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Holiday Rentals with Pools in Scarborough

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    €268 Average
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    Travellers to Scarborough are booking February dates now. Secure your holiday rental today, and have the perfect trip.
    10 Matching Rentals in ScarboroughView all 18 rentals
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    Villa Sans-Souci1 / 15
    (9)Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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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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    VOTED TOP 20 CONDE NAST CARIBBEAN VILLA - 74 STEPS TO BEACH - KIDS TRAVEL FREE1 / 24
    (3)Average
    4 Bedrooms, 6 Bathrooms, Sleeps 8 Quick View
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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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    Amenities & Details
    • Ocean Views
    • Shared Garden
    • Terrace
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Secure Parking
    • Cable/satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 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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    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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    Moonlight Mountain1 / 23
    (2)Average
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • DVD Player
    • Ocean Views
    • Washer
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Cable/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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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Patio
    • Secure Parking
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Wi-Fi
    • Balcony
    • Cable/satellite TV
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Casa Cassini Villa by the Sea offers stunning ocean views and a pool that is only for guests of the villa and the upstairs apartment. From the property you will have direct access to the 2-mile sand beach (2 min walk through a former coconut plantation). The 3-bedroom villa sleeps 4 to 6 people....
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    Location Information
    Scarborough, Tobago BACOLET
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Washer
    • Balcony
    • Parking
    • Internet Access
    • Grill
    • Private Outdoor Pool (Unheated)
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ohana Villa is a tropical house that has to be seen to be believed. It is totally unlike any other property on this beautiful and peaceful little island. It sits high up on the end of a small sandy cove and enjoys open and sweepingly dramatic views across the ocean.The owners of this very special...
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    Location Information
    Scarborough, Tobago YO11 1AA
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Ambassadors House, Windy Edge1 / 23
    (21)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Payment Protection
    Amenities & Details
    • Secure Parking
    • Ocean Views
    • Balcony
    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Washer
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    We stayed over new year 2018 for a week and really enjoyed the house, pool and gardens. Booking was easy and we would recommend this as an excellent place to stay for self...
    Reviewed 22 August 2017
    This is a spectacular spot. Really spectacular. Up in the hills behind Scarborough in its own substantial grounds, this is a house built in the traditional style...
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    About this property
    Windy Edge was designed and built by a former US ambassador to Japan and it is still known on the island as the Ambassador's House. Set on the top of Cinnamon Hill, it has sensational views over the Caribbean and Atlantic seas and catches the cooling breezes, unlike many coastal properties. It is a...
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    Location Information
    Scarborough, Tobago TQ139XG
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    Casa Delamar Ocean Front Villa in Beautiful Tobago1 / 32
    (35)Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Ocean Views
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Patio
    • Waterfront
    • Private Outdoor Pool (Unheated)
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 November 2017
    Francis’ homes is lovely and his hospitality it superb. His house is literally 10 steps from the beach and, the waves crashing at night made me sleep like a baby. The pool is is...
    Reviewed 25 October 2017
    My family and I stayed in August and it was perfect. The house is spacious, well equipped and just like home. Francis was very accommodating and made us feel very welcomed. The...
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    About this property
    Nesteled in an old coconut grove,Casa Delamer offers the peace and tranquility of natural vegetation and natures wild life.Access to the Bacolet beach from your back yard and your own private swimming pool, Casa Delamar is your piece of paradise.Just minutes away from the capital of Scarborough,...
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    Location Information
    Scarborough, Tobago NA
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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