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Round Hill Jamaica Villas & Guestrooms

Guests at Round Hill may choose to stay in the beautiful Pineapple House, or in one of our 27 individually owned private Jamaica luxury villas – either as a complete villa with private pool and dedicated staff, or as individual villa suites ranging from Classic Villa Suites to expansive Grand Pineapple Villa Suites, many of which provide access to villa pools. Twenty-one of the villas have their own pool.

Jamaica Oceanfront Guestrooms

The Pineapple House

36 luxurious Oceanfront Rooms with Sunset Views

Renovated and designed by Ralph Lauren, all rooms evoke tropical beach living. White stone floors, romantic four poster mahogany bamboo beds and sumptuous upholstered furniture from the Ralph Lauren Home Collection add to every guest's comfort. The colour accents are white with splashes of pink and blue. The bathrooms have been enlarged and feature deep tubs, freestanding rain showers and double sink vanities by Waterworks.

The Pineapple House comprises of 36 luxurious oceanfront rooms overlooking the Caribbean Sea and the double infinity edge pool. Upstairs rooms have cathedral ceilings and large louvered windows which fold back to take full advantage of breathtaking views, and the downstairs rooms have sitting patios. Oceanfront rooms feature a blend of king and two double beds - many of which are connecting - making these a great option for families wishing to be close to the beach, pool and Pineapple Kids Club.

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Jamaica Villa Suites

Jamaica Villa Suites

Guests may rent a villa suite which is included within any of the 27 spacious private villas. Each suite has an air-conditioned bedroom and bath along with an open-air living room or verandah. Guests staying in a villa suite have use of the semi-private villa pool and the cottage housekeepers can cook a made-to-order breakfast if desired. Villa suites range in size from 1,400 square feet to 2,400 square feet and are the perfect option for guests seeking the villa experience yet not requiring a complete villa. With each villa individually designed and unique in style, guests can enjoy their privacy and still experience the luxury of villa living.

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Complete Jamaica Villas

Complete Villas

Strategically situated amongst lush tropical landscaping, Round Hill features 27 two- to six-bedroom expansive villas. Each villa features open-air living rooms and verandahs, beautiful lawns and landscaping, and magnificent westward-facing views of Round Hill Bay. Villas are individually owned and unique in style and may be rented by the day or the week, depending upon the time of year. Villas come with a dedicated staff which will cook a made-to-order breakfast every morning on request. Each villa bedroom is en-suite with its own air-conditioned bedroom and bathroom. Most villas have their own individually-designed villa pool.

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Luxurious Villas & Guestrooms

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