
Vacation rentals in Windy Hill
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Top-rated vacation rentals in Windy Hill
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Oceanfront House, Pool, Gardens - Freyers Well Bay
Freyers Well Bay House is a stunning oceanfront Barbadian-style villa offering panoramic views of the Caribbean Sea. Located a 10 min drive north from charming Speightstown, this is the ultimate tropical paradise with dining, supermarkets, and attractions nearby. Relax by your private pool, stroll through the large gardens or head down to the beach - this is the kind of villa where memories are made. The villa, pool, manicured lawns and tropical gardens privately located on over an acre of land
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Tranquil/4 King Bed/Plunge Pool/East Coast/RecRoom
Perched on a hillside, this beautiful home offers sweeping 180-degree ocean views of Barbados’ rugged east coast. A peaceful beach is just a three-minute walk away, ideal for long strolls, shell collecting, and unwinding. With four bedrooms (three en suite), the home is perfect for families or groups, offering privacy alongside generous shared spaces. Sunrise is a highlight—enjoy coffee, yoga, or meditation on the upper balcony as the ocean awakens with the soothing sound of crashing waves.
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Interior Designed 2 Bedroom 2 Bathroom Apartment
✨ Relax on the West Coast of Barbados ✨ Stay in a newly renovated (2022) apartment at the exclusive Sugar Hill Resort, a gated community perched on a ridge with sea views from the clubhouse and tropical garden/pool views from your balcony. Bedrooms open onto a balcony overlooking lush gardens & pool Complimentary beach chairs & umbrellas. Just 5 minutes to Holetown’s restaurants, shops & nightlife Perfect for couples, families, or friends looking for comfort, convenience, and Caribbean charm.
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PamRu - Cozy Cottage with Breathtaking Views
Welcome to our charming cottage in the heart of Bathsheba, Barbados. Just steps away from the Soup Bowl surf break, our cottage offers a blend of rustic tranquility and coastal adventure. Wake up to the soothing sound of ocean waves and enjoy breathtaking sunrise views from your private deck. Whether you’re a surfer seeking the perfect wave or a traveler or local looking for a serene escape, our cottage is the ideal place to unwind and experience the true beauty of Barbados’ rugged east coast.
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The Carlton Barbados - Luxury Townhouse Rental
The Carlton is a luxury townhouse near Barbados' west coast beaches. Enjoy the 2,063 sq ft space which includes 3 bedrooms, 3 bathrooms, private plunge pool, outdoor soaking tub, and easy access to dining, shopping, and nightlife in Holetown and Speightstown. Enhance your stay with VIP perks like private yacht charters, a Mount Gay Rum tour, and chef-curated dining. Whether relaxing or exploring, The Carlton delivers the best of both worlds. Book your unforgettable Barbadian escape today!
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Modern, Relaxing Beach House with Panoramic View
Wake up to a beautiful sunrise in the heart of Bathsheba! Situated near Barbados' most famous rock, our relaxing beach house is perfect for an individual, family or friends. Sit on the patio and take in the panoramic view, while listening to the soothing waves of the Atlantic Ocean. This seaside getaway is within walking distance of restaurants specialising in local cuisine. Convenience store and attractions nearby. Ideal for surfers. Situated on a bus route with frequent service.
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SeaRenity Abode: Rest & Reset Retreat
Discover peace and relaxation at SeaRenity Abode, a newly updated 3BR/2BA coastal cottage featuring a modern coastal aesthetic with refreshed décor, airy neutral tones, and stylish, comfortable furnishings—plus AC to keep you cool! Enjoy the outdoor lounging areas by the pool or on the patio—perfect for morning coffee, evening breezes, or simply soaking in the peaceful surroundings and stunning Atlantic Ocean views. It’s the perfect place to relax, reset, and renew.
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Waterfront/Beach/Resort Access/Airport Transfer
Recently refurbished waterfront 3-bedroom townhouse in the exclusive Port St. Charles Resort & Yacht Club. Perfect for families, couples or friends. Features: • 3 king bedrooms with en-suite bathrooms • Fully equipped kitchen • Private plunge pool • Outdoor dining & loungers • Washer & dryer Resort amenities: • Beach with chairs & umbrellas • Gym, restaurants & bars • Complimentary water taxi Bonus: Complimentary airport transfer from airport to the apartment.
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The Loft at Ridge View
The Loft at Ridge View is a cosy countryside escape in St. Peter, Barbados—5 minutes from Haymans Market and 10 minutes from Speightstown. This top-floor studio sits on a ridge overlooking the west coast, offering stunning sea views and unforgettable sunsets. Surrounded by nature and local life, it invites slow living, cultural immersion, and relaxation. Amenities such as a pool, garden, A/C and dedicated parking make it the perfect island retreat.
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Kokomo - The Island Retreat: Luxury 4BR Pool Villa
Villa Kokomo is a newly constructed, 4-bedroom, 4,5-bathroom luxury property located in the heart of Sunset Crest, Holetown, on the prestigious West Coast. Situated within walking distance of beaches, Limegrove Lifestyle Centre, Massy Supermarket, 24h Rubis Gas Station, Chattel Village with its lovely shops and several restaurants and bars, it features a private pool, modern kitchen, and air-conditioned, single-level living.
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Beyond "the upper floor" a Paradise in Barbados
Available after a major refurbishment, in the wild side of the island right in front of the Atlantic Ocean a little piece of paradise to spend a piecefull vacation away from "the world". Two Bedrooms King and Queen, two bathrooms newly renovated, kichen and living room a great patio at two minutes walk from the beach. We offer high speed wifi. Our maid is available to guests every morning until 12 five days a week.
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Cozy Bathsheba
Are you looking for a budget friendly accommodation that can suite a group of four ? Well look no more this apartment is just five minutes walk from the Bathsheba beach . It has two bedrooms that can accommodate four persons. The area is also near the soup bowl where the international surfing competition is held. It has a living room, dining area, a kitchen and a bathroom.
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Popular amenities for Windy Hill vacation rentals
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Destinations to explore
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