Windward Side Cottages from CA $157

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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

CA $225 total

includes taxes & fees

Oct 3 - Oct 4

A balcony with a view of a mountain, a potted plant, and a seating area.

2. Scenery Hotel Saba

Windward Side

CA $515 total

includes taxes & fees

Oct 2 - Oct 3

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

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

Saba

Tim L.

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

4. Talk of the Town Inn & Suites

Oranjestad

ARIEH

CA $157 total

includes taxes & fees

Oct 1 - Oct 2

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

5. The Old Gin House

Oranjestad

Regan

CA $256 total

includes taxes & fees

Oct 31 - Nov 1

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

6. Quill Gardens Boutique Hotel

Oranjestad

Reginaldo

CA $250 total

includes taxes & fees

Oct 9 - Oct 10

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

7. Palm Spring Inn

Oranjestad

lucy

CA $226 total

includes taxes & fees

Oct 1 - Oct 2

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

8. 2-bedroom apartment in St. Eustatius - Home away from Home

St. Eustatius

CA $262 total

includes taxes & fees

Oct 2 - Oct 3

A table set for dining with a view of the sea at sunset, a metal pot, and several wine glasses.

9. Barrel House St. Eustatius

Oranjestad

"Ce n’est pas un hôtel, comme indiqué sur Expédia : pas de réception, pas de piscine, mais une simple maison. La propriétaire a « manqué notre réservation » : donc logement pas préparé à notre arrivée. Puis elle parle de vérifier si nous avons réservé la formule avec petit déjeuner, alors qu’Expedia affiche que le petit déjeuner est compris… A noter aussi que la terrasse devant la maison ( côté mer) est celle du restaurant voisin."

Valérie

CA $298 total

includes taxes & fees

Oct 1 - Oct 2

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

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

Oranjestad

sytske m.

CA $264 total

includes taxes & fees

Oct 9 - Oct 10

11. Cozy 1-bedroom apartment in Sint Eustatius

Sint Eustatius

CA $208 total

includes taxes & fees

Oct 2 - Oct 3

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

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

Sint Eustatius

CA $327 total

includes taxes & fees

Oct 1 - Oct 2

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Top Windward Side Hotel Reviews

El Momo Cottages

10/10 Excellent

"El Momo Cottage is a simple basic place you will love, if you just want to take a break and go back to basic. The wooden cabin located in hill with an awesome view. I return home fully rested and recharged. Just by staying there. Definitely I'm going back. It's my retraer in the unspoiled queen called Saba"

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!"

Spyglass is a Private Villa With 360 View Near Windwardside.

10/10 Excellent

"Absolutely gorgeous property. There are not many places you can go and get the view you get here. The house itself is very special - the pictures almost do not do it justice. The host is very responsive, and his staff is incredibly helpful in assisting you during your time on Saba. We ran into a snag with our departing flight, and Mark did everything in his power to assist us in getting home.Highly recommend staying here!"

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."

Find out more about Windward Side

Windward Side Cottages information

Number of reviews	74
Accommodation	4 Cottages
Lowest Price	CA $157
Highest Price	CA $515

Room 1

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Check prices for these dates

Recommended hotels in Windward Side

1. Saba Arawak Hotel

2. Scenery Hotel Saba

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

4. Talk of the Town Inn & Suites

5. The Old Gin House

6. Quill Gardens Boutique Hotel

7. Palm Spring Inn

8. 2-bedroom apartment in St. Eustatius - Home away from Home

9. Barrel House St. Eustatius

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

11. Cozy 1-bedroom apartment in Sint Eustatius

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

Find vacation rentals that suit your style

Top Windward Side Hotel Reviews

El Momo Cottages

Quill Gardens Boutique Hotel

Talk of the Town Inn & Suites

Flamboyant Cottage - Spectacular View & Pool

Spyglass is a Private Villa With 360 View Near Windwardside.

Historic Saban cottage in Windwardside, all amenities only a 2 minute walk away!

Beautiful Traditional Saba Cottage With all the Modern Amenities

Find out more about Windward Side

Windward Side Cottages information

Search Windward Side Cottage Rentals from CA $157

Change your mind

Treat yourself

Be picky

Check prices for these dates

Recommended hotels in Windward Side

1. Saba Arawak Hotel

2. Scenery Hotel Saba

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

4. Talk of the Town Inn & Suites

5. The Old Gin House

6. Quill Gardens Boutique Hotel

7. Palm Spring Inn

8. 2-bedroom apartment in St. Eustatius - Home away from Home

9. Barrel House St. Eustatius

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

11. Cozy 1-bedroom apartment in Sint Eustatius

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

Find vacation rentals that suit your style

Top Windward Side Hotel Reviews

El Momo Cottages

Find out more about Windward Side

Windward Side Cottages information