
Holiday houses in Windy Hill
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Top-rated holiday rentals in Windy Hill
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Lovely Villa, Stunning Sea Views
A beautiful open plan villa enjoying breezes, amazing sea views and sunsets. The spacious pool deck has a large pool, sun loungers, BBQ, bar and outdoor living. There is a secluded gazebo with hammock in the garden and a back gate opens to a path leading to the beach. You can walk to the fishing village Six Mens where fresh fish is for sale, local rum shops, bars and food spots as well as Fish Pot restaurant. In Speightstown, are supermarkets, bars and restaurants. Holetown is 20 minutes away.

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.

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.

Stunning villa with amazing view
Kick back and relax in this calm, stylish space. "Monkey Corner" is situated within the Forest Hills neighbourhood in the prestigous Royal Westmoreland resort. This stunning reverse living 2 bedroom, 2 bathroom villa features an additional private en-suite double bedroom guest cottage, a plunge pool and breathtaking views of the golf course and Caribbean Sea. Access to the Royal Westmoreland Club facilities is available at an additional cost as per the Club Rules. Please see "Guest Access"

Royal Villa 4, Luxury 3-Bed Villa w/ Pool & Golf
The 3 bed, 3.5 bath property is located at end of a cul-de-sac in the Royal Westmoreland gated community with 24-hour security. The villa is on a split-level basis with the Queen Bedroom just to the left of the main entrance. The Living Room, Kitchen and Terrace are just a few steps up on entry. The Master Bedroom and Twin Room are downstairs with entry to the private pool accessible from both rooms. All bedrooms are en-suite and include ample walk-in closet space, and air-conditioned.

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.

Villa Belle Vida
Guests will enjoy a stay at our spacious and secure property, nestled in a peaceful, secluded setting along Barbados’ breathtaking south coast. Conveniently located just 5 minutes from pristine beaches, resorts, restaurants, St. Lawrence Gap, and the vibrant Oistins area. Experience the charm of a traditional Barbadian coral stone home thoughtfully paired with modern amenities. Unwind outdoors with generous seating and dining areas, surrounded by lush gardens and mature fruit trees.

Penthouse in Port St. Charles
Overlooking the Port St. Charles, this exclusive yet vibrant penthouse suite introduces you to the soul of old-world Barbadian life and its boating heritage. Located in a gated community at one of the island's most desired addresses, this 3 bedrooms, 3 bathrooms penthouse gives you access to the shops, restaurants, beaches and goings-on in the island's charming Speightstown without sacrificing beauty and comfort. If the island offers it, we " know a place" to recommend you!

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.

Tree House Cabin
Our place is good for Couples, Solo, Adventurers,hikers and campers, Business Travellers, Families and nature lovers. It is 7 minutes drive to the shopping centers,gas station ,post office and banks. 10minutes from Crane Beach with its lovely look outs. Beaches, coves and bays to fully enjoy on island with food and drink huts to go along with it. East coast is a must see for it shows the tranquility of this beautiful island.

Fairway Villa No 9
Fairway Villa #9 is located in the Garden Wall Area of Apes Hill Golf Club overlooking the 18th Golf Hole. This villa offers stunning views of the West coast, Golf Course and the Country Club. With luxury in mind, this villa is a stunning three bedroom, three and a half bath home. Fairway Villa #9 offers all the comforts of home The home comes fully air-conditioned, full kitchen, laundry room upstairs and more.

Villa Seaview
A stunning three- bedroom Villa accommodating up to 6 guests situated in the 5-star gated community of Westmoreland Hills with breathtaking views of the Caribbean Sea. The exclusive development comprises of 45 villas with 24 hour security. Villa Seaview is modern consists of 3 bedrooms, 4 bathrooms, private 26ft pool, wifi and air conditioning throughout. Kick back and relax in this calm, stylish space.
Popular amenities for Windy Hill holiday rentals
Other great holiday rentals in Windy Hill

Waterfront/Beach/Resort Access/Airport Transfer

Beautiful West Coast Villa shared pool near beach

Far Away Beach Villa

Royal Westmoreland, Whistling Tree, Cassia Heights

Mozart - 1 bed ocean view

St. Silas/Ape’s Hill West Coast Pool Villa

Chic Retreat BB |Bright, Gated Condo w/ Pool + AC

Home in Speightstown.
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- Worthing Beach
- Carlisle Bay
- Dover Beach
- Mullins Beach
- Crane Beach
- Miami Beach Barbados
- Paynes Bay Beach
- Sandy Lane Beach
- Bridgetown
- The Soup Bowl
- Brandons Beach
- Sapphire Beach Condominiums
- Port St. Charles
- Barbados Museum & Historical Society
- Harrison's Cave
- Accra Beach Hotel & Spa
- Garrison Savannah
- Mount Gay Visitor Centre
- Atlantis Submarines Barbados
- Animal Flower Cave and Restaurant





