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Holiday Rentals with Pools in Tobago

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    Travellers to Tobago are booking July dates now. Secure your holiday rental today, and have the perfect trip.
    87 Matching Rentals in TobagoView all 179 rentals
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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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    Eternity Villa1 / 32
    (9)Very good
    3 Bedrooms, 4 Bathrooms, Sleeps 7 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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    VOTED TOP 20 CONDE NAST CARIBBEAN VILLA - 74 STEPS TO BEACH - KIDS TRAVEL FREE1 / 24
    (2)Excellent
    4 Bedrooms, 6 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Internet Access
    • Children's Pool
    • Hot Tub
    • Washer
    • 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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    Moonlight Mountain1 / 23
    (2)Average
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Ocean Views
    • Washer
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • 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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    Cool Breeze Villa - overlooking ocean with pool1 / 9
    (5)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Mountain Views
    • Washer
    • Wi-Fi
    • 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 11 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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    Scarborough, Tobago 00000
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Coolo Breezo - Beautiful Panoramic Views of Tobago1 / 19
    (5)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Hot Tub
    • Mountain Views
    • Washer
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 September 2016
    I visited Cool O Breezo in June of this year with friends and family and it was fantastic. The view was amazing, the rooms were clean and comfortable and relaxing in the jacuzzi...
    Reviewed 1 August 2016
    I rented the property for the location on the hill for the breezes and the pool and views and wasn't disappointed. However the property is getting on with age and had some...
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    About this property
    This spacious villa sits atop Lambeau Hill and affords stunning views and a wonderful Caribbean breeze. Coolo Breezo offers a panoramic sea view from Scarborough to Crown Point and takes full advantage of the cooling trade winds. The villa has three en-suite bedrooms all with en-suite bathrooms,...
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    Location Information
    Lambeau, Tobago 00000
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Tobago Plantations Condo1 / 18
    (6)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • DVD Player
    • Satellite TV
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    • Washer
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    My family and I visited Tobago for 4 days, and I must say choosing this villa was an excellent choice. The villa is as seen in the pictures and is excellent for families with...
    Reviewed 3 weeks ago
    The property was very nice and the property manager was attentive to our minor concerns. Overall, my family had a great trip and we enjoyed our stay in Tobago Plantations. We...
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    About this property
    It's a ground floor condo overlooking the Tobago Plantations golf course. tranquil and peaceful surroundings. Access to 3 separate pools on compound and Lowlands beach. Sleeps 8 comfortably. Perfect for small families with young children. Cable television and wifi at no extra cost. Maid service...
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    Location Information
    Lowlands, Tobago
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 8
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    Birdie's Nest1 / 21
    (5)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Satellite TV
    • Housekeeping Included
    • Ocean Views
    • Air Conditioning
    • Waterfront
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 March 2017
    Booking an unknown apartment can be gamble but Birdies Nest did not disappoint. The apartment was spotlessly clean with everything we needed. It was a peaceful private retreat...
    Reviewed 16 February 2017
    Such an awesome place to get away and relax. Great for kids and adults. Very clean and Prince is truly a Prince. Can't wait to go back...
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    About this property
    Welcome Birdie's Nest holiday apartments are a gem, tucked away beside the beach on the Caribbean coast of Tobago, at Great Courland Bay. Located at the end of a country lane, our apartment house is quiet and secluded, but not remote. Far away enough away from the village to hear just the sound...
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    Location Information
    Black Rock, Tobago 00000
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Tobago three bedroom Villa with panoramic seaview1 / 25
    (9)Very good
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Internet Access
    • Washer
    • Satellite TV
    • Grill
    • Porch
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 April 2017
    A group of 7 went across to Tobago for the weekend. Before we arrived Frank's customer service and his attentiveness was second to none! He called and said thanks for the...
    Reviewed 18 July 2016
    I spent five days at this heavenly place. The communication between Mr Chai (the owner) and myself was excellent and he responded to my questions efficiently and timely. This...
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    About this property
    Villa Nirvana is located at one of the best vantage points in a gated development at Sanctuary Villas where you will truly enjoy the spectacular view of the famous Buccoo Reef and the Caribbean Sea. Four beaches are within five minutes drive from our villa, these include Stonehaven, Back Bay, Mt...
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    Location Information
    Prospect, Tobago 00000
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    Stunning seafront villa with panoramic ocean views1 / 19
    (14)Very good
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Satellite TV
    • Hot Tub
    • Waterfront
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    My family and I visit Tobago quite often and we've stayed in most hotels and a few other villas but ever since we found seabreeze no where else can compete it is by far the most...
    Reviewed 29 July 2016
    Hi Henry, I've so busy with work and preparing my son for a new school. I just wanted to thank you for renting us your wonderful villa, myself and the rest of my family had a...
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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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    Location Information
    Bacolet Bay, Tobago WI
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    Villa Sweet Breeze1 / 10
    (3)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Mountain Views
    • Patio
    • Satellite TV
    • Ocean Views
    • Housekeeping Included
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 April 2017
    I just wanna say that Jenny was very accommodating and allowed my party to extend our stay after the initial booking over TripAdvisor. Months leading up to the trip Jenny said...
    Reviewed 11 October 2016
    Just as the name says "Sweet Breeze" that fits the setting for good R & R. Open floor living with fresh air and well maintained grounds no need for air conditioning...
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    About this property
    Villa Sweet Breeze is set in In a tranquil area in the hills above Mount Irvine golf course, 5 minutes drive from 3 of the best beaches, with stunning unspoilt panoramic views of tropical hills, valleys, Buccoo Bay and the reef beyond.<BR><BR>Lounge on cushions on the decking by the kidney shaped...
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    Location Information
    Tobago, Trinidad and Tobago TT1
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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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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    Amenities & Details
    • 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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    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Ocean Views
    • Wi-Fi
    • DVD Player
    • Satellite TV
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Housekeeping Included
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Knotty's Villa is located exactly in the middle of Grange and Mt. Irvine beaches. It's is very private and secure. A luxurious, relaxing getaway location. It has a fully equipped chef's style kitchen and offers both catering and spa services. The villa is nestled on a 3 acre property with two 1...
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    Location Information
    Mount Irvine, Tobago 00000
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Romantic Caribbean Get Away.1 / 12
    (7)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Grill
    • Private Outdoor Pool (Unheated)
    • Washer
    • Internet Access
    • Satellite TV
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 February 2016
    The owner did a beautiful job planning his property and arranging the cabins. He certainly has an eye for unfussy, yet charming décor and providing modern amenities (electricity...
    Reviewed 20 July 2015
    Rainbow Lodge is akin to staying in a simplistic tree house in the middle of a beautiful forest with wonderful views and the most stunning birdlife (parrots, chachalacas...
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    About this property
    Rainbow Lodge located on an Old Cocoa Estate, With the Tropical Rain Forest as our back drop, great views of the Caribbean Sea, Fantastic Sunsets, beautiful beaches , the Lodge is a Large airy space . 2 huge bedrooms up stairs on a wooden floor, ground floor marbled and cool, leading out onto a...
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    Location Information
    Parlatuvier, Tobago N A
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    Mahogany Ridge, Elegant comfort,Pool, Ocean Views.1 / 20
    (18)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
    • Ocean Views
    • Housekeeping Included
    • Satellite TV
    • Mountain Views
    • Washer
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 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...
    Reviewed 11 February 2016
    Really enjoyed our stay at Mahogany Ridge. Lovely views from the veranda overlooking the pool, the gardens, the forest and on to the sea - memories to cherish for ever. Nearest...
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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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    Easy as 1231 / 16
    (1)Excellent
    4 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • DVD Player
    • Air Conditioning
    • Washer
    • Ocean Views
    • 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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    Knotty's Apartments1 / 14
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Secure Parking
    • Air Conditioning
    • Satellite TV
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    I have stayed here recently with my little group and i must say we all loved it.The place is well kept and clean has everything you will need and you are always overlooking the...
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    About this property
    This one bedroom apartment is in a safe compound with 2 other apartments and as part of the property of the host The apartment has balcony overlooking the sea The beach is with 3 minute walk and the pool is shared with other guest Beach towels provided The apartment is fully equipped...
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    Location Information
    Mount Irvine, Tobago 000000
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    RIDGE HOUSE VILLA1 / 23
    (3)Very good
    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Ocean Views
    • Satellite TV
    • Hot Tub
    • Washer
    • Private Outdoor Pool (Unheated)
    • Grill
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 May 2017
    Booking late, we were struggling to find a suitable villa to house 3 families for a few days over the peak Easter season. This was one option and we deemed it to be the most...
    Reviewed 24 February 2017
    This place was perfect for our huge family had a wonderful time would definitely recommend. Everything was within distance and beach was great.
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    About this property
    RIDGE HOUSE VILLA SITS ON HORSE SHOE RIDGE ABOVE THE VILLAGE OF PLEASANT PROSPECT,WHICH HAS A RESTAURANT,BAR,AND SMALL SUPERMARKET. A SHORT WALK TO THE PALM TREE LINED SANDY BEACH WHERE LEATHERBACK TURTLES COME TO LAY THERE EGGS. IT ALSO HAS A BAR FOR FOOD AND DRINK,BACK AT THE VILLA THERE IS A...
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    Location Information
    Tobago, Trinidad and Tobago XXXXXXXX
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    Being - The Hippest, Happiest Spot in Tobago1 / 95
    (7)Excellent
    3 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Satellite TV
    • Wi-Fi
    • Mountain Views
    • DVD Player
    • Ocean Views
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 April 2017
    The iconic Peter Minshall once said that ' Images are the bouquet to conversations '!__ this became most apparent when I caught my first glance as the gates slowly opened and i...
    Reviewed 18 April 2015
    A truly amazing location in Arnos Vale. It's located to the end of the paved road, directly on the cliff coast over-looking the sea. A cool location without AC! Outdoor showers...
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    About this property
    If you are looking for privacy, peace of mind and an original holiday escape, then Being is your only option.<BR><BR>Being, located in Arnos Vale, Tobago is a name that departs from conventional hotel names, is intended for couples, families and friends who are comfortable with themselves, looking...
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    Location Information
    Arnos Vale, Tobago 00000
    Holiday Rental House - 3 Bedrooms, 5 Bathrooms, Sleeps 10
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    Crown Point 2BR Condo1 / 18
    (2)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Balcony
    • Secure Parking
    • Satellite TV
    • Wi-Fi
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 October 2015
    The location of this apartment is fantastic. It is close to everything you would ever need. The people who own the apartment are lovely and very accommodating. They picked us up...
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    About this property
    This lovely 2 bedroom 2 bathroom apartment comes fully furnished and equipped. A short distance from the airport. Newly built and has a lovely pool within the gated compound. In the middle of everything with walking distance to Store Bay and Pigeon Point beaches. Restaurants, bars, convenience...
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    Location Information
    Crown Point, Tobago 12345
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Hummingbird Villa1 / 18
    (4)Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Satellite TV
    • Washer
    • Patio
    • Air Conditioning
    • Housekeeping Included
    • Grill
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
    Reviewed 3 April 2015
    The Island of Tobago is a well kept secret paradise, not spoiled by tourism and with enough to keep you gently entertained for a week or more. With a bountiful of beaches to...
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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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    3BR villa/pool/24 hr guard gated community/Tobago1 / 14
    (16)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Wi-Fi
    • Grill
    • Washer
    • Air Conditioning
    • DVD Player
    • Satellite TV
    • Patio
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 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 2 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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    Angel Retreat-Apartment1 / 16
    (16)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Parking
    • Private Outdoor Pool (Unheated)
    • Balcony
    • Terrace
    • Housekeeping Included
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    My son and I enjoyed a couple days at this lovely close to nature apartment with a huge balcony and a view to die for. The actual apartment has a separate a/c bedroom and...
    Reviewed 28 March 2017
    A nicely maintained and attractive pool, beach access very close by and Sparkle is a pleasant, ‘common-sensical’ manager. Lovely, comfortable patio/veranda outside the...
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    About this property
    Situated next to Heavenly Bay (the smaller of Castara's two beaches), our apartments offer you an escape to paradise. Angel Retreat has eight apartments - each apartment has a two queen size beds with mosquito net, fitted air-conditioning, a large bathroom (with shower), a well-equipped kitchen...
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    Location Information
    Castara, Tobago CM2 6JL
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Private Garden
    • Private Outdoor Pool (Unheated)
    • Parking
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Pellicano stands guard on one of the most scenic pieces of coastline between Grafton and Turtle Beach. The open layout moves you from room to gorgeous room with little effort. The covered live-in terrace is like a whole other room, which leads you through an arch to not one but two pools for you...
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    Location Information
    Black Rock, Tobago 0000
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 9
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    5 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    • Satellite TV
    • Air Conditioning
    • Parking
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Mirage marries luxury and practicality with wicker and wood accents warming things up, making its many living areas feel like home. The pool is conveniently central to all areas, allowing parents to relax but still be handy to supervise younger swimmers. Seven spacious bedrooms all come...
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    Black Rock, Tobago 0000
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 16
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    CHACONIA,  Beach front, luxury 3 bedroom apartment1 / 13
    (3)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • DVD Player
    • Waterfront
    • Ocean Views
    • Housekeeping Included
    • Satellite TV
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 January 2017
    This is the 2nd stay at Chaconia. What a paradise of a place. This is where all your stress goes to die! Gorgeous home, amazing views, location to die for, 2 secs to the beach...
    Reviewed 11 March 2016
    The villa was exactly like the pictures advertising it, the team looking after you are so kind and helpful, nothing is too trouble.Tobago is a beautiful unspoilt island, we...
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    About this property
    With fantastic uninterrupted Caribbean sea views, Chaconia is an extremely well furnished, upscale apartment offering immediate access to one of the top beaches on the Island. While sitting on your patio and listening to the sound of the waves, you can enjoy having breakfast whilst watching the...
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    Location Information
    Tobago, Trinidad and Tobago TOBAGO
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Tropical Oasis - Angelfish Villa Tobago1 / 42
    (6)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Washer
    • Wi-Fi
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Housekeeping Included
    • Satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 April 2017
    Great place friendly housekeeper and owner, no complains the location of this place was all good also close to everything will surely be staying here again
    Reviewed 23 March 2017
    It's close to beach and shopping area, comfortable accommodations, clean environment, good outdoors.
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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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    Kilgwyn Bay Getaway1 / 10
    (8)Very good
    2 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    • Parking
    • Terrace
    • Porch
    • Ocean Views
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Patio
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
    Reviewed 4 January 2017
    We viewed this place online and we were totally amazed by the settings and pictures. We all agreed and immediately booked the venue.Toilets, Rooms, and kitchen is clean and...
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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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    Bon Accord, Tobago 11111
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 5
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    Angel Retreat - Apartment1 / 6
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Balcony
    • Wi-Fi
    • Ocean Views
    • Parking
    • Mountain Views
    • Terrace
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 November 2015
    I stayed at Angel Retreat from November 2, 2015 to November 6, 2015. The views are breathtaking. The property is quaint, rustic and beautiful. It was just what I needed. I loved...
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    About this property
    Situated next to Heavenly Bay (the smaller of Castara's two beaches), our apartments offer you an escape to paradise. Angel Retreat has eight apartments - each apartment has a two queen size beds with mosquito net, fitted air-conditioning, a large bathroom (with shower), a well-equipped kitchen...
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    Location Information
    Castara, Tobago 612A
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Secure Parking
    • Wi-Fi
    • Private Garden
    • Air Conditioning
    • Satellite TV
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This unique alternative to staying in a hotel will provide all the comforts of home but located in paradise. This eight Apartment building located on the scenic Shirvan Road close to the Mt. Irvine golf course overlooks a tropical coconut palm estate providing the ideal backdrop to make your...
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    Location Information
    Mount Irvine, Tobago NA
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Flipkey'sTopVillaRental 4BED villa Nr..QUIET BEACH1 / 18
    (21)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 7 Quick View
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    • Mountain Views
    • Wi-Fi
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Washer
    • DVD Player
    • Patio
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 January 2017
    We stayed at the Dolphin Villa August 2015.Our first time in Tobago and we loved it!We rented the villa with some friends and it was perfect for our needs.There is nothing I...
    Reviewed 20 June 2016
    Great place for a quiet holiday in a natural paradise. It started with the warm welcome from Marilyn and Kelvin, their helpfulness in guiding us about how to get around and...
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    About this property
    TOP VILLA RENTAL IN TOBAGO. AWARDED BY FLIPKEY/TRIPADVISOR. 'Do not Pass Up This Little Jewel' (Review 2012) FREE WI-FI ACCESS HUGE POOL & POOL TOWELS PROVIDED 3 MIN WALK TOMINISTER BAY, LONG, SANDY,QUIET BEACH MUSIC CENTRE WITH...
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    Tobago, Trinidad and Tobago BACOLET POINT
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 7
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    Villa Soleil1 / 24
    (1)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Children's Pool
    • Ocean Views
    • Air Conditioning
    • Wi-Fi
    • Patio
    • 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, 5 Bathrooms, Sleeps 10
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    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Balcony
    • Hot Tub
    • Grill
    • Air Conditioning
    • Satellite TV
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful 6 bed villa set in tropical gardens overlooking the caribbean sea & small village of Pleasant Prospect, close to palm lined sandy beach where the turtles nest,there is a free form swimming pool with jacuzzi , the garden is frequented by large range of different birds including many...
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    Tobago, Trinidad and Tobago XXXXXXX
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    Sundowner - Beautiful apartment with infinity pool1 / 33
    (27)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Private Outdoor Pool (Unheated)
    • Grill
    • Balcony
    • Wi-Fi
    • Air Conditioning
    • Washer
    • Ocean Views
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 March 2017
    On a high ridge overlooking the Caribbean Sea with a west exposure, the evenings were pleasently breezy. Close to Castara and not too far from Scarborough, we spent most of our...
    Reviewed 8 February 2017
    My wife and I stayed at Sundowner in January 2017 for 1 week. It’s our first time in Tobago and we wanted a quiet place, away from the main tourist drag. Sundowner is ideally...
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    About this property
    At 'Sundowner' we offer a beautiful 2 bed apartment with infinity edge pool and incredible views. In a unique position, overlooking the Caribbean, Sundowner enjoys stunning, uninterrupted views of sea, mountains and rain forest. You can swim or lounge around the pool or simply relax in the tropical...
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    Location Information
    Moriah, Tobago NONE
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Large villa with 50ft pool in Samaan Grove Tobago1 / 18
    (7)Very good
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Satellite TV
    • Wi-Fi
    • Washer
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Patio
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 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 11 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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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Housekeeping Included
    • Patio
    • 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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    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    • Patio
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Satellite TV
    • DVD Player
    • Washer
    • Air Conditioning
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fountain Court Apartments Ltd is a Tobago-based Luxury Holiday Apartment Rental Service. We offer you short-term holiday rentals of our apartments. Whether you're Traveling to Tobago or visiting Crown Point for Business, Pleasure, or Rest-and-Relaxation, you need a place to stay. We provide you...
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    Location Information
    Crown Point, Tobago 000000
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 3
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Housekeeping Included
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Patio
    • Ocean Views
    • Grill
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Situated next to Heavenly Bay (the smaller of Castara's two beaches), our apartments offer you an escape to paradise. Angel Retreat has eight apartments - each apartment has a two queen size beds with mosquito net, fitted air-conditioning, a large bathroom (with shower), a well-equipped kitchen...
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    Location Information
    Castara, Tobago 621A
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you are ever looking for a unique Tobago holiday that is rejuvenating, peaceful, private, secluded, romantic and sensual, then Villa Being is the place to BE. Our Premium Ocean View Room comes fully equipped with all the modern amenities, including air conditioning, hot/cold water, Wi Fi, etc....
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    Location Information
    Arnos Vale, Tobago 00000
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 4
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    OCEANVIEW APARTMENT (POOL & BEACH ACCESS) with WIFI - Casa Cassini Tobago1 / 17
    (18)Excellent
    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
    • Satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 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...
    Reviewed 1 April 2016
    My husband and I don't do the 'all inclusive holiday' we like to book our own flights, accommodation and make our arrangements for eating. Theses days we don't stay in Hotels...
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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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    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)
    • 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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    4 Bedrooms, Sleeps 8 Quick View
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    • Balcony
    • Washer
    • Air Conditioning
    • Grill
    • Outdoor Dining Area
    • Children's Pool
    • Internet Access
    • 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, Sleeps 8
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    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Secure Parking
    • Wi-Fi
    • Private Garden
    • 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 10
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    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Secure Parking
    • Air Conditioning
    • 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. 3 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, 4 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • Private Indoor Pool
    • Satellite TV
    • Air Conditioning
    • DVD Player
    • Grill
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in Bon Accord Village, Villa Lagoona offers an outdoor pool and a garden. This self-catering accommodation features free WiFi in all areas.<BR><BR>This villa will provide you with a TV, air conditioning and a patio. There is a full kitchen with a microwave and an oven. Featuring a bath or...
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    Location Information
    Bon Accord, Tobago 12345
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Crown Point 1BR Condo1 / 19
    (4)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Satellite TV
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Air Conditioning
    • Terrace
    • Secure Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 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 22 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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    Angel Retreat - Apartment1 / 4
    (2)Average
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    • Private Outdoor Pool (Unheated)
    • Ocean Views
    • Balcony
    • Air Conditioning
    • Wi-Fi
    • Housekeeping Included
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 August 2016
    Great place all amenities,safe and secure ,can't beat the price.Staff very helpful,and available most times. Place and environment clean (unless the chickens get into the...
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    About this property
    Situated next to Heavenly Bay (the smaller of Castara's two beaches), our apartments offer you an escape to paradise. Our apartment Raster Man is on our 2nd floor. Locals and tourists share the restaurants, cafes and bars, and there are many shops in the village selling basic groceries, fresh fruit...
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    Location Information
    Castara, Tobago 621A
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    6 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Air Conditioning
    • Satellite TV
    • Wi-Fi
    • DVD Player
    • Housekeeping Included
    • Ocean Views
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Warm Breezes; a three-bedroom, two-bath luxury suite with private pool (sleeps 6 - 8); - offering spacious living for six to eight people, this impressive three-bedroom, two-bath villa has a huge wrap-around verandah (over 80 ft.) for viewing the turquoise sea, and old-time wooden shutters with...
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    Location Information
    Tobago, Trinidad and Tobago 901118
    Condo/Apartment - 6 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, Sleeps 8 Quick View
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    • Internet Access
    • Patio
    • Air Conditioning
    • Grill
    • Washer
    • 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, Sleeps 8
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