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Vacation Rentals nearby Doctor's Cave Beach

Gloucester Ave, Montego Bay, Jamaica, Montego Bay, Jamaica
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    Travellers to Montego Bay are booking January dates now. Secure your vacation rental today, and have the perfect trip.
    All 916 Rentals in Montego Bay
    Meelie's Paradise villa : Ocean views, WiFi, BBQ, infinity Pool, Cable TV,1 / 30
    9.5 kilometres from Doctor's Cave Beach
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    Almond Hill Villa Jamaica - Luxury 4 Bedroom Villa in Montego Bay w/private pool1 / 24
    (6)Excellent
    16.1 kilometres from Doctor's Cave Beach
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Brand New and modern 2 Bedroom Tropical Paradise with views of the Caribbean Sea1 / 25
    5.5 kilometres from Doctor's Cave Beach
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    GD Rooftop Lounge ocean view, salt water pool with mountain view, 1bdrm1 / 23
    (3)Excellent
    11.1 kilometres from Doctor's Cave Beach
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Montego Bay, Saint James Parish
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Wild Orchid 5 BR 5.5 Bth staff Private Paradise Spring Gardens Montego Bay1 / 24
    12.7 kilometres from Doctor's Cave Beach
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    Montego Bay, Saint James Parish
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
    Lee's Place " Your Home Away From Home"1 / 8
    12.4 kilometres from Doctor's Cave Beach
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Montego Bay, Saint James Parish
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Resort Property 3 Minutes From Beach Sleeps up to 31 / 15
    14.4 kilometres from Doctor's Cave Beach
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Waterfront
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    Montego Bay, Saint James Parish
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
    Fairlea Estate, quiet and charming property Living / Montego Bay1 / 17
    10.3 kilometres from Doctor's Cave Beach
    5 Bedrooms, 6 Bathrooms, Sleeps 8 Quick View
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    Montego Bay, Saint James Parish
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 8
    Charming 2 bedroom apartment with view of the Caribbean Sea1 / 15
    16.0 kilometres from Doctor's Cave Beach
    2 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Montego Bay, Saint James Parish
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 8
    40πλ. Sailboat in Montego Bay1 / 5
    12.8 kilometres from Doctor's Cave Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Montego Bay, Saint James Parish
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Westmoreland Villa with Pool and Golf Views - Cherry Red1 / 12
    (1)Excellent
    5.6 kilometres from Doctor's Cave Beach
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Beautiful property
    Reviewed August 14, 2018
    My party of 8 had an amazing time staying at this villa. Every step of the way from reservation, to our stay was handled with class and excellence. I have to say that the...
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    About this property
    Cherry Red at 20 Sugar Cane Ridge is a well-appointed, modern Caribbean villa nestled in the exclusive Royal Westmoreland Golf Resort in Barbados. This elegant tri-level holiday home features four comfortable and tastefully decorated bedrooms. The main bedroom and second bedroom both open onto the...
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    Saint James Parish, Jamaica
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Play, Relax, Beach across the street, Hip Strip a few steps away. No car needed.1 / 30
    (5)Excellent
    14.9 kilometres from Doctor's Cave Beach
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Montego Bay, Saint James Parish
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    PENTHOUSE VIEW AND FLATS VACATION HOME (#1)1 / 23
    (1)Excellent
    11.5 kilometres from Doctor's Cave Beach
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Montego Bay, Saint James Parish
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Luxury Beach Front Condo1 / 21
    (25)Very good
    18.8 kilometres from Doctor's Cave Beach
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Hot Tub
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    Montego Bay, Saint James Parish
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Marlin On The Bay - Montego Bay1 / 30
    (3)Very good
    12.8 kilometres from Doctor's Cave Beach
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
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    • Shared Outdoor Pool (Unheated)
    Suitability
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    Montego Bay, Saint James Parish
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 4
    Luxury Mountainside Mansion - Montego Bay Jamaica!1 / 20
    (2)Very good
    11.2 kilometres from Doctor's Cave Beach
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Montego Bay, Saint James Parish
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    Quiet relaxing mountainous get away!1 / 30
    (1)Excellent
    11.2 kilometres from Doctor's Cave Beach
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Montego Bay, Saint James Parish
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
    Luxury Beachfront 5 bdrm Villa W/ large private pool in gated community1 / 30
    12.1 kilometres from Doctor's Cave Beach
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    Montego Bay, Saint James Parish
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
    Penthouse Apartment With Magnificent Sea Views. Minutes from the beach.1 / 30
    (5)Excellent
    17.2 kilometres from Doctor's Cave Beach
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Hopewell, Montego Bay
    Condo/Apartment - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    Beautiful Luxury Oceanfront Property Montego Bay Property1 / 25
    (64)Excellent
    12.7 kilometres from Doctor's Cave Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Montego Bay, Saint James Parish
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Two Bedroom Apartment in Rose Hall with Hot Water, Wifi and Cable1 / 19
    (4)Very good
    20.2 kilometres from Doctor's Cave Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Rose Hall, Montego Bay
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    "Sought-After" Luxurious Private Residence - Special Rates1 / 14
    (28)Excellent
    18.8 kilometres from Doctor's Cave Beach
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    Montego Bay, Saint James Parish
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 4
    YD Rooftop Lounge ocean view salt water pool with mountain view large 2bdrm1 / 21
    (2)Very good
    11.1 kilometres from Doctor's Cave Beach
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Montego Bay, Saint James Parish
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
    White Horses Beach Studio at The Montego Bay Club1 / 30
    (5)Average
    13.8 kilometres from Doctor's Cave Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Montego Bay, Saint James Parish
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    A private and luxurious home away from home1 / 30
    (21)Very good
    18.5 kilometres from Doctor's Cave Beach
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    Montego Bay, Saint James Parish
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 2
    House by the sea with a small sandy beach, fantastic view1 / 30
    (86)Excellent
    17.8 kilometres from Doctor's Cave Beach
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Ironshore, Montego Bay
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    *MAY SPECIAL* 5 BDR BEACHFRONT VILLA INFINITY POOL STUNNING VIEWS CHEF BUTLER1 / 30
    (56)Excellent
    12.5 kilometres from Doctor's Cave Beach
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Montego Bay, Saint James Parish
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
    Amazing Montego Bay Country Club Rental, exceptional views, perfectly priced!1 / 29
    (16)Very good
    14.7 kilometres from Doctor's Cave Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Skiing: Property Is In A Ski Resort
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    Montego Bay, Saint James Parish
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    LUXURY MODERN VILLA 180 VIEWS POOL, FREE BEACH/GOLF FIVE STAR RESORT MEMBERSHIP1 / 30
    (20)Excellent
    17.7 kilometres from Doctor's Cave Beach
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    Pure Beauty and Excellence
    Reviewed June 26, 2022
    I have stayed here twice. The quality of the villa and its service was consistently excellent. The villa is gorgeous. The staff is excellent. The chef is talented. The...
    Best Villa experience-trade Winds villa
    Reviewed June 18, 2022
    Exceptional and professional staff. Great location. Awesome view of the Caribbean Sea. Centrally located. Great vibe. Exceptional in all categories. Chef was extraordinary.
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    Montego Bay, Saint James Parish
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
    PRIVATE VACATION RENTAL PROPERTY I1 / 24
    (1)Excellent
    9.8 kilometres from Doctor's Cave Beach
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Montego Bay, Saint James Parish
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    "Idle Time on the Bay". Visually Charming and newly refurbished apartment1 / 30
    (14)Excellent
    12.8 kilometres from Doctor's Cave Beach
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Sauna
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    Montego Bay, Saint James Parish
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
    Silent Waters Villa-Private Luxury -Breathtaking Views, Pools, includes 6 villas1 / 30
    13.7 kilometres from Doctor's Cave Beach
    8 Bedrooms, 7 Bathrooms, Sleeps 20 Quick View
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    Montego Bay, Saint James Parish
    Holiday Rental House - 8 Bedrooms, 7 Bathrooms, Sleeps 20
    Penthouse in Paradise, 3 bedroom includes housekeeper/cook1 / 17
    13.0 kilometres from Doctor's Cave Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Montego Bay, Saint James Parish
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Caribbean Sea Dreams 2 Bedroom townhome, 2 pools, 24 hour security.1 / 22
    (21)Excellent
    13.2 kilometres from Doctor's Cave Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Montego Bay, Saint James Parish
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Come on down! � Car not needed! Beach across the street! Next to the Hip Strip1 / 30
    (4)Excellent
    14.9 kilometres from Doctor's Cave Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Montego Bay, Saint James Parish
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 9
    Mcken- Z Haven1 / 12
    6.1 kilometres from Doctor's Cave Beach
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Ocean Views
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    About this property
    What is the best thing about vacationing in the beautiful Island of Jamaica? The opportunity to explore with great people and to build relationships that last forever. We would love to share this opportunity and our home with you! Our home is set on a cool, quiet hillside on our 5 acre property,...
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    Montego Bay, Saint James Parish
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Nature Valley1 / 8
    9.5 kilometres from Doctor's Cave Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Montego Bay, Saint James Parish
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Cook Your Own Food Accomodations.1 / 6
    12.2 kilometres from Doctor's Cave Beach
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Montego Bay, Saint James Parish
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Spacious Sea-side 3 bedroom house for rental1 / 6
    12.6 kilometres from Doctor's Cave Beach
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Montego Bay, Saint James Parish
    Condo/Apartment - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    Luxury Seaview Condo (Chef & Driver Optional)1 / 30
    15.2 kilometres from Doctor's Cave Beach
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Montego Bay, Saint James Parish
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    Seaview Chateau Villa the perfect place for relaxation1 / 6
    16.4 kilometres from Doctor's Cave Beach
    9 Bedrooms, Sleeps 18 Quick View
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    • Cable/satellite TV
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    • Private Outdoor Pool (Unheated)
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    Ironshore, Montego Bay
    Holiday Rental House - 9 Bedrooms, Sleeps 18
    Fairwinds at Tryall Club in Montego Bay by Personal Villas - Rustic, Charming V1 / 25
    20.4 kilometres from Doctor's Cave Beach
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Hopewell, Montego Bay
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    This villa is a 10 bedroom(s), 10 bathrooms, located in Montego Bay, St James.1 / 30
    17.7 kilometres from Doctor's Cave Beach
    Studio, 10 Bathrooms, Sleeps 20 Quick View
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    Ironshore, Montego Bay
    Condo/Apartment - 10 Bathrooms, Sleeps 20
    Montego Bay Best Kept Secret 1 B/R Apartments - Block A, Unit 2b1 / 7
    15.3 kilometres from Doctor's Cave Beach
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Montego Bay, Saint James Parish
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
    Gated villa 10 min from airport, near Sandals & Riu1 / 19
    16.4 kilometres from Doctor's Cave Beach
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Skiing: Property Is In A Ski Resort
    • Grill
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    Montego Bay, Saint James Parish
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Upper deck apartment studio1 / 18
    14.1 kilometres from Doctor's Cave Beach
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Montego Bay, Saint James Parish
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
    Montego Bay - "Authentic Yaad Vibes"1 / 12
    11.0 kilometres from Doctor's Cave Beach
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Montego Bay, Saint James Parish
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Escape to renew your mind1 / 27
    (5)Excellent
    16.3 kilometres from Doctor's Cave Beach
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    Montego Bay, Saint James Parish
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 2
    Following Seas at Tryall Club in Montego Bay by Personal Villas - Spectacular an1 / 30
    19.8 kilometres from Doctor's Cave Beach
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    Hopewell, Montego Bay
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
    Etoile at Tryall Club in Montego Bay by Personal Villas - Alluring Balcony Views1 / 25
    20.6 kilometres from Doctor's Cave Beach
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    Hopewell, Montego Bay
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 2
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