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Hillsborough Holiday Homes

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    Travellers to Hillsborough are booking July dates now. Secure your holiday rental today, and have the perfect trip.
    All 36 Rentals in Hillsborough
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    Castaways Apartment, Carriacou1 / 21
    (12)Excellent
    Hillsborough
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Hillsborough
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Windmill Villa Apartment1 / 24
    (10)Excellent
    Hillsborough
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Hillsborough
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Craigston Great House is the last Historic Plantation Great House property on Carriacou, dating back over 230 years. It sits on a commanding, breezy, site with great ocean and nearby island views. There are over 10 acres of landscaped grounds attached. The property has been in the Kent family for...
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    Hillsborough, Carriacou Island
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Yellow Bird Waterfront Cottage, Carriacou1 / 20
    (11)Excellent
    Hillsborough
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Housekeeping Included
    • Balcony
    • Wi-Fi
    • Patio
    • DVD Player
    • Ocean Views
    • Waterfront
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 January 2019
    Stayed here for a week over Christmas. Access to snorkeling through the garden, sandy beach just steps away. Idyllic location. All rooms screened in, lovely big covered...
    Reviewed 30 December 2018
    Yellow Bird sits beautifully in its surroundings, perfectly designed for the lovely Caribbean lifestyle. You can hear the waves rolling in to your little beach, a short stroll...
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    About this property
    Ocean front, fully screened Caribbean style cottage. Yellow Bird is built just above the delightful near-deserted Tom's Bay cove with its rocky outcrops and sandy inlets. Stroll from your west facing veranda down a path and a few steps right onto the rocks at the end of the beach. Warm swimming...
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    Hillsborough, Carriacou Island
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Hillsborough
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful Beachfront This beautiful beachfront villa is located on Hillsborough Bay, Carriacou. The villa is quite literally a few footsteps from the shoreline. Hillsborough Bay is dotted with villas but largely unspoilt and uncommercial. There are 2 bedrooms in this upper level apartment, the main...
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    Hillsborough, Carriacou Island
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Las Tortugas Villa1 / 10
    (4)Excellent
    Hillsborough
    3 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    • Internet Access
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 March 2019
    The villa is overlooking L’Esterre Bay, Paradise Beach and Sandy island.The view is just stupendous, better in person than any picture can capture.Looking directly out from...
    Reviewed 11 April 2018
    Wee arrived to the most breathtaking view of paradise bay! Beautiful bougainvillea everywhere in full bloom. As we entered the spotlessly clean and impeccably maintained villa...
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    About this property
    Las Tortugas Villa L'Esterre Bay Carriacou, Grenada Spectacular Location & Ocean ViewsLas Tortugas Villa enjoys a hillside location, with stunning ocean views and cooling sea breezes. This vacation base is lovely and private, but is still within close proximity of beaches and places to explore and...
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    Hillsborough, Carriacou Island GRENADA
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 5
    Hillsborough
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful Beachfront This beautiful beachfront villa is located on Hillsborough Bay, Carriacou. The villa is quite literally a few footsteps from the unspoilt shoreline. Hillsborough Bay is dotted with villas but largely unspoilt and uncommercial. There are 2 bedrooms on the lower level. The upper...
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    Hillsborough, Carriacou Island
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    SandX Villa Lower1 / 10
    (1)Very good
    Hillsborough
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 March 2017
    Sunkey pick us up at the ferry to take us back to our 2 bedroom/ 1 bathroom apartment on the lower floor. KItchen is small but sufficient., well equipment. A/C in one bedroom...
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    About this property
    Beautiful Beachfront This beautiful beachfront villa is located on Hillsborough Bay, Carriacou. The villa is quite literally a few footsteps from the unspoilt shoreline. Hillsborough Bay is dotted with villas but largely unspoilt and uncommercial. There are 2 bedrooms on the lower level. The upper...
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    Hillsborough, Carriacou Island
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Hillsborough
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Imagination is a Fountaine Pajot Bahia catamaran and is 46 feet in length. It has 3 double en-suite cabins for up to a maximum of 6 passengers and is available for charter within The Windward Islands of The Caribbean, particularly St Vincent and The Grenadines. Our favourite location is Tobago...
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    Hillsborough, Carriacou Island 000
    Private Room - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Hillsborough
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Butterfly VillaLauriston, Carriacou GrenadaButterfly is a 3 bedroom villa located at the top of the NIS Development at Lauriston, situated about 1.5 miles to the south of Carriacou's main town of Hillsborough and about 1 mile to the north of Paradise Beach. The views are stunning and the breezes...
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    Hillsborough, Carriacou Island
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Hillsborough
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Internet Access
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Frangipani Garden Cottage is a cosy, self contained building located in the same grounds as the main Frangipani Villa. Each can be rented independently or combined for a total of 5 bedrooms. Rentals of the Cottage are accepted up to 30 days prior to intended arrival only provided that the Main...
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    Hillsborough, Carriacou Island
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Hillsborough
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Parking
    • Cable/satellite TV
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful Beausejour, Best room in the house is outside the Porch !! Stunning Views, Very Private. Entire house centrally located but close to all. Hillsborough is a 12 min. walk Bus depot has access to entire island, always have Taxis available Banks Restaurants, Post office, Police station...
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    Hillsborough, Carriacou Island 00000
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Castaways Carriacou—Luxury hilltop hideaway with spectacular views1 / 33
    (1)Excellent
    Hillsborough
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Parking
    • Air Conditioning
    • DVD Player
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Hillsborough, Carriacou Island NONE
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
    The following rentals are within 15 kilometres of Hillsborough.
    Sur un nuage...  on Union Island1 / 61
    (2)Excellent
    Clifton, Union Island
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Terrace
    • Balcony
    • Washer
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 February 2019
    We were very happy with the house. We were concerned about not having A/C, since I really like it in the bedroom for sleeping. I was ok, but take that knowing I really like...
    Reviewed 19 February 2017
    Sur un Nuage is a very nicely designed, comfortable and airy house set on the hillside facing the Caribbean sea and the islands of Mayreau and the Tobago Keys. Absolutely...
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    About this property
    Sur un nuage... situated on Union Island, a kite-surfing paradise, is wooden house with a full 180 degrees ocean views over Mayreau island and Tobago Cays marine park. Easy indoor and outdoor living, the house offers 2 beds, 2 baths and 2 day beds. THE SPACE There are 2 bedrooms with queen size...
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    Clifton, Union Island VC0470
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    The Corsair - Buccaneering with Style !1 / 22
    (2)Excellent
    Clifton, Union Island
    5 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Grill
    • Ocean Views
    • Hot Tub
    • Waterfront
    • Washer
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 March 2018
    My family and I had a wonderful cruise on the Corsair! Beatiful boat and wonderful crew with great food. What more could you ask for. The historic 74 foot Corsair was so cool...
    Reviewed 22 October 2017
    I have to mention that I was weary of arriving at this place not knowing if I made the right choice or not. On arrival, I was met by Linette who was very friendly and welcoming...
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    About this property
    Whether you are looking for a special way to spend time with your loved ones, a unique experience in Grenada, an extraordinary way to travel to the famous Tobago Cays and the Grenadines, a relaxing way to enjoy a sunset along the Grenadian coastline, an exciting snorkeling or scuba diving...
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    Clifton, Union Island 0000
    Holiday Rental House - 5 Bedrooms, 1 Bathroom, Sleeps 8
    Greenheart Cottage1 / 10
    (1)Very good
    Clifton, Union Island
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Ocean Views
    • Private Garden
    • Terrace
    • Balcony
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 January 2019
    This was are first time at Union Island, The view from the balcony can not be any better. No mosquito because of the breeze and you do not need any air conditionner. Clotilde...
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    About this property
    A nice wooden cottage, simply decorated, ideal for hikers and kite surfers. A very large, covered terrace overlooking Clifton village and a wonderful view of Palm island, Petit Martinique and Petit St. Vincent. 10 minutes walk to the closest beach, restaurants and the Island's main harbor. It's a...
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    Clifton, Union Island SAINT VINCENT AND THE GRENADINES
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    40'' Crewed Yacht Charter Deluxe Staterroom1 / 7
    (3)Excellent
    Clifton, Union Island
    2 Bedrooms, 2 Bathrooms, Sleeps 2 Quick View
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    • Patio
    • Ocean Views
    • Housekeeping Included
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 April 2017
    We have had the pleasure of sailing on My Love twice, and have had many wonderful adventures.It has been a great way for us to see parts of the Caribbean that would have been...
    Reviewed 18 April 2017
    This sort of trip/sail was a first time for us, so we did not know what to expect. We were given many excellent opportunities to explore, both on land and sea. A visit to...
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    About this property
    My Love is a spacious 40' catamaran built for comfort. Thus allowing you to enjoy a whole private hull to yourselves complete with en suite shower Both indoor and outdoor dining areas offer terrific views. Enjoy lazing around, suntanning on the trampoline. Enjoy a stress free vacation...
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    Clifton, Union Island 1234
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 2
    Clifton, Union Island
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    About this property
    My Love is a spacious, clean 40' catamaran. You will enjoy the use of the port side with 2 rooms and one shared bathroom. You will also have access the the starboard bathroom to use. Your package includes crew, all meals, non alcoholic drinks, fuel, fishing gear, snorkel gear, water toys, kayak and...
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    Clifton, Union Island 1234
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Clifton, Union Island
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    Charter Schooner Yacht Heron in the Grenadines for an unforgettable sailing vacation adventure. Sail a week in the Caribbean with a Grenadines charter aboard this beautiful 65' classic wooden boat, exploring the islands of Bequia, Mustique, Cannaoun, Mayreau, Union, Petit St Vincent and Palm...
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    Clifton, Union Island VC0470
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    KTUO’s Maison1 / 13
    (2)Very good
    Ashton, Union Island
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
    • Cable/satellite TV
    • Private Garden
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    Pet friendly
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    Smoking allowed
    Reviewed 20 November 2018
    From there, you can walk the Island in every direction to find a quiet and beautiful beach. From the house you can also hike to the highest summit of the island. People are...
    Reviewed 21 May 2018
    My stay at KTUO's Maison was fantastic ! Urika is a great host and helped make my trip in Union Island a memorable experience. The house is clean and tidy, well located in the...
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    About this property
    A home away from home, safe, perfectly located and budget friendly. If that's what you are looking for when booking a place to stay, then look no further! The house remains at a perfect temperature all year round, due to the quality construction of the building, its orientation and the pleasant...
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    Ashton, Union Island VC0472
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Clifton, Union Island
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
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    About this property
    Beachfront Cottage Apartment Anchorage Yacht Club Clifton Harbour Union Island, St Vincent & The Grenadines Sleeps 4/6 Guests enjoy the luxury & Learn to Kitesurf on Union IslandThis beachfront apartment comfortably sleeps up to 4 guests, has a patio and also offers guests the opportunity to learn...
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    Clifton, Union Island VC0470
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Clifton, Union Island
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    About this property
    Prune House Palm Island St Vincent and the Grenadines Immerse yourself in the pristine tropical beauty of Palm Island, a remote island hideaway in the Southern Grenadines. Palmis a small, quiet and private island (you can stroll around the entire island in around 30 minutes) The island comprised a...
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    Clifton, Union Island 00000
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Petit St.Vincent
    22 Bedrooms, 22 Bathrooms, Sleeps 44 Quick View
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    About this property
    Only 22 private cottages comprise this exclusive island resort. Some are built into the hillside, others are on the beach but all are beautifully appointed. Built from local blue stone and mahogany from the island, these cottages have no telephones or televisions but an abundance of style and...
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    Petit St.Vincent, St. Vincent and the Grenadines 00000
    Holiday Rental House - 22 Bedrooms, 22 Bathrooms, Sleeps 44
    Clifton, Union Island
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    My Love is a 40' crewed catamaran. You will have the port side with 2 rooms. 1st room has queen bed 2nd double bed. You will share the bathroom with access to bathroom in starboard side. Price includes all meals,snacks non and alcoholic drinks, port, mooring and park fees, fuel, housekeeping....
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    Clifton, Union Island 1234
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Clifton, Union Island
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    My Love is a spacious, clean 40' catamaran. With this Pkg you will have the starboard hull with queen bedroom and the port aft queen size bedroom with shared bathroom. Price includes crew, all meals, fuel, water toys, fuel and housekeeping. Not included are the port fees, mooring fees, park fees,...
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    Clifton, Union Island 1234
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Clifton, Union Island
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
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    Pet friendly
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    About this property
    Imagination is a Fountaine Pajot Bahia catamaran and is 46 feet in length. It has 3 double en-suite cabins for up to a maximum of 6 passengers and is available for charter within The Windward Islands of The Caribbean, particularly St Vincent and The Grenadines. Our favourite location is Tobago...
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    Clifton, Union Island 00001
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Clifton, Union Island
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    My Love is a spacious, clean 40' catamaran. You will enjoy the comfort and privacy or the starboard hull with queen bed and en suite bathroom. The package includes crew, all meals, snacks, non and alcoholic beverages, fuel, port fees, park fees, mooring fees, housekeeping. It also includes snorkel...
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    Clifton, Union Island 1234
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Clifton, Union Island
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Ocean Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Schooner Heron is a 65' classic yacht based in the Grenadines from December until April and migrates north to the Penobscot bay in the gulf of Maine for the summer season. You can join her on her ocean passages as she migrates north or south. Sail on day trips during the summer in Maine on the...
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    Clifton, Union Island 0000
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    Clifton, Union Island
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    My Love is a spacious, clean 40' catamaran. Your will enjoy the comfort and privacy of the starboard hull with queen bed and en suite bathroom. The package comes with crew, all meals, all non alcoholic beverages, fuel, housekeeping. The boat also has fishing gear, snorkel gear, water toys, kayak,...
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    Clifton, Union Island 1234
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Clifton, Union Island
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    My Love is a spacious, clean 40' catamaran. With this Pkg you will have the starboard hull with queen bedroom and the port aft queen size bedroom with shared bathroom. Price includes crew, all meals, snacks, non and alcoholic drinks,fuel, custom fees, mooring fees, park fees, water toys,...
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    Clifton, Union Island 1234
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Clifton, Union Island
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    My Love is a spacious clean 40' Catamaran. The private starboard hull with queen size bed and en suite bathroom is yours. This pkg includes crew, all meals, snacks both alcoholic and non beverages, all entry fees, park fees, mooring fees, fuel, water toys, fishing and snorkel gear, housekeeping....
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    Clifton, Union Island 1234
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Clifton, Union Island
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Unheated)
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sunset Villa Union Island St. Vincent & the Grenadine Islands Stunning Elevated PositionSet on the beautifully elevated slopes of Mount Olympus, Sunset Villa offers a spectacular ocean views and a lovely ambiance. Comfortably Sleeps 6 + 1 extra on a daybedThe main villa offers two very large...
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    Clifton, Union Island VC0470
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Petit St.Vincent
    22 Bedrooms, 22 Bathrooms, Sleeps 44 Quick View
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    Petit St. Vincent Island Resort Petit St. Vincent St. Vincent & the Grenadine Islands Book the entire island for yourself. 22 Cottages available for your group to enjoy the Petit St. Vincent CottagesThis private island retreat is made up from 22 tiny castaway style cottages. Some are built into the...
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    Petit St.Vincent, St. Vincent and the Grenadines 00000
    Holiday Rental House - 22 Bedrooms, 22 Bathrooms, Sleeps 44
    Anchorage Sea View Rooms1 / 10
    (1)Terrible
    Clifton, Union Island
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    About this property
    Recently Refurbished Beachfront Hotel The Anchorage Yacht Club has been lovingly refurbished in 2013 and offers relaxed, modern caribbean accommodation overlooking the turquoise ocean fringed by swaying palm trees just footsteps away from the hotel. Kiteboarding at the Anchorage The JT Pro Center...
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    Clifton, Union Island VC0470
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    Ashton, Union Island
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Private Garden
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Whether you are visiting our shores on vacation or business, RC Quality Guest House and Bar provide you with the experiences of the Island life. Located in the heart of Ashton, our guest house offers 5 fully furnished rooms. Each room comes with its own microwave, refrigerator, full stove, pots,...
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    Location Information
    Ashton, Union Island 00000
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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