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Doubloon Villa (US$2950/week) is a comfortable four-bedroom villa with a small pool and deck overlooking the beach on Calabash Bay. One of the area's premier properties, Doubloon amenities include private baths, a well-equipped kitchen, air-conditioning, complimentary Wi-Fi and three full-time staff members.
Blue Marlin is a four-bedroom beachfront villa on Great Pedro Bay, the eastern most of a string of coves together known as Treasure Beach. Blue Marlin sits adjacent to Coquina, a three-bedroom villa that can be rented together for larger groups.
Kouros (from US$580 nightly) is a four-bedroom villa built in the whitewashed style of Greek island homes on a bluff overlooking the sea. The villa has three terraces with sea views and a large outdoor space by the infinity pool and palapa for alfresco dining. Inside, the polished cement floors are etched with wistful spirals and tribalesque markings.
Scotch on the Rocks (Pineapple Grove, just east of the junction of Main St. and the Ocho Rios bypass) is one of Jamaica's top five villas in terms of elegance, luxury, and an all-permeating sense of class, while still remaining unpretentious and full of vibes.
Green Castle Estate Great House (US$3,200/3,600 weekly low/high season, for up to four people, inclusive of meals, or US$3,600/4,200 low/high season for up to six with meals) is the fanciest accommodation you're likely to find between Port Maria and Port Antonio. While a weekly rental is preferred, it is also possible to rent a room at the Estate House for as little as three nights (US$260 d.
Good Hope Carriage House (US$5500/US$7000 low/high, plus 10/15% gratuity) is a six-bedroom villa at Good Hope Plantation offering luxurious accommodations at the center of a working citrus plantation where Chukka Caribbean offers a number of tours.
Goat Hill is one of the most over-the-top gorgeous villa properties in the greater Montego Bay area, and likely boasts the best view of the city itself. With only three bedrooms sleeping a total of six, the villa is perfect for intimate retreats with a few sets of couples.
Cool Shade (USD 400 for up to eight guests in four bedrooms) is a charming, quaint English countryside-style cottage in the misty cloud forest just up the road from the Twyman's Old Tavern Coffee Estate and a short walk from Holywell National Park. This is an ideal spot for a romantic getaway or for groups of family and friends.
Villa Kelso is one of the best properties in the Duncans area with amazing views of the Caribbean, a private pool, expansive grounds and beach privileges at the private Silver Sands Beach Club (half hour by foot, five minutes by car) included, arguably the finest stretch of white sand on Jamaica's North Coast.
Bliss by the Sea (USD 390/night) is Located on one of the most pristine beaches in Treasure Beach, Jamaica, this art deco home built in the 1950s, offers breathtaking views of the Caribbean Sea and the Great Pedro Bluff. The bumpy track leading to the villa may at first appear to be somewhat rustic but it ensures peace and privacy as well as adding to the quiet charm.
