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St. Ann's Bay Holiday Vacation with Pools

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    Travellers to St. Ann's Bay are booking March dates now. Secure your vacation rental today, and have the perfect trip.
    26 Matching Rentals in St. Ann's BayView all 47 rentals
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    Sea Shell Villa   Ocean View1 / 68
    (3)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    COZY Coolshade Villa1 / 38
    (4)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Oasis at The Palms - Richmond - Ocho Rios - St.Ann1 / 49
    (17)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Sunset Beach Studio1 / 18
    (1)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Waterfront
    • Mountain Views
    • Porch
    • Secure Parking
    • Housekeeping Included
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 January 2015
    My wife and I rented this unit for 4 days. This is not a 5-star hotel, but if you really want to know how the locals live this is perfect. If you are looking for a clean place...
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    About this property
    Montego Bay Club is a high–rise resort actually built into the side of a mountain, and best of all, it's right across the street from the world–famous Doctor's Cave Beach. Guests can lounge by the top pool and take in the magnificent ocean views. This small apartment has all the essentials; air...
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    St. Ann's Bay, Saint Ann Parish 87666
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Secure Parking
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A destination retreat ideal for individuals, couples or families! (with accommodations for up to six people). The house has 3 bedrooms and 2 baths, including a master bedroom with ensuite. Enjoy a relaxing space in a gated community with 24 hr security while still being within close proximity to...
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    St. Ann's Bay, Saint Ann Parish N A
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Garden Villa Ocho Rios St.Ann1 / 55
    (5)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Children's Pool
    • Private Garden
    • Secure Parking
    • Air Conditioning
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 August 2017
    Paul's (the owner) customer service is superb , he answered all questions and gave great recommendations of what to definitely experience during stay .
    Reviewed 6 July 2017
    An awesome experience. From Pauls welcome and check in to the villas facilities, all well setup for a no worry vacation. The villa is clean and well kept, rooms spacious and...
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    About this property
    The ideal villa for a super vacation, a garden like paradise situeated in a gated community with 24/7 security at Richmond Estate in the Garden Parish of St. Ann. The villa comprise 3 bed rooms and 2 bath rooms , all bed rooms have air conditions and celing fans. It has all the modern aminities...
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    St. Ann's Bay, Saint Ann Parish W I
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 BD VILLA /HOUSEKEEPER/AIRPORT TRANSFER RETURNS1 / 29
    (7)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • DVD Player
    • Cable/satellite TV
    • Patio
    • Housekeeping Included
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 March 2017
    Perfect Safe location , very clean home . House keeper made the most amazing food and driver really went out of his way to make my 1st trip to jamicia amazing ! Pool and gym on...
    Reviewed 25 April 2014
    My family and I came in from New York, and could not have picked a better place to stay. Everything was nice, neat, clean and cool. This 3 bedroom house in a quiet gated...
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    About this property
    Located along Jamaica's scenic Northern Coast, Richmond St. Ann is an easy one hours drive from the Sangster International Airport in Montego Bay. Near by attractions: * Dunn's River * Mystic Mountains * Dolphin Cove * Cranbrook Flower Forest * Seville Great House * Chukka Cove* Green Grotto...
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    St. Ann's Bay, Saint Ann Parish ST ANN
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Kreations Cozy Villa - 24hr Security - Stay for 6 get the 7th Free1 / 62
    (11)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Ocean Views
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Wi-Fi
    • Housekeeping Included
    • Waterfront
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 August 2017
    Stayed at Kreations Cozy Villa August 2016 and again in August 2017, this time for just over 2 weeks and we had a brilliant time. The villa was clean and had everything at your...
    Reviewed 29 July 2016
    Stayed at Kreations Cozy Villa twice..Andrea is the best host ever..Definitely will be staying there again..Home away home..
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    About this property
    The community is very safe with 24hr security and mobile patrol to ensure you are safe in walking or jogging around our community. This 3 bedroom villa comes equipped with all the modern amenities and conveniences of a modern home. It is beautifully decorated with vibrant colours to energize you...
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    St. Ann's Bay, Saint Ann Parish ST ANN
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Villa 99 at the Palms1 / 32
    (3)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Private Garden
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 January 2018
    Great location - safe, quiet, friendly neighbors, wonderful secure residential complex; close to major sites on the Jamaica North Coast (e.g Dunns River Falls). House is well...
    Reviewed 27 March 2017
    Place was nice. Keith was very friendly and helpful. Missing a few things that should be there for it being a place where you are doing your own cooking. But we let Keith know...
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    About this property
    Richmond Estate is an easy 50-minute drive from the airport in Montego Bay, and 15 minutes to Ocho Rios. With captivating views of the mountains and the Caribbean Sea, this green community estate boasts country charm with urban conveniences.--Interaction with Guests--This is primarily a self-serve...
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    Location Information
    St. Ann's Bay, Saint Ann Parish 00000
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Gorgeous, Private and Secure Country Club Home #2 - 'The Nylah'1 / 53
    (10)Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Secure Parking
    • Private Garden
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    I knew from the pictures that this would be the perfect place for our stay but arriving to the villa and finally seeing it in person I was floored. It was so clean and spacious...
    Reviewed 4 weeks ago
    Adrian was an awesome host, we communicated often before my arrival - he answered all questions promptly; before I arriving I was pretty confident that I had selected the right...
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    About this property
    This is a replica of our original home, with a few additions. This home, 'The Nylah' like our first, original home, also has an automatic remote gate access for a garage car park and an extended driveway for additional vehicle parking. The home also has a open living room and dining room concept as...
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    Location Information
    St. Ann's Bay, Saint Ann Parish JAMAICA
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 7
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    Nadz Chalet1 / 48
    (2)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Secure Parking
    • DVD Player
    • Wi-Fi
    • Balcony
    • Washer
    • Ocean Views
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 July 2015
    Greatly landscaped property,clean great size rooms & safe. We received a nice fruit basket as a welcome gift! The only things I didn't like was the owner had her personal...
    Reviewed 7 May 2014
    Nadz Chalet, is in an excellent location on the grounds, the owner was accommodating and she provided the extra touch with some fruits to welcome us upon arrival. The unit had...
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    About this property
    Enjoy your holidays in the tropical paradise of Jamaica We offer you a newly built freestanding 140 sq m single house in a gated community. The house offers all comfort you need, 2 bedrooms with queen size and 1 bedroom with double bed and 2 Bathrooms. All rooms have ceiling fans. The kitchen is...
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    Location Information
    St. Ann's Bay, Saint Ann Parish 1000
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Drax Hall Country Club, Ocho Rios.1 / 36
    (4)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Patio
    • Mountain Views
    • Cable/satellite TV
    • Ocean Views
    • Washer
    • Children's Pool
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 March 2017
    This place is BEAUTIFUL and it has New York weather A/C... fully furnished bathroom and kitchen the pictures don't lie! What you see doesn't do this place justice you have to...
    Reviewed 9 January 2017
    This place is just perfect!!! So after not spending Christmas in Jamaica for over 20 years...spent 4 nights with husband and daughter and it was amazing. This home was...
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    About this property
    We are in great company and so will you. This newly built, fully furnished, 2 BR,1 BR, is available as a perch or home on a long or short term basis, today! Sleeps 4 comfortably! Neighbouring Riu Hotel, Mammee Bay and only 10 minutes from Downtown Ocho Rios, 7 minutes from Dunn's River Falls,...
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    Location Information
    St. Ann's Bay, Saint Ann Parish 00000
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Private Garden
    • Wi-Fi
    • Air Conditioning
    • Children's Pool
    • Cable/satellite TV
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Your own Cozy 2 bedroom Villa situeated in a Gated community of Drax Hall Country club with 24 hr security and only 5 to 10 minutes away from major tourist attractions such as, Dunn's River Falls, Dolphin Cove, Mystic Mountain, Chukka Cove, Blue Hole, White River , Shaw Park Gardens & Waterfall and...
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    Location Information
    St. Ann's Bay, Saint Ann Parish 00000
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Private Garden
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    It is located in a gated community. Ten minutes to ochi Rios and 50 mins to Montego Bay Airport. It's available in 1,2,3 bedroom rental. The place is good for couples and families with kids. You will enjoy the location,ambiance and the outdoor space. You will have acess to pool, gym and community...
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    St. Ann's Bay, Saint Ann Parish JAMAICA
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Island Vibz Villa- Ocho Rios1 / 13
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Private Garden
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 August 2017
    This rental was easy to find in a excellent location. Very close to the attraction sites in the parish. Clean and comfortable with all the features of home away from home. It...
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    About this property
    Island Vibz is located in close proximity to Ocho Rios Center, Dunn's River Falls, Dolphin Cove, Chukka Cove, Blue Hole, Konoko Falls, Marguaritaville, Duty Free Shops and many more local attractions....... This is the ideal vacation home for couples, solo adventurers, business travelers, and...
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    Location Information
    St. Ann's Bay, Saint Ann Parish 876
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    salem apartment1 / 29
    (13)Very good
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Balcony
    • Terrace
    • Parking
    • Washer
    • Ocean Views
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 February 2016
    We stayed for only one week but this is a perfect place to sit back and relax and do your own thing. Jaclyn has everything a person needs to make your stay enjoyable. When we...
    Reviewed 16 September 2015
    Absolutely loved the Villa. It was mid sized and had everything that you could possibly need. Would absolutely return here and I will!!
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    About this property
    This bi level apartment is perfect for a weekend getaway or a month in the jamaican sun. It features a king size foam bed up stairs in a loft style kind of room. There is another king size mattress that can be placed on the floor and is useful if you have more than 4 guests staying or 3 that don't...
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    Location Information
    St. Ann's Bay, Saint Ann Parish 99999
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Private Garden
    • Air Conditioning
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Special Seasonal Rate- $245 per night. The Willows 1840 is one of the finest remaining examples of the traditional Jamaican country house. This architectural gem exhibits all the charming features of these colorful wooden houses. The house and cottages enjoy a secluded hill top location, situated...
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    Location Information
    St. Ann's Bay, Saint Ann Parish
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Dollhouse cottage is located in a quiet corner of the historic Willows Estate.This beautiful cottage was once the childhood playhouse of the owners daughter. The whimsical gingerbread decoration and bright tropical colors echo of those happy times. This beautiful cottage is both charming and...
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    Location Information
    St. Ann's Bay, Saint Ann Parish NONE
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • Private Garden
    • Shared Outdoor Pool (Unheated)
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful and spacious 3 bedroom home in a modern, eco-friendly, gated community in the Ocho Rios area. There is a gorgeous master bedroom and a master bath. There are high arched ceilings and plantation shutters on every window. Home is fully equipped with all the amenities you can imagine. There...
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    Location Information
    St. Ann's Bay, Saint Ann Parish ST ANN
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Secure Parking
    • Children's Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience Jamaica in your own Private Villa located in a Gated Community with 24 Hour Security Ideally located in Drax Hall St Ann close to Ocho Rios Center, Dunn's River Falls, Dolphin Cove, Chukka Cove, Blue Hole, Konoko Falls, Mystic Mountain, Helicopter Tours, Margaretville, Cruise ship pier,...
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    Location Information
    St. Ann's Bay, Saint Ann Parish 111
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    Pet friendly
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    Smoking allowed
    About this property
    3 Bedrooms, 2 Bathrooms, 6 Sleeps This is a Beautifully decorated 3 bedroom, 2 bathroom home located in an exclusive gated community with 24 hour security. It is located less than 10 minutes from Ocho Rios Town and all major attractions (Dolphin's Cove, Mystic Mountain & Dunn's River Falls) and...
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    St. Ann's Bay, Saint Ann Parish 1111
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Housekeeping Included
    • DVD Player
    • Wi-Fi
    • Washer
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Three bedroom villa situated in Richmond Estate, Priory, North Coast. one hour from montego bay airport, 15 minutes drive from Ocho Rios. Beautiful gated community, 24 hours security. The villa has fully functioning kitchen, two bathrooms one of which is en suite. Dining area and sitting...
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    Location Information
    St. Ann's Bay, Saint Ann Parish JAMAICA
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Cable/satellite TV
    • Air Conditioning
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Housekeeping Included
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Warm and inviting 3BR/3BA vacation home with all the amenities of home in the exclusive gated community of Drax Hall Manor. The property set in the heart of the garden parish of St. Ann, this vacation home is only minutes away from Dunn's River Falls and many other attractions, duty-free shops, and...
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    Location Information
    St. Ann's Bay, Saint Ann Parish 000000
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    1 Bedroom, 7 Bathrooms, Sleeps 2 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Patio
    • Washer
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Air Conditioning
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our Villa in Montego Bay St. James has 11 bedrooms to host multiple parties of guests. It is just 15 minutes from the airport with a spectacular view of the Caribbean Sea. Swimming pool/Hot tub and basketball court access included. Our Villa is special because it is family run and we treat you like...
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    St. Ann's Bay, Saint Ann Parish 0000
    Condo/Apartment - 1 Bedroom, 7 Bathrooms, Sleeps 2
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    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Porch
    • Waterfront
    • Secure Parking
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Wonderful Vacation Villa Pool Outdoor Grill Area Kitchenette Near to tourist attractions Quiet Air Conditioning Babysitting Available
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    Location Information
    St. Ann's Bay, Saint Ann Parish 876
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Housekeeping Included
    • Patio
    • Children's Pool
    • Mountain Views
    • Washer
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sunshine Villa is home away from home. You will feel welcome from the time you enter the complex. This homely villa is close to Mammee Bay, approximately 10 minutes drive from Ocho Rios and 10.6 miles from Runaway Bay. You can be sure to relax in a spacious comfortable setting in a private gated...
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    Location Information
    St. Ann's Bay, Saint Ann Parish JAMAICA
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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