Holiday houses in Windward Side

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Top-rated holiday rentals in Windward Side

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Guest favourite

Home in Windwardside

4.89 out of 5 average rating, 37 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

4.9 out of 5 average rating, 40 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.

Guest favourite

Loft in Gustavia

5 out of 5 average rating, 36 reviews

Loft Harbour

Ce logement affiche un style résolument unique. Venez vous prélasser dans un environnement exceptionnel, au coeur de Gustavia. Ce loft, doté d'un jacuzzi vous permettra de profiter de la vue sur les Yatchs et le port. Vous pourrez profiter du coeur effervescent de Gustavia. This accommodation has resolutely unique style. Come and relax in an exceptional environment in the heart of Gustavia. This loft with a jacuzzi will allow you to enjoy the views of the yatchs and the harbor.

Guest favourite

Villa in Saint Barthélemy

4.97 out of 5 average rating, 139 reviews

Villa RIDE

RIDE is a 2017 VILLA located on hilltop of anse des cayes offering a beautiful seaview. 5 min driving from the beach , gustavia ( main city ) , and a delicious bakery store. It offers quiet and privacy while remaining close to everything. The villa can welcome 4 PEOPLE in 2 BEDROOMS, each one having their own private massive wood bathroom . The villa is also accessible to people with REDUCED MOBILITY thanks to its one level access.

Guest favourite

Home in Anse des Cayes

4.98 out of 5 average rating, 42 reviews

The Perfect View of Anse de Cayes / Gustavia

DAILY MAID SERVICE INCLUDED !!! Note: Month of September Daily Maid not available. Luxury stay in the heights of Anse de Cayes, Saint Barthélemy, Maximum of 7 guests · 3 bedrooms · 4 beds · 3 bathroom. The property is rented like a Hotel, per bedroom, 2 guest per bedroom. The rate change per guest beyond the first 2. If you are 3 guest and you like 3 bedrooms you have to add minimum of 6 guest for the 3 bedrooms.

Guest favourite

Condo in BL

4.93 out of 5 average rating, 42 reviews

Beautiful Studio Gustavia Pool View Parking

Located within the colony club residence in the heart of Gustavia. Le Petit Barth is the perfect base for enjoying a wonderful holiday in Saint-Barthélémy. Harbor views, Shell Beach and city center a short walk away, you'll have a perfect location. Refurbished with luxurious materials and refined Caribbean decor. You can also enjoy a magnificent infinity pool with views of the port as well as a parking space.

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.

Superhost

Villa in Anse Des Cayes

4.95 out of 5 average rating, 123 reviews

The Perfect Beach House

Villa Palmier is a stunning 2 bedroom, 2 bathroom newly renovated villa in the well located neighborhood of Anse Des Cayes. It is a designers dream having just been featured in the July/August issue of Elle Decor France. With ocean views from every room, a constant sea breeze blowing throughout, and your own private pool, it's the perfect beach retreat.

Guest favourite

Rental unit in Gustavia

4.91 out of 5 average rating, 115 reviews

* Charming studio for 2 people in Colombier *

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