Windward Side Cottages

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Recommended hotels in Windward Side

A hotel with a balcony, a view of a hill, and a clear sky.

1. Saba Arawak Hotel

Windward Side

EMAD

includes taxes & fees

8 Nov - 9 Nov

A wooden deck with lounge chairs and a table, overlooking a scenic view of the ocean and lush greenery.

2. El Momo Cottages

Windward Side

Christina

includes taxes & fees

7 Nov - 8 Nov

A pool area with lounge chairs, a pergola, and a view of a mountain.

3. Scenery Hotel Saba

Windward Side

includes taxes & fees

15 Nov - 16 Nov

A covered outdoor seating area with blue chairs and a pool, overlooking a mountainous landscape.

4. Home a way from home in the Unspoiled queen of the Caribbean.

Saba

Tim L.

includes taxes & fees

1 Dec - 2 Dec

A cozy room with a high ceiling, large windows, a sofa, two wicker chairs, and a wooden table.

5. Talk of the Town Inn & Suites

Oranjestad

Nadine

includes taxes & fees

2 Dec - 3 Dec

A corridor with a door, a chair, and a railing with plants.

6. Palm Spring Inn

Oranjestad

Dameon

includes taxes & fees

7 Nov - 8 Nov

A two-story building with a balcony, surrounded by lush tropical plants and a sign for 'The Old Sun House Restaurant Bar'.

7. The Old Gin House

Oranjestad

Regan

includes taxes & fees

21 Nov - 22 Nov

A large, two-story house with a swimming pool, surrounded by lush greenery and a mountain in the background.

8. Quill Gardens Boutique Hotel

Oranjestad

Donald

includes taxes & fees

4 Dec - 5 Dec

A courtyard with a central paved area, surrounded by a white building with multiple floors and balconies.

9. Charming 1-bedroom apartment with AC, WiFi in amazing Oranjestad

Oranjestad

sytske m.

includes taxes & fees

12 Nov - 13 Nov

An outdoor patio with a table and chairs, a wicker sofa, and a view of the ocean.

10. Spacious 2-bedroom apartment in Sint Eustatius with beautiful sunset views

Sint Eustatius

includes taxes & fees

6 Nov - 7 Nov

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Top Windward Side Hotel Reviews

El Momo Cottages

10/10 Excellent

"Fun little place to stay at Saba. Not a traditional hotel, but each room is in it's own little cabin basically in a jungle with a patio and a bathroom. The jungle gets surprisingly loud at night and the morning views from our cabin were stunning. There is a lot of stairs everywhere around the property, so you'll have to be comfortable carrying your luggage and climbing the stairs up and down. Swimming pool was a very nice touch after a long day of hiking."

Flamboyant Cottage - Spectacular View & Pool

10/10 Excellent

"My husband and I had a great stay at Flamboyant Cottage. Before we arrived, the property manager had arranged for a taxi for us for both arrival and departure. The property manager met us at the cottage and took us grocery shopping right away, which made it very easy for us to choose between cooking or going out all week long. The cottage was nicely laid out with several different spaces to relax in: pool, gazebo, and porch. We had a great time hiking various trails on the island. Every meal we ate out, whether in Windwardside or The Bottom, was delicious. We met many nice people. Overall, we found Saba to be a very unique, beautiful, and safe place to visit!"

Beautiful Traditional Saba Cottage With all the Modern Amenities

10/10 Excellent

"Everything went well. The property was ready when we arrived. We do rent a car while on island, and parking was a bit hard to come by at times, but such is life there. There is a washer and dryer, and the shower had plenty of hot water. Overall it was in a great location, we walked to breakfast and dinner most nights. Also, it was a very quiet stay."

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