Holiday houses in Windward Side

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Top-rated holiday rentals in Windward Side

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Apartment in Oranjestad

4.55 out of 5 average rating, 44 reviews

A Quiet Getaway.

My place is very close to a tiny secluded rocky beach. You will love it for the view of the Atlantic ocean, the seclusion, the sound of the waves, the privacy.. It is great for couples and solo adventurers. Town, shops etc is a brisk 20-30 minutes walk. I cannot emphasize enough that the area is secluded. Transportation is advised because of the distance but the island is small. We also rent SUVs for an discount price for tenants. Please note: This place is located on St Eustatius, NOT on Saba.

Villa in Colombier

5 out of 5 average rating, 3 reviews

Villa Henson Amazing views (by Owner)

This is the owner's official advert (no added service fees). Amazing views and sunsets. Large terrace, comfy loungers, table and chairs, BBQ, heated infinity pool, and spectacularly placed heated spa. Large living area with media center, fully equipped kitchen and full A/C. Both bedrooms are always available. Both bedrooms have Queen beds, A/C, ensuite shower rooms, towels etc., and a safe. Fibre optique WiFi all rooms. Solar Panel installation. Security Camera (facing arrival road and parking.

Guest favourite

Home in Windwardside

4.9 out of 5 average rating, 39 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 favourite

Holiday home in Windwardside

4.91 out of 5 average rating, 43 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.

Apartment in Oranjestad

5 out of 5 average rating, 3 reviews

Perfect 1 bedroom apartment

Stylish newly decorated apartment with pool access. Centrally located walking distance from the airport, bakery, supermarket. Small complex with pool and housekeeping services. Washer & dryer on premises. It’s a lovely place in a central spot on St. Eustatius. Full kitchen, airconditioning and we’ll appointed with class furniture. Stay in style & comfort without breaking the bank.

Superhost

Cottage in Windwardside

4.63 out of 5 average rating, 27 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.

Guest favourite

Apartment in Gustavia

4.92 out of 5 average rating, 122 reviews

* Charming studio for 2 people in Colombier *

Pretty studio nestled in dovecote greenery, equipped with a small kitchenette and outdoor terrace Located at: - 2.4 km from the airport (5 min by car) - 2.5 km from the ferry station (5 min by car) - 900 m from Flemish Beach. You also have parking space and WiFi. And don't be surprised if you come face to face with an iguana.