Vacation rentals in Windward Side

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Top-rated vacation rentals in Windward Side

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Guest favorite

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 favorite

Vacation home in Windwardside

4.9 out of 5 average rating, 41 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 favorite

Guesthouse in BL

4.98 out of 5 average rating, 151 reviews

les Ramiers

Spend your vacation at Villa les Ramiers, where the sun accompanies you from sunrise and throughout the day. The accommodation is independent, not overlooked , its small kitchen and terrace overlooking the pool , a top-deck to enjoy the sunrise, a large bedroom overlooking the covered patio with seating area with sea views. Located on the heights well ventilated with stunning views of Little Anse. Private parking located next to the Villa. Welcome

Guest favorite

Home in Saint-Barthélemy

4.96 out of 5 average rating, 139 reviews

North Star

ETOILE DU NORD is located facing Flamand beach, from which you can enjoy the exceptional view from every corner of the villa modern, functional, it is ideal for a couple or family with large children who will appreciate the independence of the second bedroom located on the lower level. All you have to do is cross the road to get to the beach, whether it's for a morning swim in the rising sun, a lazy day, or an evening stroll along the bay .

Guest favorite

Villa in Saint Barthélemy

4.97 out of 5 average rating, 141 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.

Superhost

Rental unit in Saint Barthelemy

4.82 out of 5 average rating, 178 reviews

CENTRAL PALM ST JEAN

Idéalement situé dans le quartier attractif de St Jean, vous apprécierez l' ambiance cosy de Central Palm. Vous pourrez faire votre shopping dans les boutiques environnantes et serez à 2 minutes à pied d'une des plus belles plages de l'ile, la baie de St Jean ainsi que de l' Eden Rock et du Nikky Beach. Plusieurs bars et restaurants ainsi qu' une boite de nuit ( parfaitement insonorisée) sont également à 2 pas de l'appartement.

Guest favorite

Condo in BL

4.93 out of 5 average rating, 46 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

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 favorite

Rental unit in Gustavia

4.91 out of 5 average rating, 116 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: - 2.4 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.