Request dates

Rates & Reservations

Use our calendar below to check availability, calculate cost (before any promotions) and send us your date request. Your reservation is confirmed once you have signed our rental agreement and we have received your deposit. Availability can change at any time. Contact us for dates further out in the future.

Rates & Policies

Season
Dates
Min. Nights
Nightly Rate (in USD)
Special Offers
High Season
Jan 5 through Apr 30, 2025
4
$2950
SPECIAL OFFER!
Apr 4 through Apr 26, 2025
5
$2360
New bookings of 5 nights or more
Low Season
May 1 through Nov 21, 2025
4
$1900
High Season
Nov 22 through Dec 19, 2025
4
$2950
Festive Season
Dec 20, 2025 through Jan 5, 2026
14 preferred
$6150
Fewer nights case by case, contact us.
High Season
Jan 6 through Apr 30, 2026
4
$2950
Low Season
May 1 through Nov 19, 2026
4
$1900
High Season
Nov 20 through Dec 17, 2026
4
$2950
Festive Season
Dec 18, 2026 through Jan 4, 2027
14 preferred
$6150
Fewer nights case by case, contact us.

RATES: Rates are per night in US dollars. TAXES: Additional 13% GST and 5% staff/concierge charge. DEPOSIT: 50% deposit at time of booking, with full payment due by Oct. 1 for Dec. stay dates and 60 days prior to arrival for other dates. Payment by wire/ACH preferred. MC/VISA or PayPal can be used with surcharge. OPTIONAL SERVICES: Chef, grocery stocking and guest-selected services may be subject to additional charge. PETS: No pets (contact us regarding service animals). CANCELLATIONS: Festive and High Seasons: Full refund if cancelled 60 days or more before reserved arrival date. For Festive Season, no refund for cancellations after 60 days prior to reserved arrival date. For High Season, 50% refund if cancelled 30 to 59 days before reserved arrival date, otherwise no refund. Low Season: Full refund if cancelled 14 days or more before reserved arrival date or 50% refund if cancelled 7 to 13 days before reserved arrival date, otherwise no refund. Cancellation policies subject to change at any time and may vary by channel through which you book. Please refer to your rental agreement or channel policies.

Imported 0 bookings

Request your dates

Calendar is loading…

Instructions

Select your preferred dates on the calendar to calculate pricing. To request your dates, complete the form along with any additional details. We will respond within 24 hours to confirm availability. Reservations are not booked until we receive a signed contract (which we will provide to you) and your deposit.

Dates
… – … (… nights)
Cost
$0
$0
$0
  
  

 

  • 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!

  • Villa Alegria outshines everything else we’ve seen.

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

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

  • 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.

  • 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.

  • 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!

  • Definitely would do it again!!

  • 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.
  • The people made the difference. Hostess Latoya and Chef Cyril were fantastic. We had a great time. Thank you.

  • 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.

  • 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.

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

  • We thoroughly enjoyed our stay. Thank you for sharing your home with us!
  • Villa Alegria exceeded our expectations in every way! Neil, Barbara, Michelle and Angie rock!!
  • 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.

  • 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!

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

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

  • 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.

  • 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!

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

  • 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.

  • The renting experience has been amazing. All questions were answered quickly and clearly. Neil, Barbara, Michelle, and Angie were the very best!!

  • Super helpful staff and beautiful home. The team couldn’t do enough for us. Thanks so much.
  • Amazing home!!! This house is better than it’s online pictures and Anguilla beaches are some of the best we’ve been to!

  • The level of communication, professionalism, and flexibility with a last minute change, showed the level of commitment and care you have for your customers.
  • 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 will not hesitate to book Villa Alegria on a future trip and are already looking at possible dates for our next visit!

  • 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!

  • 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.

  • We were three couples and this property worked perfectly for us, we hope to go back soon. We loved Anguilla.

  • 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!

  • 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!
  • 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!

Villa FAQs

Alegria has 4 bedrooms and a media room/office. There is a super king-master on the ground floor, a second king-master  in a guest house off the main terrace and a third king-master on the second floor. The fourth bedroom has two full-size beds that accommodate adults or children. All bedrooms have ensuite baths. The media room serves as a fifth bedroom with a queen-size sofabed, door that shuts and half-bath nearby.

Alegria is stocked with all of the essentials you’ll need. Our housekeeper cleans for you.

Below are examples. If you have a specific request you don’t see here, just ask. We may already have it or can arrange to purchase or rent on your behalf.

-Fresh linens and towels, including beach towels and tablecloths.

-Kitchen items: dishes, coffee/espresso maker, microwave, toaster,teapot, blender, pots and pans, utensils, glassware, dishes, baking pans, dish soap/towels, trash bags, paper towels, laundry detergent, cleansers, cooking oils, spices and more.

-Bathroom supplies: shampoo, conditioner, body lotion, soap/body wash, toilet paper, hairdryers, robes for your use during the stay

-Beach and pool supplies: portable beach chairs, beach towels, pool noodles/floats, cooler, beach volley ball and badminton and bean bag game. We have a few sets of snorkeling equipment and more can be rented and delivered to the villa.

-Games: board games, giant jenga and connect 4 and poker set.

-Tech: Wifi, flat-screen TVs, ipod docking station, sound system, DVDs and books.

-Ironing board and iron

-Gym equpment: yoga mats and hand weights, in addition to the larger equipment.

Beautiful Sandy Point Beach is just a 60-second walk down a paved footpath. Chances are you’ll have this stretch of soft sand all to yourselves. You can swim and snorkel and we have beach chairs, sand toys, beach volleyball and bean bag games available. Rendezvous Bay and Meads Bay Beaches are just a 10-minute car or taxi ride away and all beaches in Anguilla are open to everyone.

US appliances do not need an electrical adaptor. Outlets are the same as in the US, 110 volts.

Alegria is a 3-minute drive from Blowing Point Ferry Terminal and a 10- to 15-minute taxi ride or drive from Anguilla’s airport.

We are happy to provide a complimentary crib, baby monitor and high chair.  Our concierge can arrange rental of other kid gear and equipment through KidzKare Anguilla. KidzKare also offers childcare and children’s camps and activities.

Beach towels and portable beach chairs are provided. We have beach volleyball, bean bags/cornhole, board games, several sets of snorkeling equipment and pool noodles for your use at the villa and beach. Paddle-boards, kayaks and additional snorkeling equipment can be rented through our concierge and delivered to Alegria. Just let us know what you need.

We offer complimentary Wifi at the villa and it is the highest quality of service offered by our island provider. Service is typically dependable, but may fluctuate due to weather, the vendor, or other circumstances outside our control.

Our housekeeper will provide fresh linens and towels throughout your stay. For your personal laundry, you may use the washer and dryer at Alegria. Our housekeeper can also do your personal laundry for you.

We allow intimate weddings for 30 or fewer people at Villa Alegria. Wedding and event services are additional charge. We can recommend venues for larger parties. If you are getting married elsewhere on island, consider booking Villa Alegria as you island homebase.

Yes. Alegria has zoned air conditioning and ceiling fans in the interior rooms, including the bedrooms and bathrooms. Alegria’s open air spaces enjoy a constant, light Caribbean breeze.

If Villa Alegria isn’t available for your preferred dates, check availability at our Meads Bay Beach resort, Tranquility Beach Anguilla.

We are always adding new ways to increase guest comfort and protect our beautiful island. Villa Alegria has implemented the following eco-friendly elements and practices:

  • Solar
  • Gray water recycling
  • Energy-efficient light switches
  • LED bulbs
  • Drinking water dispenser to refill water bottles
  • Water-efficient toilets
  • Gardens and green spaces
  • Bed linen change upon request

Villa Alegria has an outdoor kitchen area with Viking professional gas grill that you are welcome to enjoy. Our concierge can share the best places to get your favorite meats, fresh fish and seafood, as well as do the shopping for you (cost of goods + small shopping fee). Or have her arrange a private chef to grill up a feast for you while you enjoy the sunset and a glass of wine.

Villa Alegria is the ultimate family vacation villa. Owners Neil and Wendy custom built Alegria with their family in mind and their children and grandchildren love spending time at Alegria.  The oceanfront pool is one of the largest private pools on island and stocked with pool noodles. Interior and exterior spaces flow into each other so you can be in the kitchen and see the pool or hang out in the living room while someone else reads a book on the terrace or soaks in the hot tub. Every bedroom has its own bathroom. Unlike a hotel, having separate bedrooms means parents can put the little ones to bed and stay up enjoying their evening. The media room is a great place for some downtime and a movie after a day in the sun. Having a kitchen means even the pickiest eaters will have access to their favorite snacks. Sandy Point Beach is just a 60-second walk down a paved path, which makes it easy to head back to the villa for a nap and guests often comment how perfect the calm water and sandy beach is for all ages.