Beautifully set in Eastern Caribbean, Anguilla is a gorgeous British territory and an ideal destination for nature lovers and adventure seekers. With many offerings, a day or week may not be enough for you to immerse in the land. Fall in love with incredible beaches such as Crocus Bay Beach and Captain’s Bay. Once you’ve reconnected with white sand and clear waters, you can explore The Valley, the capital of Anguilla. Here, you can see historic buildings and try out local dishes. A dive into the island’s detailed history at Heritage Collection Museum should also be on your list. Planning a holiday in lovely Anguilla will be even more delightful if you have a comfortable and budget-friendly place to stay, especially if you want to stay for a month or more. To help you find accommodation, browse through this list of top long-term rentals in Anguilla.
We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, decor, availability of dates, and long-term stay rules and regulations. The image galleries get refreshed with the latest updates regularly. They were last updated on April 13, 2024.
1. Southern Comfort Villa, East End Village (from USD 391)
Do accommodations with a view excite you? Check out this classy retreat which is only a five-minute drive away from Sandy Hill Beach. If you’re not in the mood to leave the villa, the private outdoor pool can be your playground. The villa also comes with a well-equipped kitchen so you can cook a hearty meal without any worries. Moreover, the wrap-around veranda is the perfect spot for a morning coffee.
You can avail of a discount if you plan to stay in this rental for a month or more.
2. Classy apartment close to the beach, East End Village (from USD 149)
This charming apartment may not be as flashy as other accommodations, but it is just as beautiful and comfortable. It is recently built and decorated with different colors of blue, embodying the island’s coastal heritage. The closest beach and grocery stores are only a five-minute drive away, so you’ll have no worries about traveling too far.
To ensure a great stay, this rental has a well-equipped kitchen, air conditioning, a washing machine, and internet. After a productive day, you and your loved ones can hang out in the living room while watching a show on the TV.
You can avail of a 21% discount if you book this apartment for a long-term stay.
Top guest reviews
Amenities & Room:
the apartment looks exactly like the picturesRead more reviewsCleanliness:
it’s beautiful modern and super clean
3. Three Dolphins Villa, Blowing Point (from USD 1927)
Offering a scenic sanctuary for tourists, Three Dolphins Villa is a private retreat blessed with picturesque ocean views. The property is designed with an open-air concept and expansive glass windows which allow guests to marvel at the scenery in comfort. Besides frolicking on the nearby beach, guests can spend their time swimming in the outdoor pool. If you’re not in the mood for a soak, you can relax on the outdoor lounge or enjoy al fresco dining. The property offers a gourmet kitchen where you can curate hearty meals.
The discounted monthly rates make Three Dolphins Villa even more appealing to tourists.
Top guest reviews
Amenities & Room:
the deck pool and patio area is stunning and a great highlightthe deck pool and patio area is stunning and a great highlighteach morning i would enjoy my coffee on the lanai or lay on the swinging bedeach morning i would enjoy my coffee on the lanai or lay on the swinging bedthe a/c units in each bedroom area kitchen and cabana house were perfect for individual preferencesHost:
the owners did a fantastic job remodeling three dolphins villathe owners did a fantastic job remodeling three dolphins villathey were efficient friendly and helpful and always did their best to be as unobtrusive as possiblethey were efficient friendly and helpful and always did their best to be as unobtrusive as possibleit is nice to have a villa owner who is responsive and cares about her guestsRead more reviewsLocation:
my wife loved all of the unique amazing beaches all a very close drive to the housemy wife loved all of the unique amazing beaches all a very close drive to the house
4. Bonneview Villa, Anguilla
Bonneview Villa is a fabulous vacation rental with the comforts of home and resort-inspired amenities. It provides guests with maid service and access to an outdoor pool and hot tub which glows green at night for pleasurable evening soaks. You’ll also find a terrace with a couple of loungers, inviting you to a relaxing morning filled with vitamin D. This charming accommodation is a fully furnished two-bedroom villa for six so you can bring your family or friends along.
While the property can accommodate a minimum of two-night bookings, you’ll get more value for your money if you go for discounted monthly stays.
Top guest reviews
Amenities & Room:
the kids really enjoyed the pool and we used the grill to cook ribeyes one nightCleanliness:
doris (came to clean things up every other day) was always so sweet and invitingamazing property clean well equipped and great locationHost:
owner james and caretaker doris were efficient and availablejames the owner was super accommodating and helpfulthe housekeeper doris is lovely and accommodating and james the owner could not be nicerjames (the owner) went way out of his way to insure we had the perfect tripRead more reviewsLocation:
the location is great -- short drives to beaches restaurants and food shopping
5. DragonFly, The Valley (from USD 196)
Suitable for couples, DragonFly is a modest-size retreat in a private estate of True Eyes. It is a detached studio fitted with a kitchenette and a laundry room. Additionally, guests can enjoy the terrace which overlooks the hills of Sint Maarten. Another delightful perk you can take advantage of while staying here is the access to the fitness center and outdoor pool. Should you wish to explore more, Shoal Bay Beach is only five minutes from the property.
Here, month-long stays are rewarded with a 12% discount.
Top guest reviews
Host:
the owner is a guy we would call a friend for lifetrevor was an outstanding host who made us feel so welcomegreat accommodations beautiful property safe and the most attentive and kind ownerRead more reviewsLocation:
perfect location in the middle of the island
6. Shoal Bay Coastal Sanctuary, Anguilla (from USD 445)
This pretty two-story rental boasts sunny interiors with beautiful wood finishes and a fully furnished concept. With rooms offering views of the Caribbean Sea, guests will definitely wake up to spectacular natural scenery every morning. Vacationers can also kick-start their days by cooking hearty meals in the well-appointed kitchen or swimming in the outdoor pool. In the afternoon, a game of pool and darts in the garage sounds fun.
If you book this rental for a month or more, you can avail of a discount.
Top guest reviews
Amenities & Room:
fans and a/c throughout though not needed due to the wonderful ocean breezesCleanliness:
beds are very comfortable bathrooms are spacious and cleanHost:
we thoroughly enjoyed our time at kuhl breeze and scott was attentive to our requests during our stayscott was very helpful providing recommendationswe would definitely return to anguilla and scott was a great and very responsive hostscott was a great host and communication was quick and helpfulRead more reviewsLocation:
kuhl breeze is a beautiful villa in an excellent locationkuhl breeze is a beautiful property in a great location just at the end of shoal bay east
7. Hummingbird, West End (from USD 125)
Inviting love birds to a romantic and comfortable vacation experience, Hummingbird is a cozy and scenic studio with a garden filled with flowering plants. You are welcome to bring your fur baby here. The stylish retreat is within walking distance of the beach. It offers an air-conditioned space to return to after spending all day under the sun. With a kitchen at your disposal, you can surprise your loved one with a breakfast meal. WiFi is also available should you need to contact your family.
To afford guests more bang for their buck, weekly and monthly discounts are available.
Top guest reviews
Amenities & Room:
wifi was great and i managed a host of work zoom calls without issuethere's a ton of outdoor space and we loved cooking breakfast out on the patio kitchenvery good a/c for sleeping (a must for us)the pad is a very chill comfortable spota very comfortable king-size bed large bathroom and efficient outside kitchenCleanliness:
) the place was neat as a pin and spotlessly cleanbathroom was spacious with a strong hot shower nice full towels were supplied along with beach towelsHost:
she was super responsive and provided lots of local tips and suggestionstrudy is a fabulous host helping with all advice and tipsgives very detailed and helpful directions and suggestionssuper friendly and kindthe little yard area is all yours perfect for morning coffees and evening beveragesRead more reviewsLocation:
a great central location in the west endthe location of the apartment is fantasticgood location on west end near a grocery store and a great mexican restaurantgreat place to stay nice location and easy to findthe location is great very close to several of the best beaches on the island supermarket restaurants
Superhost
8. White Sands Anguilla, Blowing Point (from USD 193)
Situated in a vibrant and tourist-friendly neighborhood, White Sands Anguilla’s strongest suit is its location. It affords guests easy access to Rendezvous Bay and its waterfront dining spots, which are reachable on foot in five minutes. From air-conditioned bedrooms to a well-appointed open kitchen, all the comforts of home are waiting for guests here. Workaholics can take advantage of WiFi access and a dedicated workspace, too. Should you need to relax, feel free to dip in the pool or hot tub.
With monthly discounts, long-term stays are sweeter in White Sands Anguilla.
Top guest reviews
Amenities & Room:
with the windows open and the fans on there’s plenty of breeze to keep coolthe bedding was very comfortableCleanliness:
the place itself is clean and spacious with a nice gardentheir place is very comfortable beautiful and extremely clean which for us was a big dealHost:
david & malaika were perfect hostsRead more reviewsLocation:
the location is greatthe location was just greatsuper close to the ferry and easy drive to get to any part of the island+ location very easy to get to with a taxi from the ferry terminalvery spacious great location and sparkling clean
9. Cottage by the Sea, Sea Feather Bay (from USD 125)
Beach lovers will surely fall in love with this Airbnb fondly called Cottage by the Sea. It delivers mesmerizing Caribbean Sea views and provides quick access to the waters. Since it nestles in a peaceful and affluent residential neighborhood, you and your loved ones will be safe no matter how long you stay. The property is fully furnished, allowing guests to enjoy the things they normally do in their homes - like cooking, laundry, and surfing the web. You’ll also have waterfront al fresco dining as a bonus.
Discounted weekly and monthly rates are up for grabs.
Top guest reviews
Amenities & Room:
the internet/wifi service was very goodthese views coupled with a constantly refreshing breeze provided a very comfortable experiencesuch a lovely place with a good view and two bedrooms and bathroomsfull kitchen tv large wrap around balcony for enjoying the cool ocean breeze or the sunperfect situation nice and clean comfortable beds and à stunning viewCleanliness:
although the house needs some updating everything was clean and well kept including the well equipped kitchenbonnie's cozy home is wonderfully clean and organized and very thoughtfully furnishedthe cottage is quaint clean and great value for the costRead more reviewsHost:
host was very attentive and welcomingthe welcoming of our hosts was warm and professional and they were very reactivethe host bonnie was great and on top of everythinghosts bonnie and albert live on island and were very pleasant and responsive to any issues that arosewe had a lovely stay in this welcoming and very friendly home
10. Cozy studio with air-conditioning, Sandy Ground
This lovely Airbnb nestles on the beach of the coastal village of Sandy Ground. In addition to direct access to the sea, guests can enjoy air conditioning, a little dining set, and a pet-friendly policy that appeals to fur families. If you’re bringing a car, you can securely park it on the premises for free.
Apart from being budget-friendly, this rental also offers weekly and monthly discounts.
Sandy Ground, Anguilla
14.53 km (9.1 mi) from Orient BeachAccommodates: 4
Treat yourself to a month-long Anguilla holiday
Anguilla is a beautiful and action-packed destination, ideal for long-term holidays. Apart from exciting attractions, it provides visitors with comfortable and budget-friendly accommodations. Should you need one, you can refer to this list of top long-term rentals in Anguilla.
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