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Oracabessa Vacation Rentals

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    Travelers to Oracabessa are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    All 27 Rentals in Oracabessa
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    Grande Haven Villa1 / 35
    (3)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    Real Jamaica - Cosy Waterfront Cottage1 / 40
    (23)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Golden Clouds1 / 42
    (6)Excellent
    12 Bedrooms, 12 Bathrooms, Sleeps 24 Quick View
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    10 Bedrooms, 12 Bathrooms, Sleeps 20 Quick View
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    • DVD Player
    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Golden Clouds is a magnificent villa located on a sprawling property in the picturesque banana port village of Orcabessa. Sip your favorite drink while lounging on your own private, enclosed beach atop a stone deck upon the ocean. Located in one of the lesser developed areas of Jamaica, you will...
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    Oracabessa, Saint Mary Parish JMBMY20
    Rental Home - 10 Bedrooms, 12 Bathrooms, Sleeps 20
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    8 Bedrooms, 12 Bathrooms, Sleeps 16 Quick View
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    • DVD Player
    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Golden Clouds is a magnificent villa located on a sprawling property in the picturesque banana port village of Orcabessa. Sip your favorite drink while lounging on your own private, enclosed beach atop a stone deck upon the ocean. Located in one of the lesser developed areas of Jamaica, you will...
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    Oracabessa, Saint Mary Parish JMBMY20
    Rental Home - 8 Bedrooms, 12 Bathrooms, Sleeps 16
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    9 Bedrooms, 12 Bathrooms, Sleeps 18 Quick View
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    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Golden Clouds is a magnificent villa located on a sprawling property in the picturesque banana port village of Orcabessa. Sip your favorite drink while lounging on your own private, enclosed beach atop a stone deck upon the ocean. Located in one of the lesser developed areas of Jamaica, you will...
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    Oracabessa, Saint Mary Parish JMBMY20
    Rental Home - 9 Bedrooms, 12 Bathrooms, Sleeps 18
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    Loveland Villa  a  Jamaica Jewel1 / 53
    (5)Average
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Housekeeping Included
    • Wi-Fi
    • Washer
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Ocean Views
    • Mountain Views
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 14, 2017
    My family and I stayed at the Loveland Villa for a week and we had a great time. The ocean views were spectacular and the surroundings were calm and serene. The hosts Donna and...
    Reviewed November 23, 2016
    Excellent hosts... Lovely view. Very relaxing.... Always ready to go back. Pictures do the place very little justice.
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    About this property
    Loveland Villa boasts a panoramic view of the Caribbean Sea and a lovely tropical breeze throughout the day. This view is a 180 degrees view can can be see seen from two bedrooms. The third bedroom has a garden view. You can also see the world famous Golden Eye Hotel and James Bond beach from the...
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    Oracabessa, Saint Mary Parish 0001
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Golden Clouds, Sleeps 221 / 40
    (1)Excellent
    11 Bedrooms, 12 Bathrooms, Sleeps 22 Quick View
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    • DVD Player
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    Pet friendly
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    Smoking allowed
    Reviewed October 15, 2016
    I traveled with a large group of all family members to Golden Clouds. The property is breathtaking and the accomodations are exactly as described. All of the bathrooms are...
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    About this property
    Golden Clouds is a magnificent villa located on a sprawling property in the picturesque banana port village of Orcabessa. Sip your favorite drink while lounging on your own private, enclosed beach atop a stone deck upon the ocean. Located in one of the lesser developed areas of Jamaica, you will...
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    Oracabessa, Saint Mary Parish JMBMY20
    Rental Home - 11 Bedrooms, 12 Bathrooms, Sleeps 22
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Satellite TV
    • Mountain Views
    • Private Outdoor Pool (Unheated)
    • Washer
    • Wi-Fi
    • Sauna
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sleeps 1-12 1-10 in main house, with availability for 1 bedroom/2 guests to stay/use Spanish Elm, cottage at Golden Eye. Secluded five-bedroom private home surrounded by 40 acres of landscaped lawn, fruit trees, and lush, untouched tropical forest, Bolt House is nestled on a hill overlooking Port...
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    Oracabessa, Saint Mary Parish
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Northcoast Jamaica Paradise, Private beach,pool1 / 30
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Mountain Views
    • Washer
    • Ocean Views
    • Housekeeping Included
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 18, 2016
    Simple, Clean, amazing view and best of all, our housekeeper/cook Unique! We had everything we needed and our Beautiful Unique made sure we wanted for nothing. Our Groundsman...
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    About this property
    Loveland Villa, sits ideally on top of a slope that provides its occupants with a beautiful sea view. The villa comes with a private outdoor swimming pool and private beach access. Ideal getaway for the persons loving nature, privacy and quiet. Yet still ideal for those who enjoy party and outdoor...
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    Oracabessa, Saint Mary Parish 00001
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    6 Bedrooms, 12 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Golden Clouds is a magnificent villa located on a sprawling property in the picturesque banana port village of Orcabessa. Sip your favorite drink while lounging on your own private, enclosed beach atop a stone deck upon the ocean. Located in one of the lesser developed areas of Jamaica, you will...
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    Oracabessa, Saint Mary Parish JMBMY20
    Rental Home - 6 Bedrooms, 12 Bathrooms, Sleeps 12
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    7 Bedrooms, 12 Bathrooms, Sleeps 14 Quick View
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    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Golden Clouds is a magnificent villa located on a sprawling property in the picturesque banana port village of Orcabessa. Sip your favorite drink while lounging on your own private, enclosed beach atop a stone deck upon the ocean. Located in one of the lesser developed areas of Jamaica, you will...
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    Oracabessa, Saint Mary Parish JMBMY20
    Rental Home - 7 Bedrooms, 12 Bathrooms, Sleeps 14
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    12 Bedrooms, 12 Bathrooms, Sleeps 24 Quick View
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    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Golden Clouds is a magnificent villa located on a sprawling property in the picturesque banana port village of Orcabessa. Sip your favorite drink while lounging on your own private, enclosed beach atop a stone deck upon the ocean. Located in one of the lesser developed areas of Jamaica, you will...
    View all property information
    Location Information
    Oracabessa, Saint Mary Parish JMBMY20
    Rental Home - 12 Bedrooms, 12 Bathrooms, Sleeps 24
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    5 Bedrooms, 12 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Golden Clouds is a magnificent villa located on a sprawling property in the picturesque banana port village of Orcabessa. Sip your favorite drink while lounging on your own private, enclosed beach atop a stone deck upon the ocean. Located in one of the lesser developed areas of Jamaica, you will...
    View all property information
    Location Information
    Oracabessa, Saint Mary Parish JMBMY20
    Rental Home - 5 Bedrooms, 12 Bathrooms, Sleeps 10
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    5 Bedrooms, 7 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Satellite TV
    • Private Outdoor Pool (Unheated)
    • Waterfront
    • Housekeeping Included
    • Air Conditioning
    • DVD Player
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Blow Hole Villa, is a charming 5 bedroom, 7.5 bathroom seaside villa located on the east side of Ocho Rios on the Jamaican north coast. The 110 ft. veranda of the main house runs the entire length of the building facing the sea, and connects the bedrooms and public spaces. Original terrazzo tiles,...
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    Oracabessa, Saint Mary Parish 00000
    Rental Home - 5 Bedrooms, 7 Bathrooms, Sleeps 10
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    WATERFRONT! KAYAKS! FAMILY REUNIONS!Golden Cove Boscobel 12BR1 / 24
    (1)Very good
    12 Bedrooms, 12 Bathrooms, Sleeps 24 Quick View
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    • Balcony
    • Satellite TV
    • Air Conditioning
    • Parking
    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Washer
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Oracabessa, Saint Mary Parish
    Rental Home - 12 Bedrooms, 12 Bathrooms, Sleeps 24
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    About GoldenEye Fleming Villa FOR DECADES, The Fleming Villa has been legend for its illustrious past, its celebrity guests, and the lasting works of literature and film that were penned and shot here. Today, it is just as stunning as ever and still filled with the echoes of the literati, the...
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    Oracabessa, Saint Mary Parish JMCAN10
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    On the other side of the peninsula is yet another world: the Lagoon. Created in the days when the village of Oracabessa was a banana port, it is marvelous for swimming and kayaking. * 287-square foot veranda crafted from sustainable Brazilian hardwood * Daily housekeeping and laundry...
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    Oracabessa, Saint Mary Parish JMCAN10
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Voted #1 Seaside Villa in Ocho Rios Jamaica1 / 26
    (1)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Housekeeping Included
    • Ocean Views
    • Waterfront
    • Satellite TV
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 26, 2016
    Want to get away to your own private luxury villa in Jamaica and not break the bank? Villa Bennmaya is it and trust me, it will exceed your every expectation. I have had the...
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    About this property
    Sea side villa sits 80 ft above sea level, panoramic view, 4 bedroom 4.5 bath, pool, wifi, fully staffed, on site management and security. Foodies paradise, 15minutes from Downtown Ocho Rios, Mystic mtn, Dolphins cove, Dunns river falls, James Bond beach, Turtle Mel's sea turtle reserve and White...
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    Oracabessa, Saint Mary Parish 00000
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 12
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    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • DVD Player
    • Washer
    • Grill
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Housekeeping Included
    • Satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Oracabessa, Saint Mary Parish
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 9
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Terrace
    • Washer
    • DVD Player
    • Internet Access
    • Balcony
    • Air Conditioning
    • Satellite TV
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Oracabessa, Saint Mary Parish
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
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    Pet friendly
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    About this property
    Stroll across the suspension bridge to another world on a white sand beach next to translucent blue water. Nine remarkable villas form a village on Low Cay Beach. * Daily housekeeping and laundry service * Complimentary Wi-Fi (available in all rooms and throughout the property) *...
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    Oracabessa, Saint Mary Parish JMCAN10
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Washer
    • Secure Parking
    • Wi-Fi
    • Patio
    • Outdoor Dining Area
    • Waterfront
    • Satellite TV
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One bedroom villa located right beside the famous GoldenEye Hotel & Resort, original home of author Ian Fleming who wrote many of the James Bond novels while living in Oracabessa. Property has 24hr security. There is no beach however there are steps leading down to the sea with a private area for...
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    Oracabessa, Saint Mary Parish JM
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Balcony
    • Parking
    • Porch
    • Private Yard
    • Terrace
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Quaint 2 bedroom, 2 1/2 bathroom cottage with lots of character located on 3/4 acre lot with a few fruit trees and blooming plants. A perfect location with much land space.<BR><BR>A decorator's potential dream can be realized as this 2-storey house offers many nooks and crannies while still...
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    Oracabessa, Saint Mary Parish WI
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    Your room is a spacious king size with private family sized bathroom and access to huge balcony and dining space shared with one other room! Stunning panoramic views of the mountains, ocean and golden eye island! Fantastic in the mornings! Access to shared pool area, lounge/TV area and kitchen if...
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    Oracabessa, Saint Mary Parish JMBMY20
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Shared Yard
    • Parking
    • Terrace
    • Balcony
    • Housekeeping Included
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Space<BR><BR>1 bedroom, 1 bath single or double occupancy cottage available off the beaten path, in the hills of St. Mary. Minutes from world renowned James Bond Beach with easy access to highway to local cities. Property includes a pool with a beautiful view of the sea beyond the coconut and...
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    Oracabessa, Saint Mary Parish 99999
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Balcony
    • Wi-Fi
    • Outdoor Dining Area
    • Terrace
    • Shared Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Quaint cottage located in the hills of Jamaica's north coast. Ideal for those seeking adventure and/or a peaceful retreat. Minutes from the main road to Ocho Rios and Kingston, pool access, private beach, and many Jamaican attractions.<BR><BR>The Space<BR><BR>1 bedroom, 1 bath single or double...
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    Location Information
    Oracabessa, Saint Mary Parish JAMAICA W I
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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