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Family-friendly holiday rentals in Calheta

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Calheta

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Home in Estreito da Calheta

4.96 out of 5 average rating, 183 reviews

Casa Palheiro @ Casas Da Vereda

Relax in class at 250 meters high on the sunny South West coast of Madeira, enjoying sunset and ocean views from the heated pool! The Casas Da Vereda are ideally located in a quiet countryside area with nothing but nature between you and the ocean: 30 minutes drive to Funchal, 5’ to rock beaches in seaside villages or sand by the marina of Calheta, or the close-by levada walks. Please note that one can rent any combination of Casa Palheiro studio, Casa Rural 1 bedroom, and Casa Eco 2 bedrooms!

26 Feb – 5 Mar

£113 per night

Guest favourite

Home in Calheta

4.99 out of 5 average rating, 186 reviews

Top View House

Top View House é uma casa nova (remodelada em novembro de 2017) com dois quartos de dormir, uma sala, uma cozinha, duas casas de banho e duas varandas. Situada num bairro calmo em plena natureza com vistas exuberantes. Próxima da Levada Nova e de percursos pedonais (Rabaçal, 25 fontes, Lagoas da Dona Beja e do Vento), também a 10 minutos (de carro) de uma praia de areia amarela, Museu de arte contemporânea da Madeira – Mudas, supermercado, restaurantes, padarias, urgências, farmácia.

21–28 Mar

Guest favourite

Home in Estreito da Calheta

4.92 out of 5 average rating, 196 reviews

Adega Do Avô 2 Amazing Seaview Trekking Beach

Adega do Avo is a set of 2 cottages fully equipped WITH AN INCREDIBLE SEA VIEW to give you the best experience. Cottage 2 is modern completly new in a cozy and well lit living space. We offer "Free car Parking in Premises" (Peace of mind). It has been built to offer the best comfort you deserve. Its unbeatable location offers you the best romantic sea view and makes this set just 5 minutes from the best sandy beach of the island and it is only 30 minutes from the city of Funchal.

21–28 Sept

£102 per night

Guest favourite

Home in Arco da Calheta

4.98 out of 5 average rating, 164 reviews

Casa Sol e Vista

Villa with a good view and good sunshine throughout the day. The house is located in one of the best places in the parish. It has two bedrooms, living room / kitchen and two bathrooms, with a capacity for 6 people. The house is situated at the top of a hill, which makes the house have an extraordinary view. Outside there is a barbecue, a large garden and the swimming pool. Absolute tranquility. Come spend A pleasant vacation in the HOUSE SUN and VIEW. Contact Duarte Paulo

5–12 Dec

£121 per night

Guest favourite

Home in Madeira

4.9 out of 5 average rating, 157 reviews

Tanky Refuge

Recently renovated, the Tiberian Refuge is a private house situated in a very quiet and sunny area. It is the ideal place for a vacation for two or even as a family. It is close to numerous tourist places, including the fantastic beach of the county. Its location makes your tours of the island easy, whether to the sea or the mountains, as well as walking tours of the area and/or the levadas of the island. We look forward to visiting our home on this beautiful island.

1–8 Jan

Home in Calheta

4.92 out of 5 average rating, 195 reviews

Spectacular Villa ECO-Fontes

Magical, our dream villa , year of construction: April 2017 and only 1,5km away from the sandy beach of Calheta, supermarket and restaurants. Beautiful and typical maderian cottage house totally reconstructed mainly using the natural vulcanic stone, recycled wood, roof tiles and other materials with 2 bedrooms, 2 bathrooms, private pool, bbq area, pond with koi fish, garden including herb garden, fire pit area and swimming pool. Breathtaking views of sea and nature.

11–18 Dec

£198 per night

Guest favourite

Home in Arco Da Calheta

4.92 out of 5 average rating, 217 reviews

Hikers Refuge

Located in Calheta this refuge is ideal for lovers of hiking, with an excellent view of the ocean, you can go 5 minutes walk to the starting point of the levada where you have two options east and west. You can go in 12 minutes by car the levadas of 25 Fontes one of the most beautiful and lovely levadas sought by the walkers. It is also 10 minutes from the beach of Calheta where you can find all that orecisa for your stay, supermarkets, bars, restaurants, etc ...

4–11 Jan

Guest favourite

Cottage in Jardim Do Mar

4.97 out of 5 average rating, 148 reviews

Stonelovers® (Heated Pool Optional) - Unit3

Settled in a stunning organic green land, contemplating an amazing sea view, spectacular cliffs, surrounded by pieces of cropland, banana plantations and vineyards, we have found what today is WOODLOVERS. Combining this dream place with our engineering, sustainability, renewable energies and permaculture background, we were pioneers in the construction of the first contemporary 100% WoodHouse in Madeira Island respecting the nature and the natural environment.

23–30 Jan

£110 per night

Loft in Jardim Do Mar

4.88 out of 5 average rating, 277 reviews

Loft in Paradise by Slice of Heaven

Loft in Paradise is a piece of paradise hidden away from all the noise and chaos. A luxurious open space apartment with one of the most extraordinary views you will ever see. From your king size bed you float above the ocean amidst the sea cliffs that rise towards the heavens. The Atlantic Ocean shines its splendor beneath you displaying all its grandeur and mystic.

6–13 Dec

£113 per night

Guest favourite

Home in Jardim do Mar / Calheta / Madeira

4.96 out of 5 average rating, 113 reviews

Sofia's Place

In Sofia's Place (House of Sofia) breathes the spirit and the culture in a cosmopolitan and sophisticated accommodation in the heart of one of the most exclusive and romantic dream in the world. The contrast provides intense experiences. ATTENTION to : outras informações

12–19 Oct

Guest favourite

Chalet in Ponta do Pargo

4.97 out of 5 average rating, 246 reviews

Casa do Sol Poente - Ponta do Pargo

The Casa do Sol Poente nestles between the mountain and the sea, in a village where houses are scattered across the landscape. The cosy atmosphere of my place, the little garden, the view and the ocean ahead will help me to provide a pleasent stay.

15–22 Mar

Holiday rentals for every style

Get the amount of space that is right for you

Villas

Luxurious estates for the ultimate escape

Houses

A space that's all yours, with room for everyone

Flats

Convenient locations with everyday essentials

Popular amenities for Calheta family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Guest favourite

Villa in Sao Vicente

4.92 out of 5 average rating, 110 reviews

A Casa Estrelícia-Dourada Garcês

27 Nov – 4 Dec

Guest favourite

Flat in Funchal

4.95 out of 5 average rating, 197 reviews

Atlantic Ocean View Apartment INFINITE POOL

21–28 Nov

£136 per night

Guest favourite

Place to stay in Funchal

4.98 out of 5 average rating, 123 reviews

Paradise in Madeira

28 Oct – 4 Nov

Guest favourite

Flat in Funchal

4.98 out of 5 average rating, 120 reviews

Beautiful Apartment "Casa Francisco" - Rent2U, Lda

21–28 Nov

£131 per night

Apartment in Funchal

4.89 out of 5 average rating, 157 reviews

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

18–25 Apr

£138 per night

Flat in Funchal

4.91 out of 5 average rating, 211 reviews

Boutique Apt Funchal Centrum w/AC and Parking

21–28 Dec

£116 per night

Guest favourite

Apartment in Caniço

4.86 out of 5 average rating, 138 reviews

Family friendly apartment swimming pool ocean view

16–23 Aug

£254 per night

Guest favourite

Home in Estreito da Calheta

4.8 out of 5 average rating, 15 reviews

Paradise House Calheta

27 Feb – 6 Mar

£111 per night

Family- and pet-friendly home rentals

Home in Estreito da Calheta

4.85 out of 5 average rating, 110 reviews

Casa do Penique ORGANIC

16–23 Jan

£165 per night

Guest favourite

Home in Boaventura

4.88 out of 5 average rating, 250 reviews

Casa "Just Nature" , Madeira Island

3–10 Feb

Guest favourite

Cottage in Casas Próximas

4.89 out of 5 average rating, 206 reviews

Casa da Praia

19–26 Mar

£101 per night

Cottage in Madeira

4.91 out of 5 average rating, 141 reviews

Casa dos Anjos 9224/AL)

10–17 Dec

£107 per night

Guest favourite

Home in Funchal

4.86 out of 5 average rating, 221 reviews

Your home away from home in Madeira.

28 Feb – 7 Mar

Guest favourite

Flat in Funchal

4.88 out of 5 average rating, 134 reviews

This is Heaven in Funchal w/ private car parking

8–15 Nov

Guest favourite

Home in Funchal

4.92 out of 5 average rating, 111 reviews

Breathtaking ocean & city view house - Funchal

18–25 Mar

Home in Faja Da Ovelha

4.8 out of 5 average rating, 132 reviews

Casa da Ovelha, your bright and quiet house

13–20 Feb

£123 per night

Family-friendly home rentals with a pool

Guest favourite

Villa in Arco da Calheta

4.87 out of 5 average rating, 109 reviews

Casa Diana Pool and Sea views

3–10 Nov

Guest favourite

Home in Arco Da Calheta

4.95 out of 5 average rating, 113 reviews

Moradia Syso

23–30 Mar

£173 per night

Guest favourite

Villa in Arco da Calheta

4.93 out of 5 average rating, 190 reviews

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

21–28 Mar

£182 per night

Guest favourite

Home in Ponta do Sol

4.93 out of 5 average rating, 139 reviews

Casa do Lado

31 Jan – 7 Feb

£119 per night

Guest favourite

Home in Ponta Do Sol

4.99 out of 5 average rating, 128 reviews

Typical house above the sea

12–19 Mar

£218 per night

Guest favourite

Home in Santa Cruz

4.93 out of 5 average rating, 218 reviews

Casa do Cristo Rei

23–30 Jan

£229 per night

Guest favourite

Flat in Funchal

4.98 out of 5 average rating, 108 reviews

Palms Palace Funchal Suite

13–20 Apr

Guest favourite

Apartment in Funchal

4.88 out of 5 average rating, 155 reviews

Monumental Apartment

18–25 Dec

£115 per night

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

Total rentals
170 properties
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Rentals with a pool
80 properties have a pool
Pet-friendly rentals
20 properties allow pets
Total number of reviews
4.8K reviews
Nightly prices starting at
£40 before taxes and fees

Destinations to explore