Vacation rentals in Windy Hill

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Top-rated vacation rentals in Windy Hill

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Guest favorite
A private pool area features a rectangular pool with crystal-clear water, surrounded by white walls and vibrant greenery. Two sun loungers are positioned nearby, providing a space for relaxation under the sun.
Townhouse in Holetown
4.95 out of 5 average rating, 57 reviews

Newly renovated 3-bedroom holiday home with pool.

Relax at this newly renovated villa, safely tucked away in the gated community of Porters Gate on the west coast. All furnishings and appliances are of the highest standard and the villa is immaculately kept and spotlessly clean. This 3-bedroom retreat features an open plan with fully-equipped kitchen, dining and living area. The air-conditioned bedrooms are on the upper floor with en-suite bathrooms. Outdoors, there is a covered, dining and lounge area with a pool and deck with sun loungers.

Guest favorite
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, 141 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 favorite
A covered outdoor seating area features a light-colored sofa and dining table set, accompanied by four chairs. Two ceiling fans provide airflow. A view of the ocean and greenery is visible through the glass railing, enhancing the serene environment.
Townhouse in Lower Carlton
4.95 out of 5 average rating, 21 reviews

Seahorses Barbados

Experience Barbados in the best way possible at Seahorses Barbados. Centrally located on the west (and best) coast of St James, with great restaurants and shopping nearby. This stunning brand new condo is steps away from the calm waters of Reeds Bay, one of the best beaches on the island. Enjoy sunset dinners overlooking the ocean on the 3rd floor patio, or lounge in privacy on the first floor outdoor spaces. Looking for a perfect mix of local and luxury? Then look no further than Seahorses!

Guest favorite
A charming villa is surrounded by lush greenery and manicured lawns, featuring a large front balcony accessible through arched doors. The exterior showcases white columns and a harmonious design, complemented by blue skies and fluffy clouds above.
Home in Royal Westmoreland
5 out of 5 average rating, 7 reviews

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"

Top guest favorite
An expansive infinity pool is surrounded by lush tropical plants and palm trees. The crystal-clear water reflects the blue sky, creating a serene atmosphere. Stone decking provides space for sun loungers, inviting relaxation amid the natural scenery.
Villa in Westmoreland
4.98 out of 5 average rating, 60 reviews

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.

Guest favorite
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, 11 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 favorite
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, 50 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 favorite
An outdoor dining area features a wooden table with four chairs and a vase displaying tropical flowers. Light filters through partially drawn shades, and a view of the marina and lush greenery is visible through the lattice screen.
Condo in Douglas
4.9 out of 5 average rating, 126 reviews

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!

Guest favorite
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
4.83 out of 5 average rating, 104 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.

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, 3 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.

Guest favorite
A bright dining area features a wooden table surrounded by several chairs, with large glass doors providing a view of the outdoor space. Sunlight fills the room, highlighting the modern décor and the serene pool area visible through the opened doors.
Home in Westmoreland Hills
5 out of 5 average rating, 15 reviews

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.

Top guest favorite
Home in Six Mens
5 out of 5 average rating, 6 reviews

Mahogany Cottage: comfort and dreamy ocean views

Forget your worries in this spacious and serene space. Enjoy your morning coffee on the delightful patio under the mahogany tree - looking out over Barbados' West Coast. Located just north of Six Mens and Speightstown, and within walking distance of the FishPot Restaurant, this comfortable 1-bedroom house has everything you need and more for the perfect Barbados vacation.

Popular amenities for Windy Hill vacation rentals

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