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

Total vacation rentals
Explore 250 vacation rentals in Calheta

Nightly prices starting at
Calheta vacation rentals start at G$12,549 GYD per night before taxes and fees

Verified guest reviews
Over 9,240 verified reviews to help you choose

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Vacation rentals with a pool
100 properties feature pools

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wi-Fi availability
250 of Calheta vacation 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).
4.95 out of 5 average rating, 114 reviews
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.
4.93 out of 5 average rating, 118 reviews
Top View House
Top View House is a house with two bedrooms, a living room, a kitchen, two bathrooms, two balconies and air conditioning. Located in a quiet neighborhood in the middle of nature with lush views. Close to Levada Nova and walking trails (Rabaçal, 25 fountains, Lagoas da Dona Beja and Vento), also 10 minutes (by car) from a yellow sand beach, Madeira Contemporary Art Museum – Mudas, supermarket, restaurants, bakeries, emergency services, pharmacy.
4.99 out of 5 average rating, 272 reviews
CASA SOL E VISTA 2
Casa Sol e Vista 2 is located in one of the best locations in the parish, next to house no. 1. It has 2 bedrooms, a living room/kitchen and 3 bathrooms, accommodating 6 people. The house is located on top of a hill, which gives the house an extraordinary view. Outside, there is a barbecue, a large garden and a swimming pool. Absolute tranquility. Come spend a few pleasant days at Casa Sol e Vista 2. Contact Duarte Paulo
4.98 out of 5 average rating, 103 reviews
Martinho Apartment View
Modern apartment with an extraordinary view over the Atlantic Ocean and over the coast of Calheta. Our apartment consists of 1 bedroom with a double bed, living room, 1 bathroom and kitchen equipped with all that´s necessary for your vacation, we include Wi-Fi and private parking. Outside there are sun loungers for sunbathing and a large balcony to relax and enjoy the wonderful sea view. Your dream vacation is here!
4.99 out of 5 average rating, 149 reviews
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.
4.93 out of 5 average rating, 111 reviews
Villa Miradouro da Baleia by PAUSA Holiday Rentals
This magnificent, modern, private villa Miradouro da Baleia (Whale Watchtower) has some of the best ocean and mountains views on the island, with a infinity pool and located in a premium spot surrounded by spectacular cliffs, cropland, banana plantations and vineyards, it was carefully & tastefully restored/built in 2018 offering a unique experience of a Portuguese summer style accommodation!
4.97 out of 5 average rating, 161 reviews
Marina View Apartment - Pool, Aircon & Ocean View
Welcome to Marina View Apartment! A fantastic 2 bedroom apartment set in a peaceful location of Calheta, the South Coast of the island where not only the sun shines almost every day but a fantastic location to explore the island. What truly makes this place special is the generous private outside space and infinity pool with spectacular views of the Atlantic ocean and Calheta Marina.
4.95 out of 5 average rating, 144 reviews
Casa do Penique ORGANIC
Casa do Penique Organic can be found on a dead end road, in a quiet Madeiran village, only 400 minutes from Funchal. It has been carefully restorated and now offers a spacious and relaxing space where you can enjoy an ocean view while sitting by the pond.
4.85 out of 5 average rating, 168 reviews
STONE HOUSE
Esta casa é a simbiose entre o passado tradicional das gentes e da ilha e a reconstrução actual e versátil. Acomoda 4 pessoas. Situada sobre a praia e a vila, goza de tranquilidade e bons acessos a "Levadas", "veredas" e à Floresta Laurissilva.
4.94 out of 5 average rating, 116 reviews
Villa Papaya
An Outstanding Location, with a Fabulous View. Splash Pool and a Table to do meals outside. Unforgetable Sunset, with the sea and the Marina View! Villa Papaya Address: Rua Serra D’Água - Vereda do Morgadinho N. º 24 9370-076 Arco da Calheta
4.98 out of 5 average rating, 218 reviews
Calheta Lofts I
The best place in Madeira to enjoy the sea and the sun, at a distance of three minutes walking you are at Calheta Beach. The appartment is ideal for couples with children, it is real safe, we have a parking área, a small balcony.
4.82 out of 5 average rating, 206 reviewsPopular amenities for Calheta family-friendly rentals
Family-friendly home rentals with a hot tub

Relax Over The Sea -12391/AL
4.98 out of 5 average rating, 103 reviews
Beautiful Views - Apartment Fontes
4.87 out of 5 average rating, 245 reviews
Soul Glamping| jacuzzi| faraway| reconnect| luxury
4.9 out of 5 average rating, 109 reviews
Ocean views: 3-bed villa with terraces & Hot-Tub
4.93 out of 5 average rating, 108 reviews
Cottage Pearl-Rural Holiday Experience by SeaPearl
4.94 out of 5 average rating, 137 reviews
Renala I "With Jacuzzi" by PAUSA Holiday Rentals
4.93 out of 5 average rating, 148 reviews
Glamping Maracujá: Oasis Paradise
4.99 out of 5 average rating, 153 reviews
The Estrelícia-Dourada Garcês House
4.89 out of 5 average rating, 129 reviewsFamily- and pet-friendly home rentals

Sunny Studio Beach Side III
4.75 out of 5 average rating, 110 reviews
House with stunning views surrounded by nature
5.0 out of 5 average rating, 113 reviews
Sofia's Place
4.95 out of 5 average rating, 157 reviews
Woodlovers Jardim® (Heated Pool Optional) - Unit 1
4.96 out of 5 average rating, 133 reviews
Seixal nature house 1
4.88 out of 5 average rating, 170 reviews
Endemic Yurt Eco-Glamping in a Hidden Paradise
5.0 out of 5 average rating, 107 reviews
Cyane's Nest
4.82 out of 5 average rating, 103 reviews
Casa Jean - Wooden house with sea view
4.94 out of 5 average rating, 295 reviewsFamily-friendly home rentals with a pool

Typical house above the sea
4.99 out of 5 average rating, 199 reviews
Villa Acacia- Spectacular Ocean view & heated pool
4.99 out of 5 average rating, 85 reviews
Casa dos Reis
5.0 out of 5 average rating, 29 reviews
Luxury Villa Pérola
4.95 out of 5 average rating, 43 reviews
A&M House II
5.0 out of 5 average rating, 51 reviews
Villa Ocean Wave Calheta, Oversized Pool
5.0 out of 5 average rating, 11 reviews
Sales House
4.97 out of 5 average rating, 34 reviews
Unique Tropical Style Penthouse with a Dreamy View
4.86 out of 5 average rating, 92 reviewsDestinations to explore
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- Zona Velha
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- Praia da Calheta
- Ponta do Sol Beach
- Casino da Madeira
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- Cabo Girão
- PR 11 - Vereda dos Balcões
- Casas Tipicas de Santana
- Fish Market
- Blandy's Wine Lodge
- Madeira Whale Museum
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- Cristo Rei
- Ponta do Pargo
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