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Holiday houses in Windy Hill

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Top-rated holiday rentals in Windy Hill

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Apartment in Lower Carlton
4.92 out of 5 average rating, 12 reviews

Modern Sorrento Villa #8- West Coast|Mins to beach

Relax in this newly built 3-bedroom, 3-bathroom villa just a 3- min walk away to a peaceful West Coast beach. FULLY AC home offers comfort and privacy. Master BR: King bed, private balcony with relaxing soaking tub BR 2: Queen bed BR 3: Full bed All bedrooms feature soft white linens, plush duvets, and blackout blinds for a restful night’s sleep. Living area includes a privacy blind. Fully equipped kitchen Electronic gated BBQ pit Beach chairs, noodles and cooler. Parking for 2 at your door

Top Guest favourite
A covered patio features multiple seating areas, surrounded by lush greenery. A small plunge pool is integrated into the design, with tropical plants enhancing the serene space. The architecture includes arches and columns, creating an inviting atmosphere for outdoor relaxation.
Home in Holetown
5 out of 5 average rating, 61 reviews

Garden Cottage, Little Holders House

Tucked away among lush landscaped gardens, is this charming 2 bedroom, 2 bathroom cottage. Open plan living with large patio & plunge pool, the ultimate in living with nature. The property is gated with its own parking bay. Close proximity to Sandy Lane, Holders Farmers Market, Polo Field and Holetown. In walking distance to the main coastal highway and the beach at Payne's Bay with the local fish market and restaurants. All beaches are public and buses and taxis are available on the coast road.

Guest favourite
An aerial view of the villa showcases a sparkling swimming pool surrounded by lush garden areas. Vibrant palm trees gently sway in the breeze, and the clear turquoise waters of the Caribbean Sea extend to the horizon, complementing the tranquil setting.
Villa in Fryers Well Point Bay
5 out of 5 average rating, 14 reviews

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

Guest favourite
A large balcony features a plunge pool, colorful beach balls resting on the edge. A blue hammock is suspended nearby, with views of the ocean and palm trees under a clear sky, creating a serene atmosphere for relaxation.
Home in Bathsheba
4.81 out of 5 average rating, 145 reviews

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.

Guest favourite
A charming two-story cottage is set against a lush green landscape. The wooden exterior is complemented by a red roof, with a set of stairs leading to a welcoming porch. Tropical plants are visible in the foreground, adding to the serene environment.
Cottage in Bathsheba
4.92 out of 5 average rating, 37 reviews

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.

Top Guest favourite
A modern open-concept living space is presented, featuring neutral tones and natural materials. The fully equipped kitchen includes a large island with a sink, complemented by stylish pendant lighting. Floor-to-ceiling glass doors open to a private outdoor seating area, enhancing the airy ambiance.
Home in Lower Carlton
5 out of 5 average rating, 12 reviews

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!

Guest favourite
A beach house sits proudly with a vibrant blue exterior and a spacious balcony overlooking the surroundings. Palm trees gently sway in the breeze, creating a relaxed atmosphere. The elevated structure features an open space underneath, with a car parked in the driveway.
Cottage in Bathsheba
4.96 out of 5 average rating, 52 reviews

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.

Guest favourite
Villa in Lower Carlton
5 out of 5 average rating, 8 reviews

NEW villa with plunge pool - Sorrento 10 (2 bed)

Welcome to Sorrento 10 (2 bed), a newly built Barbados vacation rental for families, couples, and anyone in need of a proper reset. Tucked away in a quiet corner of Lower Carlton, St. James, this two-bedroom, two-bathroom villa blends clean lines, calm tones, and natural textures to create a relaxed, welcoming space that feels like a breath of fresh air. Only a 3 to 5 minute stroll to the beautiful Tropicana beach nearby - this is the perfect holiday home for beach lovers.

Guest favourite
A spacious studio apartment features a wooden bed with soft linens and two patterned armchairs. Natural light floods the room through large windows, illuminating the textured stone walls and exposed wooden beams on the ceiling. A small dining area is visible in the adjacent space.
Apartment in Black Bess
4.84 out of 5 average rating, 110 reviews

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.

Guest favourite
Home in Deanes
5 out of 5 average rating, 24 reviews

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

Welcome to St Silas/Apes Hill Garden Pool Villa located on the West Coast of St. James. Nestle in one of Barbados’ well sought out neighborhoods, our modern Garden Villa is a well-equipped 3-bedroom, 3.5-bath home featuring an open floor plan with large bi-fold doors that connects the indoor and outdoor spaces. Very centrally located to Restaurants, pristine platinum beaches, shopping, party-life, golfing and much more!!

Guest favourite
A view from the patio features a wooden table and chairs, with the Atlantic Ocean visible in the distance beyond swaying palms. Large louvered windows allow fresh air and light, framing a serene coastal landscape.
Home in Saint Joseph
4.91 out of 5 average rating, 94 reviews

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.

Superhost
An outdoor patio area features a round dining table surrounded by turquoise chairs. A large umbrella provides shade, and a view of the lush greenery beyond is visible. The infinity pool can be seen in the background, enhancing the outdoor living space.
Home in Apes Hill
5 out of 5 average rating, 4 reviews

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.

Popular amenities for Windy Hill holiday rentals

  1. Airbnb
  2. Barbados
  3. Saint Andrew
  4. Windy Hill