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    Your Guide to Luxury Villas in Jamaica

    Jamaica is one of the Caribbean’s most iconic islands, known for its golden beaches, lush mountains, reggae rhythms, and warm island spirit. Staying in one of our luxury villas in Jamaica turns that energy into a private, personalized escape.

    Our curated collection of Jamaica villas blends natural beauty with comfort and style. From Montego Bay to Discovery Bay, each villa offers privacy, space, and authentic Caribbean charm perfect for family gatherings, romantic escapes, or simply unwinding in luxury.

    Why Book a Villa in Jamaica?

    Staying in a villa offers a completely different way to experience Jamaica. Unlike hotels, these homes give you complete privacy with the added benefit of dedicated service. Many are Jamaican villas with staff, including butlers, housekeepers, and concierge support.

    The highlight is often the cuisine. With a Jamaica villa with a chef, guests enjoy personalized meals crafted with fresh, local ingredients, from island classics to fine dining under the stars. This combination of privacy, comfort, and service makes luxury villas in Jamaica one of the best ways to discover the island.

    Where to Stay in Jamaica

    From famous beaches to secluded bays and lush mountain escapes, Jamaica offers a wide variety of regions to call home during your stay. Each area has its own character and collection of luxury villas:

    • Oracabessa – A tranquil north coast retreat known for its golden coves and laid-back charm.
    • Negril – Home to the iconic Seven Mile Beach and dramatic cliffside sunsets.
    • Treasure Beach – An artistic, bohemian enclave on the south coast with quiet sands.
    • Montego Bay – A lively hub with beaches, culture, and easy international access.
    • Falmouth – Historic Georgian port town with nearby luminous lagoons.
    • Discovery Bay – Known for calm turquoise waters and luxury beachfront villas.
    • Bengal Bay – A peaceful stretch of Jamaica’s north coast, perfect for families.
    • Ocho Rios – Bustling port town surrounded by waterfalls, adventure parks, and beaches.
    • Runaway Bay – A relaxed coastal escape, with caves and golf nearby.
    • Bluefields Bay – Intimate and secluded, offering some of the island’s most private villas.
    • Blue Mountains – Cool, lush highlands famous for coffee estates and panoramic views.

    Distinctive Luxury Villas in Jamaica

    Luxury in Jamaica comes in many forms, and our villa collection reflects that diversity. From all-inclusive villas in Jamaica where every detail is handled, to wedding villas designed for once-in-a-lifetime celebrations, each property offers its own way to experience the island.

    Wherever you stay, these Jamaica villas combine privacy, comfort, and service, ensuring your getaway is as unforgettable as the island itself.

    Family Villas in Jamaica

    A villa stay is one of the best ways for families to experience the island together. With multiple bedrooms, spacious living areas, and private pools, family villas in Jamaica offer the perfect balance of connection and comfort.

    Some of our top choices for family getaways include:

    • Sunrise: A charming beachfront villa at the Tryall Club with a private sandy beach, a safe lawn for kids, and a relaxed, homey atmosphere.
    • Fortlands Point: A Discovery Bay estate with nine bedrooms, two designed for children, plus swings, slides, games, and even antique cannons to explore.
    • Whispering Waters: A luxurious waterfront villa featuring a children’s pool, Jacuzzi, and access to one of Jamaica’s most beautiful bays.

    Romantic Villas in Jamaica

    Jamaica is a breathtaking setting for couples, where golden sunsets, turquoise waters, and lush hills create the perfect backdrop for romance. Among the island’s most exclusive stays, a few luxury villas are designed especially for unforgettable moments together.

    At the Tryall Club, Legacy Villa combines colonial charm with sweeping views of Montego Bay. This elegant retreat offers intimacy and tranquility, ideal for couples looking to unwind in refined comfort surrounded by tropical gardens.

    On the south coast, Milestone Cottage offers a more secluded escape. With its cliffside plunge pool and cozy interiors, this two-bedroom hideaway creates a serene atmosphere where couples can savor sunsets over the Caribbean Sea in complete privacy.

    In Treasure Beach, Steppa stands out with its contemporary design and bohemian flair. Just steps from the sand, its open living spaces and terraces overlooking the ocean set the stage for a romantic and exclusive getaway.

    Beachfront Villas in Jamaica

    Staying in a beachfront villa in Jamaica means the Caribbean Sea is just steps from your door, with golden sands and breathtaking sunsets setting the stage for your perfect island escape. Some of our most exclusive options include:

    • Serenity by the Sea: An elegant oceanfront retreat near Montego Bay, featuring airy gazebos, high cedar ceilings, and uninterrupted views of the horizon.
    • Providence House: A sustainable luxury villa in Bluefields Bay, designed with eco-friendly touches and set directly on the calm shoreline.
    • San Michele: The largest of the Bluefields Bay villas, boasting a private island reached by footbridge and 360-degree sea and mountain views.

    Staffed Villas in Jamaica

    One of the hallmarks of luxury travel in Jamaica is the dedicated staff that comes with many villas. More than just service, these teams curate unforgettable experiences, ensuring every detail of your stay is seamless and indulgent. From butler service to private dining, Jamaica villas with a chef elevate your getaway into a truly personalized experience.

    • Rio Chico Private Estate: A breathtaking Ocho Rios estate set amid manicured gardens with private waterfalls and direct beach access. Its team of professional chefs, sous chefs, butlers, and housekeepers delivers world-class service in one of the island’s most iconic luxury settings.
    • Happy Hour: A modern masterpiece on Discovery Bay, featuring floor-to-ceiling windows, fountains, a tennis court, and a games room. The villa’s attentive staff—housekeepers, cooks, pastry chefs, and butlers—make it one of the top Jamaica villas with chef services for families and groups.
    • Malatai: A stylish beachfront villa in Ocho Rios, complete with 3,300 square feet of pristine sand, elegant décor, and a resort-like pool area. Guests are cared for by a full team, including a renowned chef, butler, housekeeper, gardener, and laundress.

    Luxury Villa Rentals in Jamaica FAQ

    Where is Jamaica located?

    Jamaica is an island nation in the Caribbean Sea, about 90 miles south of Cuba and 600 miles south of Florida. It is one of the most popular Caribbean destinations, known for its beaches, music, and vibrant culture.

    Is Jamaica in the Caribbean?

    Yes, Jamaica is part of the Caribbean and is the third-largest island in the region, celebrated for its tropical landscapes and luxury villas.

    Is Jamaica safe to travel to?

    Yes, Jamaica is safe for travelers, especially in popular resort areas and when staying in Jamaica villas with staff. As in any destination, basic precautions—like avoiding isolated areas at night—are recommended.

    Do you need a passport to go to Jamaica?

    Yes, all visitors need a valid passport to enter Jamaica. Depending on your nationality, you may also need a visa for longer stays, so check entry requirements before you travel.

    Is the Jamaica C5 (Immigration/Customs) form mandatory?

    Yes. All passengers arriving in Jamaica must complete and submit the Electronic Passenger Declaration (C5) form before arrival. This mandatory form combines the Customs and Immigration processes and can be completed online at the Official C5 Portal.

    What language is spoken in Jamaica?

    The official language is English, though many Jamaicans also speak Patois, a local Creole dialect widely used in everyday life.

    When is hurricane season in Jamaica?

    Hurricane season in Jamaica runs from June to November, with the peak risk usually between August and October. Many visitors still travel during this time, but the winter months are drier and more popular.

    When is the rainy season in Jamaica?

    Jamaica’s rainy season occurs from May to June and again in September and October. Showers are usually brief and followed by sunshine.

    What’s the weather in Jamaica?

    Jamaica's weather is tropical year-round, with average daytime highs between 27°C and 32°C (80–90°F). The dry season, from December to April, is considered the best time to visit.

    When is the best time to visit Jamaica?

    The best time to visit Jamaica is from mid-December through April, when the weather is warm and dry—perfect for enjoying beaches and luxury villas.

    What time is it in Jamaica right now?

    Jamaica is in the Eastern Standard Time (EST) zone and does not observe daylight saving time. This means it is usually the same time as New York in winter and one hour behind in summer.

    What is Jamaica known for?

    Jamaica is famous for reggae music, jerk cuisine, rum, Blue Mountain coffee, and breathtaking beaches. It’s also known for its warm hospitality and luxury villa rentals that offer private, personalized stays.

    Book Your Jamaica Villa with Rental Escapes

    Our Personal Concierge team personalizes your experience in Jamaica, curating every detail of your villa stay for a seamless and luxurious experience. From arranging private chefs and personalized menus to coordinating island tours, spa treatments, and sunset cruises, we ensure your time in Jamaica is as effortless as it is unforgettable.

    We’ll take care of everything—from your arrival logistics to your return home—so all you need to do is relax and enjoy the island’s pristine beaches, vibrant culture, and world-class hospitality.

    Explore our curated collection of Jamaica luxury villas and let us design the Caribbean escape you’ve been dreaming of.

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    Everywhere > Caribbean > Jamaica

    Jamaica Villas & Luxury Vacation Rentals

    Luxury Villa Rentals for 2+ people

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    DISPLAYING PROPERTIES 1 to 24 of 139
    DISPLAYING PROPERTIES 1 to 24 of 139
    1. STAY 4 NIGHTS, PAY FOR 3!
      Karma Bay - 1
      Karma Bay - 2
      Karma Bay - 3
      Karma Bay
      Tryall Club, Jamaica
      12
      6
      6
      from $2,186 / night
    2. Bougainvillea House - 1
      Bougainvillea House - 2
      Bougainvillea House - 3
      Bougainvillea House
      Tryall Club, Jamaica
      10
      5
      5
      from $2,209 / night
    3. Hummingbird House - 1
      Hummingbird House - 2
      Hummingbird House - 3
      Hummingbird House
      Tryall Club, Jamaica
      14
      7
      7
      from $2,986 / night
    4. STAY 7 NIGHTS, PAY FOR 6!
      Villa Lido - 1
      Villa Lido - 2
      Villa Lido - 3
      Villa Lido
      Old Fort Bay, Jamaica
      10
      5
      5 + ½
      from $3,000 / night
    5. Aqua Bay - 1
      Aqua Bay - 2
      Aqua Bay - 3
      Aqua Bay
      Tryall Club, Jamaica
      8
      4
      4
      from $3,358 / night
    6. STAY 7 NIGHTS, PAY FOR 6!
      Buttonwood Reef - 1
      Buttonwood Reef - 2
      Buttonwood Reef - 3
      Buttonwood Reef
      Ocho Rios, Jamaica
      16
      8
      8 + ½
      from $3,600 / night
    7. STAY 7 NIGHTS, PAY FOR 6!
      Aquamarina Villa - 1
      Aquamarina Villa - 2
      Aquamarina Villa - 3
      Aquamarina Villa
      Ocho Rios, Jamaica
      10
      5
      5 + ½
      from $4,250 / night
    8. STAY 7 NIGHTS, PAY FOR 6!
      Canoe Cove - 1
      Canoe Cove - 2
      Canoe Cove - 3
      Canoe Cove
      Ocho Rios, Jamaica
      14
      7
      8 + ½
      from $4,600 / night
    9. Sea Salt at Old Fort Bay - 1
      Sea Salt at Old Fort Bay - 2
      Sea Salt at Old Fort Bay - 3
      Sea Salt at Old Fort Bay
      Old Fort Bay, Jamaica
      18
      9
      9
      from $4,857 / night
    10. STAY 7 NIGHTS, PAY FOR 6!
      Happy Hour - 1
      Happy Hour - 2
      Happy Hour - 3
      Happy Hour
      Discovery Bay, Jamaica
      15
      7
      7 + ½
      from $5,572 / night
    11. STAY 7 NIGHTS, PAY FOR 6!
      Summertime - 1
      Summertime - 2
      Summertime - 3
      Summertime
      Silver Sands, Jamaica
      8
      4
      4
      from $500 / night
    12. Linga Awhile - 1
      Linga Awhile - 2
      Linga Awhile - 3
      Linga Awhile
      Discovery Bay, Jamaica
      6
      3
      3 + ½
      from $518 / night
    13. Terra Nova - 1
      Terra Nova - 2
      Terra Nova - 3
      Terra Nova
      Ocho Rios, Jamaica
      8
      4
      4
      from $571 / night
    14. STAY 4 NIGHTS, PAY FOR 3!
      Moments  - 1
      Moments  - 2
      Moments  - 3
      Moments
      Tryall Club, Jamaica
      4
      2
      2
      from $621 / night
    15. Sea Haven - 1
      Sea Haven - 2
      Sea Haven - 3
      Sea Haven
      Discovery Bay, Jamaica
      8
      4
      4
      from $642 / night
    16. Driftwood Villa - 1
      Driftwood Villa - 2
      Driftwood Villa - 3
      Driftwood Villa
      Silver Sands, Jamaica
      6
      3
      3
      from $650 / night
    17. Destiny on the Sea - 1
      Destiny on the Sea - 2
      Destiny on the Sea - 3
      Destiny on the Sea
      Ocho Rios, Jamaica
      8
      4
      3
      from $650 / night
    18. STAY 4 NIGHTS, PAY FOR 3!
      Legacy Villa - 1
      Legacy Villa - 2
      Legacy Villa - 3
      Legacy Villa
      Tryall Club, Jamaica
      4
      2
      2
      from $683 / night
    19. Poinciana - 1
      Poinciana - 2
      Poinciana - 3
      Poinciana
      Tryall Club, Jamaica
      4
      2
      2
      from $743 / night
    20. Kotch - 1
      Kotch - 2
      Kotch - 3
      Kotch
      Treasure Beach, Jamaica
      10
      5
      5
      from $750 / night
    21. Little Palm - 1
      Little Palm - 2
      Little Palm - 3
      Little Palm
      Tryall Club, Jamaica
      4
      2
      2
      from $751 / night
    22. Bee Happy - 1
      Bee Happy - 2
      Bee Happy - 3
      Bee Happy
      Tryall Club, Jamaica
      4
      2
      2
      from $760 / night
    23. Cliffside Cottage - 1
      Cliffside Cottage - 2
      Cliffside Cottage - 3
      Cliffside Cottage
      Montego Bay, Jamaica
      10
      5
      5
      from $785 / night
    24. Moonshine - 1
      Moonshine - 2
      Moonshine - 3
      Moonshine
      Silver Sands, Jamaica
      8
      4
      4 + ½
      from $790 / night
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