Holiday rentals in Windy Hill

Alora Ocean 7 – SkyPool BBQ Sundeck & Ocean View

A beautifully appointed 2-bedroom, 2-bath villa on Barbados’ sought-after West Coast. The standout feature is the Sky Lounge—an elevated shared retreat with a pool, sun deck, and ocean views. It’s the perfect place to soak up the Caribbean sun by day and unwind under the stars by night. Inside, the villa offers elegant modern décor, a fully equipped kitchen, air conditioning throughout, and reliable Wi-Fi. Alora 7 blends relaxed island living with comfort and style for a truly memorable getaway.

7 min walk to Beach/New Luxury Villa/ Sleeps 10

Villa Blanca is a newly built 4 bedroom, 4 bathroom luxury villa located in the gated, private community of Porters Place, St. James. The villa is architecturally designed to facilitate a seamless flow between the indoors and outdoors. Villa Blanca’s design is modern, with exquisite furnishings with splashes of color that represent the island. The villa features a 20’ private courtyard pool that’s perfect for the whole family, plenty of lounge seating, covered outdoor dining, 1000 sq ft/ 92.9sqm

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.

Asaase: A Place For Retreat!

Immerse yourself in the essence of Bajan country life with a stay in our charming bungalow, nestled in the tranquil hills of Bathsheba. Wake each morning to panoramic views of Barbados’ untouched east coast—a vibrant fishing and surfing village steeped in tradition and natural beauty. Our space offers more than a getaway; it’s an invitation to embrace mindfulness and rest as a conscious part of your journey. Step into a sanctuary that honors simplicity, authenticity, and the rhythms of nature.

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"

Beach front cottage (2 bed / 2 bath)

This is a charming 2 bedroom 2 bathroom cottage surrounded by beautifully tropical landscaped gardens with private access to one of the prettiest white sand beaches on the Barbados coastline offering ideal swimming conditions in the calm, aquamarine blue waters of the Caribbean Sea and picture perfect sunset views one never tires of. The address is Freshwater Bay but to the locals it’s known as Paradise Beach and when you get here you’ll agree. It is the ideal island living experience.

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.

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.

Walk to Beach, Pool, Rooftop Terrace, King Bed(s)

Calm Waters is your casually stylish home away from home! 2 Bdrms, 2 1/2 baths, full kitchen, laundry … Enjoy an ocean swim, relax by the pool, watch sunsets or stargaze on your private rooftop patio! Beautiful Gibbes Bay is a 3 minute walk & Mullins Beach is just a few more minutes up the road & is home to some great restaurants - also a great spot to enjoy a drink & live music while watching the sun go down!

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.

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.