Holiday rentals in Windy Hill

*Casa Tortuga* Large Villa w/Pool, 3 mins to Beach

New Listing Winter 2025 3 minutes walk from one of Barbados’ calmest beaches, our family villa combines comfort with island living. Enjoy spacious en-suite bedrooms, a refreshing plunge pool, and two real wood decks—one fully shaded, allowing for a lovely cool sea breeze. With open-plan living and plenty of space indoors and out, it’s perfect for families or groups seeking privacy, comfort, and a touch of Caribbean elegance close to the sea. Free housekeeper for weekly rentals (once per week)

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

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.

Interior Designed 2 Bedroom 2 Bathroom Apartment

✨ Relax on the West Coast of Barbados ✨ Stay in a newly renovated (2022) apartment at the exclusive Sugar Hill Resort, a gated community perched on a ridge with sea views from the clubhouse and tropical garden/pool views from your balcony. Bedrooms open onto a balcony overlooking lush gardens & pool Complimentary beach chairs & umbrellas. Just 5 minutes to Holetown’s restaurants, shops & nightlife Perfect for couples, families, or friends looking for comfort, convenience, and Caribbean charm.

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.

"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.

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 along with a clubhouse equipped with a gym, community pool and cafe. 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.

Atlantic Breezes

This stylish place to stay is perfect for your next adventure. Situated overlooking beautiful Bathsheba, this serene location is three to four minutes walk from the world famous surfing break Soup Bowl. If you like hiking or just lounging on the beach or sitting in a patio enjoying a relaxing time, then this place is the right one for you. It is also within walking distance of the exquisite Andromeda Gardens, as well as a number of local restaurants and bars.

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.

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.

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.

Eastern Retreat. A place to get away from it all.

Located on the scenic East Coast of Barbados, this first floor unit is the perfect space to relax and get away from it all while enjoying the southing sounds of the Atlantic ocean.