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House holiday rentals in Anguilla

Find and book unique houses on Airbnb

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Popular amenities for house rentals in Anguilla

House rentals with a pool

Home in Little Harbour
4.89 out of 5 average rating, 9 reviews

Swim, Sun, Fun Central Location

LinhRating, 5 stars14 months ago
We had a hard time finding the place but Samuel was very helpful and responsive. He stayed with us on the phone until we arrived. The pool house is listed in Google maps if you need to find it more easily. When we arrived the property is beautiful! Acres to the pool from the bedroom was wonderful. We loved our stay and would definitely come back!
Home in Island Harbour

Home & Apartment and Lions Rock

IanRating, 5 stars10 months ago
It was great to be back in Anguilla after many years and the house felt like a luxurious way of doing it. As we gradually filled the house with our party, the joy of being able to swim in the pool or the sea was complete and we didn't miss not having a TV as we entertained ourselves with games etc. Don't get me wrong, Anguilla's infrastructure can fail sometimes, power went out once or the internet drop but that's not the host's fault and the house was back up and running within two hours. Food prices are quite expensive, coming from the UK, but if you know that and come prepared then all is good. We intentionally came out for Carnival Week and are glad we did, as there was so much to see and do. Our host Peter was not on the island but we were very well looked after by Oris who gave us a very warm welcome and dealt with issues swiftly and often went out of his way to help. My family will have very fond memories of their holiday and would definitely go back to Lion's Rock. Thank you.
Home in Island Harbour
4.89 out of 5 average rating, 9 reviews

Your Anguilla Home! Homeaway from home-AI

KarsheRating, 5 stars4 months ago
Akira was very responsive, the place was clean & very well put together. Was very pleased with the hospitality and would recommend to those seeking to visit Anguilla! 5/5
Home in Seafeathers
4.8 out of 5 average rating, 5 reviews

Luxury Vacation Home with Pool!

KimRating, 5 stars3 months ago
Felicia was a very warm and accommodating host. We had a problem with one of the beds the first night and she had it resolved quickly. One of the teens in our group got very sick on our last day and she couldn't have been more gracious and accommodating. The place was spacious and the beds were very comfortable. Seafeathers is a beautiful part of the island.
Superhost
Home in Seafeathers
4.75 out of 5 average rating, 16 reviews

Beach Front Villa With Swimming Pool

CarolynRating, 5 stars4 months ago
This is very special place. We just enjoyed our second stay at Horsefeathers, our last being a full month one year ago. The view from the villa is amazing - sweeping views of the sea, waves crashing in the distance and St. Martin. The plunge pool is fabulous. The house has a classic island feel however a bonus is the well equipped kitchen with dishwasher, refrigerator with ice maker and a water cooler with several jugs of water that eliminates the need to buy bottled water. The location is great on the east end, easy to find and close to the east end Best Buy and Tropical Distributers. We wish we could live there full time!
Home in Shoal Bay
4.2 out of 5 average rating, 5 reviews

Zirok Villa Shoal Bay

RimahRating, 5 stars15 months ago
Beautiful villa and pool! Very peaceful and private. Had so many thoughtful amenities, everything you would need for an easy stay. Extra towels, beach towels, everything you would need in a kitchen. Professionally done! Sparkling clean! This is a new villa so all furniture and linens were in great shape. Beach and few beachside restaurants are a 10min walk away. Definitely glad we rented a car to explore the rest of the island, would definitely recommend a rental car. Host was super responsive and accommodating. Would definitely come back and recommend to my friends and family.
Home in Island Harbour
4.82 out of 5 average rating, 22 reviews

Ocean Front Villa in Island Harbour, Anguilla BWI

MaryRating, 5 stars6 days ago
Richard was an excellent host, very communicative before and during our stay, extremely accommodating and kind when we had a last minute scheduling issue due to illness...definitely one of the best hosts we've had in our many airbnb stays! The villa was also great, top floor suite is wonderful with a private rooftop balcony overlooking the water, and balcony and views from the main floor are also amazing!! The kitchen is very well stocked, had everything we needed and more. This villa was the perfect place to start and end each day in Anguilla. There is also a great little spot that makes delicious fresh seafood pasta right up the street (called Lime Keel, perfect for takeout to enjoy at the villa), and other good restaurants hidden in plain site in the town of Island Harbour and throughout the island.
Top guest favourite
Home in Long Bay Village
5 out of 5 average rating, 8 reviews

Châlet Genesis

BrandonRating, 5 stars1 month ago
The House was amazing and very clean. Geraldine was great and went above and beyond. I could not have had a better 40th birthday trip. I will definitely stay at this beautiful place again.

Weekly house rentals

Superhost
Home in Shoal Bay
4.88 out of 5 average rating, 8 reviews

Sienna at Bayview Homes

KealaniRating, 5 stars2 months ago
José is so kind and we loved him as our host. The place is beautiful and we’d love to come back!
Home in Crocus Hill

Tropix Getaway (Rental Car Available)

DonRating, 5 stars15 months ago
The house was clean and exactly as described! Very easy to get to, and Ivor was very helpful and responsive. On such a beautiful island, we would love to stay here again!
Top guest favourite
Home in Shoal Bay
5 out of 5 average rating, 27 reviews

Harmony at Bayview Homes

GwenRating, 5 stars2 months ago
The location was easy to find- although we couldnt figure out how to drive up to the house at first. Luckily, Jose was there to tell us you actually do drive up over a rocky area that kind of looks like a lawn. We didn't want to assume and get stuck in our little rental car. LOL! The house is very close to Shoal Bay with an amazing beach and lots of restaurants and beach bars and places to rent chairs and umbrellas. The place is huge and spotless. Beds were really comfortable and lots of towels available. Washer and dryer were great to have. It's higher up so the breeze is lovely- although the winds were blowing hard when we were there and had to close the windows at night it was so loud, but the AC in the bedrooms worked great. The lack of outdoor furniture on the patios was unfortunate. Kitchen had basics for cooking but not much beyond dish and hand soap provided for amenities. Overall, great location. Loved the island and the people. Looking forward to returning!
Home in The Valley

C&D Residential Penthouse Suite

CatherineRating, 5 stars4 months ago
Title: A Perfect Getaway – Highly Recommend! My stay at this Airbnb was terrific! The host warmly welcomed me and ensured I had everything I needed for a relaxing experience. The space was clean, and felt like home. The location was ideal—a peaceful and quiet neighbourhood. I would stay here again and highly recommend it for a wonderful Airbnb experience.
Superhost
Home in Shoal Bay

Kiki Residence Shoal Bay East

KurtRating, 5 stars5 months ago
Lisbette is an absolute great host. She was helpful in so many ways. We need to change rental car - she managed everything - no hassle - car delivery to house. New Years Eve reservation last minute - no problem - wonderful Diner! Recommendations for Diner absolute great - wonderful host and ask proactive! House is a very silent area and 5 minutes from one of the best beaches in Anguilla! Highly recommended.
Superhost
Home in Shoal Bay Village

Villa Oasis in Shoal Bay

AminaRating, 5 stars2 weeks ago
This house is in a beautiful and quiet location on the island near Shoal Bay beach. The yard around the house is beautiful and so is the view from the house along the coast towards Shoal Bay. We greatly enjoyed our time at the house - highly recommend.
Superhost
Home in Little Dix

Elwoods Place

Home in North Side

C A & S home away from home Apt

Private house rentals

Home in Island Harbour

Home at Lions Rock, Anguilla

AgnieszkaRating, 5 stars27 months ago
We are super happy that we found Peter’s place! Together with his co-host Oris they made our stay easy (what really matters if you travel with two small children)! Kitchen, rooms and bathrooms are very well equipped, everything is clean! It’s quiet neighborhood, shop is 5min walk from the house. We had a great time and will recommend to everyone!
Home in AI

Dreamweaver Villa

NicolaRating, 5 stars5 months ago
My family and I ( 7 in total5 adults 2 children) had a fantastic time at the villa. The photos do not do the property justice it is very spacious and well equipped for a holiday home. At the end of the road there is a beautiful beach which we visited. The host answered all my questions promptly and was able to be flexible with my check out time which was very helpful. I would recommend this villa to anyone coming on holiday to Anguilla as a family or with friends.
Home in Anguilla
5 out of 5 average rating, 5 reviews

Vannie’s Cottage

DionesRating, 5 stars28 months ago
The place is much better than what we see on the photos! The communication with Albert was excellent and the property is close to commercial areas and amazing beaches! Everything was better than expected
Home in Shoal Bay Village
4 out of 5 average rating, 7 reviews

Roy’s Place-3 Bedroom

DustinRating, 5 stars5 months ago
Last minute family trip. Couldn’t have asked for a better spot. Always stay in Shoal Bay East at a hotel but was sold out for our dates. This was our first experience at an AirBnB in Anguilla and would definitely do it again.
Home in The Valley

Bow Green Villa So Close to Rendezvous Bay Beach

Home in Blowing Point

Blue Heaven Villa - sleeps 10

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