
Family-friendly holiday rentals in Calheta
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Calheta

Total holiday rentals
Explore 250 holiday rentals in Calheta

Nightly prices starting at
Calheta holiday rentals start at $88 NZD per night before taxes and fees

Verified guest reviews
Over 8,560 verified reviews to help you choose

Pet-friendly accommodation
Find 20 rentals that welcome pets

Holiday rentals with a pool
100 properties feature pools

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wi-Fi availability
250 of Calheta holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Calheta rentals

4.8 Average rating
Calheta stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated family-friendly rentals in Calheta
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Villa Lara, sea views, heated Pool A/C
Villa Lara is a fabulous modern single story three bedroom villa in the sought after area of Arco da Calheta. Lovely ocean and mountains views, sun terraces with a large private heated salt water pool and space for outside dining. There is an open plan fully fitted kitchen with a dining table for formal dining, leading to a comfortable sitting area with television with sliding doors leading outside. Facilities include aircon, heating, WIFI and parking. Approx. 10 minutes to Calheta beach. Fabulous spacious, light and modern 3 bedroom villa thoughtfully designed to maximize sun exposure and privacy. Fully fitted kitchen with all the required equipment to make you feel like you're at home. Large master bedroom with luxurious en-suite bathroom. Hot and cold air conditioning throughout, large heated swimming pool with ample sun terraces and garden area for relaxing or for children to run around. Alojamento Local License Number: 114112/AL We are at your disposal to help or answer your questions. We're contactable at any time via our mobile or by email. We will do our very best so you have a wonderful stay! Villa Lara is located centrally in Arco da Calheta with access to local amenities including various supermarkets, cafes, bars, restaurants and a pharmacy. Approx 10 minutes drive from the Villa and you'll be at Calheta Beach where you can enjoy the golden sand, several restaurants and book whale and dolphin watching tours. Villa Lara is ideal for couples, solo adventurers, families (with kids (cot & highchair can be provided)), and big groups. Villa Lara is set in a peaceful location ideal for walking the levadas (unmissable walks in Calheta include Paul da Serra, Rabacal (to Risco Waterall & 25 Fontes), Levada Nova and the Prazeres to Paul do Mar walk) and is close to a bus route. The property is approximately 30 minutes drive to Funchal and 45 minutes from the airport. A car is recommended so you can explore the island at your convenience. If you wish to book a private transfer with our local partners, please contact us in advance (which will be cheaper than taking a taxi direct from the airport).

Villa Palheiros - A Magnificent Ocean View
Perfect home to enjoy the nature and beauty the island of Madeira has to offer. This villa has a stunning ocean view, situated in a very quiet rural area, where you can enjoy a magnificent climate in a swimming pool with endless views. This villa was built and designed to offer the best comfort to its guests. Perfect housing for families, where you can also find all the necessary amenities in a maximum of 5 minutes by car. The air conditioner is a extra service (contact the owner for more info.)

Casa MaBu by Your Madeira Rentals
This uniquely located villa right by the sea in the popular and fabulous fishing town of Paul do Mar, invites you to spend magical and special moments. The stylish interior, as well as the very large outdoor area with heated pool, outdoor shower, garden and terrace offers all the ingredients for an unforgettable holiday experience with the whole family. Let yourself be enchanted by the small Madeiran fishing town and enjoy a few relaxing days away from the hustle and bustle of the big city.

Mango House
House with superb sun exposure, peaceful and stunning views over the sea and the mountain. Has 2 bedrooms (one with a double bed and the other with two single beds easily convertible into a double bed), a complete bathroom. On the ground floor open space with kitchen / living and dining room and toilet. Furniture and careful decoration. Outside enjoy the garden and the pleasant dining space with incredible views of the sea. The barbecue, mini-pool and shower complete your well-being.

Papaia Yurt ~ EcoGlamping in a Hidden Paradise
Wake up in total privacy, surrounded by a lush permaculture garden where you can see, taste, and smell nature’s abundance. At Canto das Fontes, in the sunny Sítio dos Anjos, it feels like eternal spring all year — even when other parts of Madeira are cooler. An award-winning regenerative eco-glamping where sustainability meets comfort and luxury, with a natural pool, Honesty Bar, and stunning views of the sea and waterfall. 💧🌿 More pictures and vibes: @cantodasfontes

Ocean View Villa with Private Pool in Prazeres
Escape to paradise at Villa Eden Nature! Imagine waking up to the sound of birds singing and a spectacular view of the vast Atlantic Ocean. At Villa Eden Nature, this dream comes true! Located in the charming village of Prazeres, on the island of Madeira, this 4-bedroom villa is a haven of luxury and tranquility, offering an unforgettable vacation experience. Get ready to be enchanted by the perfect harmony between modern comfort and the natural beauty of the island.

Atlantic View I
If you are looking for the best the Madeira seaside and countryside has to offer, you have found the perfect place for your holiday. This recently ground floor, spacious refurbished apartment is located on the beautiful bay of Madalena do Mar, reputed to have the best climate on the island, and is close to cafés, restaurants and across the road from the promenade built alongside the beach. At the end of the promenade you will find a sandy beach.

Villa Bisa Atlantic View ,heated pool
A 2 bedroom villa located in Arco da Calheta. the property has 2 modern style bedrooms, 2 and a half luxurious modern bathrooms,outdoor shower ,new modern kitchen, living room, etc... The property has just been renovated,modern decorated with high quality furniture which is extremely comfortable. The villa also includes cable ,Satellite TV and internet. The property on the outside has BBQ ,pool with a panoramic Seaview ,a nice eating area.

Wonderful tranquil villa with pool|Casa Laranja
Escape to this beautiful villa, perfectly located in a peaceful setting overlooking green fields and with panoramic views of the ocean, within easy walking distance of facilities. Ideal for families, friends and couples, the villa offers an infinity pool and everything you need for an unforgettable stay in Madeira. This stylish villa is set across two floors the contemporary design offers comfort and relaxation in an informal setting.

2-Bedroom house by the sea with Patio
Enjoy yourself while staying in this newly built house located near Calheta's Beach, only a 2-minute walk. Our place offers 2 bedrooms, 3 bathrooms, kitchen, living room and a solarium. Perfect for small families or couples looking for a place to relax while close to the beach and mountains at the same time. Includes also private parking and proximity to supermarket, restaurants, cafés and to Calheta's Marina.

Meu Pé de Cacau - Studio Papaya in Paúl do Mar
Meu Pé de Cacau is a tropical fruit garden surrounded by dramatic cliffs to the north-east and the vast Atlantic Ocean to the south-west. Four beautifully designed and sustainably built studios share the property with an infinity pool, social areas and luxurious plantations hosting hundreds of different tropical fruits, planted on traditional agricultural terraces hand crafted in basalt stone.

Typical house above the sea
"Casa Nambebe" is a typical Madeiran house. Situated on the south slope of Madeira island, it is a great place to relax and enjoy a beautiful view of the sea. The house is placed in the middle of a land of banana trees where the contact with nature is immediate and the infinite pool will have you feel like you're in the ocean. Every sunset is unique. Número de licença ou registo 38381/AL
Popular amenities for Calheta family-friendly rentals
Family-friendly home rentals with a hot tub

Beautiful Views - Apartment Fontes

The Estrelícia-Dourada Garcês House

Casa da Lombada

Ocean views: Exclusive loft with terrace & Hot-Tub

Ladeira dos Zimbreiros Villa

Top View Calheta: Villa with Pool and Jacuzzi

Tropical Lovers - Levada & Bananas cliff

Soul Glamping| jacuzzi| faraway| reconnect| luxury
Family- and pet-friendly home rentals

House with sea view and heated saltwater pool

Ideia Cottage - Sea View

Casa Amarela - Studio

Sofia's Place

BHF Residences Ying Yang

House with stunning views surrounded by nature

Studio Thiago | Vista Mar | Solo Travelers

Casa Jean - Wooden house with sea view
Family-friendly home rentals with a pool

Villa Arco-Iris, a Home in Madeira

CASA SOL E VISTA 2

The Sunset Avenue w/infinity pool(optional heated)

Villa Acacia- Spectacular Ocean view & heated pool

Luxury Villa Pérola

Villa da Silva (Heated Pool and Private Parking)

Blue Sea Tower, Private Heated Pool. Ocean view

Arbor Villa: Nature Retreat
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- Praia do Porto do Seixal
- Madeira Botanical Garden
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- Casino da Madeira
- Zona Velha
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- Praia da Calheta
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