Villa Alegria Anguilla

Villa Alegria Anguilla

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Luxury 4-bedroom Anguilla Villa for rent with path to sandy beach. Pool, hot tub, gym, concierge and Just ask.

Villa Alegria Anguilla is one of British Caribbean Anguilla's most beautiful and comfortable luxury villas in one of the island's best neighborhoods. It is located on desirable Cul de Sac on the island's coveted West End and is a short drive to top restaurants, resorts, golf, tennis and spas. Designed by a team of master architects and the same designer as the Four Seasons in Nevis, the Tuscan-ins

09/07/2025

Anguilla Voted Best Island in the Caribbean by Travel + Leisure The island ranks at the top of the Prestigious 2025 World's Best Awards for the fifth time

The Valley, Anguilla, July 8, 2025 – The idyllic island of Anguilla has once again been named the Best Island in the Caribbean, Bermuda, and the Bahamas by Travel + Leisure magazine, securing the top spot in the 2025 edition of its prestigious World’s Best Awards. This marks the fifth time Anguilla has received this distinguished accolade, reaffirming its reputation as a premier destination for discerning travelers seeking natural beauty, luxury, and authentic experiences.

Each year, Travel + Leisure invites its readers of passionate travelers and experienced globetrotters to vote for their favorite destinations, hotels, and travel experiences around the world. Anguilla consistently stands out for its pristine white-sand beaches, world-class resorts, gracious island hospitality, and vibrant culinary scene.

Upon hearing about the award, Anguilla’s Minister of Health, Sports, and Tourism, Hon. Cardigan Connor, said, "This marks the fifth time Anguilla has been chosen as 'Best Island in the Caribbean' by the readers of Travel + Leisure, and we are especially honored by this recognition. On behalf of all Anguillians and our dedicated partners in the tourism industry, we extend our heartfelt thanks to everyone who voted for us.”

He continued, "I also extend my sincere thanks to the Editor-in-Chief of Travel + Leisure, Ms. Jacqui Gifford and her team for curating this exceptional global assessment and their efforts in staging the 'World's Best' survey. I commend the joint efforts of our public and private sectors, and acknowledge the contributions of Anguilla’s former Minister of Tourism, the Hon. Haydn Hughes and his team, all of whom contributed to pave the way for this achievement, because when Anguilla succeeds, it is a success we all share."

“We are deeply honored to be named Best Island in the Caribbean once again,” said Jameel Rochester, Director of Tourism at the Anguilla Tourist Board. “This recognition reflects the heart and spirit of Anguilla - our people, whose warmth, hospitality, and commitment to excellence create unforgettable experiences for every visitor. We sincerely thank the Travel + Leisure community for their ongoing support and appreciation.”

Anguilla continues to draw discerning international travelers in search of understated luxury and a warm, welcoming atmosphere. From the powdery sands of Shoal Bay to the refined elegance of Meads Bay, Anguilla offers a serene escape for those looking to unplug and immerse themselves in authentic Caribbean charm. With ongoing investments in sustainable tourism, cultural preservation, and enhanced air access, Anguilla remains true to its intimate, unspoiled character, one of its most defining qualities.

Whether you’re planning your first visit or returning to reconnect with our unique attributes, Anguilla welcomes you to experience for yourself why it continues to reign as the Best Island in the Caribbean.

24/06/2025

Swap snowflakes for sea vistas this festive season!❄️🌊Make Villa Alegria your holiday home and wake up to the best views on the island.

🎁Whether you're gathering with family or just want a peaceful escape, it's the perfect spot to celebrate in style and sunshine.☀️

27/05/2025

Another happy guest! 🥰Have you booked your Anguilla vacation? 🏖

08/03/2025

🎉Celebrating the amazing Michelle Owen-Vasilis, Angelina Frank and Barbara Owen on International Women's Day and every day! 🥰 Your expertise, passion and kindness are what makes Alegria everyone's happy place.

❤️Thank you for taking such good care of us and our guests.

Photos from Anguilla Culinary Experience's post 06/03/2025

Will we see you there?

Photos from Anguilla Culinary Experience's post 25/02/2025

This is going to be amazing! We hope you will join us!😋

18/02/2025

Because this event always sells out, this year we are offering it on both Thursday and Friday nights! Get your tickets today!🎉

The Anguilla Culinary Experience is more than just sharing a great meal, it’s creating connections that last beyond the final morsel or sip. 🔗

🍽️ On May 1st and 2nd, Guest Chefs Doug Psaltis and Hsing Chen of Chicago’s Michelin Guide-recognized Andros Taverna, trattoria Mano a Mano and Asador Bastian, one of the New York Times 25 Best Restaurants 2024, will merge their Mediterranean culinary storytelling with Veya Anguilla Chef Carrie Bogar’s cuisine of the sun at a six-hand tasting dinner at Villa Alegria.

🥂 Celebrate life with old and new friends as your chefs alternate unforgettable courses paired with the perfect wines from Grands Vins de France.

🎟️ This event always sells out, reserve your tickets now: https://anguillaculinaryexperience.com/.

Hosted by Neil & Wendy Freeman of Villa Alegria and Steve & Debbie Haines of Trophy Properties Caribbean.

📷: Zuri Wilkes Photography

Trophy Properties
Andros Taverna
Asador Bastian
Veya Restaurant
Grands Vins De France Ltd.

17/02/2025

Celebrate this year's special milestones with the people you love in the place you love.

14/02/2025

We can't wait! Get your tickets on the Anguilla Culinary Experience website!

The 4th Annual Anguilla Culinary Experience is serving up four days of flavor April 30th to May 3rd and we’ve saved you a seat! 🥂 Rub elbows with local and international chefs as you explore our island’s culture through our award-winning cuisine. Get ready for…

🎶 Seaside parties
🍽️ 4-hand chefs’ dinners
🍹 Moke rum crawl
🥄 Cooking classes
🔥 Beach BBQ
🏆 Mystery basket battles

You’ll also be helping to raise educational funds to empower Anguilla’s next generation of culinary talent. Spots are limited—Grab your tickets now! 👉 https://anguillaculinaryexperience.com/

📷: Zuri Wilkes Photography

29/11/2024

Final festive availability! Ring in the New Year in paradise. Call +1 312-907-8486 to reserve. Use your villa services credit to personalize your stay your way. Add an optional chef, massage services, childcare, watersports rentals and more. Our concierge can take care of all the details.

05/11/2024

Final Festive Availability! 5-night minimum stay over New Year's + $1,000 USD villa services credit as our gift to you! 🍾🥂 Use your gift to personalize your vacation with a relaxing massage, chef service, grocery stocking, watersports rentals, childcare and more. Our concierge can arrange it all. ☀️🌊Contact Neil at +1 312-907-8486 or [email protected] to reserve. Check in as early as Dec. 30th, 2024 and out as late as Jan. 5th, 2025. 🤿Terms and conditions apply.

Photos from Villa Alegria Anguilla's post 04/10/2024

Anguilla Culinary Experience 2025 is happening April 30th to May 3rd. 🍽 We are partnering once again with our dear friends Jerry and Chef Carrie Bogar, owners of Anguilla's Veya Restaurant, to host an evening of wine, music and fabulous food at home on the oceanfront terrace at Villa Alegria. 🍷 🎼 Chef Carrie will collaborate with a new guest chef to present a multi-course dinner celebrating the best of both their worlds. Be sure to save the dates! ACE tickets go on sale in mid-November.

📷 Zuri Wilkes Photography

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Our Story

Villa Alegria Anguilla is a luxury Anguilla villa for rent and was newly constructed by a team of master architects and designers to ensure a custom property unique to any others. Alegria is a paved one minute walk to Anguilla's beautiful Sandy Point beach, great for swimming and snorkeling.

The villa is approximately 7,000 square feet and has four (4) bedrooms - three with king size beds, and one with two full beds. Alegria sleeps eight people comfortably, but larger parties can be accommodated. The fully equipped gourmet kitchen hosts a selection of stainless steel appliances, with covered and alfresco dining areas perfect for casual and formal entertaining. Alegria
boasts an indoor, air conditioned fitness room with treadmill, eliptical trainer and Pilates equipment at your disposal.

The property is just a short drive to the Anguilla Tennis Academy and in close proximity to all of the island’s high end restaurants.

And as the sun sets, watch the Caribbean night sky unfold before your eyes from the expansive pool deck or private balconies located in each bedroom.

Influenced in design by centuries old Tuscan architecture, but with modern amenities, this charming villa offers effortless beach access with breathtaking views of the island of St. Martin.

Villa Alegria’s design blurs the line between outdoors and indoors using porticos, courtyards, outdoor baths and built-in banquets to ensure that your party is never far from the constant Caribbean breezes. The bar has been raised with regards to beachfront rental villas in Anguilla. Let Villa Alegria be a part of your Caribbean dream vacation.

“Lifting a finger” is optional as Villa Alegria is professionally managed. Let Alegria’s staff take care of your every need and whim during your stay. From entertainment to personal chefs, airport transfers to snorkel trips, we can organize everything so you don’t have to.

Amenities Include

•Property manager
•24 hour concierge services
•900 square foot, Infinity pool
•Beach access at Sandy Point beach
•Flat screen televisions in all bedrooms
•Ipod docking stations
•Wireless internet
•Fax machine
•Cordless phones
•Free calls using internet line to US and Canada
•Inside fitness room with air conditioning:
Free weights
Treadmill - Professional Precor Equipment
Elliptical trainer - Professional Precor Equipment
Yoga mats and DVD's
•Exterior showers and bathtubs
•Pool toys
•Garden fountains
•Portico with ample seating
•Professional gas BBQ
•Gazebo
•Air-conditioning in all bedrooms
•Ceiling fans throughout
•Formal dining area (inside)
•Exterior dining areas
•Professional kitchen, with stainless steel appliances
•Extra fridge for wine storage
•Ice makers
•Lounges and umbrellas at pool area
•7 days a week housekeeping
•Other services on request:

Babysitting
Personal training
Art lessons
Excursions organized
Personal chef

Need it? Just ask.

Telephone

Address


Blowing Point Village