
Family-friendly vacation rentals in Estreito da Calheta
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Estreito da Calheta
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Estreito da Calheta family-friendly rentals
Family-friendly home rentals with a hot tub

Gouveia Cottage
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.

The Estrelícia-Dourada Garcês House
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.

Relax Over The Sea -12391/AL
Three generations from Granny at 67 to 4 year old grandson had a wonderful stay in this lovely house. So spacious with smaller seating areas for a little quiet time, fantastic pool and views of the ocean and sunsets. Shady spots in the garden or full sunshine and beautiful outside dining area. The kitchen was big enough for us all and the open cooking fire a bonus to our barbeque fan. It was well equipped with plenty of cutlery, glasses, etc. Lovely welcome fruit bowl - the bananas were the best ever - milk, cake, wine, beer, teabags, condiments and dishwasher tablets all there ready for us. The back kitchen with washing machines and drier and a brilliant sink for scrubbing muddy shoes after one of our lavada walks. Perfect Granny and Grandad suite on ground floor with huge shower, multiple bathrooms on the other floors and Maria stayed to help us reconfigure the beds to fit our family groups. A car is essential to get the most out of this beautiful island. We loved it - thank you!

Family friendly apartment swimming pool ocean view
Well located accommodation. Small supermarket and bakery very close. As well as restaurants where you could eat. Everything available for a carefree holiday. Airport and Funchal are less than a 15-minute drive away.

Luxury Sea View Apartment
I think this is one of the best scenic app on the island. I have not seen such spectacular sunsets anywhere. The pool is perfect for swimming after tours. There is also a gym, overlooking the ocean that my husband used. The only thing to know is that it's a good idea to bring earplugs because a garbage truck arrives across from the bedroom quite early in the morning. But that shouldn't discourage you from booking. Graca is also a flexible host and allowed us to stay 4 hours longer because we had a late evening flight. Thank you!

Apartment Peaceful CC
Leonel is super friendly and helpful. The apartment is clean and in the quiet area. It was hard to leave, especially the SPA and swimming pool :( Big parking space, highly recommended!

Casa Leonor 21119/AL Vistas Deslumbrantes
We enjoyed the house very much, it has a perfect location, we would book it again anytime.

Fonte do Mar 1
Great house for large groups
Family- and pet-friendly home rentals

Casa da Janela - Wood
Great house, even better garden! We had a very pleasant stay.

Anadia, Old Town, Funchal, Best Value on Island
We had a fantastic stay in this cozy apartment right in the center of Funchal. The location couldn’t be better — just a few minutes' walk to the centre, restaurants, shops, and the beautiful waterfront. It made exploring the city super easy and convenient. The apartment was well-equipped and comfortable, with everything we needed for a relaxing stay. The host was friendly and responsive. Despite being in the heart of the city, it was surprisingly quiet at night, and the balcony was a lovely bonus for morning coffee or evening wine. Would recommend this place to anyone looking to explore Funchal on foot and experience the local vibe!

Organic Phenomena
Rodrigo's place is perfect if you are looking for a calm and peaceful environment. Everything is as described; a fully equipped kitchen, comfortable beds, and a nice view! Rodrigo answered quickly to my questions, and as been kind enough to come pick me up at Café Xavier because I couldn't find the place. One tip: put "Organic Phenomena" in your Google Map to make sure you get the right direction from the airport. Once you know where the place is, it's easy to get there. If you don't have a car and travel with the local bus, expect a long and steep walk from the bottom of Ponta do Sol to the apartment. In a nutshell, our time there as been PER-FECT and I would 100% recommend this place. It's clean and cozy, you got everything you need, plus, Bichana the cat is so lovely!!! She definitely was a part of "our family" while staying there!

Pebble Beach House- Casa da Fajã
We absolutely loved being right on the ocean! It was within feet of the house!- with the waves crashing and the patio where we ate all our meals, provided an excellent ambiance for our trip. We stayed 6 nights and were so glad we didn’t move around to other places. The promenade next to the house is very scenic and offered a one mile round trip walk along the ocean . Watching the surfers was also a plus.

Casa da Praia
Amazing location in picturesque village

Casa da Ovelha, your bright and quiet house
We had a great stay and the location is sensational. There was everything you needed and we were also set up the travel cot before arrival.

Sofia's Place
Hi Sofia! Thank you for the use of such a beautiful home and so lovely to meet you and hear about your life. We will miss Sofias place but will always have the many wonderful memories close to our hearts. 🥰

Casa dos Anjos 9224/AL
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.
Family-friendly home rentals with a pool

Amazing VILLA, PRIVATE POOL superb
We had a great stay at Patricia’s Villa - this was our second visit after staying in 2023. We loved the views and the extra facilities like the pool and games room. The Villa is outside of Funchal but you can be in the town in 10 mins which was great. Patricia is an excellent host who was flexible with check in / check out times to accommodate our flights schedule and was also very helpful with local information. I’m sure we will be back!

Luxury Villa in City Center Private Pool & Rooftop
Really lovely accommodation with great views. The host was very responsive and was super helpful when we had a bit of an emergency. Highly recommended.

House of Christ the King
The accommodation is great, everything as described and in the photos. It is a bit dated, but we felt very comfortable there. Bruno gave us a very warm welcome and showed us everything we needed to know. When there was a problem with the water pump on the second day, he sorted it out very quickly. We can highly recommend the accommodation.

Casa da Cascata B&B | Levada Houses
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.

Casa dos Francelhos, the charming house of Funchal
We had a wonderful stay at Casa dos Francelhos! The house is beautiful and spacious. António was very hospitable and welcoming throughout, providing us with recommendations, fruit, wine, and local delicacies on arrival! We had such a lovely trip to Madeira and that was in no small part due to our stay at Casa dos Francelhos.

Casa Cro | Ocean View
The house was great and the outdoor area with the swimming pool and the barbeque was amazing. Most of our meals were there and we loved it! You definitely need a car to reach the house and to move around, but if you are ok with it, I totally recommend this place. Many great walks/levadas, the sandy beach of Calheta and the beautiful Paul do Mar are within easy reach with a car too.

Charming Lido Flat I
Thank you Ana the apartment was absolutely perfect for our family of 4! brilliantly spacious, beautiful sea and restaurant views from the balcony, private sunbathing balcony and an almost private pool on the rooftop. the location is perfect to walk down to the seafront or to funchal centre. with brilliant buses just across the road. A really well stocked supermarket is a few minutes walk away and a well equipped kitchen made it super easy to cook at the apartment. I really reccomend Anas apartment we would certainly come back to wlexplore more of the beautiful island. Ana was a perfect host with a wonderful welcome pack when we arrived. Thank you again!

Live inside a traditional Quinta
I stayed at the Quinta for one week on a solo holiday. The room was well equipped so I could cook meals for myself, the grounds of the house are lovely and peaceful and the walk to town and back is quite short and straightforward (yes it’s steep but everywhere is). Free plentiful parking was a huge bonus as I did a lot of driving around the island, it is also quite easy to find coming off the motorway. Helena and Roberto were very welcoming and accommodating as hosts. If you are looking for a place to relax and enjoy Madeira & Funchal this is a great place to stay. Local bakery has the best pasteis de nata that I tried on the island (a lot!).
Quick stats about vacation rentals that are family-friendly in Estreito da Calheta
Total rentals
190 properties
Nightly prices starting at
$20 before taxes and fees
Total number of reviews
5K reviews
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
100 properties have a pool
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Destinations to explore
- Porto Santo Vacation rentals
- Ponta do Sol Vacation rentals
- Machico Vacation rentals
- Calheta Vacation rentals
- Sao Vicente Vacation rentals
- Arco da Calheta Vacation rentals
- Caniço Vacation rentals
- Ribeira Brava Vacation rentals
- Câmara de Lobos Vacation rentals
- Porto Moniz Vacation rentals
- Funchal Vacation rentals
- Madeira Island Vacation rentals
- Villa rentals Estreito da Calheta
- Waterfront rentals Estreito da Calheta
- Chalet rentals Estreito da Calheta
- Beach house rentals Estreito da Calheta
- Rentals with beach access Estreito da Calheta
- Rentals with a patio Estreito da Calheta
- Rentals with a fire pit Estreito da Calheta
- Kid-friendly rentals Estreito da Calheta
- Rentals with pools Estreito da Calheta
- House rentals Estreito da Calheta
- Apartment rentals Estreito da Calheta
- Rentals with a hot tub Estreito da Calheta
- Pet-friendly rentals Estreito da Calheta
- Beachfront rentals Estreito da Calheta
- Cottage rentals Estreito da Calheta
- Rentals with a fireplace Estreito da Calheta
- Rentals with outdoor seating Estreito da Calheta
- Rentals with a washer and dryer Estreito da Calheta
- Family-friendly rentals Madeira
- Family-friendly rentals Portugal
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes