Name Highlight Activity Duration Price Season Destination Tranquility Villa - Port Antonio, Jamaica, W.I. - View Details Tranquility Villa - a perfect hideaway for those who want a private villa with exceptional views, great service and a casual feel...The villa is supplied with full household staff. Villa Rentals USD 229 - 258 Per day Portland Trident Castle - Port Antonio, Jamaica, W.I. - View Details This breath-taking white castle boasts over 40,000 square feet on the water, a helicopter pad, large stately pool and 8 servants! The villa is supplied with full household staff. Villa Rentals USD 4500 - 7572 Per day Portland Woodside - Port Antonio, Jamaica, W.I. - View Details Woodside is a working coffee farm and produces some of the world’s finest, the famous Blue Mountain Coffee. The villa is supplied with full household staff. Villa Rentals USD 500 Per day Portland Bahia Cottage - Runaway Bay, Jamaica, W.I. - View Details Bahia Cottage, on the beach at Runaway Bay, your passport to the beach life. The villa is supplied with full household staff. Villa Rentals USD 1000 - 1600 Per day Saint Ann Bay Watch - Runaway Bay, Jamaica, W.I. - View Details Bay Watch is a new Villa located on the white sandy beach of Runaway Bay. The villa is supplied with full household staff. Villa Rentals USD 486 - 1000 Per day Saint Ann Pimento Villa - Runaway Bay, Jamaica, W.I. - View Details Pimento is a wonderful 7 bedroom, Jamaican plantation house which sleep 14 guests in comfortable surroundings. The villa is supplied with full household staff. Villa Rentals USD 643 - 1358 Per day Saint Ann Selah - Runaway Bay, Jamaica, W.I. - View Details Incredibly beautiful, this special villa sits on the sea where the waves gently break on shallow reefs and roll in providing their own music. The villa is supplied with full household staff. Villa Rentals USD 1286 - 2572 Per day Saint Ann Siesta - Runaway Bay, Jamaica, W.I. - View Details A spacious beach-front retreat on the fabulous, powdery-white, mile-long Runaway Bay beach. The villa is supplied with full household staff. Villa Rentals USD 586 - 1143 Per day Saint Ann Spanish Cove - Runaway Bay, Jamaica, W.I. - View Details Spanish Cove is a lovely 4 bedroom 4 bathroom villa found in Runaway Bay. The villa is supplied with full household staff. Villa Rentals USD 358 Per day Saint Ann Sun Spot - Runaway Bay, Jamaica, W.I. - View Details Escape to this private villa on the sugary white sands of the Caribbean Sea. The villa is supplied with full household staff. Villa Rentals USD 500 - 700 Per day Saint Ann Sweet Spot - Runaway Bay, Jamaica, W.I. - View Details This exquisite, deluxe villa is ideally situated on Runaway Bay, beside the Breezes Golf and Tennis Resort. The villa is supplied with full household staff. Villa Rentals USD 1058 - 2843 Per day Saint Ann Bolt House - Oracabessa, Jamaica, W.I. - View Details Bolt House is nestled on a hill overlooking Port Maria's beautiful blue harbour on the island of Jamaica. The villa is supplied with full household staff. Villa Rentals USD 1500 - 4100 Per day Saint Mary Golden Clouds Estate - Oracabessa, Jamaica, W.I. - View Details It is situated on one of Jamaica's best natural reefs for unforgettable swimming, snorkeling and diving in the blue-green waters of the Caribbean. The villa is supplied with full household staff. Villa Rentals USD 1100 - 2672 Per day Saint Mary Ayasso - Silver Sands, Jamaica, W.I. - View Details Ayasso Villa is a spacious four bedroom, four bathroom, comfortable family holiday home. Large pool and deck, ideal for sun worshipers. The villa is supplied with full household staff. Villa Rentals USD 181 - 500 Per day Trelawny Blue Moon - Silver Sands, Jamaica, W.I. - View Details Blue Moon is a recently constructed five bedroom, five bathroom sprawling villa, sitting on a hill overlooking the gorgeous Caribbean Sea...The villa is supplied with full household staff. Villa Rentals USD 429 - 600 Per day Trelawny Cannon Cottage - Silver Sands, Jamaica, W.I. - View Details A spacious 2 bedroom en suite villa with its tropical colors, distinctive art work and furnishings that are tasteful, stylish and one of a kind. The villa is supplied with full household staff. Villa Rentals USD 229 - 350 Per day Trelawny Casa Espana - Silver Sands, Jamaica, W.I. - View Details Casa Espana is a spacious three bedroom, three bathroom villa within easy walking distance, or a 3 minute bicycle ride, from the courtyard. The villa is supplied with full household staff. Villa Rentals USD 243 Per day Trelawny Day-O Villa - Silver Sands, Jamaica, W.I. - View Details Day-O Villa is a luxurious family vacation home, nestled on over half an acre of professionally landscaped grounds...The villa is supplied with full household staff. Villa Rentals USD 315 - 386 Per day Trelawny Je Suis Content - Silver Sands, Jamaica, W.I. - View Details Je Suis Content is a comfortable 3 bedroom, 3 bathroom holiday home with a panoramic view of the Silver Sands Beach and the North Shore. The villa is supplied with full household staff. Villa Rentals USD 243 - 358 Per day Trelawny Kelso - Silver Sands, Jamaica, W.I. - View Details Villa Kelso has to be seen to be believed! The villa is supplied with full household staff. Villa Rentals USD 500 - 1000 Per day Trelawny La Hacienda - Silver Sands, Jamaica, W.I. - View Details La Hacienda was designed with one thing in mind and that is comfort. The villa is supplied with full household staff. Villa Rentals USD 428 - 582 Per day Trelawny Quadrille Villa - Silver Sands, Jamaica, W.I. - View Details Quadrille Villa is situated on an oceanside cliff overlooking one of the islands best beaches and offering 180-degree views of the Caribbean Sea. Villa Rentals USD 429 - 786 Per day Trelawny Windjammer - Silver Sands, Jamaica, W.I. - View Details This gorgeous villa has all the amenities you desire for that dream vacation. The villa is supplied with full household staff. Villa Rentals USD 265 - 429 Per day Trelawny Beach House Villas 10% off. - View Details - Contact Supplier From 2-3 stories Villa Rentals USD 144 - 1051 Per day Westmoreland Teresinajamaica 10% off. - View Details - Contact Supplier A unique bed and breakfast chalet. Eco lodges USD 56 - 68 Per day Jamaica previous 25 vacations  -  1  -  2  -  3  -  4  -  5  -  6  -  7  -  [ 8 ]  -  9  -  next 25 vacations