Holiday Rentals in Jamaica

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    Found 41 holiday lettings in Jamaica.
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    6 bedroom Villa for rent in Montego Bay
    Property ID: 1302057

    Greatview

    Greatview is perfectly located, just a 10 minute drive from Montego Bay's international airport and close to nearby beaches. Offering over 14,000 sqft of living space and 6 en suite bedrooms.

    TypeVilla
    Bedrooms6
    Sleeps12
    From
    $1022
    /week
    10 bedroom Villa for rent in Montego Bay
    Property ID: 1302060

    Haystack at the Tryall Club

    Haystack is the only eight-bedroom villa at the posh Tryall Club. Among the newest, its architecture defines spacious bedroom suites, a long furnished verandah perfect for dining outdoors.

    TypeVilla
    Bedrooms10
    Sleeps20
    From
    $11974
    /week
    6 bedroom Villa for rent in Montego Bay
    Property ID: 1302062

    Following Seas at the Tryall Club

    Following Seas is a marvelous private villa with the top rating of Premier. It is tastefully renovated with thoughtful comforts, amenities and stylish new bathrooms throughout.

    TypeVilla
    Bedrooms6
    Sleeps12
    From
    $2546
    /week
    4 bedroom Villa for rent in Montego Bay
    Property ID: 1302066

    Almond Hill

    Designed by Prince Kasimir Korybut in 1993.

    TypeVilla
    Bedrooms4
    Sleeps8
    From
    $5263
    /week
    5 bedroom Villa for rent in Montego Bay
    Property ID: 1302075

    Cielo at the Tryall Club

    The villa's layout in three wings and a separate cottage is marvelous for two and three generation families. Cielo is notable for not only its breathtaking views but also for its spacious bedrooms.

    TypeVilla
    Bedrooms5
    Sleeps10
    From
    $9444
    /week
    5 bedroom Villa for rent in Montego Bay
    Property ID: 1302078

    Drambuie Estate

    Built in the 1940s by the Duke of Marlborough, Drambuie Estate is a slice of old Jamaica. Today this remarkable hideaway boosts 7.

    TypeVilla
    Bedrooms5
    Sleeps10
    From
    $5263
    /week
    3 bedroom Villa for rent in Montego Bay
    Property ID: 1302088

    Goat Hill

    Goat Hill sits on a remarkable site, located specifically to benefit from the spectacular view of the Caribbean Sea and the most favorable tradewinds day and night.

    TypeVilla
    Bedrooms3
    Sleeps6
    From
    $5045
    /week
    4 bedroom Villa for rent in Montego Bay
    Property ID: 1302090

    Tradewinds at the Tryall Club

    Tradewinds is a modern family home in the beautiful city of Montego Bay.

    TypeVilla
    Bedrooms4
    Sleeps8
    From
    $8137
    /week
    5 bedroom Villa for rent in Montego Bay
    Property ID: 1302091

    Sunset on the Beach at the Tryall Club

    Sunset on the beach is a luxe contemporary home situated right in front of the gleaming Caribbean Sea and has its own private beach.

    TypeVilla
    Bedrooms5
    Sleeps10
    From
    $11766
    /week
    6 bedroom Villa for rent in Montego Bay
    Property ID: 1302095

    Pimento Hill

    Pimento Hill is a spacious private home with a legendary history.

    TypeVilla
    Bedrooms6
    Sleeps15
    From
    $5443
    /week
    6 bedroom Villa for rent in Montego Bay
    Property ID: 1302097

    Nutmeg

    A massive whole-house renovation has created this lovely vacation villa in the upscale residential neighborhood of Spring Farm just five minutes from three world-class golf courses, designer shops.

    TypeVilla
    Bedrooms6
    Sleeps12
    From
    $5935
    /week
    5 bedroom Villa for rent in Montego Bay
    Property ID: 1302102

    Noble House on the Beach

    Noble House is a unique architectural gem by the sea. Its design is a series of airy pavilions with peaked roofs, its living spaces separated by water gardens and bridges.

    TypeVilla
    Bedrooms5
    Sleeps10
    From
    $6689
    /week
    5 bedroom Villa for rent in Montego Bay
    Property ID: 1302106

    Lolita at the Tryall Club

    Lolita is a remarkable new architectural achievement: a 14,500-square-foot modern villa on a four-acre site chosen for its breathtaking view of the deep blue Caribbean Sea.

    TypeVilla
    Bedrooms5
    Sleeps10
    From
    $9444
    /week
    4 bedroom Villa for rent in Montego Bay
    Property ID: 1386771

    Calypso Shores on the Beach

    Calypso Shores is a delightful beachfront villa overlooking the Caribbean Sea. Situated on a calm lagoon, this modern holiday home sits on the luxurious residential gated community, The Lagoons.

    TypeVilla
    Bedrooms4
    Sleeps8
    From
    $5443
    /week
    6 bedroom Villa for rent in Montego Bay
    Property ID: 1386772

    Bumper's Nest at the Tryall Club

     Bumper's Nest at the Tryall Club provides an ideal, family-friendly getaway to one of the Caribbean's stellar locations, Montego Bay in Jamaica.

    TypeVilla
    Bedrooms6
    Sleeps12
    From
    $10706
    /week
    5 bedroom Villa for rent in Montego Bay
    Property ID: 1386859

    Daybreak Cottage

    If you desire a holiday where you bask in luxury, in the midst of Jamaica's exceptional Montego Bay, Daybreak Cottage is a stellar choice.

    TypeVilla
    Bedrooms5
    Sleeps10
    From
    $4154
    /week
    7 bedroom Villa for rent in Montego Bay
    Property ID: 1386860

    Endless Summer

    It's no surprise that Endless Summer has been labelled as one of the most glamorous villas in Jamaica. A deep red gate opens to a white stone path leading up to the home's entrance.

    TypeVilla
    Bedrooms7
    Sleeps14
    From
    $7710
    /week
    5 bedroom Villa for rent in Montego Bay
    Property ID: 1387573

    Hillside Villa at Round Hill

    It's no surprise that Hillside House on Round Hill has been hailed as possessing one of the most spectacular views in all of the Caribbean. The villa.

    TypeVilla
    Bedrooms5
    Sleeps10
    From
    $11540
    /week
    5 bedroom Villa for rent in Montego Bay
    Property ID: 1387574

    Knockando at Round Hill

    There is nothing more unwinding that swimming under the tropical sunshine while overlooking the Caribbean Sea. This will be one of your daily activities while staying at Knockando on Round Hill.

    TypeVilla
    Bedrooms5
    Sleeps12
    From
    $6197
    /week
    7 bedroom Villa for rent in Montego Bay
    Property ID: 1387875

    Phoenix on the Beach at Tryall

    Phoenix on the Beach is an elegantly designed home while still keeping Caribbean flair. Chocolate brown bamboo chairs sit in the huge living room with high wooden ceilings.

    TypeVilla
    Bedrooms7
    Sleeps14
    From
    $15357
    /week
    7 bedroom Villa for rent in Montego Bay
    Property ID: 1387876

    Villa at Great River

    Villa at Great River stays true to its name as the wonderful holiday home is ideal for spending hot Caribbean summers in.

    TypeVilla
    Bedrooms7
    Sleeps14
    From
    $5045
    /week
    5 bedroom Villa for rent in Montego Bay
    Property ID: 1387877

    Montego House

    Waking up in the morning to an epic view will make your holiday a fantastic experience. At Montego House, the view is one of its most outstanding features.

    TypeVilla
    Bedrooms5
    Sleeps10
    From
    $6377
    /week
    4 bedroom Villa for rent in Montego Bay
    Property ID: 1387930

    Yellowbird at the Tryall Club

    Yellowbird is a fantastic holiday home situated on the renowned and exclusive Tryall Club.

    TypeVilla
    Bedrooms4
    Sleeps8
    From
    $5262
    /week
    6 bedroom Villa for rent in Montego Bay
    Property ID: 1387931

    Sea Glass at Tryall Club

    Sea Glass at Tryall Club is a dream holiday home! The tranquil surroundings will make you feel your inner peace blossoming as you slowly forget about your worries back home.Inside.

    TypeVilla
    Bedrooms6
    Sleeps12
    From
    $8599
    /week
    5 bedroom Villa for rent in Montego Bay
    Property ID: 1399013

    Casa Cedella

    Situated in the Montego Bay, Casa Cedella provides an unforgettable experience for those wishing to enjoy the tropical paradise that is Jamaica. A perfect place to enjoy the hot Caribbean sun.

    TypeVilla
    Bedrooms5
    Sleeps12
    From
    $8158
    /week
    5 bedroom Villa for rent in Montego Bay
    Property ID: 1399016

    Tamila Lodge

    Tamila Lodge is an exclusive, fully staffed five-bedroom cottage snugly laid into an acre of a gentle hillside, originally a part of a 500-acre plantation of the famous Round Hill Estate.

    TypeVilla
    Bedrooms5
    Sleeps10
    From
    $4596
    /week
    5 bedroom Villa for rent in Montego Bay
    Property ID: 1399018

    Casa Kimona

    Built in 1956 by a member of the Dupont family and receiving renovation in 2008, the fully staffed Casa Kimona, combines luxurious modern design with touches of classic Jamaican vibrancy.

    TypeVilla
    Bedrooms5
    Sleeps10
    From
    $6377
    /week
    6 bedroom Villa for rent in Montego Bay
    Property ID: 1401120

    Karma Bay at the Tryall Club

    Karma Bay is an elegant and harmonious space and amongst one of the most stunning waterfront locations in all Jamaica. The interiors are the result of the influences of Jamaican.

    TypeVilla
    Bedrooms6
    Sleeps12
    From
    $9444
    /week
    5 bedroom Villa for rent in Montego Bay
    Property ID: 1401123

    Villa Shanise

    Unparalleled beauty and luxury await you at Villa Shanise. After a day of golf at championship standard, immaculate greens.

    TypeVilla
    Bedrooms5
    Sleeps14
    From
    $6465
    /week
    4 bedroom Villa for rent in Montego Bay
    Property ID: 1401125

    Villa Vinisha

    Villa Vinisha, named after an Indian goddess, is a dazzling home nestled on one of the most striking parts of the northern Jamaican coastline, offering immaculately executed accommodation.

    TypeVilla
    Bedrooms4
    Sleeps8
    From
    $6508
    /week
    1 bedroom House for rent in Montego Bay
    Property ID: 1401172

    Mirador Apartment at the Tryall Club

    Combining archetypal Jamaican architecture and contemporary interior design, the apartment boasts sleek and stylish confidence, coupled with an ever-present sense of authenticity. Cosy yet spacious.

    TypeHouse
    Bedrooms1
    Sleeps4
    From
    $2450
    /week
    5 bedroom Villa for rent in Montego Bay
    Property ID: 1401173

    Point of View at the Tryall Club

    Set upon the highest point of a world-class golf estate, the fully staffed, Point of View at the Tryall Club commands the majestic views that its name suggests.

    TypeVilla
    Bedrooms5
    Sleeps10
    From
    $23799
    /week
    8 bedroom Villa for rent in Montego Bay
    Property ID: 1401174

    Villa Latoria

    Elegance, luxury and paradise are the only words you will have for the stunning Villa Latoria! The fully staffed villa commands sweeping views of the Caribbean Sea and blue-green mountain range.

    TypeVilla
    Bedrooms8
    Sleeps14
    From
    $13047
    /week
    6 bedroom Villa for rent in Montego Bay
    Property ID: 1401176

    Dymond on the Coast

    Situated in an elegant neighbourhood of villas, Dymond on the Coast as its name suggests is a prized, luxury villa offering relaxation and unwinding! Perched on a peninsula off Montego Bay.

    TypeVilla
    Bedrooms6
    Sleeps12
    From
    $5935
    /week
    7 bedroom Villa for rent in Montego Bay
    Property ID: 1401456

    Villa Jamrock

    Aptly named after one of Bob Marley's songs, Villa Jamrock, is a rockstar worthy pad! This unapologetically glamorous home comprises peerless comfort.

    TypeVilla
    Bedrooms7
    Sleeps14
    From
    $7710
    /week
    5 bedroom Villa for rent in Montego Bay
    Property ID: 1401496

    Villa Delonix

    Villa Delonix is a quintessential plantation style home perched stylishly on the majestic northern coast of Jamaica, its colonial roots evident in the styling.

    TypeVilla
    Bedrooms5
    Sleeps10
    From
    $6377
    /week
    6 bedroom Villa for rent in Montego Bay
    Property ID: 1401539

    Windrush at the Tryall Club

    Windrush at the Tryall Club is an entirely renovated luxury villa, which is beautifully situated on five acres of lush gardens and the offers utterly stunning views of the Carribean Sea.

    TypeVilla
    Bedrooms6
    Sleeps12
    From
    $17041
    /week
    6 bedroom Villa for rent in Montego Bay
    Property ID: 1401542

    Windward at the Tryall Club

    Windward, at The Tryall Club, is a majestic home offering classical colonial elegance, peerless comfort and world-class amenities, perched overlooking the glistening Caribbean Sea.

    TypeVilla
    Bedrooms6
    Sleeps12
    From
    $10283
    /week
    4 bedroom Villa for rent in Montego Bay
    Property ID: 1401543

    Villa Taino

    Villa Taino, is a light-filled, vibrant and stylish home, architecturally designed to imbibe quintessentially Caribbean elements as well as classic colonial style.

    TypeVilla
    Bedrooms4
    Sleeps8
    From
    $4596
    /week
    Property ID: 13136

    Beautiful self catering Vacation Rental Villa holiday accommod in Montego Bay,

    If you are planning on coming to Jamaica, Paradise Palms Jamaica Villa is a reasonably priced self catering holiday home rental accommodation where you can come to relax and unwind. Come enjoy a piece of paradise in the city of Montego Bay, Jamaica.

    TypeHouse
    Bedrooms4
    Sleeps9
    From
    £350
    /week
    Property ID: 14183

    Luxury 5 Bedroom Villa with Swimming Pool & Private Beach Access

    Tranquility and relaxation awaits you at Olcam Lodge, a luxurious, newly refurbished 5 bedroom property, adjoining Breezes International 18 hole golf course and with 29ft swimming pool and private beach access.

    TypeVilla
    Bedrooms5
    Sleeps9
    From
    £1400
    /week
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