Holiday rentals 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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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
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.

Guest favourite
A shaded patio area is highlighted by a hammock strung between two posts, providing a view of the distant ocean. Lush green foliage surrounds the space, with the ocean visible through the railing. Wooden chairs are positioned nearby on the tiled floor.
Home in Cattlewash
4.89 out of 5 average rating, 103 reviews

"Beyond" 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, one bathroom newly renovated, kichen and living room a great patio at two minutes walk from the beach. We offer high speed Wifi Due to the situation, we’re taking extra steps to clean and sanitize all surfaces between reservations and we follow Airbnb’s enhanced cleaning protocol.

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.

Top guest favourite
A sunlit private terrace features comfortable seating with patterned cushions. A woven curtain softly sways near the expansive window, while intricate wall designs create a pattern of light and shadow across the tiled floor, enhancing the calming atmosphere.
Cottage in Fitts Village
5 out of 5 average rating, 53 reviews

Beachside Cottage - right on the beach!

Beachside Cottage is a comfortable, 2 bed/2 bath, traditional Bajan home with an eclectic mix of antique and contemporary furnishing. The cottage is on a little bluff right above the beach, literally steps from the sea. It's located in a mainly residential area of St James with easy access to nearby shops, restaurants and other facilities. Hire a car or experience the adventure of public transportation - bus stops are just a short walk away. Suits 2 singles or 2 couples.

Top guest favourite
Home in Speightstown
5 out of 5 average rating, 17 reviews

Waterfront/Beach/Resort Access/Airport Transfer

Recently refurbished waterfront 3-bedroom townhouse in the exclusive Port St. Charles Resort & Yacht Club. Perfect for families, couples or friends. Features: • 3 king bedrooms with en-suite bathrooms • Fully equipped kitchen • Private plunge pool • Outdoor dining & loungers • Washer & dryer Resort amenities: • Beach with chairs & umbrellas • Gym, restaurants & bars • Complimentary water taxi Bonus: Complimentary airport transfer from airport to the apartment.

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.
Flat in Black Bess
4.83 out of 5 average rating, 109 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
A bright bedroom features a spacious bed with soft linens and a decorative pillow. Natural light filters through light curtains, highlighting the serene ocean view outside the balcony doors. Nightstands with lamps provide ambient lighting, and a ceiling fan adds comfort.
Serviced apartment in Saint James
4.96 out of 5 average rating, 54 reviews

Lovely 2 Bedroom apartment with great amenities

Kick back and relax in this calm, stylish space. Located in the beautiful Royal Westmoreland Resort, this apartment offers the perfect place for your Barbados holiday. 2 airconditioned bedrooms - 1 King with ensuite and 1 Queen. Fully equipped kitchen, living room and a wonderful patio with outdoor dining. The perfect place to watch amazing sunsets! A large communal pool is just a minutes walk from the apartment for relaxing and catching the sun.

Guest favourite
Home in Deanes
5 out of 5 average rating, 23 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!!

Popular amenities for Windy Hill holiday rentals

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