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Holiday Homes near Chukka Caribbean Adventures

Unit 2 Freeport Shopping Centre, 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 96 Rentals in Montego Bay
    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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    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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    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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    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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    Montego Bay, Saint James Parish
    Holiday Rental House - 3 Bedrooms, 5 Bathrooms, Sleeps 6
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    2 bedroom/2 washroom Yacht Club View Condo OLR1 / 31
    (14)Excellent
    3.6 kilometres from Chukka Caribbean Adventures
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • 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 3 weeks ago
    The flat is simply amazing. Spacious, extra clean and with an amazing view that will make regret not spending more time indoor. The hosts Nadia and her sister went extra mile to...
    Reviewed 5 May 2018
    E203 apartment at Baypoint in Freeview was everything it claimed to be. Perfect location with views over the marina. Spacious apartment with all the facilities we could possibly...
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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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    Montego Bay, Saint James Parish
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Nautical Homes Miramar1 / 44
    (6)Very good
    3.1 kilometres from Chukka Caribbean Adventures
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • 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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    Montego Bay, Saint James Parish
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    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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    Amenities & Details
    • Air Conditioning
    • Washer
    • Patio
    • Cable/satellite TV
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 December 2017
    Serene's location is just beautiful. We loved the colors of the furniture. The kitchen was well equipped and the kingsize bed huge and cosy. The pool is a 2 minute walk from the...
    Reviewed 11 August 2017
    I definitely recommend this place. My wife and I live on the island and wanted a place to get away for a weekend before we traveled back to the USA for a few weeks. Serene was...
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    About this property
    JUS’ BEACHY! This new beach theme apartment is located in the most sought after gated community in Montego Bay - 22 Freeport. 22 Freeport is a beach front complex on a Marina that features 24 hour security, a gym, infinity edge pool and playground. The apartment is located on the ground floor...
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    Montego Bay, Saint James Parish
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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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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    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Washer
    • Patio
    • Grill
    • Balcony
    • Waterfront
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 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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    Montego Bay, Saint James Parish
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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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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    Location Information
    Montego Bay, Saint James Parish
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 5
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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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    Amenities & Details
    • 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 30 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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    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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    Amenities & Details
    • Cable/satellite TV
    • Secure Parking
    • Air Conditioning
    • Wi-Fi
    • Children's Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 April 2018
    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-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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    Montego Bay Studio-Montego Freeport , Montego Bay1 / 68
    (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 2 days ago
    This was the most wonderful homey experience I have had on holiday. Clean comfortable and all you could ask for. Real sence of community in tranquil surroundings. Outstanding...
    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...
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    About this property
    This studio is located at the Seawind on the Bay property , Montego Bay , a gated complex in 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...
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    Location Information
    Montego Bay, Saint James Parish
    Condo/Apartment - 1 Bathroom, Sleeps 4
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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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    Amenities & Details
    • Cable/satellite TV
    • Air Conditioning
    • Children's Pool
    • Private Garden
    • Wi-Fi
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 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 8 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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    Location Information
    Montego Bay, Saint James Parish
    Condo/Apartment - 1 Bathroom, Sleeps 4
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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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    Bogue Villa1 / 21
    (36)Excellent
    1.6 kilometres from Chukka Caribbean Adventures
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Air Conditioning
    • Washer
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Mountain Views
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 February 2018
    I went with a large group of six friends and we had the best experience! It was way more then I was expecting and I was so glad to get to spend my time here at Bogue Villa...
    Reviewed 6 January 2018
    I was fortunate to vacation here and words can not describe how worry free and relaxed it was. Sophia took well care of me and her cooking is just splendid & heart warming...
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    About this property
    Bogue Villa - is located in a quiet location minutes from the airport and Montego Bay. The villa offers a unique experience of a privately owned villa for people who really want to explore Jamaica culturally--to gain an intimate understanding of Jamaican life, its environs, cuisine, history,...
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    Location Information
    Montego Bay, Saint James Parish
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    SeeSea Waterfront Villa1 / 39
    (1)Excellent
    2.7 kilometres from Chukka Caribbean Adventures
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Ocean Views
    • Wi-Fi
    • Mountain Views
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Waterfront
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 March 2017
    Amazing, reasonably priced- especially for large groups and families. it is located in a beautiful complex, full of amenities. We got Everything from a pool, tennis courts...
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    About this property
    SeeSea Waterfront Villa is an unique, recently renovated, beachfront townhouse located in Montego Bay's most prestigious gated community Lagoons. This exquisite villa offers it's own sandy beach overseeing Montego Bay. Spacious patio coupled with tropical garden creates private relaxing...
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    Location Information
    Montego Bay, Saint James Parish
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    Hatfield South Villa1 / 13
    (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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    2.7 kilometres from Chukka Caribbean Adventures
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
    • Wi-Fi
    • Cable/satellite TV
    • Patio
    • Air Conditioning
    • Washer
    • Ocean Views
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Luxury recently renovated two level, 4 bedrooms/4 bathrooms Penthouse located in the most desired and safest gated community in Montego Bay with 4 swimming pools, tennis court, gym and 24 security. Steps away from various restaurants, shopping, Montego Bay Cruisheship and Yacht Club. Two...
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    Montego Bay, Saint James Parish
    Condo/Apartment - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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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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    3.9 kilometres from Chukka Caribbean Adventures
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Suitability
    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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    Location Information
    Hopewell, Montego Bay
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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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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    • Housekeeping Included
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Ocean Views
    • Cable/satellite TV
    • Mountain Views
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 April 2018
    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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    3.7 kilometres from Chukka Caribbean Adventures
    6 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • DVD Player
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Wait!  Why you should book this villa? You have found a villa that has a first class Tryall Club Beach and Resort membership available for all guests offering! Complimentary beach, 9 tennis courts, gym, pool, Hummingbird Kids Club, non-motorized water sports, Internet room, art gallery, jogging...
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    Location Information
    Montego Bay, Saint James Parish
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 14
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    Cozy & Safe Seawind On The Bay Studio Apartment Free Beach Access OLR1 / 26
    (7)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 2 weeks ago
    We had a nice stay here, the area is nice and safe, the apartment is convenient and the facilities are really nice. Communication was perfect and very helpful. Definitely...
    Reviewed 2 weeks ago
    They are GREAT hosts! All are very kind, helpful and quick to respond to any questions. Washer and drier are available at the complex for an extra cost. TV channels are limited...
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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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    3.8 kilometres from Chukka Caribbean Adventures
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Air Conditioning
    Suitability
    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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    Location Information
    Montego Bay, Saint James Parish
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    2.2 kilometres from Chukka Caribbean Adventures
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • DVD Player
    • Cable/satellite TV
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bogue Villa is very comfortable and luxurious private home in a quiet residential neighborhood in a suburb of Montego Bay. It offers the opportunity to spend a very relaxing holiday in Jamaica, in the luxury, privacy, and splendor of a luxury villa Jamaica. Bogue Villa was originally designed as a...
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    Location Information
    Montego Bay, Saint James Parish
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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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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    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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    Location Information
    Hopewell, Montego Bay
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    4.1 kilometres from Chukka Caribbean Adventures
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • 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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    4.5 kilometres from Chukka Caribbean Adventures
    7 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    • 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, 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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    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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    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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    Location Information
    Montego Bay, Saint James Parish
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Waters Edge - The Caribbean sea at your feet1 / 15
    (2)Excellent
    4.1 kilometres from Chukka Caribbean Adventures
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Housekeeping Included
    • Waterfront
    • Washer
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Ocean Views
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 May 2017
    My wife and I stumbled upon this place while searching for a vacation spot.We'd been on multiple cruises and really enjoyed Jamaica as a destination yet we'd never stayed...
    Reviewed 1 February 2017
    Hmmm where did the other guest reviews go? Oh well here's mine.Vivian and staff are first class yet down to earth. Family stayed for 4 nights and barely left to sight see...
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    About this property
    New modern sea side villa. Centrally located less than 30 minutes from the Montego Bay Int'l Airport (MBJ) and many attractions. Bedrooms are spacious, fully air conditioned with sea views. We off er 4 bedrooms of which 3 have en-suite baths. One bed room adjoins an extra family room with 2...
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    Location Information
    Montego Bay, Saint James Parish
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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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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    The Wharf House - Old World Charm By The Sea1 / 20
    (6)Excellent
    1.8 kilometres from Chukka Caribbean Adventures
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Housekeeping Included
    • Ocean Views
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    • Waterfront
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 February 2018
    We are a family with three generations who regularly travel together. In the last three years, we've been to Vietnam, Mexico, Italy, and England. We always pick villas...
    Reviewed 19 January 2017
    To try and put a place and experience like The Wharf House into words is challenging because no matter how eloquent my words are they will fall short in capturing the beauty...
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    About this property
    The Wharf House is a beautiful and historic 18th century property located on the shores of the Montego Bay Lagoon, a large saltwater inlet of the Caribbean Sea which is part of the Montego Bay Marine Park. For several decades, The Wharf House has also been - and remains until today - one of the...
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    Location Information
    Montego Bay, Saint James Parish
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    4.0 kilometres from Chukka Caribbean Adventures
    3 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Washer
    • Terrace
    • DVD Player
    • Balcony
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Montego Bay Vacation Home prices are based on number of guests and the length of stay. For example : The price of $175.00 USD per night is based on 4 guests sharing. That is $43.75 USD per head respectively. Free transfer from Sangster International Airport only. Call for more...
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    Location Information
    Montego Bay, Saint James Parish
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 12
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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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    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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    Location Information
    Montego Bay, Saint James Parish
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Luxury Montego Bay holiday Home1 / 27
    (4)Excellent
    2.7 kilometres from Chukka Caribbean Adventures
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Secure Parking
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 January 2018
    I spent 3 nights at Leon & Kims Guest House in Montego Bay on 09/01/2018.The hospitality was amazing, the room was spacious, the food was excellent, the location was close...
    Reviewed 25 January 2018
    This was my first time in Jamaica and I wanted a place to bring my parents; I read the reviews and was sold that this was the place for me. When pulling up to the house you just...
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    About this property
    My inviting, modern accommodations are located in a luxurious, quiet neighborhood in Montego Bay with a short drive for all that this vacation paradise has to offer including the beach, shopping, tourist attractions, restaurants and various nightlife adventures. Come stay with me and enjoy all the...
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    Location Information
    Montego Bay, Saint James Parish
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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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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    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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    • Cable/satellite TV
    • DVD Player
    • Mountain Views
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Internet Access
    • Air Conditioning
    • Washer
    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...
    Reviewed 15 July 2012
    There is simply nothing more to add to the other 5 star reviews. This was by and far our most relaxing and enjoyable vacation ever. The location was perfect, but more than...
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    About this property
    Datura Villa sits perched on 9 acres and offers panoramic views of Montego Bay, has the amenities of a fine hotel and yet offers affordable luxury, privacy, and close proximity to all tourist activities, nightlife, and the airport. The large terrace overlooks the large swimming pool and hot tub....
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    Location Information
    Wiltshire, Saint James Parish
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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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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    4.4 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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    Location Information
    Montego Bay, Saint James Parish
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    Private villa, breathtaking views, pool, wi-fi, AC, full staff, sleeps 10-121 / 30
    (3)Very good
    1.6 kilometres from Chukka Caribbean Adventures
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Patio
    • Wi-Fi
    • Washer
    • Private Outdoor Pool (Unheated)
    • Housekeeping Included
    • Ocean Views
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 November 2016
    I loved the enjoyed the ocean view and the peace and quiet on the deck. I spent four nights at this property and everything that I needed was provided to me. There was a...
    Reviewed 17 September 2016
    The owners of the home were very responsive from the planning stage of our trip to even after we returned to the U.S. We received attentive and personal service in every way...
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    About this property
    **We are fairly new to the FlipKey/TripAdvisor platform. Ask about our listing's 100% 5-star reviews on other vacation rental platforms** Point of View Villa & Spa is a newly renovated 4 bedroom, 3.5 bathroom villa nestled in the hills of Montego Bay with expansive ocean views from every bedroom...
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    Location Information
    Montego Bay, Saint James Parish
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    Silent Waters Villa - Private Luxury Villa1 / 45
    (12)Excellent
    4.2 kilometres from Chukka Caribbean Adventures
    10 Bedrooms, 7 Bathrooms, Sleeps 20 Quick View
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    • Cable/satellite TV
    • Mountain Views
    • Washer
    • DVD Player
    • Air Conditioning
    • Wi-Fi
    • Housekeeping Included
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 February 2015
    The service at Silent Waters is top notch, from the staff adapting their gourmet menus for individual dietary needs, to your clothes magically reappearing washed and pressed, to...
    Reviewed 14 December 2014
    I organized my husband's 40th bday celebration at Silent Waters. Words can not express how amazing the villa and staff are but I'll try. Jean Lawrence, the property manager, is...
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    About this property
    SPECIAL OFFER - BOOK FOR 7 NIGHTS, PAY ONLY FOR 5 NIGHTS! (For new bookings with travel dates through August 31, 2018) Winner of the Caribbean Travel & Living Awards 'Best Luxury Villa of the Year' for 9 straight years! Silent Waters Villa is a superb location for a family reunion, corporate...
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    Location Information
    Montego Bay, Saint James Parish
    Holiday Rental House - 10 Bedrooms, 7 Bathrooms, Sleeps 20
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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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    Amenities & Details
    • 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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    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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    Location Information
    Montego Bay, Saint James Parish
    Holiday Rental House - 8 Bedrooms, 6 Bathrooms, Sleeps 20
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    Lazy Laguna  - New Waterfront 4 bed/4bath Villa1 / 48
    (10)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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    Location Information
    Montego Bay, Saint James Parish
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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