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House holiday rentals in Estreito da Calheta

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Popular amenities for Estreito da Calheta house rentals

House rentals with a pool

Guest favourite
Home in Prazeres
5 out of 5 average rating, 16 reviews

Villa Serenity by Rentallido

ShamisRating, 5 stars2 weeks ago
Absolutely 💯 Amazing host & property
Guest favourite
Home in Santa Cruz
4.93 out of 5 average rating, 248 reviews

House of Christ the King

KellyRating, 5 stars1 week ago
What a wonderful place to stay and for us perfect location to explore beautiful Madeira. 6 of us stayed for 1 week, the accommodation was perfect with various areas to spread out. We spent most of our evenings around the pool side, playing games and soaking up the views. The home has everything a family would need to enjoy your stay. Local shops, cafes and restaurants 10min walk up hill. Fully recommend if you are able to take a 1 day jeep tour of the island as Madeira has some spectacular scenery, valleys, mountains, villages and locations to explore. Contact with the host was effortless and always quick with responding. We loved our stay.
Top Guest favourite
Home in Arco da Calheta
4.97 out of 5 average rating, 33 reviews

Vila Indigo by Escape to Madeira

DiederikRating, 5 stars2 weeks ago
We (two couples) had a wonderful week in this beautiful house. The house is a little more spacious than we thought. Nice view. Lovely swimming pool. On this slope, clouds sometimes blocked the sun. You have to take the car for restaurants. Hosts always responded quickly to a message from us. All in all recommended!
Guest favourite
Home in Calheta
4.94 out of 5 average rating, 178 reviews

Casa Cro | Ocean View

JesseRating, 5 stars2 weeks ago
This place is awesome! Elvio is the best host. Clear instructions and directions (it’s a tricky place to find) but his instructions were perfect. The pool is private and a good home base after lots of hiking. We recommend hiking as early as possible and going back to enjoy the pool later. The restaurant up the mountain from the house is amazing (Calheta Green). And a recommendation from the host. Love this place!
Guest favourite
Home in Campanário
5 out of 5 average rating, 21 reviews

Villas Calhau da Lapa 10

DanielleRating, 5 stars3 weeks ago
Such an amazing space! Our family highly enjoyed our stay. The home is more beautiful than the pictures. The pool was lovely and the location was great for hiking as well as trips to Funchal. We would love to come back again!
Top Guest favourite
Home in Madeira
4.99 out of 5 average rating, 73 reviews

Panoramic View: Lux 3 bed w/ heated pool

DavidRating, 5 stars1 week ago
A great property, spotlessly clean with wonderful views & very helpful hosts. My family & I thoroughly enjoyed our stay.
Guest favourite
Home in Ponta do Sol
4.9 out of 5 average rating, 140 reviews

Kombi Studio(private pool) by STAY Madeira Island

LauranneRating, 5 stars1 month ago
The space was beautiful. We loved the decor and the large doors that brought brightness with a view of the beautiful courtyard with the pool. We were very well received by a very good host. What a nice touch! Susana also gave us several restaurant recommendations and the communication was excellent. It took 8 minutes to get to the city center. We found all the essentials to cook well. The accommodation was clean, but I can't ignore the shower. There was mold and personally, despite the scent that had been added, I found the smell of dampness and mold unpleasant. Everything else was impeccable!
Guest favourite
Home in Funchal
4.88 out of 5 average rating, 251 reviews

Your home away from home in Madeira.

AdriannaRating, 5 stars1 month ago
Lovely people, very helpful. Great place with amazing views. Highly recommend!

Weekly house rentals

Guest favourite
Home in Paul do Mar
5 out of 5 average rating, 13 reviews

Wave Shadows Beach House

DanielRating, 5 stars1 month ago
If you’re looking for a quiet coastal cottage in Madeira this place is perfect. The view is beautiful with restaurants right around the corner. You’re steps away from the beach and beautiful hiking trails. The house is small but well kept and was very comfortable for two guests
Superhost
Home in Calheta
4.83 out of 5 average rating, 41 reviews

Casa Dos Velhos

AmandineRating, 5 stars2 weeks ago
Very well decorated accommodation corresponding to the photos. The hosts are extremely responsive and caring. If you have a comment, you can be sure that they will do their best to resolve it. Small downside on the kennel which is certainly on the other side of the valley because the dogs bark. But this remains occasional, about 3-4 times a day for 10 minutes, it is not continuous (at feeding time?). There are also a lot of bugs that come every day (centipedes and we had a few cockroaches). The apartment was however very clean when we arrived. I think they get in because there is a gap between the doors and the floor. A seal might help. But it's easy to put outside with a squeegee and it's the countryside, so it's understandable. Apart from these minor issues, we loved our accommodation and recommend it, hence the 5 stars!
Guest favourite
Home in Arco da Calheta
4.97 out of 5 average rating, 32 reviews

Tropical Garden 4

LieveRating, 5 stars2 weeks ago
Perfect location. Very friendly host.
Guest favourite
Home in Fajã da Ovelha
4.86 out of 5 average rating, 28 reviews

The House of Passion

IrisRating, 5 stars2 weeks ago
We were very satisfied and felt extremely comfortable. The view from the bedroom and balcony is a dream. The house is really big, the kitchen is very well equipped and you have a lot of privacy. Yamila is friendly and always available. We will be happy to come back!
Guest favourite
Home in Paul do Mar
4.87 out of 5 average rating, 62 reviews

The Sunset Avenue w/infinity pool(optional heated)

SigridRating, 5 stars4 weeks ago
The accommodation was simply great and exceeded our expectations! The house is really huge, you have a lot of space and privacy, even if you travel as a group. The pool was heated at our request and the temperature was very pleasant. It's simply a dream to be able to watch the sunset while lying in the pool. The amenities were also great, everything we needed was there. In addition, a garage, the second car we could park in front of the gate. The location was quiet, only on weekends there is a lot going on in the restaurants at the end of the street, also many motorcycle drivers who are not exactly quiet. But it was still fine. Overall, the accommodation is highly recommended and the landlord is very friendly.
Top Guest favourite
Home in Jardim do Mar
4.97 out of 5 average rating, 99 reviews

CasaMar

CristianRating, 5 stars1 month ago
We had a great stay,Afonso is a great host,very helpful and friendly You can find all the amenities you could need in the house,everything is very clean,we felt like home the entire time spent there We highly recommend Afonso as a host,we hope to meet again soon in Madeira
Guest favourite
Home in Câmara de Lobos
4.96 out of 5 average rating, 46 reviews

Casa da Rocha

MilesRating, 5 stars3 months ago
Absolutely loved our stay here for the week! We loved the ability to walk into town and grab food at any time. We found a number of great restaurants! We also loved being within the energy of the town of Camara De Lobos. It was very warm, welcoming, and vibrant. We loved the home and felt it was clean, beautiful, and the perfect opportunity to slow down life and enjoy the sound of the ocean. The breeze was able to keep us cool (mid February visit for us), the sound of the ocean helped us drift off peacefully, and we enjoyed the opportunity to lounge in the sun on the many decks available. Parking was simple and free right around the house. We had very prompt communication and felt very supported. Overall the location was a great spot to adventure to the rest of the island. If we ever return to Madeira this is where we will be staying!
Top Guest favourite
Home in Sao Vicente
4.94 out of 5 average rating, 31 reviews

Blue Horizon Luxury Villa

ConnieRating, 5 stars4 weeks ago
We thoroughly enjoyed our stay in this lovely home. The view and atmosphere are incredible. We were very comfortable here, and the welcome basket was a very pleasant surprise, perfect for an evening meal. We highly recommend this home if privacy and relaxation is what you are looking for after a long day of hiking and exploring!

Private house rentals

Guest favourite
Home in Jardim do Mar
4.92 out of 5 average rating, 49 reviews

Welcome to Little Hawaii!

LouisaRating, 5 stars3 weeks ago
We had a great time in the Airbnb. The view of the sea is great. The kitchen is very well equipped. Only the range of the WLAN could be improved, as it does not reach the upper floor.
Top Guest favourite
Home in Paul do Mar
4.97 out of 5 average rating, 88 reviews

CASA DA Lev NOVA - Paul do Mar

SergiyRating, 5 stars1 month ago
We really had a great week in this house and are just happy with our choice. You come in and feel right at home, almost like a second home, only on vacation. Everything is super clean and the decor is not only cozy, but also practical. The kitchen is well equipped – we enjoyed cooking. Thank you Nelia for the nice welcome and fresh fruit! A real insider tip - we'd love to come back.
Top Guest favourite
Home in Madalena do Mar
5 out of 5 average rating, 16 reviews

Typical house in Madalena do Mar

PaulRating, 5 stars1 week ago
We stayed nine days in Quinta do Mar and absolutely loved it - stunning view over the mountains and the sea from the terrace. The apartment is very well equipped and makes for a convenient, relaxed accommodation. The location of the Airbnb is great to get to Funchal and into hiking areas and the Northwest of Madeira but you need a rental car to reach it easily. Dylan is super friendly and helpful, and sent detailed instructions before the arrival. The check-in is easy and flexible. Absolute recommendation for a beautiful stay in Madeira!
Guest favourite
Home in Calheta
4.94 out of 5 average rating, 17 reviews

The Star House -Jacuzzi & Aircon

OliverRating, 5 stars2 weeks ago
Fantastic holiday home, it was spotless and the facilities were perfect.
Top Guest favourite
Home in Calheta
4.98 out of 5 average rating, 80 reviews

Zeza´s Garden

MarleenRating, 5 stars1 month ago
This place is very nice! It has a beautiful view, on a quiet street with a lots of privacy. Inside was bigger than we expected and very cosy. It has everything you need and we really felt at home and relaxed. There is a steep but short walk directly to the center, with some good restaurants and a grocery store. Zeza is very responsive, enthusiastic and friendly. If we go back to Madeira, we will come back!
Top Guest favourite
Home in Estreito da Calheta
5 out of 5 average rating, 85 reviews

Villa Nature and Sun

ShariRating, 5 stars4 days ago
Noèlia is the best hostess you could wish for. She had a lovely, delicious gift waiting for us upon arrival and gave us a warm welcome. We immediately felt at home, and the house is even bigger and more beautiful in real life than in the pictures. We'd love to come back. Thank you for everything, Noèlia.:)
Guest favourite
Home in Ponta do Sol
4.92 out of 5 average rating, 36 reviews

Quinta do Perdigão Peace. Nature. Retreat.

PhilRating, 5 stars5 days ago
Beautiful, peaceful and spacious outdoor area for a wonderful Madeira stay! Out of the hustle and bustle of the beach towns and nestled in your private oasis but still within a few minutes of snack bars, groceries and trails! Thank you Hugo!
Top Guest favourite
Home in Fajã da Ovelha
5 out of 5 average rating, 18 reviews

Chalet do Massapez

AstridRating, 5 stars4 weeks ago
We had a lovely stay in Madeira at this property. Lovely facilities throughout the place, with the pizza oven, jacuzzi and the hammock (our favourite) all very nice additions to the property which were thoroughly enjoyed during our stay. We opted not to heat the pool but the temperature was fine to swim in anyway! In terms of location the area is very peaceful and scenic however at the cost of activities often being a slightly further drive. We did not find this to be an issue throughout our stay however! Definitely recommend renting a car if staying here!

Quick stats about house rentals in Estreito da Calheta

  • Total rentals

    100 properties

  • Nightly prices starting at

    $33 NZD before taxes and fees

  • Total number of reviews

    3.2K reviews

  • Family-friendly rentals

    70 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with a pool

    30 properties have a pool

Destinations to explore

  1. Airbnb
  2. Portugal
  3. Madeira
  4. Estreito da Calheta
  5. House rentals