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Family-friendly holiday rentals in Calheta

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Calheta family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost
Home in Seixal
4.69 out of 5 average rating, 42 reviews

Gouveia Cottage

SteveRating, 5 stars2 months ago
Stayed for 6 nights in April. The house, it's location and Seixal were all fantastic. The heated pool was a real luxury and brilliant to see it in included in the price.
Guest favourite
Home in Ponta do Sol
4.92 out of 5 average rating, 156 reviews

180º view over the West

RoksanaRating, 5 stars3 weeks ago
It was a very pleasant stay, the views were amazing. Quiet and peaceful surroundings. The whole house was really well equipped, there was everything you needed. The host was very kind. One thing, but rather related to Madeira itself, that little caterpillars were walking into the house. Other than that the stay was amazing.
Guest favourite
Villa in Sao Vicente
4.89 out of 5 average rating, 123 reviews

The Estrelícia-Dourada Garcês House

LisaRating, 5 stars8 months ago
Leonel’s home was beautiful and exactly as pictures. Leonel met us at the property and shared lots about the area and had wonderful recommendations. The house had lots of space for 2 or a family and it is very close to lots of beautiful activities. We had a wonderful stay.
Guest favourite
Home in Ponta do Sol
4.98 out of 5 average rating, 88 reviews

Relax Over The Sea -12391/AL

NiravRating, 5 stars2 weeks ago
Carlos’s place was fantastic! We really enjoyed our stay – the property was beautiful, comfortable, and exactly as described. The location was perfect, and everything was well taken care of. A special thanks to Carlos for the warm hospitality and helpful communication throughout. Would definitely love to come back someday. Highly recommended!
Guest favourite
Condo in Caniço
4.87 out of 5 average rating, 164 reviews

Family friendly apartment swimming pool ocean view

Rakhesh AnandRating, 5 stars3 weeks ago
Lovely host and a very well maintained apartment . Very safe private parking lot with variety of restaurants in the neighbourhood
Superhost
Apartment in Funchal
4.82 out of 5 average rating, 39 reviews

Luxury Sea View Apartment

MorganeRating, 5 stars2 weeks ago
The apartment is sublime and spacious. Crossing with sea view on both sides. Everything you need is available, from shower gel to hair dryer. The accommodation has a swimming pool with sea view. The host is welcoming and flexible. She kindly gives us directions on things to do in Madeira.
Superhost
Home in Madeira
4.82 out of 5 average rating, 49 reviews

Casa Leonor 21119/AL Vistas Deslumbrantes

FranziskaRating, 5 stars4 months ago
We enjoyed the house very much, it has a perfect location, we would book it again anytime.
Superhost
Condo in Funchal
4.89 out of 5 average rating, 182 reviews

Central Garden,heart city,quiet square,marina, P

Brenda & AlanRating, 5 stars4 weeks ago
Great apartment. Everything as described. Tip...bring some shower/bath gel or buy some locally. There was only little bottles of shampoo. This was to start you off when you arrived, but, if you feel like a shower after a long journey it would be nice to have just a couple of small bottles of gel just for the initial shower or bath. It was quite noisy when we stayed with very loud building works with an excavator loading and crashing rocks and boulders into the lorries and travelling right past the apartment loaded with all of those 🥺 This was at the front of the apartment, so although we couldn't use the balcony there: thankfully the bedroom was at the rear of the property, so a lie in was possible when the work started early in the morning. However, this may not be the case for any future guests as they may have finished the works before they arrive. Other than this problem, we had a great time on this beautiful island ( our 8th visit and our first time in self catering)

Family- and pet-friendly home rentals

Guest favourite
Townhouse in Ponta do Sol
4.83 out of 5 average rating, 204 reviews

Organic Phenomena

AlexandraRating, 5 stars3 weeks ago
this place was great! it's in a cute area bear ponto do sol, lots of parking, and just a short walk from some hikes. Rodrigo was very helpful and responsive, the place was great, and his cat is so cute and friendly!
Guest favourite
Home in Sao Vicente
4.92 out of 5 average rating, 118 reviews

Pebble Beach House- Casa da Fajã

Huey YuinRating, 5 stars1 week ago
Beautiful house. The driveway is easy to miss if you're not paying close attention the first time. Well equipped kitchen. Next to a walking trail by the sea. Well situated to drive to other attractions around the island. Fanal forest, P Moniz, Santana, PR16, were not far away.
Guest favourite
Cottage in Casas Próximas
4.88 out of 5 average rating, 249 reviews

Casa da Praia

JannickRating, 5 stars2 weeks ago
The Casita de la Praia is a real gem. Very well located, quiet and easy to access. Rocked by the lapping of the ocean and the mild climate in the heart of a green screen. We loved it. Thank you for this pleasant stay!
Guest favourite
Home in Jardim do Mar / Calheta / Madeira
4.94 out of 5 average rating, 136 reviews

Sofia's Place

CarolineRating, 5 stars5 days ago
Sofia met us at the square upon arrival in Jardim do Mar and walked us to the house. She showed us where everything was and made sure we were well settled. We loved that the kitchen was well equipped for real cooking! We enjoyed meals on the beautiful patio. We felt extremely safe in the area. Our 7 year old daughter could walk to our friends' home around the corner (we would never let her do that at home). The beds were comfortable and towels were well stocked. We also loved having a washing machine and clothes line. We would definitely stay there next time we visit our friends!
Superhost
Cottage in Madeira
4.9 out of 5 average rating, 152 reviews

Casa dos Anjos 9224/AL

ArjaRating, 5 stars1 month ago
The house is perfect. Only minus was the road renovation project, 2 times during our stay. To walk the dog nearby was a small problem, but driving further solved the problem. Veronica answered our questions promptly. Thank you for a good holiday. Small villages nearby are worth visiting, Ponta do Sol as well is very interesting.
Guest favourite
Apartment in Funchal
4.9 out of 5 average rating, 111 reviews

Apart/house near botanical Garden!

carolineRating, 5 stars1 month ago
Airbnb is very pleasant, as described and photographed. Lino our host picked us up from the airport, and took us directly to airbnb. Great communication before and during the stay. The apartment is really nice, well lit, and has a nice view. Very well organized kitchen with lots of dishes, large fridge, microwave and hob , which is nice, living room with sofa, tv, bedroom with double bed, large closet, desk, air conditioning and open ocean view. Everything was perfect, we even got a regional cake when we arrived. I would highly recommend this airbnb
Guest favourite
Condo in Câmara de Lobos
4.89 out of 5 average rating, 218 reviews

Village Apartment

ChristianRating, 5 stars1 week ago
Excellent stay in this well-located apartment with perfect value for money.
Top Guest favourite
Apartment in Funchal
4.99 out of 5 average rating, 118 reviews

Encarnacao Funchal, a Home in Madeira

TimRating, 5 stars5 days ago
Filipe and Kaidi met us at the entrance when we arrived and oriented us to the parking space and unit access and features. This helped a lot to let us settle right in and enjoy our stay. Just yesterday, I mentioned to my daughter I wished we could have stayed longer. We were just beginning to discover the many wonders of Madeira. Unfortunately, we had a trip booked to Porto and so we had to leave. We will be back and will certainly keep this “A Home in Madeira” in mind for a place to stay. Thank you again for treating us like family and we look forward to seeing you again on our next trip to the island!

Family-friendly home rentals with a pool

Superhost
Cottage in Funchal
4.83 out of 5 average rating, 224 reviews

Amazing VILLA, PRIVATE POOL superb

CharlotteRating, 5 stars1 week ago
We absolutely loved staying at Patricia’s villa. It’s a beautiful home and perfect for a family staying. Everything that you needed was available - a well stocked kitchen with lots of utensils, basic cooking supplies (oils, salt, pepper etc) and lovely filter coffee. Patricia went above and beyond by providing us baby equipment (a cot, linen, a high chair, bibs, plate and cutlery) that meant that we didn’t have to worry about extra packing. The views were incredible with such a beautiful terrace and pool. Our 16 month year old daughter loved running around and we spent a lot of time enjoying the peaceful nature outdoors and making use of the well stocked board games available. Patricia was a fantastic host and really helped us out when we had an issue with lost luggage by taking us to the airport, speaking to workers there and ensuring that we got it back! We were so grateful for such a wonderful host. Overall, this was a wonderful place to stay and would absolutely stay here again
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.
Superhost
Home in Funchal
4.84 out of 5 average rating, 135 reviews

Ocean View Villa Madeira

DominicRating, 5 stars1 week ago
The house was a wonderful place for us and our family. Plenty of room and the kitchen was very well equipped. The view was spectacular and the pool and patio were an excellent spot to relax.
Guest favourite
Villa in Arco da Calheta
4.93 out of 5 average rating, 209 reviews

Heated pool, hot & cold AC, BBQ, views & parking

RonRating, 5 stars2 weeks ago
I had a very pleasant and good stay at the Hillside Villa. At arrival I got very well received by Elvio at the villa. He explained everything good and gave some tips and advice for my stay. The communication is very good with Mandy an Elvio. Friendly and respons was fast. They give you the feeling your stay is important to them. The Hillside Villa was very clean and very well equipped. The pool is heated and nice also to use on a bit colder day. The garage is big enough for a medium to big size car. The street to the garage is a bit small but doable. So a bit of a challenge with a big size. Further the outside door space was clean and very useable with different place to seat during the day with sun. The neighbors are very nice people. Thank you for everything Elvio and Mandy.
Superhost
Home in Ponta do Pargo
4.88 out of 5 average rating, 128 reviews

Casa da Cascata B&B | Levada Houses

AnnaRating, 5 stars6 months ago
This was a delightful place to stay. Very private and so many facilities for a small place. Beautiful views, swimming pool and honesty bar. A total hidden gem.
Top Guest favourite
Home in Funchal
4.99 out of 5 average rating, 144 reviews

Casa dos Francelhos, the charming house of Funchal

NinaRating, 5 stars2 weeks ago
This was by far the best AirBnB we’ve ever stayed in. Antonio was so helpful from the very beginning (he sent lots of info ahead of our arrival), made sure we could check in in the morning after our early flight and welcomed us personally at his lovely house with pool and all amenities one could look for (specifically in the kitchen and bathrooms, where we found all types of equipment, shampoo, tissues etc). The beds were comfortable, the view was stunning. We were a group of 6 and enjoyed cooking together (particularly barbecuing outdoors), but the house offered many peaceful corners for each of us to relax in, too. We also really appreciated Antonio‘s recommendations for hikes and other things to do on the island. Thanks a lot for everything!!
Top Guest favourite
Home in Calheta
4.97 out of 5 average rating, 30 reviews

Villa Pinheira III,two bedroom villa, heated pool

AnikaRating, 5 stars3 months ago
Were at Jorge's place for a week in the low season. We felt right at home from the beginning and were warmly received. The place was very nice and the contact with Jorge was great. We were supplied with delicious fruits. The amenities of the accommodation are above average and swimming in the pool is a lot of fun. There are restaurants and supermarkets nearby.
Guest favourite
Home in Ponta do Sol
4.92 out of 5 average rating, 168 reviews

Casa do Lado

RobinRating, 5 stars3 weeks ago
We loved our two weeks at this location. Superb views over the ocean and the surroundings. All we needed in the house was present and clean. Very peaceful neighbourhood (although we were a little unlucky to have roadworks ongoing). Amazing private pool (with an extra bathroom)! Carolina was super friendly and always available for questions. Would love to stay here again in the future. Highly recommended!!

Quick stats about holiday rentals that are family-friendly in Calheta

  • Total rentals

    200 properties

  • Nightly prices starting at

    $100 NZD before taxes and fees

  • Total number of reviews

    6.5K reviews

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with a pool

    100 properties have a pool

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. Portugal
  3. Madeira
  4. Calheta
  5. Family-friendly rentals