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Villa Owners

Alegria Owners

Welcome to Villa Alegria Anguilla!

Hello! We are Neil and Wendy, the owners of Villa Alegria. We built Villa Alegria as our island dream home. After visiting Anguilla and falling in love with its peaceful, easy-going vibe, welcoming people and spectacular scenery, we knew we wanted to be able to return again and again. We put our heart and soul into creating the most special place on earth for ourselves, as well as our family, friends and guests to enjoy.

We spend a lot of time at Villa Alegria and have made close, lifelong friends on Anguilla, including many of the local chefs, tour operators and business owners around the island.

Hospitality is in our blood. In addition to Villa Alegria, we are also the co-developers and owners of beachfront Tranquility Beach Anguilla on Meads Bay Beach. We and our business partners also led the transformation of what is now The Roosevelt Hotel New Orleans after Hurricane Katrina, one of the world’s top-rated Waldorf Astoria Hotels.

Our Recommendations

Anguilla experiences we love

What We Recommend

Dining out and live music

Anguilla is a food lover’s paradise and the Culinary Capital of the Caribbean, boasting over 100 restaurants that range from beachside shacks to elegant 5-star establishments. One of our personal favorites is Jacala on Meads Bay Beach. Try the whole red snapper. Fine dining Blanchards and its casual cousin Blanchards Beach Shack are tops for us also. Another must-visit is Tasty’s, headed by our close friend Chef Dale Carty. Anguilla-born and classically-trained in France, Dale’s Marinated Conch Salad and Coconut Crusted Fish are local favorites. He runs an outdoor BBQ spot Tasty’s POV too. A trip to Anguilla isn’t complete without at least one meal at Sharky’s run by owner Chef Lowell Hodge. For a truly special dining experience, try Veya. Owned by our good friends Chef Carrie and Jerry Bogar, Veya offers a fusion of exotic flavors that they call “Cuisine of the Sun”. Or enjoy delicious small plates and craft cocktails at their Sandy Ground bistro Sandbar.  For great tacos and even better margaritas head over to Picante.

Dining in Anguilla is about more than just food; it’s an experience of our island’s culture and hospitality. That’s one of the reasons we and our friends started the annual epicurean festival, Anguilla Culinary Experience (ACE). Held each May, ACE is four days of chefs’ dinners, tastings, parties, barbeques and cooking competitions that celebrate Anguilla’s rich heritage and exceptional food.

Food in Anguilla is almost always paired with live music. We love following our favorite artists around the island, chilling at Dune Preserve or inviting musicians to perform at Villa Alegria.

Things to Do

On land and on the ocean

With 33 stunning beaches, you can enjoy everything from sunbathing to water sports like paddle boarding, kite-surfing, and banana boating. For underwater explorers, Anguilla is home to seven marine parks, making it a fantastic destination for scuba diving and snorkeling. Neil is an avid diver, and will always book a dive with Dougie of Special D Diving in Sandy Ground.

Boating, sailing, and fishing, with numerous local charter companies are available. For those who prefer land-based activities, there are plenty of hiking trails to explore.

Wendy loves to paddleboard, kayak and bike the island, and Neil is a member of the nearby Aurora Golf Club.  Whatever your interests, Anguilla has something to offer.

Spa and wellness

Leave your stress at home

As an Anguilla insider, we can tell you that the island is a haven for wellness and relaxation. After a day of sun-soaked adventure, there’s nothing quite like a soothing massage or spa treatment right here at Villa Alegria. But if you’re looking to venture out, Anguilla has a wealth of world-class spas.

  • During our stay, the experience was handled beautifully by Michelle and staff. They were available any time we had a need and executed flawlessly.

  • Villa Alegria is breathtaking!!! Great location! We were just a block from the ferry to St Martin. We could even see the island from our view in the house. Breathtaking!

  • Michelle [concierge] was helpful before hand with arranging rental cars and providing ferry information. Our initial flight was canceled and our luggage was lost on the way there but Michelle came to the rescue and gave us the name of a store where we could buy swimsuits and other necessities. Angelina, the housekeeper, came every day but Sunday and kept the house neat and clean and put fresh flowers in our bathroom. She even did laundry for us one day. Don’t hesitate to book this home – you won’t regret it!

  • Chef Tyrone was absolutely amazing and the food was perfect.

  • The layout and the floor plan of the villa is amazing with every need and desire carefully thought out.

  • It is right on the ocean, with magnificent views of the mountains of St. Martin in the distance. It has a small beach nearby (usually empty) that provides a perfect introduction to waves and sand castles for small children.

  • Definitely would do it again!!
  • Villa Alegria exceeded our expectations in every way! Neil, Barbara, Michelle and Angie rock!!

  • Villa Alegria is phenomenal!! I would give this villa 12/10 stars it’s so amazing and we are already looking to re-book our stay for next year!

  • The level of communication, professionalism, and flexibility with a last minute change, showed the level of commitment and care you have for your customers.

  • We had a wonderful trip and we have referred everyone we know. Once they saw our pictures, they were blown away! Thank you all so much for a memory of a lifetime!

  • Wonderful villa for a family vacation! It is very nicely laid out, with privacy for each couple yet lots of common spaces, indoor and outdoor, and it is beautifully appointed everywhere.

  • Villa Alegria outshines everything else we’ve seen.

  • Angelina was a great housekeeper and Barbara and Michelle were wonderful concierges – we were very well taken of and would absolutely recommend this property. Hopefully, we will be visiting again in the near future.

  • The concierge service was great at helping set up everything so the trip was absolutely seamless. The villa is large, spacious and even more beautiful than the pictures. The view is priceless!

  • We are so enjoying Villa Alegria, the house is lovely, Michelle and Angelline fabulous and we feel very at home. We would love to arrange to come back again next year.

  • We were three couples and this property worked perfectly for us, we hope to go back soon. We loved Anguilla.
  • The house was perfect for our getaway with three other couples. The bedrooms were spaced out perfectly so that everyone had their privacy but there were also plenty of spaces to gather together. The house was also perfect for privacy from neighbors.

  • Absolutely spectacular from start to finish! We spent four wonderful nights at Villa Alegria with four couples and everything was absolutely spectacular!

  • Michelle the Villa Manager was excellent, always on hand if we had any questions. We also had a housekeeper who was spectacular, always there if we needed anything without being intrusive.

  • We thoroughly enjoyed our stay. Thank you for sharing your home with us!

  • Huge shoutout to Michelle for letting me know that my friend left his credit card and going above and beyond to bring it to the terminal before the boat left!!! Talk about service.

  • The renting experience has been amazing. All questions were answered quickly and clearly. Neil, Barbara, Michelle, and Angie were the very best!!
  • Our family of 6 had an absolutely wonderful week. The house is breathtaking; Angelina keeps it superbly clean and is very helpful with any questions/needs. The view is breathtaking from the pool and hot tub, bedrooms, porch, kitchen. You can’t go wrong!
  • We had a wonderful stay at Villa Alegria!! The house was amazing and just as described/pictured in the listing. The beds were extremely comfortable and all the linens were top quality. We felt so pampered and would not hesitate to return!

  • Super helpful staff and beautiful home. The team couldn’t do enough for us. Thanks so much.

  • Our kids all had great time in the huge pool and going down to the beach. The staff was amazingly helpful and very nice. The location and views are superb!
  • Fantastic stay at a gorgeous property! Can’t say enough about our wonderful stay here- the pictures are super accurate and the outside space is phenomenal.

  • “Fantastic! We cannot recommend this villa highly enough, it had all of the amenities you could ever desire and was simply stunning.

  • I had a wonderful time at this property! Everyone was super friendly! We brought a group of 8 to celebrate my girlfriend’s 30th and it was amazing!

  • We can’t imagine coming back to Anguilla and not staying at Villa Alegria!! And we will definitely be back!

  • There was plenty of space to accommodate everyone comfortably. The pool is sooo big and beautiful. The housekeeping staff was working very hard every day. The built in speakers by the infinity pool were such a great touch.
  • Amazing home!!! This house is better than it’s online pictures and Anguilla beaches are some of the best we’ve been to!
  • The people made the difference. Hostess Latoya and Chef Cyril were fantastic. We had a great time. Thank you.

  • We will not hesitate to book Villa Alegria on a future trip and are already looking at possible dates for our next visit!

  • We had an amazing experience staying at Villa Alegria. From the first point of contact with Christina and Neil to the personal attention of Michelle and staff, we were exceptionally pleased and well taken care of.

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