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Trinidad and Tobago Vacation Rentals
Birdsong Villa
Location: Trinidad and Tobago
Property Type: Vacation Rental
Beach Location: Off Beach (Tropical Setting)
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Birdsong villa, a Tobago luxury vacation rental apartment villa style has panoramic views of Mt Irvine golf course and Buccoo Reef in the Caribbean.
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Birdie's Nest
Location: Trinidad and Tobago
Property Type: Vacation Rental
Beach Location: Beach Front (Directly on Beach/Water Front)
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Birdie's Nest, a Tobago beach house with holiday apartments for rent in the Caribbean at Courland Bay where Giant leatherback turtles come ashore.
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Birdies Nest at Courland Bay, Tobago
Location: Trinidad and Tobago (Black Rock)
Property Type: Vacation Rental
No. of Rooms: 1
Beach Location: Beach Front (Directly on Beach/Water Front)
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Comfortable 2 bed/2 bathroom West Indian home sitting on a Caribbean beach perfect for Leatherback Turtle observation and family vacations
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Birdsong Villa
Location: Trinidad and Tobago (Mt. Irvine)
Property Type: Vacation Rental
Beach Location: Off Beach (Tropical Setting)
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Villa Gillailes is a resort home nestled above Mt. Irvine golfcourse and with a panoramic view of Buccoo Reef on the island of Tobago.
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Biscot Villa
Location: Trinidad and Tobago
Property Type: Vacation Rental
Beach Location: Off Beach (Tropical Setting)
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Biscot is an old plantation house that has been renovated in the 1990s, there is the old plantation house ambience, with large rooms and two verandas, the pool offers panoramic views of Buccoo Reef and Pigeon Point, and there is the large tropical garden with inseason tropical fruit.
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Brash Villa
Location: Trinidad and Tobago (Blue Range, Diego Martin)
Property Type: Vacation Rental
Beach Location: Off Beach (Tropical Setting)
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The Brash Villa is a family estate owned and operated by the Brash family. Sitting on top of Orange Hill overlooking Tobago's international golf course, our guests have a breathtaking view of the coastline unsurpassed by any other vacation spot on the island.
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Canboulay Villa
Location: Trinidad and Tobago
Property Type: Vacation Rental
Beach Location: Near Beach (Walking Distance)
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Canboulay is nestled on the gently rolling slopes of Tobago’s lush landscape overlooking the 8th fairway at the scenic Mount Irvine Golf Course.
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Capri Isle
Location: Trinidad and Tobago
Property Type: Vacation Rental
Beach Location: Beach Front (Directly on Beach/Water Front)
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And for One moment in time, live what remains for others but a Caribbean dream . . .an island all to yourself, where the only building is the one you occupy, the only people you meet are there to serve you, and the only sounds you hear are the surf, the wind, the birds and yourself thinking.
Read Traveler Reviews: 1 Reviews
Average Traveler Rating: 4.0 Stars 
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Castara Cottage
Castara Cottage - for a relaxing holiday by the sea.
Location: Trinidad and Tobago (Tobago)
Property Type: Vacation Rental
No. of Rooms: 5
Beach Location: Near Beach (Walking Distance)
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Castara Cottage (formerly the Mango House) is an open, natural style house situated in Castara, Tobago. The cottage is just one minutes walk from the beach and is surrounded by rainforest covered hills. The two-storey house offers flexible and comfortable accommodation for up to 11 adults in 3 apartments.
Read Traveler Reviews: 2 Reviews
Average Traveler Rating: 4.5 Stars 
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Freddy's Villa
Location: Trinidad and Tobago
Property Type: Vacation Rental
Beach Location: Near Beach (Walking Distance)
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Tobago accommodation near beaches Store Bay and Pigeon Point, Freddy's Villa offers self catering holiday home vacations for families and car rentals.
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Gatcliffe's Villa
Location: Trinidad and Tobago
Property Type: Vacation Rental
Beach Location: Off Beach (Tropical Setting)
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Situated on the new Tobago Plantations 18 Hole Championship Golf Course, this new property offers views across the fairways to the Atlantic Ocean beyond.
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Grafton House
Location: Trinidad and Tobago
Property Type: Vacation Rental
Beach Location: Off Beach (Tropical Setting)
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Grafton House is a beautiful, privately owned 1930's plantation house offering superb self-catering accommodation on the Grafton Estate, Tobago.
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Grange Cottage
Location: Trinidad and Tobago (Mt. Irvine)
Property Type: Vacation Rental
Beach Location: Beach Front (Directly on Beach/Water Front)
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Ideally situated directly on the golden sands of Grange Beach, The Cottage sits serenely shaded on 2 acres of tropical woodlands amidst coconut palms, samaan and almond trees and other exotic foliage Quiet, unpretentious, understated, Grange Cottage provides the essentials for your unique Caribbean vacation on the most southerly island of Tobago.
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Hawksbill House
Location: Trinidad and Tobago (Scarborough)
Property Type: Vacation Rental
Beach Location: Beach Front (Directly on Beach/Water Front)
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If you are planning a trip to our beautiful island of Tobago, treat yourself to a vacation of a lifetime at one of our luxury villas. Located at Stonehaven Bay on the Caribbean coast of Tobago, this lovely Caribbean villa is set in lush surroundings just one hundred yards from one of Tobago's most picturesque beaches.
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Hibiscus Heights
Sun, Sand & Sea, Private Pool & Fantastic Views of Caribbean Sea
Location: Trinidad and Tobago (Pleasant Prospect, Grafton area)
Property Type: Vacation Rental
No. of Rooms: 5
Beach Location: Next to Beach (Across the Street)
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Hibiscus Heights has three rental units, a three bedroom apartment with pool, a one bedroom cottage and a studio apartment. They can be rented individually or all together for larger groups.
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Horizons Tobago Apartments
Location: Trinidad and Tobago (Bacolet Point)
Property Type: Vacation Rental
No. of Rooms: 4
Beach Location: Near Beach (Walking Distance)
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Horizons Tobago, 4 luxury apartments to rent, large pool, air conditioning, sea views, maid, tropical gardens, patios, cable television. Two minutes on foot from the beach where Robinson Crusoe was filmed. Enjoy a helicopter ride, golf, scuba, sailing, glass bottom boat rides and snorkeling.
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Horizons Tobago Apartments
Location: Trinidad and Tobago (Bacolet Point)
Property Type: Vacation Rental
No. of Rooms: 4
Beach Location: Near Beach (Walking Distance)
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Horizons Tobago, 4 luxury apartments to rent, large pool, air conditioning, sea views, maid, tropical gardens, patios, cable television. Two minutes on foot from the beach where Robinson Crusoe was filmed. Enjoy a helicopter ride, golf, scuba, sailing, glass bottom boat rides and snorkeling.
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Il Paradiso
Location: Trinidad and Tobago
Property Type: Vacation Rental
Beach Location: Off Beach (Tropical Setting)
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Il Paradiso is an impressive colonial home situated on the new Tobago Plantations 750 acre estate with a 60 acre protected mangrove forest. Impressive views across the Atlantic Ocean and fairways of the PGA designed championship golf course, this villa offers the best in tropical living.
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Jacranda House
Location: Trinidad and Tobago
Property Type: Vacation Rental
Beach Location: Off Beach (Tropical Setting)
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Jacranda House is set facing northwest above its own magnificient 30 foot swimming pool with a vanishing edge overlooking the sparkling Caribbean Sea, a stonework pool deck and lawn area. The house is surrounded by tropical plants and trees to create shade and to provide an abundance of mouth watering fruit.
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Jemas Guesthouse
Location: Trinidad and Tobago (Black-Rock Tobago)
Property Type: Vacation Rental
No. of Rooms: 3
Beach Location: Off Beach (Tropical Setting)
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Built 1996 in Caribbean style our guesthouse is situated in a tropical vegetation in Black Rock. There are 3 double rooms with king-sized beds, and if necessary, with one additional bed for a child.
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Lagoon Lodge
Location: Trinidad and Tobago (N/A)
Property Type: Vacation Rental
Beach Location: Near Beach (Walking Distance)
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Located in a quiet corner of a perfectly situated estate, these cottages have all the ingredients for the ideal holiday.The spacious grounds are beautifully tended and home to a variety of bird life including peacocks, macaws, and a resident ostrich. Follow the boardwalk through the mangroves of a protected marine area and a private jetty with a hammock awaits you overlooking the beauty that is Tobago.
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Man-O-War Bay Cottages
Location: Trinidad and Tobago (Charlotteville)
Property Type: Vacation Rental
Beach Location: Beach Front (Directly on Beach/Water Front)
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Man-O-War Bay Cottages are for nature lovers and bird watchers. The Cottages are part of Charlotteville Estate, a 1,000-acre cocoa plantation. The entire Estate is open to visitors who may wander through at will from the beach, among cocoa trees, right to the rain forest. Also settled in the midst of the Estate is the village of Charlotteville. Located in the village are small shops and restaurants that are all a short walk from the cottages. Guests are encouraged to interact with the locals and participate in any local festivals or fetes that occur during their stay.
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Mount Irvine House
Location: Trinidad and Tobago
Property Type: Vacation Rental
Beach Location: Beach Front (Directly on Beach/Water Front)
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Mount Irvine House built by one of the Largest US Oil Companies is surrounded by one of the most beautiful Golf Courses in the Caribbean and the front gate is 30 yards from the beach in front of the house.
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Orchard View Guest House..
Guest house close to the Piarco airport, an ideal accommodation for an overnight stay or in-transit stay.
Location: Trinidad and Tobago (Port-of-Spain)
Property Type: Vacation Rental
No. of Rooms: 2
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Orchard View is a guest house, located close to the Piarco International Airport, Port-of-Spain, an ideal accommodation for an over-night or in-transit stay. Perfect for persons needing some place near and safe to the airport, either for a late arrival in or to meet an early morning flight out, or for a quiet, countryside vacation, in a home based atmosphere.
Read Traveler Reviews: 1 Reviews
Average Traveler Rating: 5.0 Stars 
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Raintree House
Location: Trinidad and Tobago (Tobago)
Property Type: Vacation Rental
Beach Location: Off Beach (Tropical Setting)
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Raintree can be rented as a five bedroom villa, a three bedroom villa or two self-contained apartments. Each of the five bedrooms has a Queen size bed, silent air conditioning and en-suite bathroom with large shower. Three of the rooms have walk out balconies with westerly views overlooking Mount Irvine Golf Course and Buccoo Reef.
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Sandcastles
Location: Trinidad and Tobago
Property Type: Vacation Rental
Beach Location: Off Beach (Tropical Setting)
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Sandcastles vacation rental accommodation in Castara Tobago. Two self catering apartments with Caribbean sea views, quiet, comfortable, budget priced.
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Sandpiper Cottage
Location: Trinidad and Tobago (Stonehaven Bay)
Property Type: Vacation Rental
No. of Rooms: 1
Beach Location: Near Beach (Walking Distance)
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Located at Stonehaven Bay on the Caribbean coast of Tobago, this charming cottage sits on a bluff of land some 30 feet above the beach overlooking the bay and the blue Caribbean Sea beyond. Sandpiper Cottage has three double bedrooms and 2 bathrooms, one en suite. The open plan living and dining room area leads on to a verandah from which a short flight of stairs goes down to a sundeck and swimming pool.
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SeaShells Vacation Villas
Location: Trinidad and Tobago (Tobago)
Property Type: Vacation Rental
Beach Location: Off Beach (Tropical Setting)
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Welcome to the beautiful, unspoilt island of Tobago and welcome to Seashells Vacation Villas, your place in the sun. You'll find us just around the corner from the white sands and turquoise waters of the popular Pigeon Point & Store Bay Beaches, with Buccoo Reef just off-shore. Nestled among the foliage of the Bon Accord Estate, this cluster of 14 villas is just off the south-west coast of the island and enjoys the ideal location. These are private villas, very near to some of the world's most beautiful beaches.
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The Beach House
Location: Trinidad and Tobago (Castara)
Property Type: Vacation Rental
Beach Location: Beach Front (Directly on Beach/Water Front)
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Three Caribbean beach holiday cottages for rent directly on the beach at Castara, Tobago by the rainforest, coral reefs
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The Blue Mango
Location: Trinidad and Tobago (Castara)
Property Type: Vacation Rental
Beach Location: Beach Front (Directly on Beach/Water Front)
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Blue Mango, Second Bay Road. More upmarket than the competition, these simply furnished, stylish one or two-bedroom self-contained cottages have great bay views, cool breezes, kitchens, mosquito nets and plenty of privacy.
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The Seaside Garden
Location: Trinidad and Tobago
Property Type: Vacation Rental
Beach Location: Beach Front (Directly on Beach/Water Front)
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The Seaside Garden, our modern guesthouse with family atmosphere, situated directly at the Buccoo Bay, invites you to come and feel like "home-away-from-home".
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The Villas at Stonehaven Tobago
Location: Trinidad and Tobago (Stonehaven Bay)
Property Type: Vacation Rental
Beach Location: Off Beach (Tropical Setting)
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Unwind in our striking 5 star Caribbean villa resort in Tobago rated as one of the best in the world. Stunning views, private pool, with nearby golf, diving, and bird watching. A favourite for weddings and honeymoons.
The Villas at Stonehaven Tobago are situated on a hillside a few minutes from the sea overlooking Tobago`s most amazing ocean views and Caribbean sunsets.
The fourteen spacious villas at 3,700 sq ft each have private infinity pools, four bedrooms and a 50 ft verandah - thus providing the ultimate in luxurious living. They share a beautiful "PavilionClubhouse" with a fine restaurant, bar lounge area and large half moon pool.
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Top O'Tobago
Location: Trinidad and Tobago (Plymouth)
Property Type: Vacation Rental
Beach Location: Off Beach (Tropical Setting)
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The entire villa consists of a main house on a hilltop plus three cabanas placed along the hillside. There is a panoramic view of the Caribbean Sea and gardens surrounding the numerous patio areas. Welcome sign with flowering tree to Top O' Tobago.
The gardens abound with tropical fruit such as grapefruit, orange, mango, papaya, passion fruit and banana. Flowering plants such as Bouganvillea, Hibiscus, Barbados Pride and Ixoras flourish.
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Top River Pearl - Charlotteville, Tobago
Location: Trinidad and Tobago (Charlotteville)
Property Type: Vacation Rental
No. of Rooms: 6
Beach Location: Near Beach (Walking Distance)
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Top River Pearl is located in Charlotteville, thenicest fishing village on Tobago. We offer four double occupancy apartments with kitchenette and a cottage with two bedrooms. Just 200 metres away from the sea. Under german management. Also there is a cafe, where you can have breakfast, lunch and dinner on request.
Our lumber deck is reserved for our guest and it is on you to relax.
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Villa Tosca
Location: Trinidad and Tobago
Property Type: Vacation Rental
Beach Location: Near Beach (Walking Distance)
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Tosca provides luxury holiday or vacation accommodation for up to eight people in a deluxe holiday villa rental property located on the prestigious Sanctuary Villa Estate on the Caribbean coast of Tobago.
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Villa Victoria
Location: Trinidad and Tobago
Property Type: Vacation Rental
Beach Location: Off Beach (Tropical Setting)
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Villa Victoria is an exclusive executive class plantation house holiday villa located on the unspoiled, Jewel Island of Tobago in the Caribbean.
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Windy Edge
Location: Trinidad and Tobago
Property Type: Vacation Rental
Beach Location: Off Beach (Tropical Setting)
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Set high in the green hills of Tobago, Windy Edge is the place to relax in comfort, unwind, and enjoy the laid-back pace of Caribbean life. It is a secluded family house in a wonderful location with panoramic views over both the Caribbean and the Atlantic.
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