Vacation rentals in Booby Hill

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Top-rated vacation rentals in Booby Hill

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A two-story white building is displayed against a backdrop of partly cloudy skies. The structure features multiple balconies with arched openings, surrounded by lush greenery and a well-maintained lawn. The design conveys a spacious and open feel in the exterior layout.

Apartment in Oranjestad

5 out of 5 average rating, 3 reviews

A Quiet Getaway #2

Our place is a short walk from a tiny, secluded rocky beach offering stunning views of the Atlantic Ocean. You’ll love it for its privacy and tranquility—perfect for couples seeking a romantic getaway or adventurers looking to connect with nature. The town, shops, and other amenities are a 20-30 min walk away. However, due to the remote location, we recommend arranging transportation for added convenience. For your ease, we offer vehicle rentals at a discounted rate exclusively for our guests.

A spacious living area features wooden ceilings and multiple seating options, including green cushioned benches and a wooden coffee table. Natural light fills the room through large windows, and vibrant artworks adorn the walls, creating a lively and inviting atmosphere.

Cottage in Windward Side

Effie's Cottage

Effie's Cottage is a unique 175+ year old "antique" Dutch cottage typical to the beautiful island of Saba. Built in the "Saban style" it has beamed ceilings and pitched roofs that resemble the upturned hull of a ship. The interior is spacious and has been modernized with all new fixtures and appliances. Located in the major settlement of Windwardside it is a short walk to shops, churches and local eateries. There is no better way to experience the true character of the Dutch Caribbean!

Guest favorite

A view of the charming Saba cottage is framed by tall palm trees, showcasing the traditional gingerbread exterior with a red roof. Lush greenery surrounds the property, with hints of the ocean visible in the distance under a cloudy sky.

Home in Windward Side

4.89 out of 5 average rating, 44 reviews

Beautiful traditional Saba Cottage

This charming 2 bedroom Saba cottage was built in 2007 yet anyone walking by would think the home is one of the original Saba homes. The exterior of the home follows the traditional Saba gingerbread style while the interior is modern and spacious. Located directly in the quaint village of Windward side yet adjacent to the museum and it's beautiful gardens. It's just a short stroll to Windward side's restaurants, bars, stores as well as the start of the hiking trail to Mount Scenery.

Guest favorite

A stone cottage features a front porch with white railing, providing an outdoor space for relaxation. Lush greenery surrounds the property, and the clear blue sky enhances the sense of tranquility. The entrance is accentuated by a simple but elegant light fixture.

Vacation home in Windward Side

4.92 out of 5 average rating, 63 reviews

Peter Hytte by Althea

This property in Windwardside features stunning views of the blue Caribbean, the misty top of spectacular Mt. Scenery, and the picturesque village below. On my 30th trip to Saba in 2019 I bought the 1858 vintage Althea Cottage. In 2021 I completed a second stone house for myself at the rear. In 2022 a second stone apartment, Peter Hytte, was built between the two other cottages... smaller, priceworthy and efficient. All net income is donated to my charities. I charge no cleaning fee.

A stunning sunset is observed over the tranquil sea, with vibrant hues of orange and yellow reflecting off the water. The silhouette of a distant mountain range contrasts the colorful sky, framed by a large arched opening that offers a captivating view.

Home in Zion's Hill

Incredible Ocean Views & Sunrises! Book Quickly!

Step into a world of elegance in our spacious retreat, featuring air-conditioned bedrooms with private en-suites. Enjoy a modern open-plan kitchen equipped with top-tier appliances. Dive into endless entertainment: smart TVs, high-speed internet, Bluetooth radio, curated books, and games. Feel the coastal breeze under a spacious porch, while soaking in stunning Caribbean vistas. Start your day witnessing a breathtaking sunrise. Experience the ultimate tropical getaway! Book now.

A well-maintained green lawn is framed by tropical plants and trees. A clothesline stands in the yard, and a white cottage with green accents is visible in the background. Natural stone walls add texture to the property, contributing to its serene environment.

Home in Booby Hill

Angels Cottage

Relax in your own cottage with views of the Caribbean Sea, Mount Scenery and Windwardside Village. You will feel peace and tranquility at the cottage, with plenty of privacy. Short walk to Winwardside village with restaurants, shops and groceries. Dine inside or al fresco on the patio. Store hiking, diving gear in the utility room. Saba has so much to offer; from hiking, diving, and gastronomy, to just hanging out, relaxing and looking out on to the verdant scenery.

A large veranda is framed by marble columns, offering ocean views and a lush green landscape. The horizon blends seamlessly with the blue sky, while vibrant foliage enhances the natural surroundings of the villa.

Home in Zion's Hill

New place to stay

Saba Hidden Treasure Villa

Welcome to Hidden Treasure Villa, a beautiful villa with an ocean view nestled on the stunning island of Saba. Enjoy relaxation and breathtaking views in this spacious 2 bedroom home featuring a large veranda and a refreshing plunge pool. Enjoy a large kitchen, dining and spacious living room. Step into tranquility in the master bedroom with views from your veranda. Unwind in the ensuite bathroom, boasting a beautiful tub and shower. Enjoy Saba's beauty!

A comfortable gray sofa is positioned against a light-colored wall, decorated with abstract artwork above it. A simple wooden coffee table holds a blue vase filled with flowers. Natural light enters from a nearby door leading to the outdoor area.

Apartment in Windward Side

4.67 out of 5 average rating, 3 reviews

Island Paradise Tropical Apartment

Tropical Paradise Apartment Welcome to Tropical Paradise, part of the Island Paradise Apartments! This spacious 3-bedroom unit accommodates up to 4 guests and offers stunning views and all the comforts of home. Located within walking distance of supermarkets, restaurants, and bars. It’s the perfect base to explore the unspoiled beauty of Saba, known for its lush greenery, breathtaking hiking trails, and crystal-clear waters.

Guest favorite

Multiple charming buildings, each featuring a red roof and white walls, are nestled among lush greenery on the hillside. The structures are positioned to offer scenic views of the surrounding tropical landscape and sky.

Cabin in Windward Side

4.94 out of 5 average rating, 18 reviews

El Momo Cottages (cabin with kitchenette)

El Momo Cottages awaits you high upon a green, Caribbean mountain. A set of stairs leads to seven small wooden cabins, each surrounded by tropical gardens. El Momo is located on quiet Booby Hill which is a 5 minute walk away from the center of Windwardside where you can find the bank, souvenir shops, grocery stores, dive center, museum, art gallery, trail shop, tourist office and some great restaurants.

The villa is nestled within lush greenery, featuring a private pool surrounded by sun loungers. The expansive deck offers dining options with views of the tropical landscape. The design reflects a harmonious blend with the natural surroundings, enhancing the sense of seclusion and tranquility.

Villa in The Bottom

5 out of 5 average rating, 5 reviews

Magnificent private hilltop villa on magical Saba

Dear guest, a warm welcome at the Haiku House, a lovely place to stay on one of the most exclusive and sustainable islands of the Caribbean, Saba. We invite you to enjoy our luxurious villa, the beautiful pool with ocean view surrounded by nature and landscape of this hidden gem of the Caribbean. Chances are you will fall in love with this island, like we did about 25 years ago.

A charming cottage sits surrounded by lush greenery, showcasing white wooden siding and red accents. The inviting porch features decorative columns, while diverse tropical plants create a natural border around the property. A stone chimney adds to the rustic character of the setting.

Cottage in Windward Side

4.58 out of 5 average rating, 31 reviews

House on The Path

Welcome to "House on The Path". Nestled 1500 feet above sea level, "House on The Path" is a charming restored, original Saban style cottage with an intimate setting. It is secluded by a five minute hike isolated from neighbors and traffic. The house is a perfect romantic vacation cottage for honeymoon couples and an exciting adventure for those interested in an Eco Experience.