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Hillsborough Vacation Rentals

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    Don't let other travelers get your favorite Hillsborough area vacation rental. You're so close to securing your perfect getaway. Book today.
    All 21 Rentals in Hillsborough
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    Yellow Bird Waterfront Cottage, Carriacou1 / 20
    (9)Excellent
    Hillsborough
    2 Bedrooms, 2 Bathrooms, Sleeps 5 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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    Castaways Apartment1 / 13
    (2)Excellent
    Hillsborough
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Hillsborough
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Amenities & Details
    • 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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    Location Information
    Hillsborough, Carriacou Island 00000
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    The following rentals are within 10 miles 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
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 19, 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
    Rental Home - 2 Bedrooms, 2 Bathrooms, 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 April 27, 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 April 17, 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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    Location Information
    Clifton, Union Island 1234
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 2
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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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    Amenities & Details
    • Grill
    • Ocean Views
    • Hot Tub
    • Waterfront
    • Washer
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 25, 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 October 21, 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
    Rental Home - 5 Bedrooms, 1 Bathroom, Sleeps 8
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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 Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 21, 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
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Clifton, Union Island
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Location Information
    Clifton, Union Island 1234
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Sunwings Union Island- 1 bedroom1 / 24
    (2)Excellent
    Clifton, Union Island
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Mountain Views
    • Cable/satellite TV
    • Wi-Fi
    • Housekeeping Included
    • Ocean Views
    • Balcony
    • Air Conditioning
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 14, 2017
    This was a tremendous value for the island. Grab it if it is available. Modern appliances, dishwasher, and hot water. Great ocean views and convenient to shopping the dock...
    Reviewed January 3, 2017
    Ideal location - a few mins walk from the beach, shops and bars Marius arranged my collection from the airport and made sure that I knew where essentials eg Banks etc were...
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    About this property
    The apartment is a modern One bedroom apartment, only 2 mins away to shopping or cafes/restaurants. Affordable Although very central, the neighborhood is super quiet. This apartment is perfect for anyone on a budget while also wanting to be in a fantastic location and beautiful space! Just 5...
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    Location Information
    Clifton, Union Island VC0472
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Sunwings Union Island  1 bedroom Ground floor Apartment1 / 12
    (1)Excellent
    Clifton, Union Island
    2 Bedrooms, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Housekeeping Included
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Terrace
    • Balcony
    • Ocean Views
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 24, 2017
    This was an amazing place to stay while i visited union island. Marius was a A+++ host. He took care of me from the moment i landed at the airport!! His place is very clean...
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    About this property
    This is a self-catering & self-service type of property. I designed and furnished this apartment to give guests a warm and comfortable feeling. Bedroom consisting of :Queen size bed All Bedding, Linen, and Towels are provided, so you only need to bring your own personal items. Relax in the...
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    Location Information
    Clifton, Union Island VC0470
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 2
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    Clifton, Union Island
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Ocean Views
    Suitability
    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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    Location Information
    Clifton, Union Island 0000
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Clifton, Union Island
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Location Information
    Clifton, Union Island VC0470
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Clifton, Union Island
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Location Information
    Clifton, Union Island 1234
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Clifton, Union Island
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Ocean Views
    • Private Yard
    • Terrace
    • Balcony
    • Mountain Views
    Suitability
    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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    Location Information
    Clifton, Union Island SAINT VINCENT AND THE GRENADINES
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Clifton, Union Island
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Location Information
    Clifton, Union Island 1234
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Clifton, Union Island
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    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
    Rental Home - 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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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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
    Rental Home - 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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    Pet friendly
    Kid friendly
    Smoking allowed
    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
    Rental Home - 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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    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Location Information
    Clifton, Union Island 1234
    Rental Home - 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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    • Internet Access
    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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    Location Information
    Clifton, Union Island 00001
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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