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Holiday Rentals with Pools in Canaan

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    Don't let other travellers get your favourite Canaan area holiday rental. You're so close to securing your perfect getaway. Book today.
    89 Matching Rentals in the Canaan AreaView all 147 rentals
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    3BR villa/pool/24 hr guard gated community/Tobago1 / 28
    (16)Excellent
    Canaan
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Cisantt1 / 13
    (1)Excellent
    Canaan
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Large villa with 50ft pool in Samaan Grove Tobago1 / 18
    (7)Very good
    Canaan
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Oceanwhispers -Beautiful Vacation Villa Angostura1 / 8
    (1)Excellent
    Canaan
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Private Garden
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Air Conditioning
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 May 2017
    Our stay at the Ocean Whispers villa was exceptional. Suitable for families inclusive of children and older persons. It is situated in a 24hr guarded community at Samaan Grove...
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    About this property
    3 Bedroom Cozy Bungalow Villa with jacuzzi,sundeck and Sunken Bar ,Beach Access. Beautifully furnished Villa in Gated Samaan Grove Angostura Resort Tobago with Access to the popular No Man's Land Beach from compound Three (3) bedrooms all air-conditioned with ceiling fans Living room...
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    Canaan, Tobago
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Tropi Isle Villas1 / 22
    (1)Excellent
    Canaan
    4 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Parking
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    Close to all the major beaches on the west end, you can get food, parties and all the fun things that a vacation is known for. I would recommend this quaint, relaxing and fully...
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    About this property
    This villa is a four bedroom villa with all rooms air conditioned. Each unit has its own toilet and bath. It can accommodate a maximum of 10 people. It has a swimming pool with its own bathroom in the back. Washer and Dryer in unit. Direct TV cable with internet access. Fully furnished. Ceiling...
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    NO CODE, Canaan, Tobago
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 10
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    Canaan
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Private Garden
    • Parking
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Arara Villa offers a home away from home atmosphere, thats designed for comfort and relaxation, which includes all ammenities! Arara offers a secure environment in a gated community. We are located 10 minutes from the airport and in close proximity to the popular beaches such as Store Bay and...
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    Location Information
    00000, Canaan, Tobago
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    The following rentals are within 10 kilometres of Canaan.
    Tobago Plantations Condo1 / 18
    (8)Excellent
    Lowlands
    2 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • DVD Player
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    • Washer
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 August 2017
    Excellent condo. Karen provided everything we possibly needed and more. We felt safe and enjoyed the natural ambience. Feeding the birds on mornings was magical.Will certainly...
    Reviewed 26 July 2017
    This condo was everything I expected and more. My stay was one to remember. I definitely will be visiting this condo again and recommending it to my friends and family. The...
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    About this property
    It's a ground floor condo overlooking the Tobago Plantations golf course. tranquil and peaceful surroundings. Access to 3 separate pools on compound and Lowlands beach. Sleeps 8 comfortably. Perfect for small families with young children. Cable television and wifi at no extra cost. Maid service...
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    Lowlands, Tobago
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedroom Bungalow on ocean with pool and internet1 / 42
    (5)Excellent
    Riseland
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Air Conditioning
    • Waterfront
    • Grill
    • Porch
    • Internet Access
    • Washer
    • Private Outdoor Pool (Unheated)
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 June 2015
    We truly enjoyed our stay at the bungalow, especially the ocean view, pool and privacy of the backyard. The host, Duane was more than accommodating providing a name of a local...
    Reviewed 30 September 2014
    From the moment that we arrived at night and heard the waves and felt the ocean breeze, we realised that we had arrived at a corner of paradise. Next morning, we were greeted...
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    About this property
    Sleeps 4. 2 bedroom bungalow. Each bedroom has a Queen bed, air-condition, en-suite bathrooms, TV, phone, wi-fi, etc. Full Kitchen, microwave, dishwasher, etc. Living room has large flat screen tv, iPod charger and jack into full stereo system that is connected to speakers in and outside of...
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    CARIBBEAN, Riseland, Tobago
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    Villa Sans-Souci1 / 15
    (9)Very good
    Scarborough
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Grill
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 April 2017
    We have recently had the most fantastic holiday at Villa Sans Souci. It is a magnificent villa, tastefully decorated with all amenities needed for a comfortable and enjoyable...
    Reviewed 9 August 2016
    Stayed at villa Sans Souci for a few days - check in was a bit disappointing since the previous guests checked out quite late we we not able to check in till about 4 pm had to...
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    About this property
    Villa Sans-Souci is located in the Tobago Plantations Golf, Beach & SPA Resort with its entry and exists controlled by manned security gates. The villa is situated on the 12th fairway of the golf course with its swimming pool, jacuzzi, balconies and manicured garden looking on to tropical coconut...
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    LOWLANDS, Scarborough, Tobago
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Being - The Hippest, Happiest Spot in Tobago1 / 95
    (8)Excellent
    Arnos Vale
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Wi-Fi
    • Mountain Views
    • DVD Player
    • Ocean Views
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 October 2017
    Villa Being is like an Italian Villa, it reminds me of the Island of Elba in Italy, the indoor outdoor experience in the over grown forest, waking up to watch the sunrise over...
    Reviewed 21 April 2017
    The iconic Peter Minshall once said that ' Images are the bouquet to conversations '!__ this became most apparent when I caught my first glance as the gates slowly opened and i...
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    About this property
    If you are looking for privacy, peace of mind and an original holiday escape, then Being is your only option. Being, located in Arnos Vale, Tobago is a name that departs from conventional hotel names, is intended for couples, families and friends who are comfortable with themselves, looking to...
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    Location Information
    00000, Arnos Vale, Tobago
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Birdie's Nest1 / 21
    (5)Excellent
    Black Rock
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Cable/satellite TV
    • Housekeeping Included
    • Ocean Views
    • Air Conditioning
    • Waterfront
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 March 2017
    Booking an unknown apartment can be gamble but Birdies Nest did not disappoint. The apartment was spotlessly clean with everything we needed. It was a peaceful private retreat...
    Reviewed 15 February 2017
    Such an awesome place to get away and relax. Great for kids and adults. Very clean and Prince is truly a Prince. Can't wait to go back...
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    About this property
    Welcome Birdie's Nest holiday apartments are a gem, tucked away beside the beach on the Caribbean coast of Tobago, at Great Courland Bay. Located at the end of a country lane, our apartment house is quiet and secluded, but not remote. Far away enough away from the village to hear just the sound...
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    Location Information
    00000, Black Rock, Tobago
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Cool Breeze Villa - overlooking ocean with pool1 / 9
    (5)Very good
    Scarborough
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Mountain Views
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Ocean Views
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 March 2017
    My stay as titled was peaceful, My family and I enjoyed every moment of it, the garden was beautiful, the back porch was inviting with the cool breeze and the panoramic ocean...
    Reviewed 10 February 2016
    Spent a week at Cool Breeze with my wife and two boys. My boys totally enjoyed the pool, we spent the evenings playing board games on the patio, with a view of the Atlantic...
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    About this property
    3-bedroom, 2-1/2 bath home with pool overlooking the ocean. The open floor plan offers panoramic views of the Atlantic Ocean from the bedrooms, main living areas and even the kitchen. Relax in a hammock on the patio while enjoying the cool tropical breezes. 5 min walk to beach, centrally located....
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    00000, Scarborough, Tobago
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Luxurious Colonial Style  Golf Resort Villa1 / 26
    (4)Excellent
    Lowlands
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Patio
    • DVD Player
    • Washer
    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 May 2015
    This villa is superb, very nicely decorated, well equipped, large swimming pool, and the garden has beautiful plants and trees. Relaxing view on the golf course. Housekeeper and...
    Reviewed 6 September 2014
    The villa was very beautiful inside and out. Grounds were very well maintained. Loved the poolside. Really nice area to hang out with family and friends. Would definitely stay...
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    About this property
    This luxurious villa is situated on an 18-hole PGA championship golf course in the Hilton International Beach, Golf & SPA Resort, Tobago. The colonial style architecture and furniture create a unique tropical ambience. Large living areas with unique wooden furnishings are spacious, airy and...
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    LOWLANDS, Lowlands, Tobago
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Robbie's Place Tobago # 2 bedroom1 / 66
    (16)Excellent
    Black Rock
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Ocean Views
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Waterfront
    • Cable/satellite TV
    • Mountain Views
    • Wi-Fi
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 November 2017
    Spent our second week in Tobago here. We had the 1 bedroom apartment. From booking to arrival very efficient. Robbie organised taxi from hotel. Prince. Apartment lovely and had...
    Reviewed 24 September 2017
    Excellent service. Very clean spacious and comfortable rooms. Will definitely return and recommend..
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    About this property
    RobbiesplaceTobago is an elegant and peaceful oasis, nestled in Fort Bennett Street, Black Rock, located in one of Tobago’s beautiful fishing Villages. The area of Black Rock is one with breathtaking panoramic views of the North Western part of the island, and picturesque sunset within a heavily...
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    Location Information
    00000, Black Rock, Tobago
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Arnos Vale
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    apinjala Villa is situated on a hillside within the old Arnos Vale Sugar Plantation Estate overlooking the beautiful Arnos Vale Bay, the Caribbean Sea, Buccoo Reef and Pigeon Point. A well appointed three bedroom villa with a separate fourth bedroom outside of the villa. Each bedroom is unsuite and...
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    Location Information
    0000, Arnos Vale, Tobago
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    Tropical Oasis - Angelfish Villa Tobago  Store bay/ Pigeon Pt.1 / 42
    (7)Excellent
    Bon Accord
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Washer
    • Wi-Fi
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Housekeeping Included
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    My family and I stayed here for a few days this past month. It was 7 of us in total. We all had an amazing time. The villa was clean and spacious. The pool was amazing. WiFi is...
    Reviewed 24 April 2017
    Great place friendly housekeeper and owner, no complains the location of this place was all good also close to everything will surely be staying here again
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    About this property
    ANGELFISHTOBAGO is located in the beautiful caribbean island of Tobago. Boasting 4 bedrooms, 3 toilet/baths, fully air-conditioned, private pool and jacuzzi, 40' HD LED TV with premium cable, High speed wifi, comfortably accommodating ten persons. On the ground floor of this villa is a well...
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    Location Information
    00000, Bon Accord, Tobago
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Eternity Villa1 / 32
    (9)Very good
    Mount Irvine
    3 Bedrooms, 4 Bathrooms, Sleeps 7 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Grill
    • Washer
    • Ocean Views
    • Cable/satellite TV
    • Air Conditioning
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 June 2016
    My friends and I stayed here for 4 nights and it was very relaxing and scenic. Mr. Pantin, the Property Manager was very welcoming and pleasant. During our short stay we felt in...
    Reviewed 31 January 2016
    My family and I spent a peaceful week on the lovely island of Tobago and Eternity Villa was adequate for our needs. GOOD POINTS Central locationSunny pool areaGood...
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    About this property
    Eternity is a superb 3-bed Caribbean villa, nestled in 1/2 acre of beautiful grounds offering absolute privacy and spectacular panoramic views to the Caribbean. This tastefully decorated villa offers a complete outdoor living experience, combining traditional Caribbean features with modern...
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    WI, Mount Irvine, Tobago
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 7
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    Crown Point
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Secure Parking
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 3 bedroom townhouse is conveniently located near Crown Airport and Store Bay beach and is in walking distance to many amenities such as; mini marts, bars, restaurants, Pigeon point beach facilities, food vendors, banks ect. *Sleeps 6 adults comfortably however we have no problem if guest...
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    Location Information
    0000, Crown Point, Tobago
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    OCEANVIEW APARTMENT (POOL & BEACH ACCESS) with WIFI - Casa Cassini Tobago1 / 17
    (19)Excellent
    Scarborough
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Ocean Views
    • Shared Garden
    • Terrace
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Secure Parking
    • Cable/satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    The breezes were fantastic all day with all the windows and doors open. The huge 2 sided balcony was great for sitting out on, or laying out clothes or dive gear to dry. Steph...
    Reviewed 16 November 2016
    I had a long weekend and wanted R&R and just chill-out. Well I got a lot more than I asked for. Really great lookout seeing the sun rise over the bay with a three (3) minute...
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    About this property
    We would like to invite you to enjoy a private quiet stay in our fully furnished and self-contained one bedroom apartment offering breathtaking views of the ocean and the old Bacolet coconut plantation. The apartment is separate from the main villa and affords as much privacy as you may need. A...
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    N A, Scarborough, Tobago
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Black Rock
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Patio
    • Air Conditioning
    • Grill
    • Washer
    • Cable/satellite TV
    • Children's Pool
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    VILLA TRANQUILLA Villa Tranquilla is a 5 minutes walk to Stone haven Bay aka Grafton Beach and 5 minutes walk to Mt Irvine beach facilities. • 4 air conditioned bedrooms ( 2 en suite and 2 with shared bathroom) • Separate air conditioned room with pull out couch • Laundry facilities/Internet...
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    Location Information
    00000, Black Rock, Tobago
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Riseland
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Balcony
    • Washer
    • Air Conditioning
    • Grill
    • Outdoor Dining Area
    • Children's Pool
    • Internet Access
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    VILLA CASA VERDE Located at Tobago Plantations, a gated compound located on the Atlantic side of the island. Great for Golf enthusiast and Villa is only 5 minutes walk from Magdalena Grand, Golf and Spa Resort. • 4 en suite bedrooms • 2 king size beds, 2 double beds and 2 single beds • Entire...
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    Location Information
    00000, Riseland, Tobago
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Flamboyant at Black Rock Dreams1 / 21
    (2)Excellent
    Black Rock
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Grill
    • Ocean Views
    • Washer
    • Cable/satellite TV
    • Wi-Fi
    • Waterfront
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 October 2017
    We had the most amazing stay at Flamboyant. We've stayed at quite a few places in Tobago over the years and this was on a different level to anything else we've experienced...
    Reviewed 20 August 2017
    Beautiful apartment, very spacious and even though we saw some of the island we couldn't wait to be at our home away from home. Would highly recommend and will probably return...
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    About this property
    Flamboyant Suite is an impeccably furnished 3-bedroom suite set on the ground furthest north end of this charming new condominium complex. If there were a penthouse suite in Black Rock Dreams, this would be it: This end unit is most conveniently located: situated just off the secure drive-in...
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    Location Information
    0000, Black Rock, Tobago
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Mahogany Ridge, Elegant comfort,Pool, Ocean Views.1 / 20
    (19)Excellent
    Black Rock
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
    • Ocean Views
    • Housekeeping Included
    • Cable/satellite TV
    • Mountain Views
    • Washer
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    Located on one of the highest parts of the southern area of Tobago, this villa is at the end of a rural road which only has a few other properties on it, not close to the villa...
    Reviewed 3 November 2016
    Had my bridal party stay here. A little out of the way, but perfect for bonding. The view is to die for and the quiet relaxing atmosphere was exactly what I wanted the night...
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    About this property
    We kindly request that guests pay a minimum 7% up to 10% (of your total invoice not inc security deposit) service charge if you are happy with the service you received. This will go directly to the staff of Mahogany Ridge Villa on the final day of your stay. Please leave the amount in cash...
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    Location Information
    TOBAGO, Black Rock, Tobago
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    BEACHFRONT VILLA (POOL & BEACH ACCESS) with WIFI - Casa Cassini Tobago1 / 12
    (1)Excellent
    Scarborough
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Secure Parking
    • Private Outdoor Pool (Unheated)
    • Grill
    • Wi-Fi
    • Balcony
    • Cable/satellite TV
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 days ago
    We stayed at Casa Cassini for two weeks and absolutely enjoyed the villa and grounds. The villa’s interior is very spacious, open living and the tropical roof construction...
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    About this property
    Casa Cassini Villa by the Sea offers stunning ocean views and a pool that is only for guests of the villa and the upstairs apartment. From the property you will have direct access to the 2-mile sand beach (2 min walk through a former coconut plantation). The 3-bedroom villa sleeps 4 to 6 people....
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    Location Information
    BACOLET, Scarborough, Tobago
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Crown Point 2BR Condo1 / 54
    (4)Very good
    Crown Point
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Balcony
    • Secure Parking
    • Cable/satellite TV
    • Wi-Fi
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 July 2017
    Spent 2 nights in early July with my family (4 adults and a toddler) in this well-appointed 2 bedroom apartment and were thrilled with our stay! Booking through Tripadvisor and...
    Reviewed 21 October 2015
    The location of this apartment is fantastic. It is close to everything you would ever need. The people who own the apartment are lovely and very accommodating. They picked us up...
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    About this property
    This lovely 2 bedroom 2 bathroom apartment comes fully furnished and equipped. A short distance from the airport. Newly built and has a lovely pool within the gated compound. In the middle of everything with walking distance to Store Bay and Pigeon Point beaches. Restaurants, bars, convenience...
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    Location Information
    12345, Crown Point, Tobago
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Black Rock
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Ocean Views
    • Wi-Fi
    • Patio
    • Grill
    • Cable/satellite TV
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This classic beach front villa is located along the Grafton-Turtle Beach coastline, a skip and jump from a sheltered inlet for sea-bathing. The living room opens onto a gorgeous pool and patio area, perfect for afternoon cookouts, or even moonlit get-togethers. The upstairs rooms all open onto a...
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    Location Information
    0000, Black Rock, Tobago
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    Kilgwyn Bay Getaway1 / 20
    (9)Very good
    Bon Accord
    2 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    • Balcony
    • Porch
    • Patio
    • Air Conditioning
    • Ocean Views
    • Wi-Fi
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 June 2017
    My family and I stayed here for 3 nights 4 days. It was clean, secure and just right for us. It had 2 bedrooms which could sleep 5 comfortably. The pool is right there. The...
    Reviewed 13 May 2017
    This was a relaxing experience...neat and clean condo....owners were really accommodating and warm people....the location made it easy to get to everywhere we wanted to...
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    About this property
    This beautifully decorated townhouse has 2 bedrooms and 2.5 bathrooms and is fully air-conditioned. The townhouse is located in a compound with 20 units and 2 large pools and is only 5 minutes drive to the lovely Pigeon Point and Store bay beaches. Our unit is ideal for a couple, small family...
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    Location Information
    11111, Bon Accord, Tobago
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 5
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    Villa Soleil1 / 24
    (1)Excellent
    Arnos Vale
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Children's Pool
    • Ocean Views
    • Air Conditioning
    • Wi-Fi
    • Patio
    • Cable/satellite TV
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 May 2015
    My wonderful husband organised a birthday vacation getaway at Soleil to celebrate my birthday last year. My close friend and extended family were included. The design and beauty...
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    About this property
    VILLA SOLEIL Soleil is a truly impressive 5-bedroom Tobago vacation rental villa. Regally located on a hillside in beautiful Arnos Vale, the turquoise waters of the Caribbean Sea practically on the doorstep, this magical “house of a thousand windows” has a subtly soothing Japanese ambiance and a...
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    Location Information
    00000, Arnos Vale, Tobago
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    Mount Irvine
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Secure Parking
    • Wi-Fi
    • Private Garden
    • Air Conditioning
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This unique alternative to staying in a hotel will provide all the comforts of home but located in paradise. This eight Apartment building located on the scenic Shirvan Road close to the Mt. Irvine golf course overlooks a tropical coconut palm estate providing the ideal backdrop to make your...
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    Location Information
    NA, Mount Irvine, Tobago
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Easy as 1231 / 16
    (1)Excellent
    Lowlands
    4 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • DVD Player
    • Air Conditioning
    • Washer
    • Ocean Views
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 August 2016
    Good holiday with my family but look at AC and Mattresses. Also tile around pool get slippery when wet and should be changed to accommodate the fact that they should be slip...
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    About this property
    Situated in the 20 acre gated Tobago Plantations Estate, this Colonial/Caribbean style villa sits on the edge of a well-manicured 18-hole golf course and is in very close proximity to the beach. The Villa is among a select handful of premiere Tobago luxury rentals and is located in the Tobago...
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    Location Information
    WI, Lowlands, Tobago
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 10
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    Secret Garden1 / 28
    (3)Very good
    Riseland
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Porch
    • Internet Access
    • Patio
    • Cable/satellite TV
    • Children's Pool
    • Air Conditioning
    • Balcony
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 January 2015
    Good place for every kind of travelling people (couples, seniors, family...).Very calm10 minutes by car from every commodity (city, beach, shops...)We felt like homeClassy...
    Reviewed 3 December 2014
    My family and I visited this paradise in October of this year and we were blown away by the elegance of the rental. Helen and her team were quite accommodating. Amazing! !
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    About this property
    SECRET GARDEN Secret Garden is the best of both worlds. It’s a modern styled Guest House tucked away from the hustle and bustle of the busy world, yet accessible and conveniently located in serene Low Lands Tobago. The scenery is tropical, idyllic and romantic. It’s a place to step out on your...
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    Location Information
    00000, Riseland, Tobago
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Robbie's Place Tobago # 1bedroom1 / 27
    (11)Excellent
    Black Rock
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Ocean Views
    • Cable/satellite TV
    • Washer
    • Housekeeping Included
    • Mountain Views
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 August 2017
    My boyfriend and i stayed at Robbie's while on our mini vaca for 4 days and boy was it the best! I was very suprised at how clean and beautiful the place was. Our tan tan...
    Reviewed 1 July 2017
    We were looking for a place that was a bit private and affordable just to get away,relax and enjoy ourselves and we found the right place. The apartment is just as the...
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    About this property
    Robbie's Place is an elegant and peaceful oasis, nestled in Fort Bennett Street, Black Rock, located in one of Tobago’s beautiful fishing Villages. The area of Black Rock is one with breathtaking panoramic views of the North Western part of the island, and picturesque sunset within a heavily...
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    Location Information
    00000, Black Rock, Tobago
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Black Rock
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Secure Parking
    • Wi-Fi
    • Housekeeping Included
    • Washer
    • Ocean Views
    • Cable/satellite TV
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Say 'Hi!' to Licorish, a newly refurbished beach-house located two doors up from historic Fort Bennett point, overlooking beautiful Stonehaven Bay. 'Open Sesame' and the giant-sized gate slides over to reveal a thoughtfully put together escape from today's world, where any sort of fanciness or...
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    Location Information
    0000, Black Rock, Tobago
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Mahi Mahi at Black Rock Dreams1 / 14
    (1)Excellent
    Black Rock
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Terrace
    • Cable/satellite TV
    • Balcony
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 days ago
    We had a wonderful stay at the Mahi Mahi suite. The apartment was spacious and well equipped. The views over the ocean and the gardens were particular highlights for us...
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    About this property
    Mahi Mahi is located in one of the most exclusive vacation areas on the island. As you enter, an air of sophistication and elegance envelopes your mind; peace and retreat infuse your soul. The island chic decor and spacious rooms are the type of thing you would find in a travel magazine. The...
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    Location Information
    0000, Black Rock, Tobago
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Crown Point 1BR Condo1 / 38
    (4)Very good
    Crown Point
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Air Conditioning
    • Terrace
    • Secure Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 March 2017
    Enjoyed a pleasant stay at the 1 bedroom Crown Point condo in Tobago. Prior to our arrival, communication was easy and informative with Arne, the owner. When we arrived Karen...
    Reviewed 21 February 2017
    The apartment was perfect with everything you would want.The host Karen ( and her mum ) were absolutely lovely.If you wanted to know anything or needed anyyhing she was just an...
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    About this property
    This lovely 1 bedroom 1 bathroom apartment comes fully furnished and equipped. A short distance from the airport. Newly built and has a lovely pool within the gated compound. In the middle of everything with walking distance to Store Bay and Pigeon Point beaches. Restaurants, bars, convenience...
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    Location Information
    12345, Crown Point, Tobago
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Crown Point
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One of the popular 'Seashell' style villas in Bon Accord, one of the most requested holiday villa locations. This slightly larger and edited version of this well loved upside-down villa has one of the bedrooms on the ground floor that has been enlarged to incorporate the bathroom, making it...
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    Location Information
    00000, Crown Point, Tobago
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Villa Rocita1 / 19
    (2)Excellent
    Lambeau
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Housekeeping Included
    • Cable/satellite TV
    • Air Conditioning
    • Hot Tub
    • Ocean Views
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 August 2017
    I cannot wait for a return visit, this luxurious villa has everything, a pool to die for with the peaceful ambience that washes away the stresses of life. Relaxation with the...
    Reviewed 29 July 2017
    I've just noticed that Villa Rocita is now on Trip Advisor so I am happy to review it. We were there with 4 friends for 2 weeks in March 2017 and had a fantastic holiday. The...
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    About this property
    A tropical paradise awaits you on arrival in Tobago and staying at Villa Rocita is simply the best way to enjoy it. The recently built villa is finished to the highest of standards and equipped with all the modern conveniences one would expect. The villa is situated on the Atlantic coast of Tobago,...
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    Location Information
    00000, Lambeau, Tobago
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    Birdie's Nest Apt#21 / 17
    (1)Excellent
    Black Rock
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Mountain Views
    • Cable/satellite TV
    • Ocean Views
    • Housekeeping Included
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 April 2017
    Prince and his mother are the capable hosts of Birdie’s Nest! First things first; If you would like to be picked up at the airport by the fabulous Cecil, just let Prince know...
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    About this property
    Birdie's Nest is a place where one can truly relax and be in one with its surroundings, people and village life. Its truly the authentic caribbean home by design, which it was furnish to the local taste of the 90's. Hence it was mention in the New York Times in 2009 for affordable rentals in the...
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    Location Information
    901106, Black Rock, Tobago
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Bishop's Villa, Signal Hilll, Tobago1 / 54
    (13)Very good
    Signal Hill
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Porch
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Patio
    • Cable/satellite TV
    • Wi-Fi
    • Balcony
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 October 2017
    This is my first ever vacation spent in my home island and believe you me, to date has been my "BEST" vacation thus far. What made this vacation perfect definitely has...
    Reviewed 25 June 2017
    My entire stay was epic! Stayed there for 2 nights! Party of 13. Great working amenities great location.
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    About this property
    ***Bishop's Villa*** 3 spacious bedrooms with AC. The external perimeters of the property are monitored by 24 HR Surveillance. A large verandah for your relaxation while you enjoy the cool hilltop ocean breeze. Centrally located on Signal Hill and...
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    Location Information
    N A, Signal Hill, Tobago
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    Moonlight Mountain1 / 23
    (2)Average
    Scarborough
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Ocean Views
    • Washer
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Cable/satellite TV
    • Balcony
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 March 2017
    You're on top of a mountain in Tobago. A beautiful breeze blows constantly - no need for AC. The house is spacious and well laid out with lots of room. Loved it! Being Tobago...
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    About this property
    Moonlight Mountain is built along traditional lines, it is what is called in the Caribbean a gingerbread house - a reference to the decorative fretwork which adorns the outside. Set in what used to be agricultural land and designed to catch the sea breezes, it has its own fruit trees, a nature...
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    Location Information
    TOBAGO, Scarborough, Tobago
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    Black Rock
    5 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    • Grill
    • Washer
    • Private Outdoor Pool (Unheated)
    • Patio
    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Villa’s Original Accent Pieces & High ceilings will enlighten and help you detach from stressful thoughts. This beautiful 5-bedroom villa is situated in the Courland Bay development, a Q U I E T residential area that is a short walk from Turtle Beach Resort and its facilities. Located on the...
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    Location Information
    00000, Black Rock, Tobago
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 9
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    Crown Point
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One of two identical side-by-side villas, each with their own private swimming pool ideal for larger groups of holiday makers. These fully equipped villas have one bedroom on the ground floor and four bedrooms on the first floor. Both upper and lower floors have verandahs overlooking the gardens...
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    Location Information
    00000, Crown Point, Tobago
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    Bethel
    5 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Seventh Heaven is a luxuriously furnished villa with understated elegance. The villa is set in a tropical landscaped garden with pretty views over the golf course and Caribbean sea. From the moment you walk into the large living area, tastefully decorated and with views out to the seventh hole of...
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    Location Information
    00000, Bethel, Tobago
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 12
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    Black Rock
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Wi-Fi
    • Balcony
    • Ocean Views
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This bright, spacious unit has, as its centerpiece, a living & dining area that opens onto a balcony with a breath-taking view of the Caribbean Sea. Lounge in the midday sun or delight in the most sublime of sunsets without even leaving the roost. Bayview Villa is very private and beautifully...
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    Location Information
    0000, Black Rock, Tobago
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Crown Point
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
    • Grill
    • Cable/satellite TV
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This fully air-conditioned 4 bedroom, 4 bathroom villa with pool and spa is located in Bon Accord, within easy walking distance to Pigeon Point and Store Bay, as well as to food places and shopping amenities. There is one bedroom and bathroom located on the ground floor, along with a powder room....
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    Location Information
    00000, Crown Point, Tobago
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Tobago three bedroom Villa with panoramic seaview, close to airport and town.1 / 50
    (10)Very good
    Prospect
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • DVD Player
    • Housekeeping Included
    • Cable/satellite TV
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Washer
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 October 2017
    Our stay at Villa Nirvana was fabulous! The view was spectacular. Each room was spacious and plenty of privacy for each bedroom. The area was secluded yet very safe to enjoy the...
    Reviewed 15 April 2017
    A group of 7 went across to Tobago for the weekend. Before we arrived Frank's customer service and his attentiveness was second to none! He called and said thanks for the...
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    About this property
    Villa Nirvana is located at one of the best vantage points in a gated development at Sanctuary Villas where you will truly enjoy the spectacular view of the famous Buccoo Reef and the Caribbean Sea. Four beaches are within five minutes drive from our villa, these include Stonehaven, Back Bay, Mt...
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    Location Information
    00000, Prospect, Tobago
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Arnos Vale
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you are ever looking for a unique Tobago holiday that is rejuvenating, peaceful, private, secluded, romantic and sensual, then Villa Being is the place to BE. Our Deluxe Ocean View Room comes with modern amenities such as Wi Fi and hot/cold showers. Enjoy spectacular sea views from the comfort...
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    Location Information
    00000, Arnos Vale, Tobago
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Bon Accord
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Grill
    • Hot Tub
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A newly built villa in the ever popular Bon Accord development. This 3 bedroom villa with L-shaped verandah spills out to the pool, complete with spa for romantic evenings. The high ceilings in the large kitchen / living / dining area help keep the room cool without the need for air conditioning,...
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    Location Information
    00000, Bon Accord, Tobago
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Bon Accord
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a very attractive villa in a quiet cul-de-sac of Bon Accord. The L-shaped one story villa has 3 spacious bedrooms, 3 bathrooms, an open-plan living/dining and kitchen area, laundry room and a covered terrace overlooking a free-form swimming pool. The bedrooms and the living area are...
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    Location Information
    00000, Bon Accord, Tobago
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Black Rock
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Ocean Views
    • Grill
    • Wi-Fi
    • Balcony
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Set on Horseshoe Ridge on the calmer Caribbean side of the island, this 3-bedroom fully self-contained and self-catering holiday apartment is perfect for one or two couples wanting to sneak away to their own private getaway, to escape weary winter routines and responsibilities. It comes with...
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    Location Information
    0000, Black Rock, Tobago
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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