Holiday Rentals in Anguilla

769 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • premierinn
  • sykescottages
  • plumguide
  • hotelscom
  • tripadvisor
  • homestay
  • tuivillas
  • hostelworld
Anguilla holiday rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

Best Holiday rentals and Airbnb offers in Anguilla

Best family friendly Anguilla holiday rentals

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

Anguilla Sunrise Penthouse - 2 Bed/2-bath - Anguilla
9.8 31 reviews

Anguilla Sunrise Penthouse - 2 Bed/2-bath

apartment
This penthouse apartment is located in Shoal Bay, a short distance from the famous "World's Best Beach" of the same name, offering a tranquil and picturesque setting. The apartment has received excellent ratings for its location, cleanliness, and overall experience, making it a highly sought-after choice for travellers.
The spacious penthouse apartment offers a large and open layout, comfortably accommodating up to six guests. A range of amenities are available for guests to enjoy, including a fully equipped kitchen, a private balcony, and a washer and dryer, ensuring a comfortable and convenient stay.
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.
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

Villa Elegante Overlooking The Ocean - Anguilla
9.8 79 reviews

Villa Elegante Overlooking The Ocean

house
This one-bedroom villa is situated in Island Harbour, just a short distance from the beach, restaurants and nightlife.
The property features a private swimming pool, a Jacuzzi, a barbecue grill and a garden, perfect for relaxing after a day exploring the island.
Waterfront Villa Centrally Located Between West End And The Valley! - Anguilla
9.6 7 reviews

Waterfront Villa Centrally Located Between West End And The Valley!

house, Blowing Point
This five-bedroom villa in Pelican Bay is just a short walk from Blowing Point Beach and close to the ferry and restaurants, making it an ideal location for exploring the island. The property has consistently received very good ratings for location, cleanliness, and overall user experience.
The spacious villa, spanning 465 square metres, comfortably accommodates up to 10 guests. It features a fully equipped kitchen, a private pool and terrace, a separate guest cottage, and modern amenities including smart TVs, air conditioning, and Wi-Fi, ensuring a comfortable and enjoyable stay.
Ceblue Villas - Anguilla
9.2 13 reviews

Ceblue Villas

resort, The Valley
CeBlue Villas are located in the Crocus Bay district, just a 5-minute walk from Crocus Bay Beach and a 10-minute drive from Clayton J. Lloyd International Airport. The resort has consistently received excellent ratings for its location, cleanliness, and overall experience.
The villas offer modern and spacious accommodation with private balconies, and guests can enjoy a shared dipping pool, a restaurant serving delicious pizza and cocktails, and a bar with a specialty breakfast menu. The resort also provides complimentary golf cart service, a fitness centre, and a tour desk to arrange activities such as fishing, hiking, horse riding, and snorkeling.
Châlet Genesis - Anguilla
10 16 reviews

Châlet Genesis

apartment
Chalet Genesis Villa is located in the Long Bay residential area, a short distance from Long Bay's beaches and restaurants.
This three-bedroom, three-and-a-half-bathroom holiday home sleeps eight guests, boasting king-size beds, walk-in closets, a fully equipped kitchen with dishwasher, air conditioning, a private garden, swimming pool, parking, and excellent guest reviews.

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 gorgeous 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 of Little Bay.
  • 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 hugely popular, from swimming and sunbathing to snorkelling, diving, and kitesurfing. Exploring the island by boat is also a great way to see hidden coves and beaches. For something different, visit the Anguilla National Trust's heritage sites or take a cooking class focusing on local cuisine.
  • What are the most popular Airbnbs in Anguilla?

  • Which part of Anguilla offers the most pleasant climate?

    Anguilla enjoys a consistently warm and sunny climate year-round. There's little variation in temperature across the island, but the areas sheltered from the prevailing winds might feel slightly warmer and calmer. However, the trade winds provide a welcome breeze across the whole island, making it comfortable even during the warmest months.
  • 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). It's a relatively small airport, but it's well-connected to various regional hubs, with many airlines offering connecting flights.
  • 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 it's important to be aware of the narrow roads, especially in some of the more remote areas. Many roads are unpaved, and you should drive cautiously. Renting a vehicle is a good way to explore, but be prepared for some challenging driving conditions in certain parts of the island.
  • 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 Eastern Caribbean dollar (EC$), but US dollars are widely accepted throughout the island. Most businesses will happily accept both currencies.
  • What are the top festivals to experience in Anguilla?

    Anguilla's annual Summer Festival is a highlight, usually running for several weeks in July and August. The festival includes a range of events, from boat races to musical performances and street parades. The Anguilla Literary Festival is another popular event, attracting authors and book lovers from around the world.
  • What is the best time of year to visit Anguilla?

    The best time to visit Anguilla is during the dry season, which runs from April to August. These months offer the most sunshine and the lowest chance of rain. However, it's also peak tourist season, so you should book accommodation and flights well in advance.
  • What are some local dishes to try in Anguilla?

    You should definitely sample Anguilla's fresh seafood. Lobster is a particular speciality. Try the local variations of conch dishes and the delicious fish stews. Many restaurants also offer traditional Caribbean dishes, such as johnnycakes and fungi.
  • What emergency numbers should you know in case of a medical or security issue in Anguilla?

    For medical emergencies, dial 911. For police assistance, the number is also 911. It's advisable to note down these numbers before your trip and to inform your hotel or accommodation provider of your plans.
  • What etiquette tips are important when visiting Anguilla?

    Anguilla is known for its relaxed and friendly atmosphere. Casual attire is generally acceptable, although dressing respectfully when visiting churches or other places of worship is appreciated. Remember to be mindful of the local environment and avoid disturbing wildlife or damaging natural features.
  • What are the best areas to spend a week in Anguilla?

    For a week-long stay, you could easily base yourself in one location and explore the island from there. Shoal Bay East offers a lively atmosphere with plenty of restaurants and bars, while areas like Meads Bay provide a more luxurious and tranquil setting. The Valley offers a good base for exploring the island's cultural and historical heritage.
  • What are the best areas to spend a weekend in Anguilla?

    A weekend in Anguilla is best spent focusing on one or two key areas. Shoal Bay East is a great choice for its combination of beach, restaurants, and bars. Alternatively, if you prefer a more relaxed atmosphere, Meads Bay offers upscale resorts and a quieter beach experience.
  • What are the top shopping destinations in Anguilla?

    The Valley has the main shopping area, with a mix of local craft shops and boutiques selling souvenirs, clothing, and jewellery. Many of the larger resorts also have gift shops and boutiques, offering a wider range of products.
  • What are some off-the-beaten-path places to explore in Anguilla?

    For a more secluded experience, consider exploring the island's less accessible beaches and coves. Rent a car or take a boat trip to discover hidden gems, such as Rendezvous Bay or Cove Bay. The island's interior also offers opportunities for hiking and exploring the natural landscape.

Best Anguilla holiday rentals with parking

Tropix Getaway - Rental Car Available - Anguilla
9.3 79 reviews

Tropix Getaway - Rental Car Available

apartment, Crocus Hill
The Tropix Getaway apartment is located in Crocus Hill, just 5km from Crocus Bay Beach and 14km from Shoal Bay. The apartment has received excellent ratings for location, cleanliness, and overall user experience.
The apartment has two bedrooms, one bathroom, and a floor area of 5 square metres, comfortably accommodating up to 7 guests. Guests can enjoy a fully equipped kitchen, air conditioning, free Wi-Fi, private parking, and a terrace with sea views.
Jenna Ville Estate
Unit 1-cedar Haven
Lower Floor - Anguilla
10 10 reviews

Jenna Ville Estate Unit 1-cedar Haven Lower Floor

apartment
This one-bedroom apartment in Jenna Ville Estate, North Side, is less than 3.2 kilometers from Crocus Bay beach and local restaurants.
The self-catering flat, sleeping two guests, offers air conditioning, parking, Wi-Fi, and a kitchen, plus access to fresh fruit from a nearby garden.
Villa Steps From The Beach - Anguilla
10 3 reviews

Villa Steps From The Beach

house
This luxurious five-bedroom Limestone Bay villa, a two-minute stroll from a secluded white-sand beach, offers 1022 square metres of Moroccan-inspired living space.
The property boasts a private infinity pool, fitness centre, and ample parking, sleeping up to ten guests in king-size suites, each with an en-suite bathroom and included housekeeping.
Hibiscus Lodge: Cozy 2 Bedroom Upstairs Apartment - Anguilla
9.8 58 reviews

Hibiscus Lodge: Cozy 2 Bedroom Upstairs Apartment

apartment
This two-bedroom apartment is situated on a spacious plot just a short distance from two popular beaches in Island Harbour, offering a peaceful and tranquil retreat. The apartment consistently receives excellent ratings for cleanliness, location, and overall user experience, ensuring a comfortable stay.
The apartment is ideal for a family or group of four, providing ample space for relaxation and privacy. Guests can enjoy a range of amenities including a fully equipped kitchen, air conditioning, a private garden, and secure parking, along with the added bonus of a pergola for outdoor dining and entertaining.

Best Anguilla holiday rentals with a balcony

Littlelux Living - Anguilla
9.3 185 reviews

Littlelux Living

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.
Aurora Anguilla Resort & Golf Club - Anguilla
9.5 268 reviews

Aurora Anguilla Resort & Golf Club

resort, Rendezvous Beach
The Aurora Anguilla Resort & Golf Club is situated on the beach in Anguilla, just a short drive from Blowing Point and Ferry Terminal and Anguilla Clayton J. Lloyd Airport. It has consistently received excellent ratings for its cleanliness and location, ensuring a comfortable and enjoyable stay.
The resort offers a range of accommodation options, including spacious suites with cable TV and Bose music systems. There are also a variety of amenities and activities available, such as a spa, gym, tennis courts, and multiple dining options, making it an ideal choice for families and couples seeking a relaxing and luxurious getaway.
Gumbsie Villas - Anguilla
No reviews

Gumbsie Villas

apartment, The Valley
This Gumbsie Villas apartment is situated in The Valley, 4.19 kilometres from Shoal Bay and 5.95 kilometres from Anguilla Airport.
This one-bedroom flat offers air conditioning, a fully equipped kitchen, complimentary private parking, and free high-speed Wi-Fi, with direct access to a terrace boasting garden views.
Breezee - Anguilla
9.3 8 reviews

Breezee

apartment, Long Path
This two-bedroom apartment is situated just 11 miles from Shoal Bay and 2.5 miles from Anguilla Airport, making it a convenient base for exploring the island. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
The property can accommodate up to four guests and features a well-equipped kitchen, multiple bathrooms, and a private patio with mountain views. Enjoy the convenience of air conditioning, free Wi-Fi, and parking, as well as the opportunity to relax in the garden and on the balcony with sea views.
©2026 cozycozy.com