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Vacation Rentals near Doctor's Cave Beach

Gloucester Ave, Montego Bay, Jamaica, Montego Bay, Jamaica
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    Travelers to Montego Bay are booking July dates now. Secure your vacation rental today, and have the perfect trip.
    All 718 Rentals in Montego Bay
    Meelie's Paradise villa : Ocean views, WiFi, BBQ, infinity Pool, Cable TV,1 / 30
    5.9 miles 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
    10.0 miles 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
    3.4 miles 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
    6.9 miles 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
    Otaheiti House, beautiful, 2 bedrooms , oceanview built for your peace of mind.1 / 30
    (6)Excellent
    8.3 miles from Doctor's Cave Beach
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    Montego Bay, Saint James Parish
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 4
    Wild Orchid 5 BR 5.5 Bth staff Private Paradise Spring Gardens Montego Bay1 / 24
    7.9 miles from Doctor's Cave Beach
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    Montego Bay, Saint James Parish
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 10
    Lee's Place " Your Home Away From Home"1 / 8
    7.7 miles from Doctor's Cave Beach
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Montego Bay, Saint James Parish
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Resort Property 3 Minutes From Beach Sleeps up to 31 / 15
    8.9 miles 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
    Fairlea Estate, quiet and charming property Living / Montego Bay1 / 17
    6.4 miles from Doctor's Cave Beach
    5 Bedrooms, 6 Bathrooms, Sleeps 8 Quick View
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    Montego Bay, Saint James Parish
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 8
    Charming 2 bedroom apartment with view of the Caribbean Sea1 / 15
    9.9 miles from Doctor's Cave Beach
    2 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Ironshore, Montego Bay
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 8
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    40πλ. Sailboat in Montego Bay1 / 5
    7.9 miles from Doctor's Cave Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Montego Bay, Saint James Parish
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Westmoreland Villa with Pool and Golf Views - Cherry Red1 / 12
    (1)Excellent
    3.4 miles 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 4 comfortable and tastefully decorated bedrooms. The master bedroom and second bedroom both open on to the...
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    Saint James Parish, Jamaica
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Play, Relax, Beach across the street, Hip Strip a few steps away. No car needed.1 / 30
    9.3 miles from Doctor's Cave Beach
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Montego Bay, Saint James Parish
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
    "Sought-After" Luxurious Private Residence - Special Rates1 / 14
    (28)Excellent
    11.7 miles 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
    PENTHOUSE VIEW AND FLATS VACATION HOME (#1)1 / 23
    (1)Excellent
    7.1 miles from Doctor's Cave Beach
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Montego Bay, Saint James Parish
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Luxury Beach Front Condo1 / 21
    (25)Very good
    11.7 miles 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
    YD Rooftop Lounge ocean view salt water pool with mountain view large 2bdrm1 / 21
    (2)Very good
    6.9 miles 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
    Marlin On The Bay - Montego Bay1 / 30
    (3)Very good
    7.9 miles 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)
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    Montego Bay, Saint James Parish
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 4
    White Horses Beach Studio at The Montego Bay Club1 / 30
    (5)Average
    8.6 miles 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
    11.5 miles 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
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    House by the sea with a small sandy beach, fantastic view1 / 30
    11.0 miles from Doctor's Cave Beach
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Ironshore, Montego Bay
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    *MAY SPECIAL* 5 BDR BEACHFRONT VILLA INFINITY POOL STUNNING VIEWS CHEF BUTLER1 / 30
    (56)Excellent
    7.7 miles from Doctor's Cave Beach
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Montego Bay, Saint James Parish
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 12
    Luxury Mountainside Mansion - Montego Bay Jamaica!1 / 20
    (2)Very good
    6.9 miles from Doctor's Cave Beach
    3 Bedrooms, 4 Bathrooms, Sleeps 3 Quick View
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    Montego Bay, Saint James Parish
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 3
    Amazing Montego Bay Country Club Rental, exceptional views, perfectly priced!1 / 29
    (16)Very good
    9.1 miles from Doctor's Cave Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Skiing: Property Is In A Ski Resort
    Suitability
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    Montego Bay, Saint James Parish
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Quiet relaxing mountainous get away!1 / 30
    7.0 miles 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 MODERN VILLA 180 VIEWS POOL, FREE BEACH/GOLF FIVE STAR RESORT MEMBERSHIP1 / 30
    (20)Excellent
    11.0 miles 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
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 10
    PRIVATE VACATION RENTAL PROPERTY I1 / 24
    (1)Excellent
    6.1 miles from Doctor's Cave Beach
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Montego Bay, Saint James Parish
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    "Idle Time on the Bay". Visually Charming and newly refurbished apartment1 / 30
    (14)Excellent
    8.0 miles 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
    Luxury Beachfront 5 bdrm Villa W/ large private pool in gated community1 / 30
    7.5 miles from Doctor's Cave Beach
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    Montego Bay, Saint James Parish
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 10
    Penthouse Apartment With Magnificent Sea Views. Minutes from the beach.1 / 30
    (5)Excellent
    10.7 miles 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
    Silent Waters Villa-Private Luxury -Breathtaking Views, Pools, includes 6 villas1 / 30
    8.5 miles from Doctor's Cave Beach
    8 Bedrooms, 7 Bathrooms, Sleeps 20 Quick View
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    Montego Bay, Saint James Parish
    Rental Home - 8 Bedrooms, 7 Bathrooms, Sleeps 20
    Penthouse in Paradise, 3 bedroom includes housekeeper/cook1 / 17
    8.0 miles from Doctor's Cave Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Montego Bay, Saint James Parish
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Caribbean Sea Dreams 2 Bedroom townhome, 2 pools, 24 hour security.1 / 22
    (21)Excellent
    8.2 miles from Doctor's Cave Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Montego Bay, Saint James Parish
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Play & Work remote! Walk to Hip Strip, restaurants, beach, etc! Come on down! �1 / 30
    (4)Excellent
    9.3 miles from Doctor's Cave Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Montego Bay, Saint James Parish
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 9
    Beautiful Luxury Oceanfront Property Montego Bay Property1 / 26
    7.8 miles 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
    Mcken- Z Haven1 / 12
    3.7 miles from Doctor's Cave Beach
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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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
    Ideally Located Budget 2 Bed Studio - Up town safty area1 / 30
    10.7 miles from Doctor's Cave Beach
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Montego Bay, Saint James Parish
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    Nature Valley1 / 8
    5.9 miles from Doctor's Cave Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Montego Bay, Saint James Parish
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Comfy Private Studio Million Dollar views of hills, sea & sunsets!1 / 30
    7.8 miles 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
    Cook Your Own Food Accomodations.1 / 10
    7.6 miles from Doctor's Cave Beach
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Montego Bay, Saint James Parish
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    Montego Bay Best Kept Secret 1 B/R Apartments - Block A, Unit 2a1 / 15
    9.3 miles from Doctor's Cave Beach
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Montego Bay, Saint James Parish
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 3
    Beautiful Sunrise Luxury villa1 / 16
    12.8 miles from Doctor's Cave Beach
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Hopewell, Montego Bay
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Seaview Chateau Villa the perfect place for relaxation1 / 6
    10.2 miles 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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    Montego Bay, Saint James Parish
    Rental Home - 9 Bedrooms, Sleeps 18
    Fairwinds at Tryall Club in Montego Bay by Personal Villas - Rustic, Charming V1 / 25
    12.7 miles from Doctor's Cave Beach
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Balcony
    • Air Conditioning
    • Wi-Fi
    • Grill
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    Hopewell, Montego Bay
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    This villa is a 10 bedroom(s), 10 bathrooms, located in Montego Bay, St James.1 / 30
    11.0 miles from Doctor's Cave Beach
    Studio, 10 Bathrooms, Sleeps 20 Quick View
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    • Washer
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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
    9.5 miles from Doctor's Cave Beach
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Montego Bay, Saint James Parish
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 3
    Gated villa 10 min from airport, near Sandals & Riu1 / 19
    10.1 miles 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
    • Air Conditioning
    • Terrace
    • Wi-Fi
    • Balcony
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    Pet friendly
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    Smoking allowed
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    Montego Bay, Saint James Parish
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Upper deck apartment studio1 / 18
    8.7 miles 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
    Escape to renew your mind1 / 27
    (5)Excellent
    10.1 miles from Doctor's Cave Beach
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    • Washer
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    Smoking allowed
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    Location Information
    Montego Bay, Saint James Parish
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 2
    The Rest Stop B- 24hrs Security/15 mins from Mbj1 / 12
    6.4 miles from Doctor's Cave Beach
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Location Information
    Montego Bay, Saint James Parish
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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