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Holiday Rentals near Chukka Caribbean Adventures

Montego Bay 1876, Jamaica
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    Travellers to Montego Bay are booking July dates now. Secure your holiday rental today, and have the perfect trip.
    All 100 Rentals in Montego Bay
    Jus' Beachy - Luxury Apartment in Beachfront Gated Community1 / 26
    (4)Excellent
    3.1 kilometres from Chukka Caribbean Adventures
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    5 Bedroom Luxury and Affordable Villa on 9 acres1 / 34
    (45)Excellent
    1.2 kilometres from Chukka Caribbean Adventures
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    Luxury 2 bedroom suite with living area and balcony 900 SQF - Palm Suite1 / 50
    (4)Excellent
    2.3 kilometres from Chukka Caribbean Adventures
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    2-br watervu apt-Seawind onthe Bay,Montego Bay,Jam1 / 29
    (2)Very good
    3.4 kilometres from Chukka Caribbean Adventures
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Grill
    • Wi-Fi
    • Mountain Views
    • Waterfront
    • Children's Pool
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 August 2017
    Our family spent just two nights here and experienced a most relaxing and comfortable vacation - which is exactly what we were hoping for. The property is ideal if you just need...
    Reviewed 9 July 2016
    My husband and i stayed at this condo in May for 6 nights . The view from the apartment is amazing. The furnishings are modest and could use a little updating, however we...
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    About this property
    Ideally located in the Freeport area of Montego Bay, this 2-bedroom apartment is perfectly situated to enjoy a great Jamaican holiday. The apartment, which sleeps 5, shares a large pool and activity area for kids, as well as membership to the Montego Bay Yacht Club just next door. Access to the...
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    Location Information
    Montego Bay, Saint James Parish
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Seawind Studio - Montego Freeport, Montego Bay1 / 38
    (6)Excellent
    3.5 kilometres from Chukka Caribbean Adventures
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Children's Pool
    • Private Garden
    • Wi-Fi
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 February 2018
    By far the best place to stay in Montego Bay. Close to the beach, retail, and restaurants. There is security and a pool on the property. Petronia is super friendly and very...
    Reviewed 7 January 2018
    Petronia was a very kind and helpful host. The pictures are exactly what it looks like. Awesome place!
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    About this property
    This studio is located in the Seawind On The Bay complex in the upscale Montego Freeport area with full access to the beach at The Hard Rock Cafe. The complex is surrounded by two major hotels, Secrets Resorts and Sunscape Resorts and is next door to the world renowned Montego Bay Yacht Club. The...
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    Montego Bay, Saint James Parish
    Condo/Apartment - 1 Bathroom, Sleeps 4
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    Ocean view 2 BR, 2 1/2 Bath inc. staff1 / 24
    (13)Excellent
    1.8 kilometres from Chukka Caribbean Adventures
    2 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Internet Access
    • Air Conditioning
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Balcony
    • Parking
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 December 2015
    Nice 2 bedroom townhouse, comfortable furnishings, clean. Best part of the accommodations was Nicole, our helper. Upon arrival she greeted us with fresh pumpkin soup, Jamaican...
    Reviewed 19 May 2015
    I simply do not know where to begin so I will do,so from the very beginning. I was initially in contact with Jennifer/homeowner May 2014. At first I was hesitant being that I...
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    About this property
    It's always been our dream to have our own little spot in Jamaica. After a life time of travelling to this beautiful Island and introducing it's many wonders to others, we finally have a place to call our home away from home. Located in the lovely 'Reading' area, just 20 minutes from the airport...
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    Montego Bay, Saint James Parish
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 5
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    Pleasant View Villa1 / 20
    (2)Excellent
    3.6 kilometres from Chukka Caribbean Adventures
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Patio
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Ocean Views
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 May 2017
    From Bobby picking us up at the airport to our final conversation with Murine. Everything was tranquil and luxurious. By far the best trip I have ever been on. Thanks to Bobby's...
    Reviewed 7 November 2015
    I stayed at this villa for a week with my family, 6 adults and 1 toddler, and this villa ended up being the icing on the cake for our trip. The grounds are beautiful and there...
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    About this property
    Pleasant View is a unique and immaculate air conditioned 3 bedroom villa luxuriously furnished with modern furnishings. Including outdoor bar, barbecue, large pool & other amenities. Seven miles west of Sangsters International Airport is Pleasant View, rapturously secluded providing your personal...
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    Location Information
    Hopewell, Montego Bay
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    3.6 kilometres from Chukka Caribbean Adventures
    3 Bedrooms, 5 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Hot Tub
    • Wi-Fi
    • Ocean Views
    • Washer
    • DVD Player
    • Patio
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Pleasant View is a unique and immaculate air conditioned 3 bedroom villa luxuriously furnished with modern furnishings. Including outdoor bar, barbecue, large pool & other amenities. Seven miles west of Sangsters International Airport is Pleasant View, rapturously secluded providing your personal...
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    Location Information
    Montego Bay, Saint James Parish
    Holiday Rental House - 3 Bedrooms, 5 Bathrooms, Sleeps 6
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    Garden-Sea view  walk to beach incl. housekeeping1 / 15
    (4)Excellent
    3.5 kilometres from Chukka Caribbean Adventures
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Washer
    • Patio
    • Grill
    • Balcony
    • Waterfront
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 September 2016
    I have traveled to Jamaica over 30 times in the last 15 years and stayed in friend’s homes in Portmore and most 5 star resorts in Montego Bay and Ocho Rios. I stayed at...
    Reviewed 23 March 2016
    You can expect a property that is older but well maintained. The best part is the service that you get from start to finish. Jennifer provided all the details and is very...
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    About this property
    Located just 15 minutes from the airport, this beautiful 2 bedroom- 2 bathroom ground floor townhome in the prestigious Bay Pointe complex has it all. Garden view provides walk out access to manicured lawns and 2 swimming pools. 24 hour security is provided in this gated community. Waterfront...
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    Location Information
    Montego Bay, Saint James Parish
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Cozy Cove - 5 Bdrm Villa w/Pool, Gated Community1 / 33
    (21)Excellent
    3.2 kilometres from Chukka Caribbean Adventures
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Housekeeping Included
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Ocean Views
    • Cable/satellite TV
    • Mountain Views
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    The property lived up to expectations, geographically, the house was perfectly located and made accessibility a plus for my family.. Restaurants, hotels, shopping, the beach and...
    Reviewed 28 February 2018
    My family rented this piece of paradise while we were in Montego Bay to attend a wedding. Jaime has a lovely house and we enjoyed every minute of our stay at Cozy Cove. On our...
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    About this property
    COZY COVE is an exquisite, brand new, waterfront hideaway located in Montego Bay's most coveted new address: 22 Freeport. This impeccable house benefits from a powdery white sand beach mere steps in front of the breezy, spacious patio, and an infinity-edge swimming pool. The infinity pool is...
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    Location Information
    Montego Bay, Saint James Parish
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Wild Orchid - Jamaica1 / 18
    (1)Excellent
    2.8 kilometres from Chukka Caribbean Adventures
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 December 2015
    Wild Orchid is a beautiful villa on an amazingly large property. The staff is fantastic; competent, courteous, friendly and responsive. The chef prepared meals that were varied...
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    About this property
    Wild Orchid is located on 220 private of acres of former banana and coconut plantations. The Georgian design captures the ambiance of the original plantation. The interiors are spacious and feature Oriental rugs, hand laid tiled and custom cedar accents. An extensive covered veranda is comfortably...
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    Location Information
    Saint James Parish, Jamaica
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    4.4 kilometres from Chukka Caribbean Adventures
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Hot Tub
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ALLAMANDA is a brilliant contemporary private villa with large heated pool, an excellent staff including top-rated chef, and nearby membership at Round Hill. Additional amenities include: pool table, ping pong table, private chef, computer or laptop, connecting bedroom(s), golf on site or nearby,...
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    Montego Bay, Saint James Parish
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    Luxury 1 bedroom suite with balcony 500 SQF -  Cotton Suite1 / 50
    (6)Excellent
    2.3 kilometres from Chukka Caribbean Adventures
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Secure Parking
    • Wi-Fi
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    The villa is nestled high in the mountains of Montego Bay with an amazing view of the city. The jungle comes alive at night with all the sounds of local wildlife. The owners...
    Reviewed 15 March 2018
    We stayed for 9 days at Waterfield Retreat and all i can say is Wow!! Beautiful rooms, all the amenities, gorgeous pool, lush surroundings and OMG what a view!! Way up on the...
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    About this property
    Waterfield Retreat has stunning panoramic views over Montego Bay, set in 20 acres of tropical vegetation, come and relax by the lovely pool with sunny days and cool evenings. Experience the real Jamaica in its natural surroundings away from the tourist traps. Set 800 ft above sea level this is...
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    Montego Bay, Saint James Parish
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
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    Lazy Laguna  - New Waterfront 4 bed/4bath Villa1 / 24
    (9)Excellent
    2.6 kilometres from Chukka Caribbean Adventures
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Mountain Views
    • Internet Access
    • Washer
    • Cable/satellite TV
    • Patio
    • DVD Player
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 November 2015
    We thoroughly enjoyed our stay at Lazy Laguna in Montego Bay. There were 3 couples in our group and the house accommodated us all comfortably. We stayed 5 days and could have...
    Reviewed 6 February 2015
    Our stay was wonderful!! Five stars in every way! Master suite was incredible. Bedding amazing. Views spectacular. Spacious, clean, beautifully decorated! Friendly! Great...
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    About this property
    Lazy Laguna is a waterfront home, in a gated and child-friendly community located in Montego Bay, Jamaica. The community offers tennis courts and pools. Lazy Laguna has 4 bedrooms and 4 bathrooms and will sleep 8 comfortably. It has just been newly renovated with brand new limestone tile floors...
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    Montego Bay, Saint James Parish
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    3.7 kilometres from Chukka Caribbean Adventures
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Skylark Villa is a fabulous luxury villa, located on two acres of beautiful tropical gardens with flowers, fruit and palm trees, plants and lush grassy lawns. The villa offers picturesque views of the sparkling Caribbean Sea directly overlooking Half Moon Bay. Neighboring villas are also located on...
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    Rose Hall, Montego Bay
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    3.5 kilometres from Chukka Caribbean Adventures
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Waterfront
    • Cable/satellite TV
    • Ocean Views
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the prestigious Baypointe complex, less than 10 minutes from the Montego Bay airport, this 3 bedroom third floor condo overlooks the 2 pools with a stunning view of the Montego Bay harbour. True to its name Penthouse in Paradise is a third floor walk up with all the comforts of home in...
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    Montego Bay, Saint James Parish
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    1.1 kilometres from Chukka Caribbean Adventures
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • DVD Player
    • Hot Tub
    • Air Conditioning
    • Mountain Views
    • Cable/satellite TV
    • Outdoor Dining Area
    • Private Outdoor Pool (Unheated)
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Drambuie Estate is a spectacular 35 acre hilltop villa with extraordinary views of the sea and Montego Bay. The villa was built in the 1940's by the Duke of Malborough as their private winter residence. Using cut stone walls brought from England over 200 years ago as ships ballast, the villa is...
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    Location Information
    Montego Bay, Saint James Parish
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    2.7 kilometres from Chukka Caribbean Adventures
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Parking
    • Private Garden
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    1 bedroom 900 sqr ft spacious condo in a new secure gated community across from the natural beach. Close to public transport. Only 7 minutes away from downtown Montego Bay and 15- 20 minutes away from the airport. Great amenities including 24 hour security, pool, gym, laundry, fully equipped...
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    Hopewell, Montego Bay
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Nautical Homes Miramar1 / 132
    (6)Very good
    3.1 kilometres from Chukka Caribbean Adventures
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Housekeeping Included
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    • Waterfront
    • Ocean Views
    • Mountain Views
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 January 2018
    The condo is beautiful, clean and very well equiped. The whole complex is very nice with a beautiful view ( exactly as the photo showing the property) . The owner was very...
    Reviewed 17 November 2017
    Ok very nice condo's, kept up well clean etc. They put it together really nice, there were only a few issues that I feel need to be worked on The hot water source. Each morning...
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    About this property
    This property is located in a upscale gated community Just 15 minutes away from the Donald Sangster International Airport and 6 minutes west of Fairview Shopping Center. This gated community is nothing short of today's luxury-living. Miramar is the real deal in terms of residential property. This...
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    Location Information
    Montego Bay, Saint James Parish
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Summertime1 / 54
    (2)Excellent
    4.3 kilometres from Chukka Caribbean Adventures
    6 Bedrooms, 6 Bathrooms, Sleeps 13 Quick View
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    • Washer
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 January 2018
    Enjoyed a wonderful week at Summertime between Christmas and New Year. House is large and sparkling clean. You may find the bathrooms a bit dated, but the bed rooms are spacious...
    Reviewed 14 June 2016
    We went with a 4 families including 3 infants which is always a challenge. However, we throughly enjoyed the extended weekend with excellent service at our place. Although we...
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    About this property
    Located seven miles West of Montego Bay, Jamaica, this 5 acre, 6,000 square foot vacation estate looks across the blue Caribbean Sea to the vibrant city of Montego Bay. The Jamaican setting is truly breathtaking: five acres of lushly landscaped grounds adorned by an abundance of palm trees,...
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    Montego Bay, Saint James Parish
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 13
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    4.2 kilometres from Chukka Caribbean Adventures
    8 Bedrooms, 6 Bathrooms, Sleeps 20 Quick View
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    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Modern, airy and full of natural sunlight, the resplendent Asian themed Silent Waters in Montego Bay instills a Zen feeling on its fortunate guests. Jump into the monumental swimming pool from the decorative walking stones that serve as a bridge across. Or gaze at the lush green mountain views on...
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    Montego Bay, Saint James Parish
    Holiday Rental House - 8 Bedrooms, 6 Bathrooms, Sleeps 20
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    3.8 kilometres from Chukka Caribbean Adventures
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Dramatically perched on a lush green hillside above the sea, Cliffside Cottage commands stunning views of the deep blue Caribbean Sea by day and romantic lights that glisten across Montego Bay after sunset. Sunrise and sunset vistas from this vantage point are mesmerizing. Additional amenities...
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    Montego Bay, Saint James Parish
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    3.9 kilometres from Chukka Caribbean Adventures
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cliffside Cottage is perched dramatically on a lush green hillside next to the Caribbean Sea. The cottage is one of the most beautiful villas in Jamaica that provides a fantastic view of the deep blue sea during the day, and the romantic lights that sparkle across Montego Bay through the night. The...
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    Hopewell, Montego Bay
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Caribbean Soul your island home1 / 42
    (10)Very good
    3.2 kilometres from Chukka Caribbean Adventures
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Wi-Fi
    • Ocean Views
    • Secure Parking
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 March 2018
    Staying at Valerie’s condo was amazing, the best place I’ve rented in Jamaica by far. Everything is exactly how it is in the pictures. I cannot thank Valerie enough for all of...
    Reviewed 29 August 2017
    This property and Valarie's condo were perfect and exactly what we wanted for our vacation. Secure, Quiet, Clean, and very well put together. We are planning to make this our...
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    About this property
    Caribbean Soul is located in the newly built gated community of Miramar in Unity Hall, Montego Bay. The location is 5 minutes from downtown Montego Bay with ample shopping and dining experiences to choose from. Our property has a state of the art swimming pool and thermal controlled hot tub with...
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    Location Information
    Montego Bay, Saint James Parish
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    4.2 kilometres from Chukka Caribbean Adventures
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Modern, airy and full of natural sunlight, the resplendent Asian themed Silent Waters in Montego Bay instills a Zen feeling on its fortunate guests. Jump into the monumental swimming pool from the decorative walking stones that serve as a bridge across. Or gaze at the lush green mountain views on...
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    Location Information
    Montego Bay, Saint James Parish
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    Luxury Penthouse Apartment w/ Sea View Sleeps 6 Lagoons OLR1 / 44
    (1)Excellent
    2.8 kilometres from Chukka Caribbean Adventures
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Children's Pool
    • Wi-Fi
    • Air Conditioning
    • Secure Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 November 2017
    I stayed with my family for 1 week in this condo. The property is way better than the photos. It has incredible patios and so much space. We had a maid who was very friendly and...
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    About this property
    Light and breezy luxury penthouse apartment, with fantastic views from the balconies of the Marine Park Lagoon. Located in a secure gated community. This rental comes with a maid/cook for your convenience. Space Set over two floors, approx. 2000+ sqr ft, 3 large bedrooms, recently renovated...
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    Montego Bay, Saint James Parish
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    TWIN PALMS RETREAT - MONTEGO BAY JAMAICA1 / 46
    (2)Excellent
    0.5 kilometres from Chukka Caribbean Adventures
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Secure Parking
    • Air Conditioning
    • Wi-Fi
    • Children's Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 days ago
    Pictures do not do this place justice, seeing it with your own two eyes is what is required to fully appreciate it. Firstly the villa is beautiful, peaceful, safe location...
    Reviewed 8 July 2017
    Our party loved the property. Everthing was exactly as pictured. JUDITH who is absolutely fantastic.
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    About this property
    Twin Palms Retreat is a newly build three-bedroom luxury townhouse villa located in Spring Gardens, Montego Bay approximately 5 minutes from Fairview Shopping Centre, 10 minutes to downtown Montego Bay and 15 minutes from the Sangsters International Airport. You are minutes away from shopping and...
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    Location Information
    Montego Bay, Saint James Parish
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 bedroom/2 washroom Yacht Club View Condo OLR1 / 31
    (12)Excellent
    3.6 kilometres from Chukka Caribbean Adventures
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    • Mountain Views
    • Washer
    • Ocean Views
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Stayed a week with my 26 year old son in this amazing rental. Condo is stylish and very spacious. It can easily accommodate 4-6 people. Kitchen has everything you can think of...
    Reviewed 14 March 2018
    Oh, boy. Just came back from Jamaica. Memories are still vivid. Nadia and her crew @ One Love Rentals are top notch professionals. Place is on the water with the sunset views on...
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    About this property
    This 1450 sqr feet spacious, fully furnished 2 bedroom/2 washroom apt has a superb location. It is in the first block, closest to the sea which provides unobstructed view and complete privacy. It is located in a gated complex with 24 hour security in the prime, safest, Montego bay Freeport...
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    Location Information
    Montego Bay, Saint James Parish
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    *PLEASE ENQUIRE FOR SPECIAL RATES* Luxury 5 Bed Fully Staffed Beachfront Villa1 / 20
    (5)Excellent
    2.9 kilometres from Chukka Caribbean Adventures
    3 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Balcony
    • Private Garden
    • Terrace
    • Private Outdoor Pool (Unheated)
    • Ocean Views
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Sunset on the Beach, a charming 5 bedroom(beach house + cottage) private beach front villa located at the exclusively renowned Tryall Club in Montego Bay. Sunset on the Beach underwent a significant upgrade during the summer of 2016 (reopening in November 2016). The addition of a...
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    Location Information
    Montego Bay, Saint James Parish
    Holiday Rental House - 3 Bedrooms, 5 Bathrooms, Sleeps 10
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    Datura Villa1 / 24
    (2)Very good
    1.1 kilometres from Chukka Caribbean Adventures
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Washer
    • Internet Access
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 May 2017
    10 of us stayed at Datura Villa in March 2017. The food, the view, the weather, the staff, the amenities, the price all were excellent. We had a very nice birthday party with a...
    Reviewed 2 July 2011
    Amazing view from any area of this property. Large house with many full bathrooms and an onsite staff of cooks, house and ground keepers. Excellent pool and hot tub, fruit...
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    About this property
    Your stay at Datura is one that can be tailored to fit almost anyone's needs, from couples and families to groups and retreats. Your accommodations can be as inclusive as an all-inclusive or as casual as a luxury hotel or resort. The only difference is that your visit will always feel personal and...
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    Location Information
    Wiltshire, Saint James Parish
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    Hatfield South Villa1 / 14
    (3)Very good
    4.1 kilometres from Chukka Caribbean Adventures
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Porch
    • Patio
    • Private Outdoor Pool (Unheated)
    • Balcony
    • Air Conditioning
    • Waterfront
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 January 2017
    We had 10+ in our party to celebrate my 60th Birthday at the Villa. We had an amazing time there, Beres was very helpful and would often run small errands for us. Rooms are...
    Reviewed 24 August 2015
    Great location! Beautiful view and very helpful staff. Stayed there for a few days with a group of friends. Plenty of room, a walk away from shops restaurants and bars. Also...
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    About this property
    Hatfield South Villa is located along the beautiful coastline of Montego Bay in Jamaica and offers guests an outdoor swimming pool, tropical gardens and sea views . This is a spacious newly renovated Villa with en-suite bathrooms in every room, a rooftop terrace and beautiful balcony views. You...
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    Location Information
    Montego Bay, Saint James Parish
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    3.4 kilometres from Chukka Caribbean Adventures
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Very nice vacation home for family with spacious bedrooms and bathrooms with modern furnishing located in the Bogue Village Community, and is fully equipped with the necessary amenities which includes Cable and internet. Close to Town and Shopping Centers and 7 mins drive from Hip Strip and...
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    Location Information
    Montego Bay, Saint James Parish
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Montego Bay Studio-Montego Freeport , Montego Bay1 / 33
    (2)Excellent
    3.5 kilometres from Chukka Caribbean Adventures
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Parking
    • Wi-Fi
    • Children's Pool
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 January 2017
    My girlfriend & I stayed here for 10 days on vacation and were more than pleased with this studio! If you're not the all-inclusive hotel type and looking for a nice apartment...
    Reviewed 26 April 2016
    “The apartment perfectly matched it's description. The neighborhood was very quiet and safe, we really felt right at home. The pool on site was clean. The beach a the Seawind...
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    About this property
    This studio is located at the Seawind on the Bay property , Montego Bay , the tourist capital of Jamaica. Close to Secrets Hotel , Seascape Resort (formally the Seawind beach hotel) and Hard Rock Cafe where we offer free access to the beach. Hard Rock also offer a pool and a spa Next to the world...
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    Location Information
    Montego Bay, Saint James Parish
    Condo/Apartment - 1 Bathroom, Sleeps 4
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    2BR 2BT Tranquil Waterfront Villa(s), Montego Bay1 / 25
    (1)Excellent
    1.8 kilometres from Chukka Caribbean Adventures
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Housekeeping Included
    • Waterfront
    • Shared Outdoor Pool (Unheated)
    • Patio
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 November 2016
    I highly recommmend the Rock villas. My family and I stay on this property everytime we go on one of our regular visits to Montegobay. The property has tropical flowers...
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    About this property
    Rock Villas is a private hideaway in Reading, Montego Bay, Jamaica. Come join us and discover the true meaning of relaxation combined with Jamaican hospitality at our unique retreat. Our three private villas are nestled in one acre of rocky coastline, and boast the most spectacular ocean and...
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    Location Information
    Montego Bay, Saint James Parish
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3.6 kilometres from Chukka Caribbean Adventures
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Patio
    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spacious and gorgeous 3 bedrooms , 3 bathrooms villa located on Sunset Drive, Montego Bay, Secrets hotel is just across the street. Guests will be given a free access card to Secrets hotel, where they can enjoy the beach and restaurant. This villa is also close to other restaurants and...
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    Location Information
    Montego Bay, Saint James Parish
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    4.1 kilometres from Chukka Caribbean Adventures
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Ocean Views
    • Private Outdoor Pool (Unheated)
    • Secure Parking
    • Grill
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Star Apple House is a lovely private villa, a comfortable ' home away from home' on a hill overlooking the Caribbean Sea and the town of Montego Bay on the north coast of Jamaica. The Villa comes fully staffed, and offers superior accommodation and service for up to 6 guests. With 3 elegant...
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    Location Information
    Montego Bay, Saint James Parish
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Cozy & Safe Seawind On The Bay Studio Apartment Free Beach Access OLR1 / 26
    (1)Excellent
    3.5 kilometres from Chukka Caribbean Adventures
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Secure Parking
    • Wi-Fi
    • Children's Pool
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 January 2018
    Tranquil location. Studio, albeit small was recently refurbished. The beach is across the road, as well there are two restaurants in walking distance, three if one would...
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    About this property
    Thank you for your interest in our studio apartment which is located at Seawind On the Bay, a gated community in Freeport, which is the safest residential area of Montego Bay. The property is situated right next to the ocean and Montego Bay Yacht Club & Restaurant, as well Hard Rock Cafe Beach and...
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    Location Information
    Montego Bay, Saint James Parish
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Seawind on the Bay Studio1 / 16
    (2)Excellent
    3.4 kilometres from Chukka Caribbean Adventures
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Secure Parking
    • Air Conditioning
    • Wi-Fi
    • Children's Pool
    • Patio
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 November 2017
    I had such a great time during my stay at Montego Bay. The studio I booked was clean safe and had tons of amenities and free beach access. The whole experience made me feel as...
    Reviewed 11 November 2017
    Amazing, very clean modern studio with great decorations, just few minutes walk from the free beach. Several nice restaurants and nice shopping Plaza in the neighborhood...
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    About this property
    Newly renovated studio in the safest neighbourhood of Montego Bay. Steps away from the beach (free access to our guests) and few restaraunts. Only 7-10 min drive from famous Hip Strip. Free parking and swimming pool and 24 hour security. Guest access 24 hour security, two pools and barbeque area....
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    Location Information
    Montego Bay, Saint James Parish
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    0.6 kilometres from Chukka Caribbean Adventures
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Air Conditioning
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Grill
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    OMG! You have found a villa with a VERY SPECIAL OFFER!! COMPLIMENTARY 12 SEATER VAN AND DRIVER FOR WEEKLY BOOKINGS!! Includes complimentary airport transfers, trips to Negril and over to Ocho Rios! Best way to see Jamaica! (Guests responsible for gas and tips to driver) Wait!  Why you should book...
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    Location Information
    Wiltshire, Saint James Parish
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    4.5 kilometres from Chukka Caribbean Adventures
    7 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Patio
    • Cable/satellite TV
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    True to its name, Tranquillity on the Beach is a place for relaxing into the calm ambiance of an exquisite home on a beautiful beachfront site ~ while being gently pampered by a competent staff. * beautiful 7-bedroom beachfront villa (Linda Smith’s original villa) * full staff:...
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    Location Information
    Montego Bay, Saint James Parish
    Holiday Rental House - 7 Bedrooms, 6 Bathrooms, Sleeps 14
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    Casa Marina on the Bay/Beach1 / 33
    (1)Terrible
    3.4 kilometres from Chukka Caribbean Adventures
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Mountain Views
    • Waterfront
    • Grill
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Charming one bedrooms studio vacation villa. We are in the middle of it all. -We are directly on the bay and across the road from the beach (sit on the bay and watch the cruise ship doc across the bay) -We are next door to the Montego Bay Yacht Club (good food and entertainment) -Across the road...
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    Location Information
    Montego Bay, Saint James Parish
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1.1 kilometres from Chukka Caribbean Adventures
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Washer
    • Ocean Views
    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sleeps - 1-10 Spring/Summer Special at Drambuie Estate! Book Now For Travel Anytime From July 1-December 14, 2016 and Receive A Special Rental Rate! * Stay 7 Nights, Pay for 5! Drambuie Estate is offering 2 Free Nights when you book the 5 Bedroom Weekly Rate...Book 7 Nights, Get 2 Nights Free!...
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    Location Information
    Montego Bay, Saint James Parish
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    4.2 kilometres from Chukka Caribbean Adventures
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Modern, airy and full of natural sunlight, the resplendent Asian themed Silent Waters in Montego Bay instills a Zen feeling on its fortunate guests. Jump into the monumental swimming pool from the decorative walking stones that serve as a bridge across. Or gaze at the lush green mountain views on...
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    Location Information
    Montego Bay, Saint James Parish
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    3.8 kilometres from Chukka Caribbean Adventures
    6 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • DVD Player
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Patio
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Pimento Hill is a spacious private home with a legendary history. The villa overlooks the Caribbean Sea and is located just five minutes from chic Round Hill where guests enjoy complimentary membership. * glamorous 9,000-square-foot private estate on 6 landscaped acres overlooking the sea * 6...
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    Location Information
    Montego Bay, Saint James Parish
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 14
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    4.4 kilometres from Chukka Caribbean Adventures
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Ocean Views
    • Private Outdoor Pool (Heated)
    • Washer
    • DVD Player
    • Patio
    • Air Conditioning
    • Housekeeping Included
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Allamanda Villa Jamaica, a beautiful new 8000 square foot contemporary 5 bedroom villa located on a hill side close to Roundhill on the east side of Montego Bay. Allamanda comes with one of the best chefs on the island and has stunning views of the ocean and also has complimentary...
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    Location Information
    Montego Bay, Saint James Parish
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    4.1 kilometres from Chukka Caribbean Adventures
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • DVD Player
    • Wi-Fi
    • Patio
    • Cable/satellite TV
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    6,000-square-foot private villa on 5 acres with magnificent views of the Caribbean Sea. After sunset, the view transforms from brilliant blue water to the mesmerizing beauty of the sea at night, glimmering with reflections of cruise ships and the romantic night lights of Montego Bay nine miles...
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    Location Information
    Montego Bay, Saint James Parish
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    1.0 kilometres from Chukka Caribbean Adventures
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This cozy 1 bedroom apart located in the quite Breadnut close gated community of reading St. James, fully equipped with the necessary amenities, if you need a nice and quiet place to relax, this is the place to be. This one bedroom studio is consist of one bed a connecting bathroom. This room...
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    Location Information
    Montego Bay, Saint James Parish
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Montego Bay - Private Getaway1 / 10
    (16)Very good
    3.0 kilometres from Chukka Caribbean Adventures
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • Grill
    • DVD Player
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    • Porch
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 March 2016
    This was my 10th vacation on the island; first time renting in “Bogue Village.” Julia, the owner is very attentive, promptly replied to my emails & one of the best home...
    Reviewed 25 August 2014
    This was by fare one of the best vacation homes I have rented. The Property Manager Cheryl was great. Answered all my questions. Helped out with taxi and places I needed to...
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    About this property
    This 800sq ft secure air conditioned 2 bedroom house is perfect for travelers looking to enjoy the local culture away from the resort. Your home away from home is approximately 15 minutes from Sangster International Airport & 10 minutes away from the famous Hip Strip in Montego Bay. Enjoy such...
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    Location Information
    Montego Bay, Saint James Parish
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    4.2 kilometres from Chukka Caribbean Adventures
    7 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Modern, airy and full of natural sunlight, the resplendent Asian themed Silent Waters in Montego Bay instills a Zen feeling on its fortunate guests. Jump into the monumental swimming pool from the decorative walking stones that serve as a bridge across. Or gaze at the lush green mountain views on...
    View all property information
    Location Information
    Montego Bay, Saint James Parish
    Holiday Rental House - 7 Bedrooms, 6 Bathrooms, Sleeps 14
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    1.9 kilometres from Chukka Caribbean Adventures
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Patio
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Built in the 1940s by the Duke of Marlborough, Drambuie Estate is a slice of old Jamaica when lively drawing room conversation and gracious service ruled the day in an extraordinary private setting. * deluxe 7,200-square-foot 5-bedroom villa * located 1,500 feet above sea level on beautiful...
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    Location Information
    Montego Bay, Saint James Parish
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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