Holiday rentals in Windward Side

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Top-rated holiday rentals in Windward Side

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Flat in Oranjestad, Bonaire, Sint Eustatius and Saba

4.65 out of 5 average rating, 40 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.

27 Oct – 3 Nov

₹6,231 per night

Superhost

Flat in Colombier, St. Barthélemy

4.94 out of 5 average rating, 18 reviews

"Hidden Paradise" exceptional view and calm

Appartement en pleine nature, face à la mer, prêt à vous accueillir. vue à couper le souffle sur l'océan et ses ilets. En rez-de- chaussée de notre maison, refait à neuf , donne directement sur la piscine et jardin. Idéal pour un couple ou famille. We will be happy to welcome you in "Hidden Paradise" nestled amoung nature while facing the Ocean. Our ground floor flat completely renovated offers a private terrace and access to our garden and swimming pool,not secure Couple or little family

13–20 Jan

₹20,513 per night

Guest favourite

Home in Windwardside, Bonaire, Sint Eustatius and Saba

4.88 out of 5 average rating, 34 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.

8–15 Apr

₹22,707 per night

Guest favourite

Holiday home in Windwardside, Bonaire, Sint Eustatius and Saba

4.93 out of 5 average rating, 29 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.

2–9 Feb

₹13,664 per night

Guest favourite

Home in San Bartolomé, St. Barthélemy

5.0 out of 5 average rating, 11 reviews

Natanya

Small 2 bedroom house, sea view, in Saint Barthelemy. Located in the heights of Colombier with a view of one of the largest beaches on the island. it is very bright, refreshed by the sea breeze, it will give you rest throughout your stay. I am sure you will enjoy its jaccuzi, its terrace and its small tropical garden. Its American kitchen will allow you to have all the comfort and to cook in family close to yours whether they are on the terrace, in the living room or the living room.

10–17 Mar

₹35,142 per night

Home in Windward Side, Bonaire, Sint Eustatius and Saba

5.0 out of 5 average rating, 5 reviews

Cloudbreak Villa

Tucked amongst tropical gardens & walking distance to the center of town, Cloudbreak Villa offers guests the ultimate experience of tranquility paired with new, modern amenities. Completed in fall of 2017 the luxurious home boasts 3 large bedrooms (perfect for up to 7 guests), 2 full ensuite bathrooms, ocean & island views from every room & a stunning, stocked, gourmet kitchen. Modern upgrades including pool, A/C, gas stove, indoor/outdoor living spaces, wifi, gardens, laundry, & TV.

15–22 Aug

₹37,902 per night

Flat in Zion's Hill, Bonaire, Sint Eustatius and Saba

4.94 out of 5 average rating, 16 reviews

Private studio Behind the Ridge

The apartment is downstairs from our house above. We are at the end of the road so it is usually quiet. At night the only sounds are nature and when cars come to turn at the end of the road. There are 180 degree views of the ocean. It's a great place to watch birds catching the updrafts. You will need a car to get around Saba from here or use the various taxis. There is access to some great hiking trails right from our driveway.

6–13 Jul

₹7,671 per night

Guest favourite

Holiday home in Gustavia, St. Barthélemy

5.0 out of 5 average rating, 25 reviews

La Chaumière

La Chaumière is a house full of charm. Perched on the heights of Colombier, quiet, offering 180° views of the island, its islets and the ocean. The accommodation consists of 2 bedrooms (bedroom 2 can be with, 1 double bed or 2 single beds), 2 bathrooms and a living room, air-conditioned. Spaces, kitchen, dining room, reading nook, deckchairs, jacuzzi and BBQ, revolve around the house, to enjoy the place at every moment of the day.

30 Aug – 6 Sep

₹28,616 per night

Villa in The Bottom, Bonaire, Sint Eustatius and Saba

5.0 out of 5 average rating, 3 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.

24 Jun – 1 Jul

₹64,382 per night

Superhost

Cottage in Windwardside, Bonaire, Sint Eustatius and Saba

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.

24 Jun – 1 Jul

₹14,381 per night

Guest favourite

Villa in Booby Hill, Bonaire, Sint Eustatius and Saba

4.97 out of 5 average rating, 37 reviews

Spyglass Villa Charms!

Spyglass is a private villa located in Booby Hill within walking distance of Windwardside. Spyglass Villa is a haven of tranquility and beauty and features a walkout panoramic veranda with extraordinary views of nearby islands, sea and mountains.

9–16 Jul

₹42,865 per night

Villa in Windward Side, Bonaire, Sint Eustatius and Saba

4.6 out of 5 average rating, 20 reviews

Saba's Finest, Largest Villa

A beautiful retreat with 3 buildings on 2 gated, private, lush acres. 270-degree views of ocean and six islands. Hardwood floors, twenty-foot ceilings in the great room. Private pool, lots of space. A short walk to the shops of Windwardside.

27 Mar – 3 Apr

₹32,746 per night