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    Found 62 Jamaican holiday homes for rent

    Apartment • 18 People • 7 8 pool wifi
    $ 9,821 USD • € 8,401 EUR
    From
    $
    1,572,501 JMD /night
    Min Stay 1 night

    Jamaica, Jamaica 

    $ 1,572,501 JMD /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    Blue - Green Oasis


    Paradise awaits at this stunning Montego Bay escape. With design we normally see within the pages of magazines, this home is sure to impress even the most discerning travellers. It offers stunning views of the Caribbean Sea, which can be admired from the private infinity pool, the alfresco dining area, and the elegant indoor-outdoor lounge. The villa comes with staff including a chef, so you won’t need to lift a finger during your stay– all you’ll have to do is bask in the beauty of this breathtaking Jamaican villa, and perhaps play a round of golf or two at the nearby club. *There’s free parking here. *Your host can provide a travel cot for little ones. *There’s an office here with a desk and printer. *The games room can accommodate up to six children thanks to a Murphy bunk bed and two sofa beds. *This home is staffed with butlers, a chef, and a housekeeper. There’s also a 24/7 private security patrol. *The minimum rental age here ...More Details


    • Booked Available
    Room • 2 People • 1 1 wifi
    $ 44 USD • € 38 EUR
    From
    $
    7,000 JMD /night
    Min Stay 3 nights

    Sandy-Bay, Jamaica 

    $ 7,000 JMD /Night (minimum stay 3 nights)
  • WiFi

    Estate Home - FREE AIRPORT PICK-UP


    Features:  •  TV   •   Barbecue   •   Internet Access   •   Smoke Alarm   •   Garden   •   Parking Estate Home, is truly a typical, traditional home away from home. This is the perfect setting one would want to be in, instead of a Hotel. Estate Home, is located in a quiet and safe neighborhood, with adequate free parking. This apartment is fully equipped with just about everything one need on their vacation. We stand ready, to assist you, should you need more. Yes, you have your own privacy and private space. On opening the front door of your apartment, you are greeted with a picturesque scenery, one that is truly breath taking. There, you have the option to sit back, relax, and enjoy nature or lay on reclining chairs, to enjoy the sun and chill. This acronym is a perfect and true one of E...More Details


    • Booked Available
    Room • 3 People • 1 1 wifi
    $ 96 USD • € 82 EUR
    From
    $
    15,349 JMD /night
    Min Stay 2 nights

    Negril, Jamaica 

    $ 15,349 JMD /Night (minimum stay 2 nights)
  • WiFi

    Villa $500/wk few steps to beach


    Features:  •  TV   •   Internet Access   •   Laundry   •   Garden   •   Swimming Pool   •   Parking Located on Norman Manley Blvd, Negril hip strip, directly across the street from Negril's famous 7 miles white sand beach. Access to the beach right across the street just a few steps away. We are located in the center of all the annual events that take place in negril, and within walking distance to all of Negril's hot spots, Duty free stores, ATM, Margaritaville restaurant and beach, Dance clubs, live beach entertainments and other night life. In addition, Cool Runnings water Park is the largest water park in Jamaica, it is located 5 minutes away via taxi, there are activities and events being held there numerous times of the year. You can get around town safely by taxie, you can get one a...More Details


    • Booked Available
    Room • 2 People • 1 1 wifi
    $ 28 USD • € 24 EUR
    From
    $
    4,500 JMD /night
    Min Stay 1 night

    Montego-Bay, Jamaica 

    $ 4,500 JMD /Night (minimum stay 1 night)
  • WiFi

    Apartment 12 minutes from the ocean


    Features:  •  TV   •   Patio   •   Internet Access   •   Laundry   •   Garden   •   Parking I'm a single male living in a 2.5 bedroom, upstairs a two floor house. Located in the Lush hills of Pitfour, Montego Bay, Jamaica. I'm 13 minutes drive from the sky blue Caribbean sea, bordered with fine white sand. My colorful kitchen is open to its dining and living space. The half room is separated by thick curtain drapes. Unlocking the doors to the guestroom your immediately surrounded by walls of art. Comes with a closet and the bathroom also comes with hot water. My back yard is open to multiple fruit trees Herbs and spices at your disposal. The community don't have allot of people walking around but all are friendly easy going neighbors. Transportation can be available upon request or the loc...More Details


    • Booked Available
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    Room • 8 People • 4 4 wifi
    $ 65 USD • € 56 EUR
    From
    $
    10,482 JMD /night
    Min Stay 1 night

    Buff-Bay, Jamaica 

    $ 10,482 JMD /Night (minimum stay 1 night)
  • WiFi

    Fun family in beautiful Jamaica


    Features:  •  TV   •   Patio   •   Barbecue   •   Bikes for use   •   Internet Access   •   Smoke Alarm   •   Laundry   •   Games Room   •   Garden   •   Parking   •   Gym at home Large family home surrounding by cool breeze enjoying the beautiful ocean. Lots of places to visit in the beautiful countryside of Portland, Jamaica. There is nearby beaches and trips to Dunns River Falls and rafting on the Rio Grande. Have the convenience of self check in with coded locks. After booking fee is paid, reservation fee is required to be paid in full for the complete stay through PayPal. Cancellation and refunds must be requested at least 4 days prior, last minute cancellation ...More Details


    • Booked Available
    Room • 2 People • 1 1
    $ 48 USD • € 41 EUR
    From
    $
    7,500 JMD /night
    Min Stay 7 nights

    Falmouth-Trelawny, Jamaica 

    $ 7,500 JMD /Night (minimum stay 7 nights)
  • WiFi

    fun in the sun and no problem relax


    Features:  •  TV   •   Patio   •   Internet Access   •   Laundry   •   Parking I live in a gated community quiet and away from the city life and just a walk to the beach. 24 hours security and access to residents via a secured system. Non-residents need to seek permission to access. Local Amenities: Tennis Swimming Beach Library Shopping Centre Fishing Local Bus Stop Hospital Park Museum Water Sports Restaurant...More Details


    • Booked Available
    Room • 3 People • 1 1
    $ 32 USD • € 27 EUR
    From
    $
    5,054 JMD /night
    Min Stay 3 nights

    Ocho Rios, Jamaica 

    $ 5,054 JMD /Night (minimum stay 3 nights)
  • WiFi

    lake View Apartment


    Features:  •  TV   •   Internet Access   •   Laundry   •   Swimming Pool   •   Parking Your spacious room with en-suite bathroom offers comfort and style, furnished with a california king bed and a double bed. It's outfitted with air conditioning and a ceiling fan. Plus there's a spacious closet to stow away your luggage or clothes for those long stays. You'll have your own private entrance as well. Local Amenities: Swimming Beach Shopping Centre Fishing Local Bus Stop Restaurant...More Details


    • Booked Available
    Room • 1 Person • 1 1
    $ 61 USD • € 52 EUR
    From
    $
    9,733 JMD /night
    Min Stay 1 night

    Montego-Bay, Jamaica 

    $ 9,733 JMD /Night (minimum stay 1 night)
  • WiFi

    Private Getaway


    Features:  •  Internet Access   •   Laundry   •   Garden Pets at the property: Name: type:Dog lives indoor: 1 Positioned in the quiet community of irwindale, St. James, my apartment is the perfect getaway for those you want to relax and unwind. Local Amenities: Local Bus Stop...More Details


    • Booked Available
    Room • 6 People • 3 3
    $ 44 USD • € 38 EUR
    From
    $
    7,113 JMD /night
    Min Stay 2 nights

    Montego-Bay, Jamaica 

    $ 7,113 JMD /Night (minimum stay 2 nights)

  • Serene Rooms


    Pets at the property: Name: type:Dog lives indoor: 1 Located in the hotel district of Montego Bay, Serene Rooms and Serene Flat are in a quiet and safe neighbourhood with easy access to attractions and excursions in neighbouring parishes. Ten to fifteen minutes to Sangster Int'l Airport and Montego Bay town center and the Hip Strip for all your fun in the sun! Serene Rooms and Flat can also be booked together for large groups. Local Amenities: Shopping Centre Fishing Local Bus Stop Hospital Golf Bowling Restaurant Airport...More Details


    • Booked Available
    Room • 3 People • 1 1
    $ 71 USD • € 61 EUR
    From
    $
    11,418 JMD /night
    Min Stay 3 nights

    Runaway-Bay, Jamaica 

    $ 11,418 JMD /Night (minimum stay 3 nights)
  • WiFi

    Sunflower Nest


    Features:  •  TV   •   Barbecue   •   Internet Access   •   Garden   •   Swimming Pool   •   Parking Pets at the property: Name: type:Cat lives indoor: 1 Lovely self contained apartment with access to pool and beautiful large mature gardens. The apartment is part of a beautiful Villa set in its own secure grounds. It is off the beaten track but within five minutes drive from the popular Runaway Bay Flavours beach and thirty minutes from the beautiful town of Ocho Rios. The property is blessed with spectacular ocean, mountain and sea view which is enhanced from the infinity pool area. Situated on the north coast of Jamaica there are many hotspots and adventures near by. The apartment sleeps up to four persons but is suitable for a couple with one to two children. There are two bedroom...More Details


    • Booked Available
    Room • 12 People • 6 4
    $ 46 USD • € 39 EUR
    From
    $
    7,300 JMD /night
    Min Stay 2 nights

    Sandy-Bay, Jamaica 

    $ 7,300 JMD /Night (minimum stay 2 nights)
  • WiFi

    Your Fabulous Home away from Home


    Features:  •  Internet Access   •   Laundry   •   Garden   •   Swimming Pool   •   Parking Our place consists of 8 bedrooms, 7 bath/showers , downstairs living and dining area measuring 32 by 16 ft , upstairs living room/lounge measures 24 by 17ft , Gazebo Bar & Restaurant ( meals cooked to Order ) measuring 47 by 14 ft full length of the House, looking into the gardens which houses a 18ft by 18ft Intek Swimming Pool. My Daughter and I Share a 2 bedroom Suite within the Expanse of Said Guesthouse as we feel that allows for a Hands-on approach in Regards to Management-Operation/Security/Smooth Machination of the Business and better Liason with the Guests/Clientele. We offer 6 bedrooms ; 2 double beds and 4 queen beds which includes a 2 bed family Suite sharing 1 bathroom. All other rooms has its own adjoining bath/...More Details


    • Booked Available
    Room • 4 People • 2 2
    $ 51 USD • € 44 EUR
    From
    $
    8,236 JMD /night
    Min Stay 2 nights

    St Andrew, Jamaica 

    $ 8,236 JMD /Night (minimum stay 2 nights)
  • WiFi

    Home away from home


    Features:  •  TV   •   Patio   •   Internet Access   •   Laundry Lovely 3 bed rooms house nestled in one of Kingston's lovelest residential areas. Family is mother and daugther who are happy to host guests who are looking for accomodation with warmth and family. Local Amenities: Library Shopping Centre Local Bus Stop Hospital Cinema Restaurant...More Details


    • Booked Available
    Room • 8 People • 4 3
    $ 76 USD • € 65 EUR
    From
    $
    12,167 JMD /night
    Min Stay 3 nights

    Negril, Jamaica 

    $ 12,167 JMD /Night (minimum stay 3 nights)
  • WiFi

    love reading homestay


    Features:  •  Internet Access Pets at the property: Name: Kaya type:Dog lives indoor: 1 My house in centrally located in the heart of Negril and I welcome you to stay! I enjoy television and cooking and have 4 Doubles room with Air Conditioning, Closet / Wardrobe, TV, Mirror, and Fridge. Steve is 43. He speaks English and Spanish and enjoys socialising, cooking, watching movies, music, gigs, festivals, learning foreign languages, television, nature, board games, car, bike racing, and science Marcia is 63. She speaks English and enjoys watching movies, music, gigs, festivals, reading, photography, socialising, travel, learning foreign languages, nature, board games, fashion design, and theatre...More Details


    • Booked Available
    Room • 6 People • 2 2
    $ 46 USD • € 39 EUR
    From
    $
    7,300 JMD /night
    Min Stay 1 night

    Montego-Bay, Jamaica 

    $ 7,300 JMD /Night (minimum stay 1 night)
  • WiFi

    Tranquility in Paradise


    Features:  •  TV   •   Patio   •   Internet Access   •   Smoke Alarm   •   Laundry   •   Garden   •   Parking Nestled in a gated community surrounded by the lush hills of Jamaica. This property is located 4 miles from the beach and all that Montego Bay has to offer. This will be your home away from home. Two bedrooms, 1 bathroom, laundry, kitchen & living room. The community is a gated one and it boasts its own security entrance to the community. The community is very quiet, most times all you hear are the sounds of nature. Local Amenities: Beach Shopping Centre Local Bus Stop Hospital Park...More Details


    • Booked Available
    Room • 2 People • 1 1
    $ 37 USD • € 32 EUR
    From
    $
    5,800 JMD /night
    Min Stay 4 nights

    Montego-Bay, Jamaica 

    $ 5,800 JMD /Night (minimum stay 4 nights)
  • WiFi

    Friendly, traveled family near city


    Features:  •  Computer   •   Patio   •   Internet Access   •   Laundry   •   Garden   •   Parking Pets at the property: Name: type:Dog lives indoor: 1 We live on a quiet street, approximately a mile overlooking the city, and 7 minutes from the airport. You can relax in the garden, read a book quietly from a rope swing, partake of mangoes, or whatever fruit is in season, and enjoy distinctive island cuisine. Although you will have your own private room and patio, you are welcome to share our spacious living room, our dining room and outdoor umbrella-covered patio. Local Amenities: Tennis Gym Swimming Beach Library Shopping Centre Horse Stables Sports Arena Fishing Local Bus Stop Hospital Park Golf Cinema Museum Water Sports Health Club Restaurant...More Details


    • Booked Available
    Room • 12 People • 5 5
    $ 62 USD • € 53 EUR
    From
    $
    9,921 JMD /night
    Min Stay 2 nights

    Montegobay, Jamaica 

    $ 9,921 JMD /Night (minimum stay 2 nights)
  • WiFi

    Montegobay Bogue heights Villa


    Features:  •  TV   •   Patio   •   Internet Access   •   Smoke Alarm   •   Smoke alarm on each floor   •   Laundry   •   Garden   •   Swimming Pool   •   Parking Our family lives in a 6becrooms 6 bathroom home near the city of Montego Bay 5 minutes to all the amenities the city has to offer. You will also get to experience the true hospitality of the Jamaican people. We offer transportation to and from the airport. 1 bedroom with 2 beds and 4 with 1 double bed. We also have a swimming pool. Panoramic view of the ocean. Very bright and spacious home. We are a Christian couple, who enjoys hosting families and friends with similar beliefs. We are looking for guests who are looking to temporarily escape the rat race of ...More Details


    • Booked Available
    Room • 2 People • 1 1
    $ 26 USD • € 22 EUR
    From
    $
    4,118 JMD /night
    Min Stay 2 nights

    Kingston, Jamaica 

    $ 4,118 JMD /Night (minimum stay 2 nights)
  • WiFi

    Enchanting 1 Bedroom w/ City View


    Features:  •  Internet Access   •   Garden Breathe in the fresh mountain air while just being 8 minutes away from bustling Kingston City. Get immersed in nature when you tuck away on this mystical hillside. Great for detoxing alone or with your significant other. Access free fruits available within arm's reach like soursop, lemons, and bananas. And if you're a hiker, the safe pathways up and down the hill are open for you to explore!...More Details


    • Booked Available
    Room • 2 People • 1 1
    $ 41 USD • € 35 EUR
    From
    $
    6,500 JMD /night
    Min Stay 3 nights

    St Andrew, Jamaica 

    $ 6,500 JMD /Night (minimum stay 3 nights)

  • Hendricks Oasis


    Welcome to our cozy home! As Jamaicans, we're passionate about music and the great outdoors, and we can't wait to share our home with travelers from around the world. Your bedroom is spacious and equipped with a comfortable queen-sized bed and ample storage space. As our guest, you'll have access to our kitchen, bathroom, and living room. Our home is located in a peaceful and serene neighborhood, surrounded by lush greenery, and just a 15-minute drive from the city center. We love exploring the great outdoors and would be happy to share our favorite spots with you. Furthermore, as a food enthusiast, I enjoy preparing local cuisine and would love to share it with you for an extra cost. As hosts, we value your privacy, but we're always here to offer advice or answer any questions you may have. We welcome guests seeking a unique and authentic local experience and look forward to hosting you Local Amenities: Gym Shopping Centre Restaurant...More Details


    • Booked Available
    Room • 2 People • 1 1
    $ 81 USD • € 69 EUR
    From
    $
    12,915 JMD /night
    Min Stay 1 night

    Kingston, Jamaica 

    $ 12,915 JMD /Night (minimum stay 1 night)
  • WiFi

    lUNA lIVING


    Features:  •  TV   •   Internet Access   •   Parking We are located in a residential enclave located just North of the New Kingston Business Hub. We are a "stone's throw" away from the Emancipation Park, the Bob Marley Museum and a full range of Dining and Entertainment options including International Food Chains and Speciality Fine Dining. Your hosts live on the other side of the property. -Its' own gate entry -Its' own door entry -Separate kitchen -Separate bathroom Our Villa offers a sense of true modern Caribbean living and is a great option for couples, solo adventurers, business travelers and families (with kids). AROUND Your Luna Living Apartment: Assorted Restaurants & Cafes (5 minutes away) - Cafes & Deli - CPJ Market - American (TGIF) - Gourmet Asian Cuisine(Chinese, Japanese) - Pastry Passions - serves up delectable cakes and pastry, cakes and other ba...More Details


    • Booked Available
    Room • 2 People • 1 1
    $ 50 USD • € 43 EUR
    From
    $
    8,049 JMD /night
    Min Stay 2 nights

    Kingston, Jamaica 

    $ 8,049 JMD /Night (minimum stay 2 nights)
  • WiFi

    New Kingston Garden Cottage


    Features:  •  Bikes for use   •   Internet Access   •   Laundry   •   Garden   •   Parking Pets at the property: Name: type:Dog lives indoor: 1 A comfortable private bedroom and bathroom situated in a cozy cottage tucked amidst a lush garden in suburban New Kingston. Highly Convenient Location! Great jump off spot in Kingston to begin exploring Jamaica. Highly convenient location. Close walking and driving proximity to shops, restaurants, bars, supermarkets, dispensaries, uk embassy, convenience stores, and nightlife including 15 minutes walk to Bob Marley Museum and 13 minutes walk to Devon House ( former home of George Steibel, the plantation owned by Jamaica's first black millionaire). Local Amenities: Shopping Centre Local Bus Stop Hospital Park...More Details


    • Booked Available
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