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Gorgeous 3 BR Villa with Spectacular Views of Crook's Bay Virgin Gorda

Bedrooms 3
Half Baths1
Space 3,000 sq. ft.
Property type villa
Minimum Stay 5 - 7 nights


About the property

Calypso Villa is a 3 bedroom, 3.5 bathroom, home that can sleep 6-8 guests.

*** PLEASE NOTE - VRBO has reduced our listing's quality score because we do not use their booking engine to respond to new inquiries. We do however respond to all inquiries in a timely manner and if you decide to stay at Calypso Villa we will be sure to take good care of you!

Calypso Villa is a 3 bedroom, 3.5 bathroom house featuring large interiors and spacious outdoor decks and patios. Perfectly situated on a multi-acre gated-property Calypso Villa offers our guests a beautiful and private setting with panoramic ocean views.

Calypso Villa is located in an exclusive residential area in the Valley, Virgin Gorda and is a 150-yard walk to Crook's Bay beach. The villa is ideally located less than 5 minutes drive from a dozen restaurants, the Virgin Gorda Yacht Harbor, the Virgin Gorda airport, all of the island's grocery stores and half-dozen world-class beaches including The Baths, Devils Bay, Spring Bay and Valley Trunk. Calypso’s location is ideal for enjoying the very best of Virgin Gorda.

Calypso Villa was designed and situated to take advantage of the prevailing trade winds and to maximize the expansive views of the Caribbean sea. This thoughtful design provides numerous shady porches where guests can escape the midday heat. Alternatively, the pool deck is the ideal spot for fun in the sun.

Calypso Villa’s living space is divided into two pavilions. Housed in the first pavilion is the villa’s great room. This expansive space with soaring cathedral ceilings includes the villa’s kitchen, living room, and dining room. The villa's great room features expansive walls of collapsible glass doors that maximize the views and allow for the very best in Caribbean indoor-outdoor living.

Calypso villa has a fully equipped chef's kitchen with granite countertops and stainless steel appliances. The house also has a Weber bbq and a charcoal grill. There are three options for dining including an indoor dining table with service for 8, a teak table, on the pool deck, with service for 8, and a smaller teak table, with service for 4, on the covered porch.

The villa’s second pavilion houses three spacious bedrooms each with an ensuite bathroom. The master bedroom features a king sized bed, a private outdoor shower, a private sitting porch, cable tv, air conditioning, a mini fridge, and a ceiling fan.

Down a ½ flight of stairs and directly below the master bedroom are two additional bedrooms connected by a short interior hallway. The first bedroom on this level features a king sized bed, a private outdoor shower, a private sitting porch, cable tv, air conditioning, and a ceiling fan. The second guest bedroom features two queen sized beds and a foldaway cot. This bedroom can sleep two adults or up to four children and gives our guests lots of flexibility on sleeping arrangements. Like the other bedrooms, this one is equipped with air conditioning, a ceiling fan, and cable tv.

Calypso Villa is surrounded by lush gardens filled with flowers and tropical vegetation. The property contains numerous fruit trees including Lime, Mango and Papaya.

Additional amenities include beach chairs, yoga mats, board games, video games, a movie library, books, and bathrobes. It is easy to see why Calypso Villa has become one of the Virgin Gorda's favorite destinations.

Contact our managers at Villas Virgin Gorda to plan your perfect Caribbean vacation.

More Details

Property Manager
Christi Maddox
Member since: 2009
Speaks: english
Response time:
Within 12 hours
Response rate:
Calendar last updated:
March 17, 2017

About Christi Maddox

Carol and I built this house after 20 years of visiting Virgin Gorda and the BVI. We kept coming back through the years and all the things we liked about Virgin Gorda never changed. No traffic lights, no high rise hotels, just beautiful beaches, beautiful views and friendly people. Our two boys, Sam and Will (now 14 and 12) always love to come to the house, except now we think they are starting to think about coming without us !!

Christi Maddox purchased this villa in 2009

Why Christi Maddox chose British Virgin Islands

The house was built on this location to capture the spectacular southern views of Round Rock, Fallen Jerusalem and Ginger Island together with the easterly trade winds that flow through the house, making the air conditioning a rare requirement. Virgin Gorda is not a resort - it is a real island where people live real lives and enjoy the beautiful surroundings. Our villa was built to blend in to that culture - not to stand out. We hope you enjoy it and the beautiful island as much as we do.

What makes this villa unique

Calypso Villa is perfectly located for a vacation. The house is in a private community tucked away from the tourists but just a few minutes away to all the beautiful beaches. We are also very convenient to the best grocery shopping and island restaurants for your nutritional needs. We have a wonderful concierge service that will meet you when you arrive on the island and introduce you to the villa. They will also provide you with any help you may request during your holiday.


Virgin Gorda Villa Accommodation and Amenities

Property Type:
  • villa
  • Guests provide their own meals
  • Housekeeper Included
Floor Area:
  • 3000 sq. ft.
  • 2 stories
House Rules:
  • Max. occupancy: 8
  • Children welcome ...
  • Parties/events not allowed
  • Pets not allowed
Location Type:
  • Ocean View
  • Away From It All
  • Family
  • Romantic
  • Air Conditioning
  • Broadband Access
  • Clothes Dryer ...
  • 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
  • Pantry Items
  • Refrigerator
  • Stove
  • Toaster
  • Dining Area
  • seating for 8 people
  • 3 Bathrooms
  • 1 Half Bath
  • Bathroom 1 -
    Bathroom 2 -
    Bathroom 3 -
  • 3 Bedrooms, Sleeps 8
  • King size beds (1), Queen size Beds (1) 2 Queen Beds in 3rd Bedroom, Twin or Single Beds (1) Rollaway
  • Books
  • DVD Player
  • Games
  • Satellite / Cable
  • Stereo
  • Television
  • Toys
  • Video Game Console
  • Video Games
  • Video Library ...
  • Balcony ...
  • Deck / Patio ...
  • Lanai / Gazebo
  • Outdoor Grill
  • wheelchair accessible ...
Pool / Spa:
  • Private Pool
Onsite Services:
  • Concierge
  • churches
  • health/beauty spa
  • marina
  • restaurants
  • ruins
Leisure Activities:
  • beachcombing
  • bird watching
  • boating
  • miniature golf
  • paddle boating
  • photography
  • scenic drives
  • shelling
  • sight seeing
  • walking
  • wildlife viewing
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • fitness center
  • groceries
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • deepsea fishing
  • kayaking
  • rock climbing
  • sailing
  • snorkeling/diving
  • swimming
  • tennis
  • wind-surfing
DAILY MAID SERVICE, outdoor Showers in two of the bedrooms, board games, beach umbrella, beach chairs, beach toys, safe


Wonderful! 4.9/5 -
(22 traveler reviews)

Gorgeous 3 BR Villa with Spectacular Views of Crook's Bay Virgin Gorda
average rating of 4.8636365 based on 22 reviews
Boston, MA

Nicest House I've Ever Stayed In. Period.

  • 5 of 5

Just got home from a weeklong stay at Calypso with two other couples and the depression is already beginning to set in. Thought I'd stave it off by going back to VRBO to relive the experience through the pictures, which don't even begin to do the property justice. You legitimately can't capture the view that this place has with a camera.

We had high expectations going in, and Calypso far exceeded all of them. The house was clearly very well thought out, from the layout of the pool/open kitchen/patio which afford absolutely stunning views of Crooks Bay and the Jerusalem Islands, to the finer details like the teak furniture, manual mahogany blinds, and luxurious bedding. There is simply nothing to not rave about. While we loved every minute we spent exploring the breathtaking islands, we equally loved our relaxing time at home where we were comfortably able to lounge, swim, read, grill and catch up with friends.

Irma was a great host - she picked us up at the airport with our rental car waiting and even stocked the fridge with beer and water. She made it clear that she was available at anytime to answer any questions or problems, and the one or two times we called her, she answered on the first ring. She even gave us a heads up the night before we left that Sunshine Air (or as the locals call it, "Sometimes Air") had changed our departure time the next morning - we wouldn't have known otherwise.

As a side note, yes, the property has scorpions, the same way that our house has spiders - they are tiny, rarely seen and completely harmless. It's Virgin Gorda, scorpions live there. I don't go to Maine and complain about the moose.

We'll definitely be going back.

  • Submitted: Nov 29, 2014
  • Stayed: Nov 2014
  • Source: VRBO, from HomeAway
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4 0
Tulsa, OK


  • 5 of 5

I have traveled to many island getaways and resorts over the years and I can honestly say that Calypso Villa has by far been the best vacation I have ever taken. From waking up and having coffee on the open air terrace to laying by the pool at night looking at the amazing show of stars in the sky...every day was perfect in the BVIs. We did not need much from Howard, the property manager, because everything was provided for us in the Villa but when we had a question, Howard was prompt and extremely helpful. The property itself was beyond reproach. Every part was clean and well-maintained and had everything we could possibly need, i.e., towels, beach bags, pool toys, etc. The beach that is below the villa was a highlight of our trip too....we learned that we love to search for the beautiful sea glass found there. My family and I will definitely return to Calypso and we would highly recommend it to any and all of our friends and relatives. This island and Calypso Villa are at the top of my list for a PERFECT vacation spot.

  • Submitted: Oct 24, 2014
  • Stayed: Mar 2014
  • Source: VRBO, from HomeAway
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1 0
Houston, Texas

Favorite Place on Earth!

  • 5 of 5

My husband and I have been to Calypso Villa three times and we have brought our teenage son twice. Hands down, it is our most favorite vacation spot in the world! We travel frequently, and Calypso Villa in Virgin Gorda has it all. The accommodations are of utmost quality and comfort. There is nothing like waking up in the morning to cool ocean breezes and the relaxing sounds of waves on the beach. The three bedrooms are nicely situated to provide privacy for each room. The kitchen is equipped for a gourmet cook. The living areas, both inside and outside, are comfortable and have amazing views of the ocean. One of my favorite times of the day is early morning. I loved waking up, making coffee, curling up on a couch in the outside living area, and quietly soaking up the sights and sounds.

Of course, our time in and around the island have provided a lifetime of family memories. Some of our favorite activities have been visits to the most beautiful beaches; boating to Jost Van Dyke and swimming from the boat to Soggy Dollar Bar; taking the ferry to Anagada for fresh lobster; hiking through The Baths; and snorkeling in the clear waters of the BVI's. One of our son's favorite memories is the night we turned off all the lights by the pool and and watched the stars and told stories. The property managers, Howard and Irma, were extremely attentive and helpful. Calypso Villa in Virgin Gorda will see our family again in the future!!!

  • Submitted: Oct 23, 2014
  • Stayed: Mar 2014
  • Source: VRBO, from HomeAway
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Cheers to the Calypso Villa!

  • 5 of 5

The Calypso Villa is a beautiful property with amazing views of the ocean & property gardens. The pleasant trade winds comforted us during our week long stay. The property was meticulously maintained & catered to all our daily needs. Property managers Howard & Irma organized & planned our Island hoping cruise, it was second to none! Our party of 6 give Calypso Villa the highest ratings and hope to return soon!

  • Submitted: Oct 22, 2014
  • Stayed: Sep 2014
  • Source: VRBO, from HomeAway
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1 0
Houston, TX

Best Vacation Villa in the World

  • 5 of 5

I have had the pleasure to stay at Calypso Villa on three occasions with each providing an incredible time for my family. Howard and Irma were both friendly and attentive on all of my visits providing some great local information on the island. When you walk up to the villa you truly feel like you are on your own island paradise. I can be fairly demanding at times but Howard was always there to take care of all of my questions with a great attitude. The Villa is very family friendly. The Villa was extremely clean and the grounds were so beautiful to look at. My family took advantage of all of the beaches on the island along with day trips to several islands. I would highly recommend this Villa to anyone. It is by far my favorite place to vacation in the world. I am so thankful that I was to find a place to bring my family and friends like Calypso Villa.

  • Submitted: Oct 20, 2014
  • Stayed: Oct 2013
  • Source: VRBO, from HomeAway
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Scorpions and poor customer service

  • 2 of 5

The property is lovely with professional gardens and the pool is wonderful. The kitchen was well stocked with all the comforts of home. Fridge was stocked with some supplies. The upper main bedroom has a balcony with great ocean view. This bedroom is air conditioned but the living areas are "open" (no walls but folding doors can be shut.) It was a very hot time of year during our visit and the air conditioner struggled. Asked the manager, Howard, for a fan but no luck. Found scorpions in and right outside the bedroom door each and every day during our stay. The housekeeper was even stung one day while we were there. I contacted Howard about the need for a fan and later about the scorpions but found him mostly unresponsive to issues during our stay. Howard told me the property was sprayed for bugs regularly and did not offer to address the scorpion issue at all. He also said he didn't have a fan available. Prior to arrival Howard was very helpful. However, once we arrived he didn't help with anything. The house and property are lovely although I could only recommend this property only under different manager and better pest control!

  • Submitted: Sep 19, 2014
  • Stayed: Oct 2013
  • Source: VRBO, from HomeAway
Owner's Response: Dear Melissa and Gail, Thank you for the very nice compliments about the house, pool and garden at Calypso. However, I am disappointed you had a sub par on site experience with Howard our property manager. Howard and Irma have been managing Calypso since 2009 and have received consistently great reviews from our guests for the past 5 years. Carol and I have been to the property many times before and since your visit and have never had the problems you guys had last October. I am sorry for that. We are very diligent in trying to keep the tropical wildlife at bay and maintain a full program of monthly treatments/pest control. For those few no breeze days on Virgin Gorda we now have a great portable floor fan for all the living areas upstairs in addition to the four ceiling fans. We would love for you to return to Calypso one day and give us another chance. We pride ourselves in maintaining a perfect 5 star grade for the past 5 years. Best Regards, John and Carol (Owners)
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2 3


Nearest Airport
1.5 Miles
Virgin Gorda (VIJ)
Nearest Barpub
1.5 Miles
Rock Cafe
Nearest Ferry
2 Miles
Spanish Town, Virgin Gorda
Nearest Restaurant
1.5 Miles
Coco Maya
Nearest Beach
150 Metres
Crook's Bay, Virgin Gorda


Rates & Availability

Virgin Gorda Villa Rental Rates

Rental Basis:
per property
Manager accepts payment in:
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly Event
Low Season (1-2 People)
May 1 2017 - Dec 14 2017
5 night minimum stay
Notes: Rates are based on 2 guests; add $50 per night, per additional guest
Holiday Season (1-6 People)
Dec 15 2017 - Jan 5 2018
7 night minimum stay
High Season (1-2 people)
Jan 6 2018 - Apr 30 2018
5 night minimum stay
Notes: Rates are based on 2 guests; add $50 per night, per additional guest

Additional information about rental rates

Tax Rate 10.0%

The above rates are based on 1-2 guests. See below for pricing for larger groups.

High Season: January 5th - April 30th

$800.00/Night - 1 to 2 People
$900.00/Night - 3 to 4 People
$1000.00/Night 5 to 6 People

Low Season: May 1st - December 14th

$600.00/Night - 1 to 2 People
$700.00/Night - 3 to 4 People
$800.00/Night - 5 to 6 People

Holiday Season: December 15th - January 4th

$1300.00/Night - 1 to 6 People

* Rates are exclusive of 7% government tax.

High Season Rates (January 5 - April 30):

$800/night (1-2 people)

$900/night (3-4 people)

$1000/night (5-6 people)

Low Season Rates (May 1 - December 14):

$600/night (1-2 people)

$700/night (3-4 people)

$800/night (5-6 people)

Holiday Rates (December 15 - January 4):

$1300/night (1-6 people)

Manager's Cancellation Policy

  • 50% refund if canceled at least 30 days before arrival date.
  • 100% refund if canceled at least 60 days before arrival date.
Enter dates for accurate pricing
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