Purple Pineapple Villas in the Caribbean
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Manager: Billie Jo Tyre

Accommodations: 25

Office Address: P.O. Box 305498, PMB 314, St. Thomas, VI 00803

Telephone/Fax: 305-731-2089

Activities/Attractions: Visit the website and view the detailed information on each island.

  • Anegada has miles of isolated white beaches lining the northern and western shores and hosts hundreds of shipwrecks, creating unlimited potential for divers
  • Jost Van Dyke is a quaint, happy, friendly little island. Life in Jost Van Dyke is slow and one long island-style happy hour and beach bars attracting yachters from many island and lands
  • St. Barthelemy, a volcanic land mass of only 8 square miles, was discovered by Christopher Columbus in 1493 and was named after his brother Bartolomeo. In 1673 the island became a part of France and a part of the government of Guadeloupe
  • Saint Martin is truly unique. It shares a 37 square mile island with Saint Maarten, which is part of the Netherlands Antilles
  • St. John is the smallest and least densely populated of the three U.S. Virgin Islands
  • The British Virgin Islands (BVI) are made up of four larger and 32 smaller islands. The total area of the BVI is 59 square miles. The British Virgin Islands lie to the north east of the U.S.V.I. and about 60 miles east of Puerto Rico
  • Virgin Gorda is about one-half the size of Tortola and its terrain is mountainous, flat and dry, named "Fat Virgin" by Columbus

"Well, what can I say. The Cottages at Cane Garden Bay were perfect. They were clean and comfortable. Being tucked away in the palm grove away from the traffic and yet very close to the beach made this an ideal location. We enjoyed just sitting on the porch, so much so, that we sometimes had to force ourselves to go see some of the other sights on the island. The cottages had everything we needed - fully equipped kitchen - grill - CD player (with an alarm for those times we needed to get up early) comfortable bed - big shower. What more can I say - wonderful accommodations and perfect location."

"I just wanted you and Cheryl to know that I absolutely loved staying in Apple Bay ... everything was just perfect - the accommodations, the people, etc., and thank you very much. I had no idea there was so much surf in the BVI ... a couple of times when I looked out at the surfers and big waves I thought I was home in Los Angeles! Anyway, a great time was had by all, and I can't wait until next year!"


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Purple Pineapple Caribbean


"Breeze Haven is wonderfully laid out for a large group and nicely located so that provisioning isn't difficult. Tiano is a treasure, graceful, airy & commodious. Combined w. Captains House it was ideal for our large group. Both locales had spectacular views & were well supplied and cared for."

"Absolutely spectacular! Adagio epitomizes luxurious, understated elegance. One of my favourite features were the outdoor showers on private terraces with wonderful views of the beach and the water. The layout of the house is great for large groups but always maintaining privacy and seclusion. One of the most memorable weeks ever!"

General Information: Purple Pineapple offers a wide selection of Luxury Caribbean Villas and budget villa rentals. Our entire staff lives in the Caribbean and can offer great first hand advice for all of your travel needs. We help you search for your dream Caribbean vacation by Island, Price, Bedroom, Arrival, Departure, and number of quests. We offer a wide selection of Luxury Caribbean Villas and budget villa rentals in:

  • British Virgin Islands
  • US Virgin Islands
  • St. Martin
  • St. Barth's
  • Grenada
  • Tortola
  • Virgin Gorda
  • Jost Van Dyke
  • St. John
  • St. Thomas
  • Anegada

Please do not hesitate to let us now if you don't see what you are looking for in our web site, we will be happy to find the perfect accommodation for your needs.

Payment Accepted: Visa, MasterCard.

Rates: (Prices quoted in US Dollars)

Contact Billie Jo for all current rates on all villas.


"We wish to thank you again. Our stay at surf song was excellent. It exceeded my expectations and I've been visiting the BVI for over 25 years. Everything was first class from Hertz meeting us at airport to our stay at surf song. Minine is an absolute gem of a person we fell in love with her and her property. Very peaceful and quiet and very very beautiful and very first class. One thing I might suggest. If someone needs to rent a boat for cruising around for a day to snorkel or to visit outlying beaches or sight see I recommend Mickey at Jollymon boat rentals at Fat Hog bay. We have used his services before as well as this trip and it makes the vacation that much more. I rate Surf Song 10+ and Jollymon boat rentals 10+ and Billie Jo 10+ . You can use or quote us for recommendations on surf song. Anyone who stays there will love it. Thanks again and we will be repeat clients Possibly again next summer."

"We truly had the most incredible, memorable time at the Big Apple on Tortola . Not only were Cheryl and her team at the Purple Pineapple impeccable hosts, but also welcomed us as family onto their island and went out of their way to make our stay just wonderful. We plan to go back many times!"

"I just wanted to say "thank you" for helping me and my new wife plan a terrific honeymoon! We just got back yesterday from our 10-day stay on Virgin Gorda, and the villa Serendipity was perfect for us - everything we expected and more! Also, your service was exceptional throughout the entire process of selecting and booking a villa, and I greatly appreciate everything you did for us. We will certainly recommend the Purple Pineapple to everyone we know, and we also look forward to renting a villa through your company again in the future. Thanks so much."