony.
9.8 121 reviews
Anguilla
06/20 – 06/27
$114/nighttotal: $798 (7 )
James Hughes Cozy In West End
1 2
apartment , West End
The James Hughes apartment is located in West End, Anguilla, close to popular beaches like Maundays Bay, Meads Bay, and Shoal Bay West. The apartment consistently receives excellent ratings for location, cleanliness, and overall user experience. The unit features a bedroom, bathroom, and a patio with seating, comfortably accommodating two guests. Amenities include a fully equipped kitchen, air conditioning, free Wi-Fi, and a car rental option for exploring the island at your own pace.
Best family friendly Anguilla Short term rentals
Among the 271 accommodations in Anguilla, here are the 4 best family friendly rentals
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.
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.
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.
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 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?
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?
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?
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
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.
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.
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.
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.
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.
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.
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.
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.