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Jamaica Villas

1–20 of 74 villas From 705

  • Calypso Shores

    Calypso Shores special Located in a lovely California-style residential neighborhood named Lagoons, Calypso Shores is …

    4 bedrooms
    in Jamaica
    from $705/night

  • Calypso

    Calypso special Calypso is a charming open-air 4 bedroom villa adjacent to the 16th fairway of the championship …

    4 bedrooms
    in Tryall
    from $707/night

  • Riverlot Gardens

    Riverlot Gardens special Riverlot Gardens is a newly decorated four-bedroom villa situated in one of the most heavenly …

    4 bedrooms
    in Tryall
    from $707/night

  • Blue Bird at Tryall

    Blue Bird at Tryall special Bluebird is located on the 2,200 acre Tryall Club. Among the most beautiful golf courses in …

    4 bedrooms
    in Tryall
    from $708/night

  • Eve Song

    Eve Song This beautifully appointed 4 bedroom villa offers magnificent views of Tryall Club’s golf …

    4 bedrooms
    in Tryall
    from $708/night

  • MaMoura

    MaMoura special This 4 bedroom villa is a wonderful example of circular and octagonal design taking full …

    4 bedrooms
    in Tryall
    from $708/night

  • Sunrise

    Sunrise Right at the water’s edge, Sunrise, a superior, 4 bedroom villa looks out over a private …

    4 bedrooms
    in Montego Bay
    from $708/night

  • Tradewinds

    Tradewinds Tradewinds, a beautifully appointed 4 bedroom villa sits in an exclusive location right on the …

    4 bedrooms
    in Tryall
    from $708/night

  • Randolins

    Randolins Randolins is a charming four-bedroom beach house set on two acres of waterfront.

    4 bedrooms
    in Tryall
    from $710/night

  • Reef House

    Reef House special You approach Reef House, a deluxe 4 bedroom villa located on the grounds of the Tryall Club, …

    4 bedrooms
    in Tryall
    from $710/night

  • Summertime

    Summertime SUMMERTIME, a 6 bedroom villa has a breathtaking setting: five sunny acres of landscaped …

    6 bedrooms
    in Montego Bay
    from $714/night

  • Pavilion

    Pavilion special Pavilion is an exquisite 5 bedroom villa privately located at the end of a cul-de-sac with …

    5 bedrooms
    in Montego Bay
    from $714/night

  • Scotch on the Rocks

    Scotch on the Rocks Scotch on the Rocks is a turquoise colored, 4 bedroom house overlooking a beautiful bay in Ocho Rios.

    5 bedrooms
    in Ocho Rios
    from $715/night

  • Beach House

    Beach House Its prize location is a beachfront acre on a lovely calm body of water. Lovers of water sports …

    4 bedrooms
    in Jamaica
    from $734/night

  • Fairway Manor

    Fairway Manor special Fairway Manor is a 5,600-square-foot private, 7 bedroom villa overlooking the famous Half Moon …

    7 bedrooms
    in Montego Bay
    from $750/night

  • Serenity at Tryall

    Serenity at Tryall special The three-bedroom villa Serenity sits high on Copperwood Ridge, surrounded with landscaped …

    3 bedrooms
    in Tryall
    from $750/night

  • Tranquility

    Tranquility special True to its name, Tranquillity,a 6 bedroom villa is a place for relaxing into the calm ambiance …

    6 bedrooms
    in Jamaica
    from $786/night

  • Coo Yah at Tryall Club

    Coo Yah at Tryall Club Coo Yah is a beautiful private 4 bedroom home with a long view of the velvet fairway rolling …

    4 bedrooms
    in Tryall
    from $786/night

  • Hanover House

    Hanover House special Hanover House, a 7 bedroom villa is among the most grand and architecturally distinctive …

    7 bedrooms
    in Montego Bay
    from $800/night

  • Calabash Bay at Jakes Hotel

    Calabash Bay at Jakes Hotel Unpretentious and welcoming, Calabash Bay exudes genuine, relaxed, Jamaican hospitality with …

    6 bedrooms
    in Jamaica
    from $800/night

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