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Windwardside Vacation Rentals

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    Don't let other travelers get your favorite Windwardside area vacation rental. You're so close to securing your perfect getaway. Book today.
    All 6 Rentals in Windwardside
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    Flamboyant Cottage, Saba - Great View & Pool!1 / 23
    (12)Excellent
    Windwardside
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Out of the Blue, Booby Hill, Saba, Dutch Caribbean1 / 8
    (11)Excellent
    Windwardside
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Total privacy. Amazing views. Situated on an own hill. Overlooking Windwardside1 / 13
    (1)Excellent
    Windwardside
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Saba's finest ocean villa, steps from the village *NO HURRICANE DAMAGE*1 / 41
    (26)Excellent
    Windwardside
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Heated)
    • Internet Access
    • Air Conditioning
    • Patio
    • Cable/satellite TV
    • Grill
    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 29, 2017
    We arrived at the hummingbird villa resort to a clean, airy home, filled with books, comfy seating and plenty of outdoor living space. Wifi is available, and A/C is in all the...
    Reviewed January 4, 2017
    Hummingbird Villa was all that we hoped for, and more. Three generations of us spread out through the house and guest-cottage for a week of relaxing, hiking, walking, eating...
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    About this property
    Hummingbird Villa is the only secluded, gated, seaside villa available for rent on Saba's Windwardside and is beautifully situated on two walled acres with private pool, magnificent sunrises and unobstructed, panoramic views of the ocean and 6 islands. Hummingbird Villa is a quick five-minute...
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    Location Information
    Windwardside, Saba 00000
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Windwardside
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Washer
    • Wi-Fi
    • Ocean Views
    • Housekeeping Included
    • Patio
    • Grill
    • Air Conditioning
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    YOUR PRIVATE GETAWAY IN SABA. The perfect Saban getaway; Tucked amongst the tropical gardens and serenity of Saba and walking distance to the center of town, Cloudbreak Villa offers guests the ultimate experience of tranquility paired with new, modern amenities. Completed in fall of 2017 the...
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    Location Information
    Windwardside, Saba
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    The following rentals are within 20 miles of Windwardside.
    Oranjestad, St. Eustatius
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Parking
    • Grill
    • Ocean Views
    • Air Conditioning
    • Housekeeping Included
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nestled in the wild tropical habitat that covers the higher slopes of St. Eustatius’ famous long-dormant Quill volcano, Knippenga Estate provides the ultimate Caribbean getaway. We offer a rewarding escape from the crowded tourist haunts. After all, that‘s what makes this place special! Each of...
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    Location Information
    Oranjestad, St. Eustatius 10001 CARIBBEAN
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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