Windwardside Rentals

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7 Houses

(26) Excellent 

41

Saba's finest ocean villa, steps from the village *NO HURRICANE DAMAGE*

Saba / Windwardside

Windwardside house

5 10 3 nights min

  • 5 bedrooms
  • sleeps 10
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning
“Wonderful and Memorable Vacation” I had the fantastic experience of staying at Hummingbird Villa over a few days late Fall 2010. Mother Nature decided to fling some nasty weather during our stay but that did not dampen one of the most wonderful vacat
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Price per night from

$374

Responds fast!
avg. 14 minutes

Price per night from

$374

(1) Excellent 

20

Cloudbreak Villa, Luxury Vacational Rental

Saba / Windwardside

Windwardside villa

3 10 3 nights min

  • 3 bedrooms
  • sleeps 10
  • 3 nights min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$400

Price per night from

$400

(13) Excellent 

22

Flamboyant Cottage, Saba - Great View & Pool!

Saba / Windwardside

Windwardside cottage

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Swimming pool
  • Car not necessary
  • Air conditioning
“Beautiful cottage in a lovely place” I have stayed at Flamboyant several times now. It is a wonderful cottage, with all the amenities, including wireless, swimming pool, and the most gorgeous view from the porch and eating area. It is in a very quiet
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Price per night from

$275

Responds fast!
avg. 1 hour 34 minutes

Price per night from

$275

(11) Excellent 

8

Out of the Blue, Booby Hill, Saba, Dutch Caribbean

Saba / Windwardside

Windwardside apartment

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min
  • Swimming pool
  • Air conditioning

Price per night from

$150

Responds fast!
avg. 3 hours 24 minutes

Price per night from

$150

(1) Excellent 

15

Total privacy. Amazing views. Situated on an own hill. Overlooking Windwardside

Saba / Windwardside

Windwardside house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Air conditioning
  • Private garden

Price per night from

$509

Responds fast!
avg. 2 hours 1 minutes

Price per night from

$509

Great rentals within 20 miles that match your search

Distance approx 0.1 km from Windwardside Show on Map

(10) Excellent 

28

Spyglass - Saba villa with breath-taking view

Saba

Saba villa

3 4 4 nights min

  • 3 bedrooms
  • sleeps 4
  • 4 nights min
  • Ask about children
  • Private garden

Price per night from

$350

Price per night from

$350

Distance approx 19.28 km from Windwardside

6

Palm Spring Inn

St. Eustatius

St. Eustatius apartment

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Child Friendly

Price per night from

$155

Price per night from

$155