Windward Side Condo Rentals

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Recommended hotels in Windward Side

A rectangular swimming pool with a white tiled deck, surrounded by white railings and lounge chairs.

1. Saba Arawak Hotel

Windward Side

Linda

HK$1,245 total

includes taxes & fees

13 Nov - 14 Nov

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

2. Scenery Hotel Saba

Windward Side

HK$2,859 total

includes taxes & fees

13 Nov - 14 Nov

A pool with lounge chairs and a stone patio, surrounded by lush greenery and overlooking a hilly landscape.

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

Saba

Tim L.

HK$3,412 total

includes taxes & fees

1 Dec - 2 Dec

A hotel room with a bed, a chair, a table with a vase of flowers, and a mirror on the wall.

4. Cattleya Flor Hotel

Oranjestad

HK$869 total

includes taxes & fees

29 Nov - 30 Nov

A beach with palm trees, a stone wall, and a building in the background.

5. The Old Gin House

Oranjestad

Regan

HK$1,334 total

includes taxes & fees

21 Nov - 22 Nov

A bedroom with a large bed, a window with a view, a painting on the wall, and a wooden door.

6. Talk of the Town Inn & Suites

Oranjestad

Nadine

HK$819 total

includes taxes & fees

9 Dec - 10 Dec

A rectangular pool with clear blue water, surrounded by a wooden deck and white railings.

7. Quill Gardens Boutique Hotel

Oranjestad

Donald

HK$1,384 total

includes taxes & fees

4 Dec - 5 Dec

A paved pathway flanked by palm trees and buildings with a clear sky above.

8. Palm Spring Inn

Oranjestad

Ivan W

HK$1,252 total

includes taxes & fees

18 Nov - 19 Nov

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

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

Sint Eustatius

HK$1,698 total

includes taxes & fees

21 Nov - 22 Nov

A residential area with a paved courtyard, a white building with a balcony, and surrounding greenery.

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

Oranjestad

sytske m.

HK$1,415 total

includes taxes & fees

19 Nov - 20 Nov

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Top Windward Side Hotel Reviews

Saba Arawak Hotel

10/10 Excellent

"Excellent in all ways"

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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