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Smoking Allowed Holiday Rentals in Tobago

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    Travellers to Tobago are booking March dates now. Secure your holiday rental today, and have the perfect trip.
    53 Matching Rentals in TobagoView all 227 rentals
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    Romantic Caribbean Get Away.1 / 12
    (8)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    Paradise Rainforest Retreat1 / 21
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Villa Sans-Souci1 / 15
    (9)Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • 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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    Arnos Vale, Tobago 0000
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    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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    Black Rock, Tobago 00000
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Stunning seafront villa with panoramic ocean views1 / 19
    (16)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Hot Tub
    • Waterfront
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 December 2017
    We can with a large yoga group and absolutely loved the villa. It had everything we needed and the views are second to none. There’s a beautiful yard and pool, and access to the...
    Reviewed 4 July 2017
    A week flew like a minute at Seabreeze Villa. A super spacious accommodation where you can fully relax in extreme comfort listening to the tropical ocean waves and birds and...
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    About this property
    Sea Breeze is a stunning private villa situated by the sea in one of the most sought after locations on the island of Tobago with outstanding views and a peaceful sense of space. A wide veranda along two sides of the house provides a scenic 180° view of the ocean. The villa has been let for the...
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    Bacolet Bay, Tobago WI
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    Luxurious Colonial Style  Golf Resort Villa1 / 26
    (4)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • 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 7 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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    Location Information
    Lowlands, Tobago LOWLANDS
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    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
    Riseland, Tobago 00000
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Eagles Base Estate Villa and Cottage1 / 52
    (14)Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 26 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Private Garden
    • Private Outdoor Pool (Unheated)
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 December 2017
    Eagle's Base was the perfect place to host my family and friends for my 50th Birthday/Christmas celebration!!! The villa and cottage provided everything we needed to have an...
    Reviewed 25 July 2017
    My family and I had a fantastic time in Tobago and enjoyed staying at the villa, it was sufficient enough to accommodate our family comfortably and well stocked. The...
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    About this property
    Eagles Base Villa and Cottage is a beautiful estate located in the lush green mountains of Orange Hill with breathtaking views of the entire southern tip of Tobago and Northern Range of Trinidad. It is located in a sleepy Caribbean mountain village. 4 mins drive from Mt Irvine Beach and 18 hole...
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    Location Information
    Prospect, Tobago 0000
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 26
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    Villa Rocita1 / 19
    (2)Excellent
    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 2 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
    Lambeau, Tobago 00000
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    VillaBelleFleur - A Home away from Home1 / 27
    (10)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Porch
    • Outdoor Dining Area
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • Private Garden
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 March 2017
    This vacation spot is amazing. This is a wonderful family friendly apartment close in on beautiful Pigeon Point and Swallows beaches. It is within walking distance of many...
    Reviewed 25 February 2017
    I spent six nights at VillaBelleFleur and enjoyed my stay so much, I am planning a longer stay next year. Perfect. Near the airport, quiet and safe, beaches and eating places...
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    About this property
    VillaBellefleur (Tobago's best kept secret) Located in the southwestern end of the island, this villa is nestled in a high quality resort development in close proximity to the ANR Robinson airport and some of the islands best beaches. The airport is less than ten minutes walk away and the...
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    Location Information
    Crown Point, Tobago 00000
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Hummingbird Villa1 / 51
    (5)Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Washer
    • Patio
    • Air Conditioning
    • Housekeeping Included
    • Grill
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 July 2017
    Staying in this villa for two weeks was our family holiday of a lifetime. The house has four enormous bedrooms easily accommodating two families, four couples or a large group...
    Reviewed 5 November 2016
    We stayed in Hummingbird Villa en famille - the house worked very well as it's divided into two separate sleeping areas each giving onto the spacious kitchen, living area and...
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    About this property
    Hummingbird Villa is a four-bedroom luxury accommodation juxtaposing the Caledonia Wildlife Bird Sanctuary in Tobago. It is available for rent year round for up to eight people (two fold-out cots mean that 10 people can sleep comfortably). It has its own pool and is minutes away from Tobago's most...
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    Location Information
    Tobago, Trinidad and Tobago 48025
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Rumagin Villa1 / 17
    (2)Average
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Terrace
    • Secure Parking
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Grill
    • Ocean Views
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 August 2015
    Rumagin Villa ticks all the boxes of the idyllic beach holiday. Its wrap around views of the Buccoo Reef and the lush hills are complimented by the regular visits of Tobago's...
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    About this property
    Truly a relaxing atmosphere and only 5 minutes walk to beach. Ideal location with a few amenities on your door step - The Fish Pot restaurant / Parlo's fruit and vegetable shop/ Joanne's local cuisine/ Best buy supermarket/ATM machine/ Moon over water bar/Prospect café. • 3 en suite air...
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    Tobago, Trinidad and Tobago 243587
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Villa Soleil1 / 24
    (1)Excellent
    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 26 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
    Arnos Vale, Tobago 00000
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    Mary's Hill Lodge, Tobago1 / 22
    (28)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Washer
    • Private Outdoor Pool (Unheated)
    • Balcony
    • Grill
    • Mountain Views
    • Cable/satellite TV
    • Internet Access
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 July 2017
    We came for the first time last year and enjoyed the house so much we booked for three weeks when we returned home. We were not disappointed, it was better than last year. The...
    Reviewed 14 July 2016
    We stayed at Mary's Hill Lodge for two weeks from 24 June until 08 July 2016. The photographs on the website do not do the house justice, it is fantastic. We found everything...
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    About this property
    This beautifully built wooden lodge is situated on a hillside off the quiet Scarborough to Plymouth road. It looks out over mature trees across the valley to the green hills on the other side, and at the rear of the premises there’s a garden laid to lawn with pretty shrubs, at the top of which is a...
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    Location Information
    Tobago, Trinidad and Tobago WEST INDIES
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 9
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    Toad Heights, Castara, Tobago.1 / 8
    (4)Very good
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Wi-Fi
    • Shared Garden
    • Patio
    • Mountain Views
    • Balcony
    • Terrace
    • Private Garden
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    Beautiful setting , lots of hummingbirds , motmots,agoutis and a fabulous view of the Caribbean Sea. Quite a walk up the hill from the beach but just keep your fridge stocked...
    Reviewed 18 March 2016
    We loved staying here, on the edge of the rainforest, with great views from the verandah to the sea and to lush forest. The house is spacious and airy and provided with...
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    About this property
    Toad Heights is situated in the village of Castara on the island of Tobago. It is a 3 bedroom house with a very large living area and spacious kitchen with all the amenities you would expect for a self-catering holiday. It is located on the hillside above our other cottage 'Toad Hall'. Access is...
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    Castara, Tobago NONE
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    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
    Black Rock, Tobago 00000
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 9
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    Tropical Apartments1 / 9
    (4)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    • Grill
    • Air Conditioning
    • Cable/satellite TV
    • Terrace
    • Secure Parking
    • Private Garden
    • Wi-Fi
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 December 2015
    This is a beautiful hideaway off the Auchenskeoch Buccoo Road. My family and I were a bit put off at first at the distance from the hustle and bustle but with our own transport...
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    About this property
    Two beautiful, newly build one bedroom Apartments with on-suite bathroom, living room / kitchen, attached to a private residential house situated in a quiet green area. New furniture, full kitchen, spacious bath room, cable TV, wifi, AC in bedroom, porch. Tropical garden with many fruit trees for...
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    Location Information
    Buccoo, Tobago 90427
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 3
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Terrace
    • Balcony
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Black Rock, Tobago 0000
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Atlantis cove: beautiful Cottage above the Ocean1 / 7
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Balcony
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Waterfront
    • Outdoor Dining Area
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Atlantis cove is located approx. 30 min from the International ANR. Robinson Airport and host exhibits of locally made bamboo furniture. Your stay is considered with the greatest interest in mind. We strive to make you as comfortable as if you never left your own home. For the nature loving...
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    Location Information
    Scarborough, Tobago 901854
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Holidayrental One Love Cottage Tobago Upstairs Apt1 / 12
    (10)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • Washer
    • Outdoor Dining Area
    • Mountain Views
    • Grill
    • Wi-Fi
    • Parking
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 January 2018
    I was surprised when I first arrived. Although I had seen the pictures, I somehow imagined it differently. It was quaint and cozy, airy, and had a beautiful view from the...
    Reviewed 14 March 2017
    We were in paradise nine nights. Housing book was easy and Tiina helped in everything in advance. The upstairs apartement was lovely and spacious. The longer there was, the more...
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    About this property
    This rental offers a unique eco-friendly accommodation in a local village It comprises two apartments.These apartments are situated in the garden of your hosts Tiina and Lion and provides an opportunity to be immersed in the village life style. .Theï Cottage is a unique, eco-friendly,...
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    Location Information
    Scarborough, Tobago 901728
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 4
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    Beautiful Villa, Great Location1 / 10
    (4)Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Housekeeping Included
    • Patio
    • Wi-Fi
    • Washer
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 February 2017
    perfect for everything.....location was close to beaches, airport,bars, restaurant,an not for getting walking distance where all the liming taking place. inside the rooms was...
    Reviewed 3 May 2016
    We arrived to this house on the Sunday afternoon with 5 people. There was several problems at the beginning. We didn`t get water to the house and I called to owner and he said...
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    About this property
    Tobago is considered one of the few untouched Caribbean islands. Known for its pristine beaches , historical dive sites , diverse culture and tranquilty, it is called the capital of paradise. Staying at a Villa ensures you have all the comforts of a home. Casa del sol offers you the opportunity...
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    Location Information
    Bon Accord, Tobago 00000
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Jemas Guesthouse1 / 18
    (2)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Grill
    • Air Conditioning
    • Terrace
    • Wi-Fi
    • Washer
    • Parking
    • Balcony
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    We rented the house. It is so lovley, beautyfull and very clean. The house has everything, you would expect in your oqn house. We cooked every evening, becouse the next local...
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    Black Rock, Tobago 0000
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Secure Parking
    • Shared Outdoor Pool (Unheated)
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Indigo 2 bedroom apartment has its own large private balcony, shared Jacuzzi and overlooks the Caribbean Sea , walking distance to Mt. Irvine Bay and Grafton Beach. Located in Pleasant Prospect, also within walking distance to restaurants, gym, grocery store and bars. easy access to public...
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    Location Information
    Mount Irvine, Tobago 0000
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Plantation Beach Villas1 / 12
    (2)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Housekeeping Included
    • Air Conditioning
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Waterfront
    • Ocean Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 April 2017
    For our Carnival vacation we chose to stay here and this was a great decision as our stay was perfect. The villa is set in a beautiful tropical environment (with many birds...
    Reviewed 19 January 2017
    Our stay at the Plantation Beach Villas was absolutely remarkable. The ENTIRE staff was professional and friendly. Though there were other guests in the other Villas, they...
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    About this property
    Located on Tobago's Caribbean coast, the spacious villas are nestled in the Grafton Bird Sanctuary with views of the sea through the beautiful landscaping. Walking distance to top restaurants and Bars. Daily Villa Attendant service allows total relaxation. Our friendly staff assure you a taste of...
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    Location Information
    Tobago, Trinidad and Tobago XXX
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Leapfrog, Castara, Tobago.1 / 5
    (4)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Private Garden
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 March 2017
    Nice quiet location. Lots of birds in he mornings. Not a 5 star resort but perfectly adequate for a base to explore Tobago. I really liked how it's so close to the neighbouring...
    Reviewed 21 March 2016
    I stayed 14 nights at Leapfrog and had a wonderful time. The location, being a bit away from the village, means it’s possible to see lots of birds, plants and animals like...
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    About this property
    Leapfrog is a 1 bedroom apartment situated below 'Toad Heights' in the village of Castara, Tobago. It has a living/kitchen area, bedroom and bathroom. The kitchen has a gas cooker/oven and fridge/freezer and toaster. There are pots & pans and all the dishes & cutlery that you might need to do your...
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    Location Information
    Castara, Tobago NONE
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Carolina Point Resort -Studio Apartment 3 - Close to Pigeon Point Beach Tobago1 / 17
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Patio
    • Balcony
    • Housekeeping Included
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Ocean Views
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 September 2017
    I'm glad I stayed in Crown Point and found this awesome yard...its so open with lots of green grass. The studio was spacious, great shower pressure, quality toilet paper...
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    About this property
    * Studio Apartment 22 x 25, with Garden View * Air Condition * Large shared patio with furniture * Comfy Queen Bed with suspended Net * Futon Sofa Bed (Extra Linen and Pillows Provided) * TV - 32 inch Smart TV * Cable TV * WiFi - 3 to choose from * Clock radio * Reading lamps * Full bathroom...
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    Location Information
    Crown Point, Tobago 00000
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Secret Garden1 / 28
    (3)Very good
    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 4 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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    Riseland, Tobago 00000
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Terrace
    • Washer
    • Parking
    • Grill
    • Private Garden
    • Wi-Fi
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Black Rock, Tobago 00000
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Cable/satellite TV
    • Private Garden
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Arcadia – Sanctuary Resort • 3 en suite air conditioned bedrooms • 1king size bed/2 double beds/2 single beds • Separate powder room • Full kitchen with all appliances • Wifi available • Flat screen tv in living room • Full kitchen with all appliances • Washing machine and dryer • Private plunge...
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    Black Rock, Tobago WEST INDIES
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Sealevel Guesthouse1 / 18
    (1)Terrible
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Balcony
    • Outdoor Dining Area
    • Wi-Fi
    • Porch
    • Grill
    • Ocean Views
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Tobago is a small paradise! Far away from industry and the usual hustle and bustle, you can enjoy the pure Caribbean joie de vivre. With a rain forest, small and large waterfalls, secluded bays, beautiful beaches, mysterious caves, as well as one of the oldest nature reserves around, you will...
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    Castara, Tobago NONE
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    VOTED TOP 20 CONDE NAST CARIBBEAN VILLA - 74 STEPS TO BEACH - KIDS TRAVEL FREE1 / 24
    (3)Average
    4 Bedrooms, 6 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • DVD Player
    • Internet Access
    • Children's Pool
    • Hot Tub
    • Washer
    • Cable/satellite TV
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 February 2015
    The usual superlatives cannot do justice to our experience at Ohana! Our family of six adults and a three-year-old wanted a place to get away, where we could all relax from our...
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    About this property
    Voted amongst the top twenty villas in the Caribbean by Conde Nast Traveler in 2007, Ohana Villa stands apart as one of the most striking places to stay in Tobago and the Caribbean and was designed by one of the Caribbean's foremost architects. Ohana is a Hawaiian word for family rest-house and...
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    Location Information
    Scarborough, Tobago
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 8
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    Toad Hall, Castara, Tobago.1 / 8
    (4)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Balcony
    • Wi-Fi
    • Outdoor Dining Area
    • DVD Player
    • Grill
    • Washer
    • Mountain Views
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 March 2016
    We loved Toad Heights so much we came again. Built in the local style, the wooden houses have real character, with open airy eaves - no boring rooms you find everywhere in the...
    Reviewed 2 May 2015
    Me and my partner stayed in the studio apartment Leapfrog late January-early February 2015. We had been in Charlotteville the week before, and Steve was really helpful, asking...
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    About this property
    Toad Hall is a charming wooden house situated 5 minutes from the beach in the village of Castara, Tobago. There is a large living area with 2 couches & coffee tables. There is a comprehensive kitchen along one side of the main room with gas cooker/oven, microwave and large fridge/freezer. There are...
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    Castara, Tobago NONE
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Tadpoles, Castara, Tobago.1 / 4
    (5)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Private Garden
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 December 2017
    We stayed in Tadpoles for 3 weeks in Nov/Dec 2017 and felt right at home in the apartment. It had everything we needed for a comfortable stay and we were well looked after by...
    Reviewed 7 March 2017
    Tadpoles gave us everything we needed; stunning views from the back door over a tree lined gully with abundant wildlife. The formal grounds to the front are kept neat and tidy...
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    About this property
    Tadpoles is a self-contained 'Studio' apartment situated 50 metres from the main road. It is a 5 minute stroll from the closest beach. There are several small shops close by for your convenience. There is a kichenette with a 2 burner hob and small fridge/freezer. There is a fold-up table for dining...
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    Castara, Tobago NONE
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Boat view Apartments1 / 7
    (16)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    we only stayed 3 nights but what a time. showed to our room up several stairs but boy was it worth it! the view was amazing straight across the bays you could sit and watch the...
    Reviewed 5 February 2017
    I've given a 5 star rating on the basis that we had a truly memorable holiday. If you want 5 star luxury and mod cons then you need to look elsewhere. This charming apartment is...
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    About this property
    Each studio apartment has a breathtaking view over Castara Bay with a fully fitted kitchen, separate bathroom, sofa bed, table, chairs and a kingsize bed and canopy. There is a breeze off the sea as well as fans to keep you cool. The beach is a minute from your door with a bar/restaurant (The...
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    Location Information
    Castara, Tobago TOBAGO
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Secure Parking
    • Air Conditioning
    • Cable/satellite TV
    • Private Garden
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Gated compound with full security for your comfort, including the Magdalena Grand hotel offering fine dining, boutique shopping and full spa. 2 large en suite bedrooms • 2 queen beds, 1 double bed and 1 king bed • 3rd bathroom off living room perfect with large groups • Full kitchen with all...
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    Location Information
    Lowlands, Tobago 000000
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Ambassadors House, Windy Edge1 / 23
    (21)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Secure Parking
    • Ocean Views
    • Balcony
    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Washer
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 January 2018
    We stayed over new year 2018 for a week and really enjoyed the house, pool and gardens. Booking was easy and we would recommend this as an excellent place to stay for self...
    Reviewed 23 August 2017
    This is a spectacular spot. Really spectacular. Up in the hills behind Scarborough in its own substantial grounds, this is a house built in the traditional style...
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    About this property
    Windy Edge was designed and built by a former US ambassador to Japan and it is still known on the island as the Ambassador's House. Set on the top of Cinnamon Hill, it has sensational views over the Caribbean and Atlantic seas and catches the cooling breezes, unlike many coastal properties. It is a...
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    Location Information
    Scarborough, Tobago TQ139XG
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Housekeeping Included
    • Patio
    • Cable/satellite TV
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Balcony
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Picture yourself on the veranda with a long, cool drink, looking down at your family and friends playing in the pool below you. This is what you can experience if you stay at Hummingbird Villa. It's a four-bedroom luxury accommodation within minutes of some of Tobago's best beaches. Grafton Beach...
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    Tobago, Trinidad and Tobago XXXXXX
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Skiing: Property Is In A Ski Resort
    • Terrace
    • Housekeeping Included
    • Balcony
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    WWW.CAROLINAPOINTRESORT.COM * 1 Bedroom Apartment 25 x 25, with Garden View and private entrance * Air Condition and Ceiling Fans throughout * Extra large windows throughout * Private bedroom with comfy King size Bed with suspended net * Futon Sofa Bed (Extra Linen and Pillows Provided)...
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    Location Information
    Crown Point, Tobago 00000
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Terrace
    • Balcony
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The cottages at Englishman's Bay are set amid three acres of lushly landscaped grounds. Stone walkways and trails that wander through the property were designed to explore the gardens, landscape features and scenic view points. The cottages are located on lot #2, on a hillside just above the bay....
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    Location Information
    Castara, Tobago 960117
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Washer
    • Balcony
    • Terrace
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    Black Rock, Tobago 0000
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    • Private Garden
    • Cable/satellite TV
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Secure Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stunning waterfront villa on the peninsula of Tobago Plantations . Beautiful Caribbean villa situated between the ocean and a PGA designed golf course comprising 4 large bedrooms, each with en suite bathroom, sitting room and dining area, fully air-conditioned with covered veranda, swimming and...
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    Location Information
    Lowlands, Tobago 0000
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 9
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Secure Parking
    • Mountain Views
    • Ocean Views
    • Terrace
    • Wi-Fi
    • Private Garden
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sandcastles is ideally situated just above the idyllic fishing village of Castara in Tobago and is ideally suited to the discerning family, or couples with good taste.<BR><BR>If you have an eye for beauty and a love of nature we offer the option of a 2-bedroom apartment with private gardens private...
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    Location Information
    Castara, Tobago W I 1
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Balcony
    • Terrace
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The cottages are set amid 3 acres of lushly landscaped grounds overlooking Englishman's Bay. It is a five minute walk to the beach and provides easy access to nature trails through the rain forest that lead to water falls with dipping pools. Arbor Cottage has 2 bedrooms which can provide...
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    Location Information
    Castara, Tobago 960117
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our new spacious appartment for 2 person(extra beds available) is located in the small village of Black-Rock,Tobago.There is a big fully equipped kitchen,bathroom with shower,toilett and face-basin for your convinience.The large bedroom is supplied with a wardrobe,chester-draw and a queen-size...
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    Location Information
    Black Rock, Tobago 901106
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Plantation View1 / 46
    (32)Very good
    4 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • Ocean Views
    • Patio
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    So glad we booked this villa again.Since our last visit Mr Barry has made some updates and they certainly are impressive.New lounge furniture and reshuffle of other sofas has...
    Reviewed 29 December 2017
    The house was beautiful..and has been updated a bit from the pictures.. the view was spectacular and we enjoyed the pool! My family had a great time and we will definitely book...
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    About this property
    This fantastic secluded 4 bedroomed all with en-suite family villa comes with private pool and spa. It can be rented either as two apartments (both with separate entrances) or as a large villa. Both apartments are fitted with full working kitchens and dining areas. air con in all bedrooms . WI...
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    Location Information
    Tobago, Trinidad and Tobago N A
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 12
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    8 Bedrooms, 12 Bathrooms, Sleeps 29 Quick View
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    • Wi-Fi
    • Balcony
    • DVD Player
    • Air Conditioning
    • Grill
    • Washer
    • Terrace
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our eight (8) Bedrooms are each provided with an ensuite toilet/bath, hot/cold water, television plus a DVD collection, builtin cupboards, air-condition and ceiling fans. There is a mix of Double and/or Twin size beds in each room. We have two (2) fully equipped Kitchens (one on each floor of...
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    Location Information
    Bon Accord, Tobago N A
    Holiday Rental House - 8 Bedrooms, 12 Bathrooms, Sleeps 29
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • DVD Player
    • Wi-Fi
    • Terrace
    • Patio
    • Secure Parking
    • Private Garden
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One love cottage Tobago comprises two apartments.It is located in a local village. Our down stairs apartment is a studio style apartment with a queen size bed, kitchenette with a fridge, gas cooker, microwave and a kettle. There is a private shower with hot/cold water.This apartment suites for a...
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    Location Information
    Scarborough, Tobago 901728
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Bougain-Villa1 / 40
    (18)Excellent
    3 Bedrooms, 6 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • DVD Player
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Balcony
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 November 2017
    My family and I spent Christmas 2016 at this lovely villa. It was so ideal...a large kitchen with all utensils for cooking and baking, relaxing pool, air-conditioned rooms...
    Reviewed 28 April 2017
    Private ,comfortable ,fun & relaxation it was awesome I will go back there any time. Family had a blast.
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    About this property
    Bougain-villa is a charming luxury detached air-conditioned villa with a swimming pool, set in a tropical garden with fruit bearing trees. The property is light and very welcoming with tall ceilings, cool floor tiles, ceiling fans, and furniture of a high quality. The villa is tastefully decorated...
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    Location Information
    Bacolet Bay, Tobago TOBAGO
    Holiday Rental House - 3 Bedrooms, 6 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Air Conditioning
    • Balcony
    • Housekeeping Included
    • Patio
    • Wi-Fi
    • Ocean Views
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Carolina Point Resort is close to Airport, Parks, Restaurants and dining, Great Views, Beaches. You’ll love Carolina Point because of proximity to everything - the outdoors space, the ambiance, the neighborhood, Night Life. Carolina Point Resort is good for couples, solo adventurers, business...
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    Location Information
    Crown Point, Tobago 00000
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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