Vacation 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.

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.

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.

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.

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.

Little Diamond, Rustic Wooden Jungle House

Nestled at the jungle's edge, our tropical house boasts an open plan, surrounded by banana trees, lush foliage and mesmerising ocean views. Just a 10-15 minute walk to the beach, the renowned surf spot Soup Bowl, local bars, restaurants, and shops provide convenience. From the deck, witness monkeys, hummingbirds, lizards, fireflies, and more. Pick your own seasonal fruits from our garden area. A perfect home to start your adventure!

Royal Westmoreland - Royal Villa No.18

Positioned within the prestigious Royal Westmoreland development, is this exquisite 3 bedroom, 3.5 bathroom semi-detached home. Natural tones invite you into a split-level villa. The open living and dining space boast high pickled ceilings, coral stone walls, the living areas open onto a wide, partially covered terrace with relaxed seating and an alfresco dining area where you can enjoy the views of the tropical gardens.

The Bungalow at Green Gables

New cozy high-tech modern Bungalow with kitchen, bathroom, spacious bedroom, separate connected office area, TV room and lounge all air conditioned and covered patio suitable for single or a couple - King bed and daily room service on weekdays if requested. Near west coast with a view

Condo in Sugar Hill, St. James

Located on 50 acres of sloping land with spectacular sea views, Sugar Hill is within a 5 min. drive of superb beaches and the shops & restaurants in Holetown. C210 is an eco-friendly two bedroom apartment near the club house, swimming pool, restaurant, bar & gym.