Vacation Rentals in Anguilla

769 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • stayz
  • expedia
  • hotelscom
  • tripadvisor
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelopia
Anguilla holiday rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

769 Holiday rentals and Airbnb in Anguilla

Best family friendly Anguilla holiday rentals

Among the 769 accommodations in Anguilla, here are the 4 best family friendly rentals

Lockrum Point Villa: Seaside Villa 3 Bed/3 Bath/pool - Anguilla
10 60 reviews

Lockrum Point Villa: Seaside Villa 3 Bed/3 Bath/pool

house, Lockrum Bay
This property is located in Blowing Point, Anguilla, just a short distance from Pelican Bay and Rendezvous Bay Beach, and close to the Blowing Point Ferry Terminal. It has consistently received excellent ratings for its location, cleanliness, and overall user experience.
This spacious 325 square metre house offers a comfortable and well-equipped living space, perfect for families or groups. Enjoy the private pool, Jacuzzi, and terrace, along with access to a fully equipped kitchen, laundry facilities, and a range of amenities for a relaxing and enjoyable stay.
Turtle Dove Villa - Anguilla
10 1 review

Turtle Dove Villa

house
This luxurious North Hill Village villa boasts breathtaking Sandy Ground views from its elevated position on North Hill.
The multi-level property offers four bedrooms, five bathrooms, sleeping eight guests, and features a private pool, expansive garden, and included housekeeping service; all within easy reach of Sandy Ground's amenities.
Native Vybz 1 - Cab & Car Rental - Anguilla
9.7 28 reviews

Native Vybz 1 - Cab & Car Rental

apartment
This one-bedroom flat is conveniently located near the Four Seasons Grounds, just behind the Island Treasures souvenir shop, putting you within easy reach of the island's main attractions. The apartment has received excellent ratings for its cleanliness, location and overall experience, making it a popular choice for travellers.
The flat comfortably accommodates up to three guests and features a well-equipped kitchen with a fridge. You can enjoy the convenience of air conditioning, parking and Wi-Fi access, as well as the option to bring your pet along.
Delightful Island Home With 4br & Amazing Views - Anguilla
10 1 review

Delightful Island Home With 4br & Amazing Views

house
This gated villa offers a secure island retreat, conveniently situated for access to supermarkets, beaches, and restaurants within 2 kilometres, whilst maintaining a secluded atmosphere.
This 4-bedroom, 2-bathroom property accommodates up to 8 guests and features air conditioning, a garden, parking, and complimentary internet, making it an affordable option for families or groups.

Best Anguilla holiday rentals with a pool

Among the 769 accommodations in Anguilla, here are the 4 best rentals with a pool

Tranquil 3-beds W/ En-suites Seaview-pool-hot Tub - Anguilla
10 4 reviews

Tranquil 3-beds W/ En-suites Seaview-pool-hot Tub

apartment
This three-bedroom, three-bathroom villa in Long Pond, Anguilla, offers unparalleled 180-degree Caribbean Sea views and direct access to an infinity pool and private jacuzzi, with proximity to St. Barths and St. Martin.
The Lakehouse Villa provides accommodation for six guests, featuring a well-appointed open-concept living area with a smart TV, a Queen guest room with an en suite bathroom and private balcony, and an outdoor dining area with a fire pit, all set within a serene modern design.
Malliouhana Resort Anguilla - Anguilla
9.6 107 reviews

Malliouhana Resort Anguilla

resort, Meads Bay
Malliouhana Resort Anguilla is located in Meads Bay, just a short drive from Shoal Bay, offering a peaceful escape on the island's beautiful coastline. The resort has received excellent user ratings for its cleanliness and a very good rating for its location.
The resort features a range of rooms, including comfortable suites and villas, each offering a private balcony or terrace to enjoy the views. Guests can enjoy a variety of amenities such as a swimming pool, spa, fitness centre, tennis court and restaurant, as well as complimentary bikes for exploring the area.
White Sands Anguilla - Sea - Anguilla
9.7 58 reviews

White Sands Anguilla - Sea

house, Blowing Point Village
This beautiful villa is located in Blowing Point Village, just 6.9 miles from Shoal Bay and 3.7 miles from Anguilla Airport, making it a convenient base for exploring the island. The property consistently receives excellent ratings for its location, cleanliness, and overall experience.
The spacious villa offers 232 square metres of living space and can comfortably accommodate up to 6 guests. It features a fully equipped kitchen, a private patio with outdoor dining, a hot tub, and a swimming pool, as well as laundry services, air conditioning, and free Wi-Fi.
Baird's Mark - Signature Rooms - Anguilla
10 28 reviews

Baird's Mark - Signature Rooms

apartment
This miniature home, near Shoal Bay beach and The Valley, Anguilla's capital, offers convenient access to both, being only minutes away from each.
The self-contained unit sleeps two, features a kitchen with fridge, freezer, and microwave, air conditioning, a swimming pool, and one bedroom and bathroom.

Frequently asked questions about holiday rentals in Anguilla

  • What are the must-see places in Anguilla?

    For stunning beaches, you absolutely have to visit Shoal Bay East, consistently ranked among the world's best. Maundays Bay is another beautiful option, known for its upscale resorts. For a different vibe, explore the historical landmarks in The Valley, Anguilla's capital. And don't miss the dramatic cliffs and secluded coves along the island's northern coast.
  • What are the best Airbnb and holiday rentals in Anguilla?

  • What are the typical activities to do in Anguilla?

    Anguilla offers a range of activities. Relaxing on its pristine beaches is a given. Watersports are incredibly popular, from swimming and sunbathing to snorkelling, diving, kitesurfing, and windsurfing. Exploring the island by car or scooter is a great way to discover hidden gems. Boat trips to nearby islands or to secluded bays are also a must. For a more luxurious experience, consider a spa day at one of the island's many high-end resorts.
  • What are the most popular Airbnbs in Anguilla?

  • Which part of Anguilla offers the most pleasant climate?

    Anguilla enjoys a consistently warm, tropical climate year-round. However, the southern areas tend to be slightly warmer and sunnier, particularly around Shoal Bay and Maundays Bay. The northern coast can be windier.
  • What are the best holiday 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), located on the island. It receives flights from various destinations 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 be aware that some roads are narrow and winding, especially in the more rural areas. Driving on the left-hand side of the road is standard. Rental cars are readily available, but it's advisable to book in advance, particularly during peak season.
  • 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's Summer Festival is a major event, typically running for several weeks in July and August, featuring music, dancing, and cultural celebrations. The Anguilla National Day on 30 May is another significant event, showcasing the island's culture and heritage.
  • 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 you'll find pleasant weather and fewer crowds than during the peak winter months (December-April).
  • What are some local dishes to try in Anguilla?

    Be sure to sample Anguilla's fresh seafood, particularly lobster and conch. Try the local specialty, lobster thermidor. You'll also find delicious Caribbean staples like rice and peas, callaloo soup, and johnny cakes.
  • What emergency numbers should you know in case of a medical or security issue in Anguilla?

    For medical emergencies, dial 911. For police assistance, also dial 911.
  • What etiquette tips are important when visiting Anguilla?

    Anguilla is known for its laid-back atmosphere, but it's always courteous to be respectful of local customs. Dress modestly when visiting churches or other religious sites. Tipping is customary in restaurants and for services like taxis and tours.
  • What are the best areas to spend a week in Anguilla?

    For a week-long stay, you could easily base yourself in the areas around Shoal Bay East or Maundays Bay, giving you easy access to beautiful beaches and a range of restaurants and activities. Exploring other parts of the island from there is also very convenient.
  • What are the best areas to spend a weekend in Anguilla?

    A weekend in Anguilla could be perfectly spent in the vicinity of Shoal Bay East. It offers a great balance of relaxation and activities, easily accessible from the airport.
  • What are the top shopping destinations in Anguilla?

    The Valley, Anguilla's capital, has a selection of shops offering local crafts, souvenirs, and duty-free goods. Many resorts also have boutiques offering high-end brands and designer items.
  • What are some off-the-beaten-path places to explore in Anguilla?

    Venture to the island's northern coast to discover secluded beaches and dramatic cliffs, such as Little Bay and Rendezvous Bay. Explore the island's interior, discovering some of the smaller bays and less-developed areas.

Best Anguilla holiday rentals with parking

Modern Studio - 3 Min Drive To Rendezvous Bay - Anguilla
10 32 reviews

Modern Studio - 3 Min Drive To Rendezvous Bay

apartment
This Merrivale studio apartment is located in Lower South Hill, less than 0.5km from Rendezvous Bay beach.
The self-contained unit sleeps two, features a full kitchen with washer/dryer, a private patio, free Wi-Fi, Netflix, and a workstation, ideal for those seeking a comfortable base to explore Lower South Hill.
Boutique 2-br Suite Apartment Carteas|anguilla - Anguilla
9.9 28 reviews

Boutique 2-br Suite Apartment Carteas|anguilla

apartment
CARTeas is a two-bedroom apartment located in the peaceful village of George Hill, just a short distance from the island's stunning beaches and charming restaurants. The apartment is situated on the upper level of a property, offering a private and tranquil setting.
The apartment has a spacious layout, comfortably accommodating up to four guests. It is fully equipped with a modern kitchen, a comfortable living area, and a washer/dryer, ensuring a convenient and enjoyable stay.
Popes Inn - Anguilla
9.9 83 reviews

Popes Inn

apartment
This modern two-bedroom apartment is located in West End, Anguilla, just a short walk from Meads Bay beach and within easy reach of the Four Seasons Hotel. It has received excellent ratings for its location, cleanliness and overall user experience.
The apartment is spacious and can accommodate up to 5 guests. It features a fully equipped kitchen, a living room, a dining room, a laundry room and two ensuite bedrooms. Guests can enjoy a private porch with lounge chairs, a spacious garden, air conditioning, parking and internet access.
Home At Lions Rock, Anguilla - Anguilla
10 1 review

Home At Lions Rock, Anguilla

apartment
This apartment is situated on the highest point of the island, offering stunning views and a short walk to the beach. It has consistently received excellent ratings for location, cleanliness, and overall experience.
The apartment is spacious and can comfortably accommodate up to eight guests. It features a private pool, a large garden, and is fully equipped with a kitchen, air conditioning, and internet access.

Best Anguilla holiday rentals with a balcony

Thrush Nest View Studio Apartment - Anguilla
9.5 25 reviews

Thrush Nest View Studio Apartment

studio, The Valley
Thrush Nest View Studio is situated in The Valley, Anguilla, 4km from Shoal Bay and 4km from Anguilla Airport, offering easy access to both beach and airport.
This self-contained apartment boasts a 72 square metre floor area, sleeping up to two guests, and includes a fully equipped kitchen, private parking, a terrace, garden, air conditioning and free Wi-Fi.
Syl Apartment - Modern, Car Rental Available - Anguilla
9.9 8 reviews

Syl Apartment - Modern, Car Rental Available

apartment, North Side
SYL Apartment, a self-catering flat in Anguilla's North Side, is conveniently located 3.9km from Shoal Bay Beach and 3.1km from Anguilla Airport.
This 45-square-metre one-bedroom apartment sleeps three, boasting a fully equipped kitchen, air conditioning, a private terrace, garden, parking, and free Wi-Fi.
Jenna Ville Estate - Anguilla
9.9 11 reviews

Jenna Ville Estate

apartment, Ebenezer
This Jenna Ville Estate apartment is located in Ebenezer, offering tranquil inner courtyard and garden views.
This 70 square meter apartment accommodates two guests and features air conditioning, a kitchen with a fridge and microwave, a balcony, and complimentary private parking.
Spectacular Views - Anguilla
No reviews

Spectacular Views

apartment, Long Path
This spacious five-bedroom residence in Long Path is situated 4 kilometres from Shoal Bay and 4 kilometres from Anguilla Airport.
Boasting 327 square metres of living space, this family-friendly apartment accommodates up to 23 guests with its six bathrooms, offering amenities such as a swimming pool, hot tub, private parking, and free WiFi.
©2026 cozycozy.com