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Holiday Rentals with Pools in Prospect

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    Don't let other travellers get your favourite Prospect area holiday rental. You're so close to securing your perfect getaway. Book today.
    96 Matching Rentals in the Prospect AreaView all 162 rentals
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    Tobago three bedroom Villa with panoramic seaview, close to airport and town.1 / 25
    (10)Very good
    Prospect
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Eagle's Base Villa and Cottage -  brand new Holiday Rental with amazing views!1 / 52
    (15)Excellent
    Prospect
    7 Bedrooms, 7 Bathrooms, Sleeps 26 Quick View
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    The following rentals are within 10 kilometers of Prospect.
    Robbie's Place Tobago # 1bedroom1 / 27
    (11)Excellent
    Black Rock
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Robbie's Place Tobago # 2 bedroom1 / 33
    (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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    Black Rock, Tobago 00000
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Birdie's Nest1 / 21
    (6)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 18 March 2018
    The Birdie's Nest in Black Rock, Tobago is truly heaven on earth.A group of 5, we were instantly enamoured with Prince's accommodations. The visitor is immediately in awe of...
    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...
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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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    Black Rock, Tobago 00000
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Birdie's Nest Apt#21 / 23
    (1)Excellent
    Black Rock
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • 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
    Black Rock, Tobago 901106
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2BR Ocean Front Bungalow with pool, deck and wifi1 / 14
    (5)Excellent
    Riseland
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Wi-Fi
    • Waterfront
    • Grill
    • Porch
    • Air Conditioning
    • 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
    2 Bedroom Ocean Front Bungalow (Sleeps 4). 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...
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    Riseland, Tobago CARIBBEAN
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    Villa Soleil1 / 24
    (2)Excellent
    Arnos Vale
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Washer
    • Children's Pool
    • Ocean Views
    • Air Conditioning
    • Wi-Fi
    • Patio
    • Cable/satellite TV
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 February 2018
    Villa Soleil was everything I expected and more!!!The property is just amazing and the ocean views from each room is simply magical.My entire family fell in love with villa...
    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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    Arnos Vale, Tobago 00000
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    Tropical Oasis - Angelfish Villa Tobago  Store bay/ Pigeon Pt.1 / 42
    (8)Excellent
    Bon Accord
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • 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 3 weeks ago
    4 couples for 5 days & the place really worked for us. Good facility with everything needed. Close to amenities. 15 minute walk to the beach. Staff was very responsive...
    Reviewed 25 January 2018
    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...
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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
    Bon Accord, Tobago 00000
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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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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    Amenities & Details
    • 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 22 January 2018
    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
    Black Rock, Tobago TOBAGO
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    PRIDE OF COURLAND - Hummingbird - Unique Beachfront Apartment1 / 18
    (18)Very good
    Black Rock
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Amenities & Details
    • Grill
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • Ocean Views
    • Waterfront
    • Shared Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 March 2017
    We stayed at Pride of Courland, Royal Tern unit in March 2017. We stayed in an upper unit of the house; the house has four units. It was very nicely outfitted with everything...
    Reviewed 25 August 2016
    We had an amazing, relaxing time at the Pride of Courland. As a family of 5 it is hard to find accommodation but this suited our needs perfectly. Steve picked us up from the...
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    About this property
    Pride of Courland has four beachfront apartments. The apartments have high standard with wifi, aircondition, cabletv, swimmingpool and a well equipped kitchen. From the garden you can walk straight out to the beach - Great Courland Beach. The apartments have 2 bedrooms and accomodate 5 persons. We...
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    Location Information
    Black Rock, Tobago 001868
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Crown Point 2BR Condo1 / 18
    (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 11 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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    Crown Point, Tobago 12345
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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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, Tobago LOWLANDS
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Kilgwyn Bay Getaway1 / 10
    (9)Very good
    Bon Accord
    2 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • 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
    Bon Accord, Tobago 11111
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 5
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    Crown Point
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Wi-Fi
    • Cable/satellite TV
    • Private Garden
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Côté Ci Côté La is a modern, newly built Villa on the ocean front secluded from noise of Crown Point. Yet only a two minute drive from the center of Crown Point; 'The Hot spot ' of Tobago. The Crown Point area has many amenities such as restaurants, bars, clubs and casinos. The essentials: mini...
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    Location Information
    Crown Point, Tobago 00000
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Villa Colibri: 3BR villa/pool/24 hr guard gated community/Tobago1 / 14
    (16)Excellent
    Canaan
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Wi-Fi
    • Grill
    • Washer
    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Patio
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 January 2017
    As far as the villa goes I have absolutely no complaints. It is as advertised - beautiful, comfortable, secure, minutes away from restaurants, beaches, the mall etc. It is well...
    Reviewed 1 March 2016
    Villa: Poui PlacePROS- The beauty of the ENTIRE compound! There were mini-lakes or big ponds with pink lily pads and bridges for you to lean against. The greenery was well...
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    About this property
    Colibri is a 3bedroom/3bathroom villa in the secure upscale community of Samaan Grove. Centrally located, the villa is approximately 10 minutes to the airport and most popular beaches. Guests will enjoy the peaceful relaxed luxury of a quiet secure environment. The French doors in the great room...
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    Location Information
    Canaan, Tobago TOBAGO
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Flamboyant Suite By The Sea - Resort on the Caribbean side with Shared Pool1 / 22
    (3)Excellent
    Black Rock
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Air Conditioning
    • Grill
    • Ocean Views
    • Washer
    • Cable/satellite TV
    • Wi-Fi
    • Waterfront
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 April 2018
    Stay here whenever I can in Tobago. The rooms are very comfortable and master bedroom opens out to a view of the sea. Walking distance to one of the best beaches and also to one...
    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...
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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
    Black Rock, Tobago 0000
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Kapinjala Villa1 / 13
    (1)Excellent
    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
    Reviewed 7 April 2018
    We enjoyed 5 days at this villa. Location is a little hard to find at first, but once you know the turns it was fine. The view from the pool overlooks a lagoon area and...
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    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
    Arnos Vale, Tobago 0000
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    Bishop's Villa, Signal Hilll, Tobago - Entire House - Price includes 10 guests1 / 54
    (13)Very good
    Signal Hill
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • 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*** Price includes a maximum of 10 guests. 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....
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    Location Information
    Signal Hill, Tobago N A
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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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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    Location Information
    Scarborough, Tobago 00000
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Black Rock
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • 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
    Black Rock, Tobago 00000
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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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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    Amenities & Details
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • Washer
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Patio
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 March 2016
    The house was great comfortable,the six nights we stayed there for I never saw the house keeper once or pool service it's a good thing I build pool.The access to no mans land...
    Reviewed 10 September 2015
    This villa is truly amazing, from the amenities to the organization of this large home. The villa is also very well maintained with more than enough living space. Whatever you...
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    About this property
    Large beautiful two storey 3500 sf 3 bedroom villa in the gated community of Samaan Grove with 24 hour security. On the second floor there are three large air conditioned bedrooms all with queen sized ( two with walk through closets) with bathrooms ensuite. All the bedrooms open onto a large...
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    Location Information
    Canaan, Tobago 12345
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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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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    Location Information
    Mount Irvine, Tobago WI
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 7
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    Crown Point
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Secure Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A 3 level townhouse in the heart of Tobago's Tourist District. Walking distance to beaches, restaurants, shopping, night life, banks. On the ground floor is a balcony, the living room, half bath, fully equipped kitchen, dining room. On the first floor is 2 bedrooms and a full bath and balcony....
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    Location Information
    Crown Point, Tobago 00000
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    Crown Point 1BR Condo1 / 19
    (4)Very good
    Crown Point
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Balcony
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Secure Parking
    • Terrace
    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
    Crown Point, Tobago 12345
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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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 18 February 2018
    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
    Scarborough, Tobago BACOLET
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Lowlands
    4 Bedrooms, 5 Bathrooms, Sleeps 9 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Secure Parking
    • Wi-Fi
    • Private Garden
    • Cable/satellite TV
    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 ensuite bathroom, sitting room and dining area, fully air-conditioned with covered verandah, swimming and...
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    Location Information
    Lowlands, Tobago 00000
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 9
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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
    Crown Point, Tobago 0000
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Black Rock
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Balcony
    • Cable/satellite TV
    • Air Conditioning
    • Terrace
    • Wi-Fi
    • Washer
    • Ocean Views
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We are listed #3 of 97 with 131 reviews under TripAdvisor' specialty lodging section under the tab 'Hotels'. Corner View, a bright and airy one bedroom apartment adjoining 'Artist's Studio' and also accessible from a separate entrance; offering a large kitchen/lounge area, a small utility area,...
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    Location Information
    Black Rock, Tobago 901118
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Lowlands
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located at Tobago Plantations, a safe secure gated compound located on the Atlantic side of the island. Great for Golf enthusiast and Villa is on the same compound as Magdalena Resort • 3 en suite bedrooms • 1 king size beds, 2 double beds and 1 queen bed • Entire villa is air conditioned • Full...
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    Location Information
    Lowlands, Tobago 00000
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    Black Rock
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Wi-Fi
    • Terrace
    • Balcony
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bayview Villas sits on a hillside, lush with tropical flora, and a panoramic view of the Caribbean Sea. These three villas toe the line between luxury accomodation and that home-away-from-home feel. Mid Deck: This gorgeously decorated 3 bedroom feels like home but with a little dusting of make...
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    Location Information
    Black Rock, Tobago 0000
    Condo/Apartment - 3 Bedrooms, 2 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 7 February 2018
    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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    Location Information
    Scarborough, Tobago N A
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Black Rock
    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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    Moonlight Mountain1 / 46
    (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
    Scarborough, Tobago TOBAGO
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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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
    Black Rock, Tobago 0000
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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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
    Riseland, Tobago 00000
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Mot Mot Lodge Tobago1 / 18
    (21)Very good
    Mount Irvine
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
    • Washer
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Ocean Views
    • Waterfront
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 October 2017
    Love it this is a great family-friendly villa with a fantasia pool and a wonderful hot tub. Carlon Daniel was very nice he help us a lot in everything we need thanks very much...
    Reviewed 7 July 2017
    Mot Mot Lodge was AMAZING! I booked Finn's place as a getaway for our family. I am a trini living in the US Aand my family reside in Trinidad. It was a group of 12 of us, which...
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    About this property
    As soon as you walk through the front door you are struck by the sheer tranquillity and elegance of your surroundings. Mot Mot Lodge is beautifully appointed with everything you could wish for to make your stay a relaxing and rejuvenating experience. A short walk through the gardens leads down to...
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    Location Information
    Mount Irvine, Tobago NA
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    The Marion Villa1 / 16
    (22)Excellent
    Bacolet Bay
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • Washer
    • Ocean Views
    • Housekeeping Included
    • Air Conditioning
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    Marion Villa far exceeded my expectations. Great location and most amazing view. Would definitely recommend to anyone looking for paradise.
    Reviewed 19 December 2017
    We (3 couples) had an amazing stay at the Marion Villa. Open concept living area, well equipped kitchen and each bedroom had it's own bathroom. Views are incredible especially...
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    About this property
    Contemporary, eco-conscious design, Caribbean charm and personalized service meet at The Marion Villa, your new island-home. Welcome to the Marion Villa, an exclusive modern hideaway perched atop Bacolet Bay on the island of Tobago – the Caribbean’s leading eco-tourism destination. Here, nature-...
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    Location Information
    Bacolet Bay, Tobago 06903
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Easy as 1231 / 32
    (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
    Lowlands, Tobago WI
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 10
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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
    Bon Accord, Tobago 00000
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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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
    Black Rock, Tobago 0000
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Black Rock
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Housekeeping Included
    • Wi-Fi
    • Washer
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Pride of Courland has 4 beachfront apartments. The apartment has high standard with wifi, aircondition, cabletv, swimmingpool and very well equipped kitchen. From the garden you can walk through the gate and straight out on he beach, The Great Courland Beach. The apartment has 1 bedroom and can...
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    Location Information
    Black Rock, Tobago 3711
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Ambassadors House, Windy Edge1 / 23
    (21)Excellent
    Scarborough
    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 8 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 22 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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    Captain's Quarters at Bayview Villas, overlooking beautiful Stonehaven Bay1 / 8
    (1)Excellent
    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
    Reviewed 19 April 2018
    The location was great, the beach is nearby- you can actually hear the waves roar. This is a great family friendly condo with a nice pool. It was a nice way to spend a long...
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    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
    Black Rock, Tobago 0000
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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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
    Black Rock, Tobago 00000
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 9
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    Beautiful Villa, Great Location1 / 20
    (4)Very good
    Bon Accord
    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 15 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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    Lowlands
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Absolutely fabulous. There is no other way to describe the location of this idyllic holiday property. Sunny Daze villa sits on the edge of the Petit Trou lagoon and looks out across the gentle waves to the Atlantic Ocean and across to Trinidad. A very short walk through the tropical garden leads...
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    Location Information
    Lowlands, Tobago 97133
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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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
    Black Rock, Tobago 0000
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    Cisantt1 / 13
    (1)Excellent
    Canaan
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed yesterday
    Pros10 mins from airportGated communitySpacious and well laid outBedrooms each have ensuite bathroomJemma the caretaker was friendlyPool area included a grill, wet bar...
    Reviewed 31 January 2018
    Could not have started and finished the year better than staying with family at Cisantt Villa, Samaan Grove , Tobago . Just a wonderful relaxing time, a beautiful (proper) pool...
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    About this property
    An open and breezy 3 bedroom villa that opens onto a heart shaped pool, located in the gated Samaan Grove resort. This villa is very well built and decorated, with the care and attention to detail of a personal home. The fully outfitted kitchen opens onto the pool deck and looks through into the...
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    Location Information
    Canaan, Tobago 00000
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Atlantis cove: beautiful Cottage above the Ocean1 / 7
    (2)Excellent
    Scarborough
    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
    Reviewed 22 March 2018
    What a fantastic cottage truly relaxing with all the amenities you could want. Pool superb. Isabelle Jason and family such perfect hosts. It was a pleasure to be their guests...
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    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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