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Vacation rentals in Windward Side

Find and book unique accommodation on Airbnb

Top-rated accommodation in Windward Side

Guests agree: these stays are highly rated for location, cleanliness and more.

Guest favourite

Home in Gustavia, St. Barthélemy

5.0 out of 5 average rating, 33 reviews

3 bedrooms at pointe Milou , concierge , best view

pointe milou is the place to be in st barth for your vacation . this 3 bedrooms villa have everything you need best sunset , swimming pool, BBQ, home cinema screen, backgammon table ,, full concierge service This is the only place in st barth where construction are not permit from November to may to protect guest from noice I’m the owner of the place . I’m super host for 6 years. And one of the guest favorite. On rbnb. Only 30 house in the island I will be here to take care of everything

3 – 10 May

$10,223 AUD total
Guest favourite

Home in Windwardside, Bonaire, Sint Eustatius and Saba

4.88 out of 5 average rating, 33 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.

2 – 9 Dec

$2,995 AUD total
Guest favourite

Holiday home in Windwardside, Bonaire, Sint Eustatius and Saba

4.96 out of 5 average rating, 27 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 Aug

$1,762 AUD total

Popular amenities for Windward Side accommodation

Other great accommodation in Windward Side

Guest favourite

Apartment in BL, St. Barthélemy

5.0 out of 5 average rating, 26 reviews

Amazing view 2 min walk to the beach!

23 – 30 June

$4,841 AUD total
Guest favourite

Home in Lorient, Saint Barthélemy, St. Barthélemy

5.0 out of 5 average rating, 28 reviews

Villa Yvantino Beachfront (Bedrooms 2ch)

7 – 14 July

$12,665 AUD total
Guest favourite

Cottage in St Barthelemy, St. Barthélemy

5.0 out of 5 average rating, 32 reviews

Quiet and exceptional views Pointe Milou.

22 – 29 July

$8,398 AUD total
Superhost

Villa in St Barthelemy , St. Barthélemy

5.0 out of 5 average rating, 21 reviews

Villa Jali

11 – 18 Sept

$8,945 AUD total
Guest favourite

Home in gustavia, St. Barthélemy

5.0 out of 5 average rating, 42 reviews

VILLA ANGEL SUNSET

5 – 12 Feb

$7,382 AUD total
Guest favourite

Villa in Saint-Barthélemy, St. Barthélemy

4.94 out of 5 average rating, 70 reviews

Villa TIWA

21 – 28 Apr

$11,884 AUD total
Guest favourite

Apartment in Corossol, St. Barthélemy

4.91 out of 5 average rating, 54 reviews

Corossol studio a 2-minute walk from the beach

14 – 21 July

$1,686 AUD total
Guest favourite

Apartment in BL, St. Barthélemy

4.91 out of 5 average rating, 64 reviews

Seaduction

22 – 29 Nov

$4,305 AUD total
Guest favourite

Villa in BL, St. Barthélemy

4.96 out of 5 average rating, 52 reviews

Saint Barth Colombier

26 Oct – 2 Nov

$10,927 AUD total
Guest favourite

Guest suite in BL, St. Barthélemy

4.98 out of 5 average rating, 51 reviews

Independent entrance studio and kitchen in Flamands

18 – 25 June

$1,902 AUD total
Guest favourite

Apartment in Gustavia, St. Barthélemy

4.92 out of 5 average rating, 88 reviews

* Charming studio for 2 people in Colombier *

30 Aug – 6 Sept

$1,783 AUD total
Guest favourite

Condo in BL, St. Barthélemy

4.91 out of 5 average rating, 34 reviews

Beautiful Studio Gustavia View Pool Parking

1 – 8 Sept

$3,857 AUD total

Destinations to explore