Top 10 Airbnb Vacation Rentals In Anguilla - Updated 2022

airbnb anguilla

Anguilla is a gem in the Eastern Caribbean, with long, sandy stretches of beach and gorgeous views of the ocean. If you’re looking for a place to kick back and relax, we’ve collected ten top-rated Airbnb vacation rentals, to help make planning your stay as easy as possible.

1. Dove Nest (from 100 USD)

This house accommodates four, with two queen beds. It also has space to cook in the equipped kitchen and lounge and watch TV in the living room. It’s located on the East End, only a five-minute drive from the beach and a 10-minute drive away from the main shopping center, so it’s located close to Anguilla’s most popular attractions.

Dove Nest

Price: from 100 USD

Number of Guests: 4

2. Vacation home in Caribbean paradise (from 140 USD)

You’ll notice bright colors, tile floors, and plenty of light streaming in the windows of this vacation home. It is a three bedroom, two bathroom home, located on the ground floor of a private residence, but has plenty of space and fits up to six guests. You’ll be able to cook in the large kitchen or lounge on the porch. Not far from the beaches, resorts, and restaurants, you’ll be able to drive anywhere you need to go.

The owner lives upstairs and will be happy to help with any arrangements or getting around Anguilla. Note that they own a family-friendly dog, who may be roaming around the property.

Vacation Home in Caribbean Paradise

Price: from 140 USD

Number of Guests: 6

3. Rudy's Guest House (from 100 USD)

Located in the East End Village, Rudy’s Guest House is a two bedroom apartment, with a fun island theme. You’ll have AC, WiFi, and an equipped kitchen, including a Keurig coffee machine to start your morning. Sandy Beach, Savannah Bay, and Shoal Bay are within a 5-7 minute drive from the guest house.

This apartment easily accommodates four guests and is a great option for families or couples traveling together.

Rudy's Guest House

Price: from 100 USD

Number of Guests: 4

4. Sea breeze villa (from 100 USD)

Decorated in bright, fun colors, you’ll definitely feel like you’re on an island escape in this little villa. Guests rave about the comfortable master bed and the lovely location. You’ll be very close to fine dining, the beach, and public transport.

It’s a large one bedroom house that perfectly accommodates two, but can accommodate up to six, with two couches and a queen air mattress. On the outside terraces, you’ll be able to enjoy the calming sea breeze and see the ocean and St. Martin. You can even walk to Sandy Hill Beach.

Sea breeze villa

Price: from 100 USD

Number of Guests: 6

5. James Huges Guest House (from 90 USD)

At only 90 USD per night, four guests can stay in this two bedroom guest house, located in the West End. The host is happy to pick you up from the ferry, free of charge and give you a tour of Anguilla.

It offers a balcony overlooking the island, where you can relax in a hammock, a full kitchen, and two bedrooms. With such a helpful host, staying in this guest house will give you a real taste of island life.

James Huges Guest House

Price: from 90 USD

Number of Guests: 4

6. Cottage by the sea (from 125 USD)

Located in Sea Father Bay in the East End, this cute cottage offers views of the sea. You can drive just eight minutes down to Shoal Bay. With two bedrooms and two bathrooms, it’s a great place for families or couples. There is a wraparound porch, where you can enjoy views of the sea and grill on the gas grill.

Cottage by the sea

Price: from 125 USD

Number of Guests: 4

7. Million dollar villa apartment with a view (from 99 USD)

At only 99 USD per night, you can enjoy a view of Rendezvous Bay and St. Martin from your own little balcony. This little, one bedroom apartment has all the amenities you could wish for. You’ll be able to soak in crystal clear water, in the rooftop pool, eat a private breakfast on the balcony attached to the master suite, cook in the kitchen, or stargaze from the hot tub.

If you’re still looking for adventure, the apartment is just a ten-minute walk away from the beach and popular restaurants. Though the apartment perfectly accommodates two, if you’d like to travel with three or four, the host will add a cot or a blow-up mattress, for a small fee.

Million Dollar Villa Apartment with a view

Price: from 99 USD

Number of Guests: 3

8. Great value, bright, airy apartment (from 100 USD)

This bright, white apartment has a clean, modern feel. Located in Sandy Ground, it’s just a three-minute walk from the beach and a five-minute stroll to restaurants and bars. It’s a second-floor apartment with a private entrance, so you’ll have the space all to yourself. With a large balcony, you can sip coffee in the morning or wind down your day and watch the sunrise.

It fits two comfortably in a king bed, but if you’re traveling with more people, there is a sofa bed that can accommodate two more guests.

Great value bright, airy apartment

Price: from 100 USD

Number of Guests: 3

9. bedroom house (from 84 USD)

This two bedroom townhouse is only 84 USD a night and includes internet and a parking space. You can drive to beaches and restaurants and it has an equipped kitchen and two bedrooms, with double beds.

With tile floors and bright light coming in the windows, it’s a welcoming place to stay.

2 bedroom house

Price: from 84 USD

Number of Guests: 4

10. Swim, sun & fun (from 185 USD)

At this lodging, you can bask in the pool and enjoy views of St. Martin. The apartment has a gated yard, with lots of shade, a full kitchen, a cable TV, and a queen size bed.

Your bedroom doors will open right onto the pool deck. If you’d like to swim in the ocean, it’s just a short drive away.

Swim sun,fun

Price: from 185 USD

Number of Guests: 2

Anguilla is a Caribbean gem

With beaches and gorgeous views of the sea, Anguilla is a beautiful place to vacation. It’s also close to Island Harbor and other islands you can explore. Don’t miss the barbecue stands while you’re on the island, which are located along the Eastern End and offer johnny cakes, ribs, chicken, and local spirits.

Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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A storyteller first and foremost, Hannah has a bachelor's degree in English Creative Writing and a fascination with the written word. Over the past several years, she's gained experience as a...Read more

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