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Hillsborough Holiday Rentals

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    Travellers to Hillsborough are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    All 34 Rentals in Hillsborough
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    Yellow Bird Waterfront Cottage, Carriacou1 / 40
    (9)Excellent
    Hillsborough
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Castaways Apartment1 / 13
    (3)Excellent
    Hillsborough
    1 Bedroom, 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
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
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    SandX Villa (Upper) Lower Hillsborough Carriacou Beautiful BeachfrontThis 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...
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    Hillsborough, Carriacou Island
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Hillsborough
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Butterfly Villa Lauriston, Carriacou Grenada Butterfly is a 3 bedroom villa located at the top of the NIS Development at Lauriston, situated about 1.5 miles to the south of Carriacous 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
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    SandX Villa (Lower) - Carriacou1 / 9
    (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 3 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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    SandX Villa (Lower) Lower Hillsborough Carriacou 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....
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    Hillsborough, Carriacou Island
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    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
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    SandX Villa (Lower) Lower Hillsborough Carriacou 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....
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    Hillsborough, Carriacou Island
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Hillsborough
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Air Conditioning
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    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
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    Las Tortugas Villa - Carriacou1 / 10
    (3)Excellent
    Hillsborough
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    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...
    Reviewed 23 August 2017
    Fantastic rejuvenating time was had at Las Tortugas. Extremely comfortable villa, amazing to wake up to see the aquamarine sea and the stunning Sandy Island in perfect view.
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    About this property
    Las Tortugas Villa L'Esterre Bay Carriacou, Grenada Spectacular Location & Ocean Views Las 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 6
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    Hillsborough
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Parking
    • Wi-Fi
    • Waterfront
    • Ocean Views
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful view, secluded location and quiet as it now can get in the Caribbean. Apartment with a wide veranda and a excellent view. Ten minutes walk to the bay where you can take a swim, find ATM, supermarket, water taxis who can take you to Tobago Cays, White Island and more. Restaurants as...
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    Hillsborough, Carriacou Island 00000
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    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 Carricou St.Vincent & the Grenadines 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...
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    Location Information
    Hillsborough, Carriacou Island
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    The following rentals are within 15 kilometres of Hillsborough.
    Sur un nuage...  on Union Island1 / 61
    (1)Excellent
    Clifton, Union Island
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Terrace
    • Balcony
    • Washer
    • Ocean Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    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
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    KTUO’s Maison1 / 13
    (1)Excellent
    Ashton, Union Island
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
    • Cable/satellite TV
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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
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    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 17 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
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    Clifton, Union Island
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    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
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    Petit St.Vincent
    22 Bedrooms, 22 Bathrooms, Sleeps 44 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Petit St.Vincent Island Resort Petit St.Vincent St.Vincent & the Grenadine Islands The Petit St.Vincent Cottages 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...
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    Petit St.Vincent, St. Vincent and the Grenadines 00000
    Holiday Rental House - 22 Bedrooms, 22 Bathrooms, Sleeps 44
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    Clifton, Union Island
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
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    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 Island This 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
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    Clifton, Union Island
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    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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    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 21 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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    Location Information
    Clifton, Union Island 0000
    Holiday Rental House - 5 Bedrooms, 1 Bathroom, Sleeps 8
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    Clifton, Union Island
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    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. Palm is 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
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    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. 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
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    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
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    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
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    Petit St.Vincent
    22 Bedrooms, 22 Bathrooms, Sleeps 44 Quick View
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    Pet friendly
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    Smoking allowed
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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 Cottages This 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
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    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
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    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
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    Clifton, Union Island
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sunset Villa Union Island St.Vincent & the Grenadine Islands Stunning Elevated Position Set 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 day bed The main villa offers two very large...
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    Clifton, Union Island VC0470
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Clifton, Union Island
    3 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
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    Pet friendly
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    Smoking allowed
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    Kitesurfing Beach Cottages Anchorage Yacht Club Clifton Harbour Union Island, St Vincent & The Grenadines Learn to Kitesurf on Union Island The Anchorage Yacht Club is being totally refurbished and 3 beautiful beachfront cottages, footsteps from the beach, have been designed for experienced or...
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    Clifton, Union Island VC0470
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 4
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    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. 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
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    Clifton, Union Island
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
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    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
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    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
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    Clifton, Union Island
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    SayaPuri Villa Mayreau St.Vincent & the Grenadines Beachfront Exclusive Villa Located on the western coast of the virtually undiscovered island of Mayreau, in the heart of St. Vincent and the Grenadines, SayaPuri Villa is a beachfront paradise; overlooking the setting sun with 20,000 feet of...
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    Location Information
    Clifton, Union Island 00000
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Clifton, Union Island
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Ocean Views
    • Private Garden
    • Terrace
    • Balcony
    • Mountain Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    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
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    Anchorage Sea View Rooms - Union Island1 / 10
    (1)Terrible
    Clifton, Union Island
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    The Anchorage Yacht Club Clifton Harbour Union Island St Vincent & The Grenadines 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...
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    Clifton, Union Island VC0470
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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