10 Best Airbnb Rentals In Anguilla - Updated 2024

Kipangwala
Kipangwala  
Updated
| 6 min read

Anguilla, a beautiful island in the Caribbean, is a British Overseas Territory. Its 16 mi (26 km) long and about 3.5 mi (6 km) wide dimension gives it an eel shape. Tourists flock to this tropical island to enjoy the scenic beaches and clear waters. It is also rich in history, offering sites dating back to the 1900s, such as Manse Building.

Anguilla is a true getaway from bustling city life, where you can expect peace and retreat. Imagine dining outside on the beachside overlooking picturesque views. Its lovely marine parks flaunt living limestone and shipwrecks. Nonetheless, it is not without a vibrant nightlife with live performances on the beach. You can also try your hand at boat racing, Anguilla’s national sport.

Are you looking for fantastic rentals to explore this charming island? Check this list of the best Airbnb rentals in Anguilla.

We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on April 14, 2024.

1. Bird of Paradise Villa, Sandy Hill Bay (from USD 4090)

Bird of Paradise Villa is for you if you want an opulent stay. It is nestled atop a beach overlooking the sea and St. Barths and St. Martin mountains. It flaunts three swimming pools to enjoy refreshing swims. The property manager will welcome you upon arrival, and you will receive 24-hour concierge services, too.

At an extra cost, you can enjoy a chef’s delicious meals in the spacious dining room. Other amenities, including housekeeping, a nanny, and spa services, are also add-ons. For chilling out, a wet bar is available. You can get tans on the sundeck when not dipping in the pool.

The nearby Sandy Ground offers fun night venues if you seek nightlife. Stroll, swim, or snorkel at Sandy Hill Bay, steps from the villa. If you’re bringing your pets, there’s an additional charge.

Stayed at this property?
Sandy Hill Bay, Anguilla
1 review   Wifi Available
Entire villa 4 Beds 8 Guests 4 Bedrooms 4 Bathrooms

Accommodates: 8

2. Chinaberry Villa, The Valley (from USD 195)

Treat your significant other to a romantic getaway in Chinaberry Villa, a five-minute walk to the beach. Your furry friends are welcome to join you in this escapade. You can make beautiful memories on the extensive balcony and enjoy the scenic Rendezvous Bay view.

When not cooking a meal in the well-appointed kitchen, there’s a beachside restaurant nearby. Luggage drop-off is available, too. A weekly charge of 150 USD is applicable if you require the AC.

Stayed at this property?
The Valley, Anguilla
33 reviews   Wifi Available
Entire villa 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
with the overhead fans and the many screened-in windows it's easy to keep the space comfortable temperature-wise
Cleanliness:
chinaberry was clean and had everything we needed for our stay
chinaberry villa is just as advertised clean and comfortable with a beautiful view
lynn the housekeeper was lovely and kept the place unbelievably clean
there is everything you need and it is extremely clean
the rental was beautiful clean very private and in a great location
Host:
welcoming host with lovely home
she was so helpful in getting us set up before arriving
gayle the owner was easy to communicated with and lyn the housekeeper was very helpful
gayle is an absolute delight very easy to communicate with extremely accommodating and knowledgeable about the island
gayle is great host who responds to all communication very promptly
Location:
the location is great 15 min away from good restaurants and other beaches
nice place and very close to rendez vous bay
location was great and was as described
wonderful place super clean and ver close to a beach with great snorkeling
everything was perfect the house is quiet and very well located
Read more reviews

3. Family-friendly rental, East End Village (from USD 80)

Anticipate waking up to beautiful uninterrupted sunrises at this apartment. This cozy rental faces Mimi Bay, which is a 10-minute walk away. Other scenic beaches, such as Sandy Hill and Shoal Bay, require a 10-minute drive.

Beach essentials are available for use as you head there. After beach fun, you can end the day with glimpses of stunning sunsets on the balcony. However, it is essential to have a car while renting this apartment because of its remote location.

Complimentary parking space is available on-site. For kitchen supplies, you can drive for five minutes to reach the nearest market. The free washer and dryer onsite are handy, particularly if you opt for a long-term stay.

Stayed at this property?
East End Village, Anguilla
11 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 2 Beds 3 Guests 2 Bedrooms 1 Bathroom

Accommodates: 3

Top guest reviews
Cleanliness:
the apartment is excellent it's spacious with a great layout comfortably furnished very well maintained and clean
Host:
lots of room and great hosts
they are the nicest and most thoughtful hosts we have ever had
Read more reviews

4. Villa Kai, Sandy Hill (from USD 1000)

Villa Kai in Sandy Hill offers a peaceful and serene getaway. From waterfront rooms to an infinity pool, it features excellent amenities guaranteeing a lavish stay. You’ll be at the picturesque Sandy Hill Bay after a lovely five-minute stroll.

The extensive patio beside the pool is one of the place’s highlights. It affords stunning views of the pool and the majestic sea. You can also enjoy family meals and unwind on the relaxing couches. The nearest grocery store is only a two-minute drive away.

On-street and on-site parking is available.

Stayed at this property?
Anguilla
6 reviews   Wifi Available
Entire villa 4 Beds 6 Guests 3 Bedrooms 3 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
villa kai is a wonderful villa with 180 degree ocean views nice bedrooms common rooms pool and patio
Read more reviews

5. Villa Alegria, Blowing Point (from USD 2750)

This elegant villa promises an unforgettable stay with fantastic amenities, from an infinity pool to daily housekeeping. It only takes a minute’s walk to the beach and a 5-minute drive to the grocery store. At a surcharge, you can avail of boat cruises, a personal chef, and spa services, among others.

Imagine swimming in the gorgeous pool overlooking the endless sea. You can unwind on the comfortable sunbeds to the beautiful views when not in the water. Pool toys are also available. A villa manager is always at your service during your stay.

The media room has a sofa bed for additional sleeping space. The exercise room allows you to remain active while the hot tub invites you to relax. During your free time, you can stroll around the garden enjoying the soothing sounds of the fountains.

Stayed at this property?
Blowing Point, Anguilla
4 reviews   Wifi Available
Entire villa 8 Guests

Accommodates: 8

Top guest reviews
Host:
the house and staff are lovely - it is paradise
the island is extremely friendly quiet and has a large selection of very good restaurants
Location:
incredible place to relax
Read more reviews

6. Villa Nevaeh, Long Bay Village (from USD 13000)

Villa Nevaeh awaits your paradisaical escapade. This private and gated property on Long Bay affords stunning views of the clear blue waters. You can choose between the classic rate and the heavenly rate here. While the former offers standard facilities, the latter features extra services such as a full breakfast, a personal chef, ground transfers, and the like.

When you’re not on the beach, you can enjoy the delights of the heated infinity pool and hot tub. You can end the day with barbeques around the firepit. Beach fun is assured with fantastic equipment, such as paddle boards, snorkeling gear, kayaks, and many more. You can use the four-sitter UTV and golf carts to explore nearby areas.

On days in, you can watch a movie in the theater room, turn on the sound system, and groove to your favorite tune by the pool area.

Stayed at this property?
Long Bay Village, Anguilla
3 reviews   Wifi Available
Entire villa 16 Guests

Accommodates: 16

Top guest reviews
Host:
the greatest surprise of the visit however was the staff
winston and the staff were amazing and did everything for us
Read more reviews

7. Villa Amarilla, Island Harbor (from USD 3690)

Villa Amarilla is a magnificent property at the very end of Shoal Bay. Here, all ensuite bedrooms afford stunning sea views. Enjoy cooking in the fully equipped kitchen to feast in the grand dining room.

You can feel secure with the 24-hour concierge ready to serve you. Housekeeping is taken care of six days a week, between 10am to 1pm. The host must be informed in advance should you require other services such as a chef, laundry, or excursions. They will be delivered at an additional cost.

Tag your four-legged companions along to relish this luxurious villa together. After exciting beach activities, the infinity pool is an excellent spot to relax. For dining out, a restaurant is a 2-minute drive away.

Stayed at this property?
Island Harbor, Anguilla
Wifi Available
Entire villa 10 Guests

Accommodates: 10

Top guest reviews
Host:
hard to complain as i loved the friendly staff
Read more reviews

8. Triton Villa, Little Harbor (from USD 3444)

Triton Villa is anything but ordinary, with excellent amenities for a comfortable stay. It provides everything from a media room to a gym to keep you entertained. You can start your day with a continental breakfast and head to the beach, which is within walking distance. It is ideal for a multi-family vacation or getaway with friends.

The fully equipped kitchen may inspire you to cook gourmet meals. Apart from the dining area, you can enjoy alfresco dining on the patio. It is one of the house’s highlights - it leads to the pool and overlooks the sea. You can take refreshing dips in the pool and heat it, too, when the temperature drops.

Parking for up to five cars is included in your stay. You will be well taken care of with assistance such as concierge services and daily housekeeping. At an additional cost, you can have a personal chef at your service.

Stayed at this property?
Little Harbor, Anguilla
Wifi Available
Entire villa 12 Guests

Accommodates: 12

Top guest reviews
Amenities & Room:
the beds were very comfortable in all rooms
Host:
the staff were wonderfully accomodating
the villa and staff were excellent
the home was in excellent condition and the staff took care of all of our needs
the villa and all of the staff were excellent
we especially enjoyed the nice breakfast the staff prepared for us each morning
Location:
so beautifully placed on the island
Read more reviews

9. Charming seaside suite, Island Harbour (from USD 250)

Anticipate waking up next to the sea and its calming waves at this rental. It is located on Island Harbor, a traditional fishing village and home to several restaurants and bars. With the sea steps away, don’t miss out on water activities such as snorkeling and swimming. Your host will greet you on arrival.

The furnished verandah makes an ideal entertaining space. You have ample room to unwind on the hammock or the waterfront deck. After your beach ventures, an outdoor shower is available to rinse off the sand. You can end the day with barbeque, stories, and good cheer.

Long-term stays are allowed, and free parking is available on-site.

Stayed at this property?
Island Harbour, Anguilla
32 reviews   Superhost Wifi Available
Island 2 Beds 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
tv had apple tv which worked great wifi was good
it is a spacious apartment with great bedrooms but most of all wonderful outside seating possibilities
Cleanliness:
suite was very clean and had everything we needed
the place is clean and well set up for guests
suite is private beautifully landscaped clean quiet & beautiful views
Host:
scott is a gracious host
and he’s an awesome host who really went out of his way to make us feel comfortable
scott was a wonderful host attentive yet respectful of our privacy
he is an extremely pleasant host and we thoroughly enjoyed talking / visiting with him
scott is gracious and attentive without being intrusive
Location:
great restaurants within walking distance of the house
the snorkeling here was fantastic super location with a friendly and helpful host
perfect island harbour location near several excellent restaurants and beaches but quiet peaceful and beautiful
place was great to be right on the water
fabulous location sound of the surf lulls you to sleep every night
Read more reviews

10. Bellamare Villa, Shoal Bay Village (from USD 1040)

Bellamare Villa is a vibrant rental within walking distance of Shoal Bay Beach. It affords picturesque sea views from almost every part of the house. The spacious living room can be used to spend quality family time over board games. The pool deck is the place to be for an uninterrupted sea view.

The well-appointed kitchen leads to the outdoor dining space. There you can relish your home-cooked meal while enjoying the beautiful view. The pool and the adjacent pavilion are ideal entertaining spaces. It turns magical at night with string lights on.

Babysitter recommendations are available if traveling with infants and children. Use the available essentials for beach ventures, such as towels, umbrellas, and snorkeling equipment.

Stayed at this property?
Shoal Bay Village, Anguilla
15 reviews   Superhost Wifi Available
Entire villa 4 Beds 8 Guests 4 Bedrooms 4 Bathrooms

Accommodates: 8

Top guest reviews
Amenities & Room:
the view of the sea is fantastic the pool is great and the indoor decor is really pretty
the views the privacy pool and easy beach access are all what we hoped for
Cleanliness:
the pool was spotless and the kids had a lot of fun
Host:
the management were extremely hospitable and welcoming
he was very friendly and available for help when asked
overall a very family friendly place
Location:
perfect house and location for a peaceful vacation
bellamare villa was exceptional the villa is in the perfect location to one of the best beaches
Read more reviews

Fantastic rentals for your idyllic Anguilla getaway

Far from the city commotion, paradisaical Anguilla guarantees a peaceful and serene getaway. Clear waters and white sands await to charm you while exotic cuisines will satisfy your palate. Stay in fantastic rentals that offer the best while exploring this scenic island. Scroll up and select one of the best Airbnb rentals in Anguilla.

Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Kipangwala believes that traveling serves as both a teacher and a source of gratification. She is inclined to learn about the cultures of the places she visits, and her travels foster gratitude, a...Read more

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