Villa vacation rentals in Anguilla

Find and book unique villas on Airbnb

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Popular amenities for Anguilla villa rentals

Private villa rentals

Superhost
A spacious outdoor patio is showcased, featuring four wooden bar stools positioned under a covered area. A panoramic view of neighboring islands is visible in the distance, framed by lush greenery and a clear sky.
Villa in South Hill Village
4.77 out of 5 average rating, 35 reviews

Sea caps villas

MagdaRating, 5 stars3 months ago
Great calm place to stay with a beautiful view on Saint Martin island. Euston is very friendly and apartment has got everything you need.
Superhost
A comfortable outdoor seating area is presented, featuring a generously cushioned sofa adorned with decorative pillows. Two bamboo chairs are arranged around a low table, all with views overlooking the vibrant Caribbean waters and lush greenery. The space is shaded by a large overhang.
Villa in Island Harbour

Romantic Sea Side Penthouse, Anguilla, BWI

LoneRating, 5 stars63 months ago
Scott is a great host, and react promtly any time for our questions and/or needs. His old Caribbean style house next to the water, is a place for meditation and reflections. A house and a Host we want to come back to. See you one day again Scott.
Superhost
The exterior of the villa showcases a white stucco façade with elegant archways on the upper balcony. Lush tropical landscaping surrounds the building, featuring a variety of green plants and colorful flowers. Natural light reflects off the glass windows, enhancing the inviting atmosphere.
Villa in AI
4.88 out of 5 average rating, 33 reviews

Villa Amor Overlooking the Ocean

KrisRating, 5 stars23 months ago
We had our most wonderful stay yet at Villa Amor. Everything was perfect - we can’t wait for our next visit. Rose is the BEST and the pride she takes in Villa Amor is obvious everywhere you look. This is such a special place to our family, thank you so, so much for sharing it with us.
The exterior of the villa showcases a spacious balcony with white railings, offering ample room for relaxation. Large glass doors lead into the interior, surrounded by lush greenery. The light-colored facade reflects the bright, sunny environment.
Villa in AI

Chocolate Moose

RoxanneRating, 5 stars10 months ago
The Airbnb was exactly as the host described. It was nice, clean, and quiet. The surroundings were peaceful and host was kind enough to do a flexible checkin which was much appreciated! Will be booking again next year same time , same place !
Top guest favorite
A private pool is surrounded by landscaped gardens, with a sun lounger positioned nearby. The pool's clear blue water reflects the bright sky and surrounding greenery, creating a serene outdoor space for relaxation.
Villa in Blowing Point
5 out of 5 average rating, 13 reviews

Modern Bungalow With Pool - 3 Min Walk To Beach

LiamRating, 5 stars1 month ago
Our anniversary getaway at Breeze’s place was pure magic. From the moment we booked, Breeze made everything effortless—quick messages, spot‑on directions, and thoughtful tips that let us settle straight into vacation mode. The house itself? Even more stunning than the photos. Tucked away for total privacy, yet easy to find, it struck the perfect balance between island‑style open living and cozy comfort. The host, Breeze, truly lives up to her name—generous, responsive, and genuinely invested in making guests feel cared for. We left refreshed, grateful, and already planning our return. If you’re looking for a special hideaway that feels like you’re on a different planet, book this!
Superhost
A well-maintained pathway winds through vibrant tropical foliage, leading toward a charming outdoor area. Sunlight filters through the leaves of palm trees, creating a serene atmosphere. Steps ascend to a welcoming entrance surrounded by lush greenery.
Villa in Island Harbour
4.91 out of 5 average rating, 77 reviews

Villa Elegante Overlooking the Ocean

JulianneRating, 5 stars4 months ago
This one bedroom apartment has a lovely old world charm. The bed is very comfortable. The area is quiet with a couple of good restaurants within walking distance. The front balcony is a great place to relax, watch the waves roll in and drink your coffee. Rose is a wonderful host who helps out with whatever you need. I highly recommend this place.
Top guest favorite
A private pool is situated beside the ocean, surrounded by lounge chairs facing the water. The tranquil surface of the pool reflects the morning sunlight, while the Caribbean sea extends into the horizon, highlighting the serene atmosphere of the villa.
Villa in Island Harbour
5 out of 5 average rating, 41 reviews

Stunning Oceanfront Villa ~ Pool, Jacuzzi & Kayaks

MichaelRating, 5 stars2 weeks ago
We had the best time visting Arawak Beach Club! The villa was clean, had great views, and lot's of well thought out amenities If you like cooking there were spices for every type of dish you might like making. The pool was the highlight with cool waters and a spectacular view.s. Hottub was a nice bonus. Justin provided great recommendations to visit around the island and was very accommodating. We will be returning to Arawalk again one day.
Superhost
A sunlit pathway is framed by lush greenery and vibrant plants. The steps lead to a well-maintained entrance, showcasing a blend of modern architecture and tropical landscaping. The bright environment reflects a welcoming atmosphere, ideal for relaxing walks.
Villa in Island Harbour
4.96 out of 5 average rating, 24 reviews

Villa Romantica Overlooking the Ocean

AinsleyRating, 5 stars1 month ago
This is our second time at Rose’s place and we love it. Quiet location, pristine cleanliness, and beautiful grounds/pool. We do wish though that the hot tub was working properly. It would never fully heat up like it did the first time we visited.

Luxury villa rentals

A round table with an umbrella is set on a deck, accompanied by two orange chairs. A tropical drink rests on the table, while palm trees sway nearby. The scenery includes distant views of the Caribbean Sea and coastline under a partly cloudy sky.
Villa in Seafeathers

Amazing views in a beautiful villa

ErinRating, 5 stars5 months ago
Best Airbnb Experience Ever! This property and its host, Glena, exceeded all expectations. The house is stunning—private, comfortable, well-stocked, and breezy. It’s even better than the photos! Glena was an incredible host—responsive, thoughtful, and respectful of our privacy. She provided tips, transportation logistics, and local recommendations throughout our stay. One afternoon, she stopped by to drop off a water tank pump and left us fresh water and a treat—so kind and unexpected! Highlights: 1. Privacy: You can roam freely without being seen. 2. Safety: Felt secure at all times, even with doors open. 3. Sunsets: Magical views from the deck every evening. 4. Breezes: The house stayed cool with crosswinds—no need for AC. 5. Showers: Fantastic water pressure, a rare find! 6. Comfort & Style: Cozy beds, colorful decor, and fully stocked supplies. This was by far my best Airbnb stay. If you’re considering booking, do it! You won’t regret it!
A panoramic view showcases lush palm trees swaying gently in the breeze, with a glimmering ocean stretching toward distant mountains. The sunlight reflects off the water’s surface, creating a serene and tranquil atmosphere. A white structure is partially visible in the foreground.
Villa in Seafeathers
5 out of 5 average rating, 5 reviews

Sea Heaven

AlisonRating, 5 stars28 months ago
We have been traveling to Anguilla for over 30 years, Kimberly’s home is the most beautiful we have stayed in. The living/dining room space is expansive with double story ceilings and surrounded by a furnished balcony with views of St Maarten and the soothing sound of waves. The kitchen is outfitted for at least 10, thoughtfully organized with everything needed for eating in. The seating area is comfortable and sophisticated. Kimberly is a gifted host and her local caretakers were available and very helpful. The lovely woman who cleans the house is super. The Bedrooms and bathrooms were very comfortable and generously decorated with quality bedding and abundant towels. Cannot recommend Kimberly’s home with more praise, we had such a happy time at Sea Heaven!
An infinity pool extends towards the horizon, reflecting the vibrant colors of a sunset over the ocean. Columns frame the outdoor space, which includes a dining area overlooking the water, offering a serene view of the surrounding landscape.
Villa in North Hill Village

Cliffside Villa w/Pool Ideal for Family or Couples

MichelleRating, 5 stars27 months ago
We had a wonderful vacation week at Spyglass. The villa EXCEEDED our expections. The welcome arrival at the airport by Erlene and then followed by the rum punch and warm sandwich was amazing for weary travellers. The villa was equipped with a fully stocked bar, breakfast fixing for the first morning and plenty of waters to get you started until you could get to the grocery store. Shelly cleaned the villa daily for us and was a true pleasure. She folded our laundry, changed the sheets and cleaned the dishes. In addition to all of that, she was a wonderful resource. My entire family enjoyed the patio overlooking Sandy Groud - we gathered there every morning for coffee and breakfast. We worked out in the gym, played ping pong and pool. Exceptional place for a multi-generation family vacation. A pampered experience! We will return!
A spacious bedroom features a king-sized bed dressed in crisp white linens, with decorative pillows adding subtle color. Large windows provide stunning ocean views, and natural light fills the room. A bedside lamp complements the contemporary design.
Villa in Crocus Hill

CeBlue 1 Bdrm Villa with Private Pool!

IsmaelRating, 5 stars25 months ago
The place is truly wonderful, peaceful and the views of the beach, mountains and sunset are amazing. The rooms are luxurious and very clean. The pool is heated and the terrace is large and a wonderful place to relax and watch the sunset. Sherri and her team are just pleasant and wonderful.
A private pool reflects the clear blue sky, surrounded by lounge chairs. Nearby, vibrant potted plants complement the space. The villa features an outdoor lounge area visible in the background, with shaded seating under a roof structure.
Villa in West End Bay

Mangrove Villa, steps from the ocean

A modern villa features a spacious terrace and a large private pool, surrounded by a well-maintained patio. Glass doors lead to the interior, capturing views of the Caribbean Sea and bright blue sky, while tropical plants add a touch of nature.
Villa in Long Pond

White Cedar Villa- (Anguilla)

A spacious king bed with light linens and decorative pillows is positioned against a textured wall. Glass doors open to a deck offering ocean views, while a lamp stands beside the bed. Natural light fills the room, enhancing the tranquil environment.
Villa in Crocus Bay

CeBlue- 2 Bedroom Villa- Beach Club & Concierge

A spacious outdoor area features a private pool surrounded by sun loungers. Elegant arches frame the patio, while potted plants add splashes of color. The two-story structure showcases large glass doors, providing easy access to the inviting outdoor space.
Villa in Little Harbour

Bouvardia Estate - Villa’s With Pools & Amenities

Villa rentals with a pool

Superhost
A spacious outdoor patio is showcased, featuring four wooden bar stools positioned under a covered area. A panoramic view of neighboring islands is visible in the distance, framed by lush greenery and a clear sky.
Villa in South Hill Village
4.77 out of 5 average rating, 35 reviews

Sea caps villas

MagdaRating, 5 stars3 months ago
Great calm place to stay with a beautiful view on Saint Martin island. Euston is very friendly and apartment has got everything you need.
Superhost
The exterior of the villa showcases a white stucco façade with elegant archways on the upper balcony. Lush tropical landscaping surrounds the building, featuring a variety of green plants and colorful flowers. Natural light reflects off the glass windows, enhancing the inviting atmosphere.
Villa in AI
4.88 out of 5 average rating, 33 reviews

Villa Amor Overlooking the Ocean

KrisRating, 5 stars23 months ago
We had our most wonderful stay yet at Villa Amor. Everything was perfect - we can’t wait for our next visit. Rose is the BEST and the pride she takes in Villa Amor is obvious everywhere you look. This is such a special place to our family, thank you so, so much for sharing it with us.
An outdoor seating area is presented with two comfortable gray sofas and a matching coffee table. A small plant decorates the table while natural light filters through the surrounding greenery, creating a serene atmosphere. Architectural details include vertical slats that enhance privacy.
Villa in Cedar Village
4.67 out of 5 average rating, 3 reviews

Villa Vista Mer

DesireeRating, 5 stars28 months ago
Beautiful place! Albert was an amazing host. I would definitely book this place again. The beds were comfortable. The kitchen was well stocked . The bathrooms were beautiful and clean. I highly recommend this place. It won’t disappoint.
Top guest favorite
A private pool is surrounded by landscaped gardens, with a sun lounger positioned nearby. The pool's clear blue water reflects the bright sky and surrounding greenery, creating a serene outdoor space for relaxation.
Villa in Blowing Point
5 out of 5 average rating, 13 reviews

Modern Bungalow With Pool - 3 Min Walk To Beach

LiamRating, 5 stars1 month ago
Our anniversary getaway at Breeze’s place was pure magic. From the moment we booked, Breeze made everything effortless—quick messages, spot‑on directions, and thoughtful tips that let us settle straight into vacation mode. The house itself? Even more stunning than the photos. Tucked away for total privacy, yet easy to find, it struck the perfect balance between island‑style open living and cozy comfort. The host, Breeze, truly lives up to her name—generous, responsive, and genuinely invested in making guests feel cared for. We left refreshed, grateful, and already planning our return. If you’re looking for a special hideaway that feels like you’re on a different planet, book this!
Superhost
A clear blue swimming pool is surrounded by a sunlit patio, featuring lounge chairs and vibrant greenery. In the foreground, a flowering plant adds a touch of color, while ocean views stretch into the distance under a bright sky.
Villa in Island Harbour
4.91 out of 5 average rating, 77 reviews

Villa Elegante Overlooking the Ocean

JulianneRating, 5 stars4 months ago
This one bedroom apartment has a lovely old world charm. The bed is very comfortable. The area is quiet with a couple of good restaurants within walking distance. The front balcony is a great place to relax, watch the waves roll in and drink your coffee. Rose is a wonderful host who helps out with whatever you need. I highly recommend this place.
Top guest favorite
A private pool is situated beside the ocean, surrounded by lounge chairs facing the water. The tranquil surface of the pool reflects the morning sunlight, while the Caribbean sea extends into the horizon, highlighting the serene atmosphere of the villa.
Villa in Island Harbour
5 out of 5 average rating, 41 reviews

Stunning Oceanfront Villa ~ Pool, Jacuzzi & Kayaks

MichaelRating, 5 stars2 weeks ago
We had the best time visting Arawak Beach Club! The villa was clean, had great views, and lot's of well thought out amenities If you like cooking there were spices for every type of dish you might like making. The pool was the highlight with cool waters and a spectacular view.s. Hottub was a nice bonus. Justin provided great recommendations to visit around the island and was very accommodating. We will be returning to Arawalk again one day.
Superhost
Villa in Island Harbour
4.96 out of 5 average rating, 24 reviews

Villa Romantica Overlooking the Ocean

AinsleyRating, 5 stars1 month ago
This is our second time at Rose’s place and we love it. Quiet location, pristine cleanliness, and beautiful grounds/pool. We do wish though that the hot tub was working properly. It would never fully heat up like it did the first time we visited.
Superhost
A well-maintained outdoor space is presented, featuring a serene pool bordered by elegant balustrades. The view extends towards the ocean, showcasing a blend of blue hues under a clear sky. Lush greenery is visible in the background, enhancing the overall tranquility of the setting.
Villa in Island Harbour
5 out of 5 average rating, 5 reviews

Villa Grande (Up) Overlooking the Ocean

JulieRating, 5 stars2 months ago
We had a wonderful stay and will definitely come back. The apartment is beautiful and very spacious - the view is breathtaking. The pool is lovely after a day at the beach:)

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