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

Search Holiday Rentals in Estreito da Calheta

Q: What are some of the best holiday rentals that Estreito da Calheta has to offer?

Casas da Levada : This holiday home rental outside of Estreito da Calheta is located in the mountains, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a coffee maker. It offers a furnished patio, a terrace and a private garden so that you can immerse yourself in your holiday.

Dates

November 2026

December 2026

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Our top choices for Estreito da Calheta holiday rentals

A clear blue pool with a view of the ocean.

1. Casas da Levada

Calheta

Jin-Ah

Rp3.482.202 total

includes taxes & fees

18 Nov - 19 Nov

A person relaxing by a pool with a drink, overlooking a scenic view.

2. Studios by Aqua Natura Hotels

Porto Moniz

Jessica

Rp3.538.502 total

includes taxes & fees

7 Dec - 8 Dec

A person sitting by a pool with a mountainous backdrop.

3. Casa do Lanço

São Vicente

Sophia

Rp4.357.970 total

includes taxes & fees

15 Nov - 16 Nov

A clear blue pool with a view of the sea and a distant pier.

4. Atlântico Azul

Funchal

Rp1.975.301 total

includes taxes & fees

11 Nov - 12 Nov

A modern pool area with a glass balustrade and a concrete structure.

5. Three House Hotel

Funchal

Kenneth

Rp2.438.664 total

includes taxes & fees

16 Nov - 17 Nov

A balcony with a table set for two, overlooking a coastal view with buildings and a ship in the distance.

6. Hotel Duas Torres

Funchal

Catalin

Rp2.587.377 total

includes taxes & fees

28 Nov - 29 Nov

A balcony with white chairs and a table, overlooking a street with a yellow taxi and buildings in the background.

7. Paraíso - Touristic Apartments

Funchal

Gerald

Rp1.873.664 total

includes taxes & fees

23 Nov - 24 Nov

A large pool area on a cruise ship with multiple swimming areas and sun loungers.

8. Terrace Mar

Funchal

David

Rp2.120.291 total

includes taxes & fees

23 Nov - 24 Nov

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Find holiday rentals that suit your style

Top Estreito da Calheta Hotel Reviews

A cobblestone path leading to a stone building with a red door, surrounded by lush hydrangea bushes.

Quinta das Vinhas

Calheta

10/10 Excellent

We just returned from a wonderfully relaxing week at Quinta das Vinhas. The location is lovely - very peaceful, but not too far from the main routes round the island. Very impressed with the hard-working and helpful staff. The rooms aren't swanky, but have all you'd need - although another source of light would have been great, there were just two dim bedside lamps. Breakfast buffet was impressive, and my carnivorous husband loved the one night we ate dinner at the Quinta. My vegetarian option...

Ruth

A wooden outdoor seating area with a table set for two, overlooking a calm sea.

Saccharum Resort

Calheta

10/10 Excellent

David Stephen

A resort pool area with multiple pools, lounge chairs, and palm trees.

Calheta Beach - All Inclusive

Calheta

10/10 Excellent

Dave

A view from a room with a balcony overlooking a beach, featuring a table with chairs and a vase of flowers.

Enotel Sunset Bay

Ponta do Sol

10/10 Excellent

Had a nice warm welcome followed by a clean, fresh and spacious double-bed room - six comfy nights sleep-lovely mattress support. Buffet breakfast was just the ticket after a quick early morning work out in their 2nd floor gym (Buffet choice: Drinks, Fruits, fried full breakfasts, cold meats, cheese & soft fresh bread, etc). Lounge an afternoon away on the sun rooftop beds (4 pairs) with shaded side-seating for the sun-shy. Just kick back, read a book and relax in peace until the sonic-pleasing...

Debra

A modern interior with a wooden staircase, white walls, and potted plants along a pebble-lined path.

NORTH VIEW GUEST HOUSE

Sao Vicente

10/10 Excellent

Robin

An outdoor dining area with wicker chairs, a table set with breakfast items, and a view of the sunset over the sea.

1905 Zino's Palace

Ponta do Sol

10/10 Excellent

This is a fabulous little hotel. A real gem. Great location, lovely room with balcony & stunning view (we stayed in the Ocean View Suite), delightful & friendly staff (Telma, Nicole & Raquel deserve a special mention), delicious breakfast (& dinner if required) and all spotlessly clean and well maintained. Access to the hotel is typical Madeiran - via a steep & narrow road - & parking can be a bit tricky, but all this adds to the experience. I cannot rate this hotel more highly, and it is...

RICHARD

A patio with a wooden table and chairs, surrounded by greenery and palm trees, with string lights.

Gardens Guest House-hostel

São Vicente

10/10 Excellent

Excellent stay with Joaquim and co whom are very welcoming. The room and property are kept clean and tidy. There are fantastic views of the surrounding area of Sao Vicente from the property as well. I would be more then happy to stay here again. Approx 10 min walk to the local cafes. 30 min walk to Sao Vicente town/waterfront, and approx 40 mins walk back due to the incline. It is an ideal location if you have a rental car! X

Sal

An infinity pool with a clear view of the ocean and mountains.

Aqua Natura Bay

Porto Moniz

10/10 Excellent

Nice resort hotel in the North West of Madeira, perfectly located for the natural pools. As an added bonus you get access to unlimited free day passes into the pools that require a paid ticket. The staff were so lovely, friendly and helpful. We had a friend call ahead (unknown to us) to tell them it was our honeymoon and they gave us a free bottle of wine which was a lovely gesture. The restaurant is fantastic ,with gorgeous views and great food. We had a brilliant view over-looking the ocean...

Kariel

A coastal resort with clear waters, rocky formations, and a sandy beach area.

Aqua Natura Madeira Hotel

Porto Moniz

10/10 Excellent

Marta

Studios by Aqua Natura Hotels

Porto Moniz

10/10 Excellent

Emma

A large indoor swimming pool with clear glass walls and a view of mountains.

Solar da Bica

São Vicente

10/10 Excellent

Peaceful, calm, excellent Service. The staff at the hotel including the owners are amazing. Super friendly, happy to help and very accommodating. Very clean rooms. We had the apartment as there were 4 of us and it was comfortable, great size. The garden with fresh fruit and vegetables was amazing. The pool and pool area was extremely clean. Always room for us and always plenty of clean towels. Rooms were cleaned and organised daily which was nice. Out of the way of any of the towns but only a...

Baldeep

A balcony with a view of palm trees, a table, and two chairs.

Casa das Proteas

Santana

10/10 Excellent

Sidonie

A terrace with outdoor seating and palm trees overlooking the sea.

Flag Hotel Madeira - Ribeira Brava

Ribeira Brava

10/10 Excellent

susan

A modern building with a swimming pool, surrounded by lush greenery and a stone wall.

BIO Hotel - Hotel Quinta da Serra

Camara de Lobos

10/10 Excellent

The staff are courteous and friendly and helpful. If they were unable to help directly they could always advise where you might get the help you needed. We enjoyed our stay but did find a big disadvantage that as it was 3-4 miles inland from the express way on very difficult roads you didn't want to go into the town after dark. This meant that you ate in the hotel every night. The restaurant menu was very good although it was the same every night so you eventually ran out of choice. After...

A stone-tiled patio with outdoor seating and a view of a forested hill.

Casa do Ribeiro Frio

Santana

10/10 Excellent

Sophie

Find out more about Estreito da Calheta

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Frequently Asked Questions

Can I find a holiday rental in Estreito da Calheta?

Yes, there are holiday rentals close to the most popular sights in Estreito da Calheta, or you can select a more secluded option if you're looking for a relaxing stay. Estreito da Calheta is known for its seaside and wineries. Make sure you have time to check out the gardens and bars during your trip.

What are some of the best holiday rentals that Estreito da Calheta has to offer?

Casas da Levada: This holiday home rental outside of Estreito da Calheta is located in the mountains, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a coffee maker. It offers a furnished patio, a terrace and a private garden so that you can immerse yourself in your holiday.

How many holiday rentals will I find in Estreito da Calheta?

Expedia has 56 holiday rentals for your stay in Estreito da Calheta.

What’s there to see and do in Estreito da Calheta?

While exploring the area, visit family-friendly sights like Lava Pools, or get outside and enjoy nature at Laurisilva of Madeira. In the wider area, you’ll find Ponta Do Sol Beach and Seixal Beach.

What’s a holiday rental in Estreito da Calheta like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Estreito da Calheta. Holiday rentals feature amenities such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of seclusion away from public hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for a small group gathering.

Search Holiday Rentals in Estreito da Calheta

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Estreito da Calheta holiday rentals

1. Casas da Levada

2. Studios by Aqua Natura Hotels

3. Casa do Lanço

4. Atlântico Azul

5. Three House Hotel

6. Hotel Duas Torres

7. Paraíso - Touristic Apartments

8. Terrace Mar

Find holiday rentals that suit your style

Top Estreito da Calheta Hotel Reviews

Quinta das Vinhas

10/10 Excellent

Find out more about Estreito da Calheta

Frequently Asked Questions

Can I find a holiday rental in Estreito da Calheta?

What are some of the best holiday rentals that Estreito da Calheta has to offer?

How many holiday rentals will I find in Estreito da Calheta?

What’s there to see and do in Estreito da Calheta?

What’s a holiday rental in Estreito da Calheta like?