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Bedrooms 4
Half Baths1
Space 7,000 sq ft
Property type villa
Minimum Stay 4 - 7 nights


About the property

Paved beach path, St. Martin views, gym, pool/spa, concierge, guest house, AC!

Villa Alegria, located near Blowing Point and Anguilla's desirable West End, is one of the Caribbean's most beautiful and comfortable beachfront villas with stunning views of the sea and mountains of St. Martin. Unlike most Anguilla villas, this 4+ bedroom/4.5 bath luxury home offers truly effortless beach access down a short paved footpath. You can move easily between the villa and the sugar sands of Sandy Point Beach for swimming and snorkeling.

Tuscan-inspired, but with all the modern comforts, Villa Alegria was constructed in 2008 and appointed by the same designer who decorated the Four Seasons Hotel on the island of Nevis, and is professionally managed for your comfort. The villa blurs the line between outdoors and indoors, using porticos, courtyards, outdoor baths to ensure you are never far from the stunning ocean views and light Caribbean breeze.

Villa Alegria is packed with amenities including an expansive oceanfront terrace with large infinity pool, jetted Jacuzzi and resort-like loungers; air-conditioned indoor gym; chef's kitchen with premium appliances; formal dining room; alfresco dining areas; professional outdoor gas grill; indoor and outdoor living spaces; media room with flat-screen TV and sofa-bed (5th bedroom); master-quality bedrooms with ensuite baths; air conditioning; WIFI and more!

While at Alegria, lifting a finger is optional. Our concierge helps you plan your trip, greets you at the villa and is on-call throughout your stay. Daily housekeeping is included and our concierge can arrange optional services for you such as a private chef, grocery/wine stocking, childcare, local cell phones and in-villa massages.

Serene Air-Conditioned Bedrooms with Ensuite Baths...

The spacious villa has four master-quality bedrooms. Alegria sleeps 10 people easily, but larger parties can be accommodated with cribs and rollaways. Every bedroom has its own adjoining full bathroom and private patio or balcony, and a spectacular ocean view. There is also a half bath for the main living area/media room, as well as decadent outdoor baths and showers.

-Main Floor Supermaster -- king bed, ensuite bath with shower, indoor tub and private outdoor Jacuzzi.

-Main Floor Guest House -- king bed, ensuite bath with indoor and outdoor shower. Located adjacent to the main villa in its own structure with a private terrace. Ideal for couples who want more privacy, grandparents, or any staff you bring on vacation with you.

-Second Floor King Suite -- king bed, ensuite bath with shower, private oceanfront balcony.

-Second Floor Guest Suite -- two full-sized beds, ensuite bath with shower and tub combo and private oceanfront balcony.

-There is also an air conditioned media room with a comfortable queen sofa-bed that can be used as a fifth bedroom.

Short Drive to Golf, Tennis and More...

The property is just a short drive to the Anguilla Tennis Academy and Cuisinart Golf Course, as well as the Cuisinart, Viceroy, Cap Juluca and Auberge Malliouhana Resorts. Boat rentals, scuba and snorkeling are available nearby in Sandy Ground. And Villa Alegria is close to Anguilla's many gourmet restaurants including Veya, Blanchard's Beach Shack, Tasty’s, Straw Hat, Jacala, AXA Seafood and Barrell Stay.

Everything You Need, All in One Beautiful Place:

•Property Manager

•24 hour on-call concierge services

•900 square foot, Infinity pool with adjacent jacuzzi

•Paved walkway with beach access to Sandy Point Beach

•4 master-quality bedrooms with ensuite bathrooms and balconies/patios

•Media room with flat-screen TV that can be used as fifth bedroom

•Guest half bath

•Outdoor showers

•Flat-screen TVs in all bedrooms

•DVD player

•Ipod docking stations


•Fax machine

•Cordless phones (local cell phones can be arranged)

•Free calls using Internet

•Indoor private gym with air conditioning:

•Pool toys

•Garden fountains

•Portico with ample seating

•Professional gas BBQ


•Air-conditioning in all bedrooms

•Ceiling fans throughout

•Formal dining area (inside)

•Alfresco dining areas

•Professional kitchen, with stainless steel appliances and all of the necessary utensils, dishes, small appliances and equipment

•Wine cooling refrigerator

•Ice makers

•Lounges and umbrellas at pool area

•Beach/bath towels and bed linens

•Soaps, shampoos, paper goods

•Included 7 days a week housekeeping

•Other services on request include:

-Grocery/wine stocking

-Personal chef

-In-villa massages and other spa services

-Fitness/yoga instruction

-Art lessons

-Excursions/sports/activities organized

-Portable crib/high chair/roll-away beds

-Professional photographer or videographer

-Wedding and event planning/services

We are here to help make your Anguilla vacation perfect. Please don't hesitate to call us at 1-312-640-7420 to learn more about our beautiful villa, or to get answers to any questions you may have. We spend a lot of time in Anguilla and are happy to share our insights with you. We welcome you to our home!

Neil and Wendy, Villa Alegria Owners

More Details

Property Manager
Neil Freeman
Member since: 2011
Speaks english
Response time
Within a few hours
Response rate
Calendar last updated:
17 May, 2018

About Neil Freeman

Hello, we are Neil and Wendy Freeman and we are the owners of the beautiful Villa Alegria. We live in the United States, but make frequent trips to Villa Alegria to relax and recharge. Hospitality is in our blood. In addition to Villa Alegria, we are part owners in several hotels in the United States and Caribbean. We have three amazing grown children who often join us at Villa Alegria and on our travels around the world. We welcome you to our home in paradise and encourage you to give us a call. We can help with travel plans, as well as answer any questions you have about Anguilla and the surrounding islands. Neil is also an avid scuba diver and can give you the inside information on the best outfitters and dive spots!


We just bought two additional Anguilla villas. Located side-by-side, the two modern and stylish sister villas (each with 4 to 5 BR/4.5 Baths) can be rented individually or together, in order to accommodate larger parties. They are the perfect location for an extended family gathering, getaway with friends, wedding party, reunion or even a company retreat. Please call us at 312-640-7420 to learn more!

Neil Freeman purchased this villa in 2008

Why Neil Freeman chose Blowing Point

We fell in love with Anguilla and decided to build our dream island home that offered the best of everything, in the best location, with the best views. We know you will love it as much as we do.

What makes this villa unique

What makes Villa Algeria most special is the attention to detail. Every space within our Villa is designed to maximize your comfort and ensure a breath-taking view. Villa Alegria's truly effortless beach access is also unique for Anguilla villas. Many villas do not have direct access to a beach or only have craggy, uneven footpaths. We wanted to ensure our guests could easily move between the Villa and the beach to ensure they enjoyed every minute of their stay in paradise.

Guestbook comments from the manager

We are at you wonderful Villa! Everything is fine and the island beautiful.
Aug 2012
  • 1 of 2


Accommodation and facilities for this holiday villa rental in Blowing Point

Property Type:
  • villa
  • Catering available
  • Breakfast - Booking Possible
  • Lunch - Booking Possible
  • Dinner - Booking Possible
Floor Area:
  • 7000 sq ft
House Rules:
  • Max. occupancy: 10
  • children welcome
  • pets not allowed
  • non smoking only
Location Type:
  • Beach View ...
  • Beachfront ...
  • Mountain View
  • Ocean View ...
  • Oceanfront ...
  • Water View
  • Waterfront
  • Away From It All
  • Family
  • Romantic
  • Sports & Activities
  • Air Conditioning
  • Broadband Access
  • Clothes Dryer
  • Fitness Room / Equipment ...
  • Free Long Distance
  • Hair Dryer
  • Internet
  • Iron & Board
  • Linens Provided
  • Living Room ...
  • Parking ...
  • Parking Off Street
  • Telephone ...
  • Towels Provided
  • Washing Machine
  • Wireless Internet
  • Catering Available ...
  • Coffee Maker
  • Cooking Utensils
  • Dishes & Utensils
  • Dishwasher
  • Ice Maker
  • Kitchen ...
  • Microwave
  • Oven
  • Refrigerator
  • Stove
  • Toaster
  • Dining ...
  • Dining Area
  • seating for 10 people
  • 4 Bathrooms
  • 1 Half Bath
  • Bathroom 1 -
    Bathroom 2 -
    Bathroom 3 -
    Bathroom 4 -
    Bathroom 5 - Half bath for general living area use/media room
  • The bedrooms' adjoining bathrooms offer either a tub/shower combo, shower and whirlpool tub, or shower only. Half-bath is for the general living area/media room guests use. There are also several outdoor showers, including a convenient beach access shower.
  • 4 Bedrooms, Sleeps 10
  • Bedroom Double - 2 double bed
    Bedroom King - 1 extra lg. double bed
    Bedroom King - 1 extra lg. double bed
    Bedroom King - 1 extra lg. double bed
    Media Room - 1 sofa bed/futon
  • All of our bedrooms are master quality with one 'super-master' bedroom. Each bedroom has its own adjoining bathroom and private balcony/patio. There is also a media room with a pull-out sofa bed that can be used as a fifth bedroom. Villa sleeps 10 comfortably, but more can be accommodated. Just ask the owner.
  • DVD Player
  • Satellite / Cable
  • Stereo
  • Television ...
  • Balcony ...
  • Boat ...
  • Deck / Patio ...
  • Gazebo ...
  • Golf ...
  • Lanai / Gazebo ...
  • Outdoor Grill
  • Outdoor Grill Gas
  • patio
  • Veranda / Loggia ...
  • Tennis ...
  • veranda
  • wooden decking
Pool / Spa:
  • Hot Tub ...
  • Private Pool ...
Onsite Services:
  • Concierge
  • Massage
  • Private Chef
  • botanical garden
  • churches
  • health/beauty spa
  • marina
  • reefs
  • restaurants
Leisure Activities:
  • beachcombing
  • bird watching
  • boating
  • horse riding
  • photography
  • scenic drives
  • shelling
  • shopping
  • sight seeing
  • walking
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • fitness centre
  • groceries
  • hospital
  • laundrette - serviced
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • deepsea fishing
  • fishing
  • golf
  • hiking
  • jet skiing
  • kayaking
  • mountain biking
  • parasailing
  • sailing
  • diving
  • snorkelling
  • snorkeling/diving
  • swimming
  • tennis
  • wind-surfing
Please give us a call at 312-640-7420 to discuss how Villa Alegria can be your home-base for your perfect island vacation. Neil and Wendy Freeman Villa Alegria's Owners


5/5 -
(2 traveller reviews)

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average rating of 5.0 based on 4 reviews

"This place was heaven on earth."

  • 5 of 5

This home, Villa Alegria, in Blowing Point, Anguilla, BWI, was absolutely, positively all that we wanted and thought it would be plus more. From our first entrance into this lovely, well-appointed villa, we were never disappointed. Angela and staff were there to greet us with snacks and drinks with a warm and friendly welcome. We were made to feel right at home. We spent much time on the patio, around the kitchen island, in the pool and hot tub and were amazed with the most awesome views. The open air villa was the best of the outdoors, inside. We did not get hot at all. Air conditioners in our rooms worked great and kept all cool at night. We went to the beach down a short path and saw the dolphins next door. A few of us snorkled and the water was gorgeous! We hired Chef Hodge for our first night's meal and he did not disappoint. He was so good that we hired him to come back later in the week. It was so nice to stay in and let him and his team come in and cook for us. The kitchen was well equipped for him and for us.

We did explore the island...went to the Straw Hat for dinner and that was exceptional. We chartered a catamaran, Chocolat with Captain Ron, which took us to Little Bay where we snorkeled and then to Prickly Pear where we enjoyed the sun and fresh food. We took in the sights at Festiva del Mar where we had excellent conch fritters and enjoyed our rum punches with the locals. Renting ATV's were a highlight as well as we explored the island and spent a beach day on Shoals Bay East at Gwen's Reggae Grill. This beach was so beautiful and Gwen's place was welcoming and friendly. Of course, we have to give a shout out to Elvis' beach bar at Sandy Ground. We visited there several times. This was a very friendly place and the drinks were amazing, especially the "love me tender" drink. Elvis and Brett were very friendly and quite entertaining as well. Cuisinart Spa at Rendezvous Bay was amazing and the beach was absolutely breathtaking to the point of tears for me. I have never experienced a beach this beautiful. while there, we spent a little time at Dunes Preserve, where we listened to the music of Bankie Banx, a legendary Reggae singer. This place was unique, friendly, and fun.

Thank you Neil and Wendy Freeman for renting out your amazing home. My time in Anguilla was too short, but will never be forgotten and was the BEST way to spend my 50th birthday. I hope to make it back someday.

  • Review Submitted: 30/06/2017
  • Date of Stay: April 2017
  • Source: HomeAway
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1 0

Incredible stay in Villa Alegria!

  • 5 of 5

We spent four wonderful nights at Villa Alegria with four couples and everything was absolutely spectacular! 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! During our stay we chartered a private boat for the day which was incredible and a must do. We ate out at Tasty's and Smokey's and both were great. The best meal by far was hiring a private chef to prepare dinner at the villa. Chef Dale is an artist and does not disappoint! We will not hesitate to book Villa Alegria on a future trip and are already looking at possible dates for our next visit!

  • Review Submitted: 16/11/2015
  • Date of Stay: October 2015
  • Source: HomeAway
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5 0


Nearest Airport
5 Miles
Lloyd Airport (AXA): 10 minutes by car
Nearest Golf
3 Miles
Cuisinart Golf Resort: 7 minutes by car
Car: recommended

As Villa Alegria's owners, we've had the privilege of spending a lot of time in beautiful Anguilla where there is something for everyone. Whether you are a couple looking for a romantic escape, a family on vacation or a group of friends gathering together in paradise, Anguilla has much to offer. Please give us a call at 1-312-640-7420 and tell us what you like to do, and what type of vacation experience you desire. We'll share our firsthand experience, tips and advice for how to customize your visit to ensure you have the perfect stay. And once you are at Villa Alegria, our concierge Michelle will gladly assist you with anything you need, including booking travel services or excursions, or arranging for in-villa massages, private chef service or childcare.

Anguilla is the northern most Leeward Island in the Caribbean chain and synonymous with white sand beaches and crystal clear waters. This British Overseas Territory is 15 miles long and 3 miles wide with a population of 13,000. The official language spoken in Anguilla is English, however, throughout the island you will hear many versions of the Anguillian dialect, always friendly and always helpful. Our currency is the Eastern Caribbean Dollar, but the US dollar is widely accepted.

Beautiful beaches, friendly people and exquisite cuisine are the foundation that this exclusive destination was built on. Anguilla is a perfect choice for your Caribbean holiday, catering to travelers with different needs for their vacation. Anguilla is home to a Greg Norman designed championship golf course and the new, state-of-the-art Anguilla Tennis Academy. The island hosts over thirty-three beaches to suit every traveler, some of which are still very secluded and romantic and others that offer restaurants, water sports and activities. You can also fill your day with visits to art galleries, museums, spas or experience the thrill of horseback riding. Sailing, fishing, diving and snorkeling for every age group and every experience level await you. Or simply enjoy the pleasures of relaxing in the warmth of the sun. The island offers relaxation or activity in any dosage you desire.

All major cities and airlines fly to the island of St. Maarten (SXM). Anguilla is an 8-minute flight or 20-minute boat ride from the airport. You can take a scheduled boat or private charter direct from the airport to Anguilla for between $30 and $60 per person, or take a taxi to Marigot on the French side of the island and board the public ferry to Anguilla for $20 per person. Villa Alegria is just a quick drive from the Blowing Point Ferry.

You can also transfer in St. Maarten and fly to Anguilla's Lloyd Airport (AXA).This option tends to be more expensive than traveling by boat. Or, fly to San Juan, Puerto Rico and fly directly to Anguilla's Lloyd Airport (AXA). Private jets, such as NetJet are also an option to Anguilla.

We look forward to assisting you.


Neil and Wendy Freeman,

Villa Alegria's Owners


Rates & Availability

Rental Rates for this holiday villa in Blowing Point

Rental Basis:
per property
Manager accepts payment in:
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly Event
Low Season
1 May 2018 - 17 Nov 2018
4 night minimum stay
Middle Season
18 Nov 2018 - 30 Nov 2018
4 night minimum stay
High Season
1 Dec 2018 - 14 Dec 2018
7 night minimum stay
Holiday Season
15 Dec 2018 - 6 Jan 2019
7 night minimum stay
Middle Season
7 Jan 2019 - 31 Jan 2019
4 night minimum stay
High Season
1 Feb 2019 - 31 Mar 2019
4 night minimum stay
Middle Season
1 Apr 2019 - 30 Apr 2019
4 night minimum stay
Low Season
1 May 2019 - 15 Nov 2019
4 night minimum stay
Middle Season
16 Nov 2019 - 30 Nov 2019
4 night minimum stay
High Season
1 Dec 2019 - 21 Dec 2019
7 night minimum stay
Holiday Season
22 Dec 2019 - 6 Jan 2020
7 night minimum stay
My Standard Rate
4 night minimum stay

Additional information about rental rates

Subject to availability. Reservations not confirmed until deposit is received.
Tax shown here includes 10% tax and 5% staff/concierge gratuity
Rate subject to change without notice.
See website for cancellation policy or contact owner.

Manager's Cancellation Policy

Please ask the manager or check their rental agreement when booking the property.
Contact Manager