Vacation rentals in Windy Hill

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Windy Hill

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

%{current} / %{total}1 / 1
Superhost
Condo in Lower Carlton
5 out of 5 average rating, 3 reviews

Caribbean Luxury 2BR, Walk to Beach! Sky Pool Deck

Welcome to Alora Unit 5! ➤ Your Luxury 2BR Condo with Rooftop Pool at Alora! ★ 3-Min Walk to Reeds Bay Beach ★ Rooftop Deck with Amazing Sea Views ★ 10mins to Holetown Dining & Nightlife ★ 7mins to Speightstown’s Laid-Back Charm ➤ Elegance with natural Wooden Elements: • En-suite bedrooms • Modern open-plan layout • Caribbean Luxury • Rooftop with Bar & Bbq station with pergola • Gated community with parking • Easy access to local transport. Ideal for families, couples & friends seeking

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
4.81 out of 5 average rating, 88 reviews

The Loft at Ridge View

The Loft at Ridge View is a cosy countryside getaway in St. Peter Barbados. The top-floor studio apartment rests on a ridge overlooking the west coast, letting you relish lovely views and savour spectacular sunsets. Nestled among nature and community life, the property allows you to embrace slow living and gives you the option to immerse in local culture. With comfortable amenities and indulgent property features like the pool and garden, the Loft is the ideal retreat for your stay in Barbados.

Top guest favorite
A tranquil beach scene displays soft white sand meeting clear turquoise waters under a bright blue sky. Gentle waves lap at the shoreline, while a distant sailboat is visible on the horizon, complementing the serene coastal atmosphere.
Cottage in Oistins
4.97 out of 5 average rating, 194 reviews

A Cosy Coastal Cottage in Barbados

A cozy self-contained one-bedroom cottage in a private garden setting situated behind the main house on the grounds of our home - across the road from the beautiful Little Welches Beach on the South Coast, just west of Oistins. This cute holiday home is spacious, functional, tastefully furnished in a tropical/coastal island style and is well-maintained. Conveniently located within walking distance of the essential amenities, with onsite parking and easy access to public transport and highways.

Guest favorite
The exterior of a rustic wooden bungalow is framed by lush palm trees. The structure features large wooden shutter windows, inviting natural light. A stairway leads up to the entrance, highlighting the bungalow's elevated design and connection to the surrounding greenery.
Tiny home in Saint Elizabeths
5 out of 5 average rating, 12 reviews

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.

Superhost
A curved white railing frames a view of the tranquil ocean, where gentle waves lap against rocky shores. Lush greenery is seen among the coastal cliffs, while a bright blue sky with scattered clouds complements the serene waters.
Apartment in Prospect
4.85 out of 5 average rating, 170 reviews

Coralita No.2, Apartment near Sandy Lane

The most beautiful sunset views on the island!!! Coralita is a stunning waterfront apartment on the prestigious west coast of Barbados. Designed by Ian Morrison and inspired by classic Greek design, this apartment is unique and perfectly situated. Wake up to the sound of the ocean and sea turtles swimming steps from your door. Centrally located, the property is 2 minutes from the grocery store, 10 minutes from Holetown, 25 minutes to Bathsheba, and 5 minutes from the prestigious Sandy Lane.

Guest favorite
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, 101 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 favorite
A serene view of the ocean is captured against a bright blue sky, with rolling fields of grass and patches of greenery framing the scene. The landscape features remnants of stone walls, adding a rustic touch to the tranquil setting.
Apartment in Saint Peter
4.98 out of 5 average rating, 40 reviews

Mozart - 1 bed ocean view

This 1- bed apartment, has a large private covered outdoor dining area with sea view. Located on a peaceful 10 acre plantation, surrounded by rolling fields of sugar cane. A Beautiful 40 ft shared saltwater pool with barbecue area and additional shared dining covered area. The property is connected to walking trails through sugar cane and jungle ravines. Only a 7 minute drive to the beach. Take it easy at this unique and tranquil property.

Top guest favorite
A tranquil beach scene captures soft, golden sand curving along a clear blue shoreline. Lush green trees and tropical vegetation frame the background, while gentle waves lap at the water's edge. The sky features cumulus clouds against a bright blue backdrop.
Apartment in Mullins
4.92 out of 5 average rating, 125 reviews

A piece of Paradise

This spacious upper floor apartment is fully air conditioned. Guests have the option of 8 windows and French double doors which allows the nice Caribbean breeze to flow through. It has a spacious sleeping area, dining area and kitchen along with a large upper floor patio. Situated on the luxurious west coast of Barbados just 2 minutes walk away from beautiful Cobblers Cove beach. Shops, museums and restaurants are just 5 minutes away.

Top guest favorite
The exterior of the pink house is visible, showcasing a welcoming entrance with stairs leading to the front door. Two vehicles are parked in the driveway. Lush green trees and palm plants frame the property, and a clear blue sky is seen above.
Apartment in Bathsheba
4.97 out of 5 average rating, 32 reviews

Cozy Bathsheba

Are you looking for a budget friendly accommodation that can suite a group of four ? Well look no more this apartment is just five minutes walk from the Bathsheba beach . It has two bedrooms that can accommodate four persons. The area is also near the soup bowl where the international surfing competition is held. It has a living room, dining area, a kitchen and a bathroom.

Superhost
The cottage is elevated on stilts, presenting an inviting exterior painted in deep blue. A wide staircase leads to the front porch, framed by lush greenery and neatly arranged plants on the hillside, with a backdrop of tropical trees under a partly cloudy sky.
Cottage in Douglin
4.84 out of 5 average rating, 95 reviews

High Seas | Cozy Rustic Cottage in Cattlewash

Welcome to your peaceful island retreat on Barbados’ rugged East Coast. Just a 2-minute walk from the untouched sands of Cattlewash Beach, this charming wooden cottage offers a rustic escape with modern comforts. Enjoy ocean breezes, quiet nights, and authentic Bajan charm—perfect for surfers, couples, or small families looking to unplug and unwind.

Top guest favorite
A tranquil pool area features a clear, inviting pool surrounded by sun loungers and a shaded seating area beneath a striped umbrella. Lush greenery and trees provide a natural backdrop, enhancing the outdoor space's privacy and serenity.
Apartment in White Hall
5 out of 5 average rating, 86 reviews

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

Top guest favorite
A large swimming pool features a gentle curve and is surrounded by lounge chairs and lush tropical plants. The resort's elegant structure can be seen in the background, with multiple balconies and a gazebo visible among the palm trees under a colorful twilight sky.
Condo in Porters
4.91 out of 5 average rating, 158 reviews

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.

Popular amenities for Windy Hill vacation rentals

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