A rocky breakwater extending into the sea with buildings on the shore.

Vacation homes in Estreito da Calheta

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November 2026

December 2026

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Vacation homes in Estreito da Calheta

A clear blue pool with a view of the ocean.

1. Casas da Levada

Calheta

$194 total

includes taxes & fees

Nov 18 - Nov 19

A cozy living room with a grey sofa, wooden stools, and a small table with a plant. A kitchen with white cabinets and a wooden island is visible in the background.

2. Quinta das Vinhas

Calheta

A yellow building with red trim, a white chair, and a palm tree in the foreground.

3. Herdade do Pedregal

Calheta

A swimming pool with a clear view of the sea and mountains in the background.

4. Quinta Inácia by Our Madeira

Calheta

A modern living room with a television, a coffee table, a potted plant, and a lamp.

5. Golden Coast A by Homie

Calheta

A pool with a blue towel on a lounge chair, overlooking a clear blue sky and the sea.

6. Casa do Julio by Our Madeira

Estrela da Calheta

A corridor leading to a balcony with a pool, wooden flooring, and a view of the sea.

7. Country Cottage With Sea Views in Estreito da Calheta, Portugal

Calheta

A modern kitchen with a central island, built-in appliances, and a dining area with a table and chairs.

8. Starfish Apartment by Atlantic Holiday

Estrela da Calheta

An outdoor seating area with wooden flooring, metal chairs, a red umbrella, and a building with green shutters.

9. Villa Flora

Calheta

A stone building with a sloped roof, a door, and a small outdoor seating area with wooden stools.

10. N T House by Homie in Porto Moniz

Porto Moniz

A modern house with a swimming pool, outdoor seating, and a view of the ocean.

11. Villa de la Ponte by Atlantic Holiday

Calheta

A pool with a view of the ocean and a cliff.

12. Casa Jardim Mar by Our Madeira

Calheta

A hallway with a sliding glass door leading to a room with a bed and a painting on the wall.

13. Charming 1-bedroom Apartment With Ocean Views in Calheta

Calheta

A terrace with outdoor furniture, a view of the sea, and a patterned floor.

14. Golden Coast B by Homie

Calheta

A yurt-style building with a wooden deck, large tree stumps, and a stone wall.

15. Soulglamping

Calheta

A balcony with a hammock, a chair, and a view of the sea.

16. House - Sleeps 3, Free Parking, Garden & Jacuzzi

Calheta

A modern two-story house with a swimming pool, outdoor seating, and a stone facade.

17. Casa da Rosalina

Estrela da Calheta

A hotel room with a bed, a breakfast tray, and a view of a hilly landscape.

18. Porlamar Apartment by Atlantic Holiday

Estrela da Calheta

A modern house with a large swimming pool, a glass-enclosed patio, and a view of the ocean.

19. Villa Platinum by Homie

Calheta

20. Villa Baradaye by Atlantic Holiday

Calheta

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Learn more about Estreito da Calheta

The region around Estreito da Calheta is home to attractions such as Laurisilva of Madeira and Ponta Do Sol Beach.

See all hotels in Estreito da Calheta

About the destination

If you're looking to discover somewhere new, look no further than Estreito da Calheta. Whether you're planning to stay for a night or for the week, the area around Estreito da Calheta has accommodations to fit every need. Search for hotels in Estreito da Calheta with Hotels.com by checking our online map. Our map displays the areas and neighborhoods around all Estreito da Calheta hotels so you can see how close you are from landmarks and attractions, and then refine your search within the larger area. The best Estreito da Calheta hotel deals are here with our lowest price guarantee.