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

Total vacation rentals
Explore 210 vacation rentals in Estreito da Calheta

Nightly prices starting at
Estreito da Calheta vacation rentals start at ﺩ.ﺇ 110 per night before taxes and fees

Verified guest reviews
Over 6,690 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
70 properties have a dedicated workspace

Wi-Fi availability
210 of Estreito da Calheta vacation rentals include wi-fi access

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

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

Casa Rural @ 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. At 30 minutes drive from Funchal, 5 minutes drive to rock beaches in seaside villages / sand beaches by the marina of Calheta / “levada” walks. Please note that one can rent any combination of Casa Palheiro (T0), Casa Rural (T1), and (Casa Eco T2)!
KitchenIndoor spacesGetting around
4.95 out of 5 average rating, 170 reviews
Cottage Pearl-Rural Holiday Experience by SeaPearl
Discover the "Cottage Pearl" in the warmest and most tropical region of Madeira. The accommodation is the result of a rural tourism project called "SeaPearl", inspired by the sea, in which a house and a haystack were rehabilitated, maintaining its rural aspect and original characteristic, with a touch of modernity, simplicity and all the comfort. This sublime cottage has a private jacuzzi, solarium with sea view, barbecue, vegetable garden, trees and garden.An authentic appeal to your senses!
Indoor spacesKitchenParking
4.94 out of 5 average rating, 137 reviews
Quinta das Rosas 5 Amazing Seaview Trekking Beach
Quinta das Rosas has been completly renovated and open to guests in September 2022. The house first construction dates early 1930's and belonged to Mr. Manuel da Rosa who was my Grandmother's neighbour and the Village only store owner. My Grandmother Rosa and his wife Rosa were friends, reason I hounor the property by calling it "Quintas das Rosas". Its unbeatable location offers just 5 minutes from the best sandy beach of the island "Calheta Beach" and it is only 30 minutes from Funchal.
KitchenIndoor spacesGrill
4.94 out of 5 average rating, 109 reviews
Be adventurous , something completely different
Located in the north-western part of the island ,its an amazing location protected by conservation laws that have kept the area free of over development. With epic mountain and sea-views (the photos don't do it justice) the tents are located 450m above the coastline. If a place to relax and unwind is what you after then this would be the place to come to. There are also some amazing levada walks to explore in the area.There are three tents on the property so you might have neighbours.
KitchenFamilyCheckout
4.87 out of 5 average rating, 788 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.
KitchenFamilyBathroom
4.93 out of 5 average rating, 118 reviews
Mango Yurt ~Eco-Glamping 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 Ba,r and stunning views of the sea and waterfall. 💧🌿 More pictures and vibes: @cantodasfontes
FamilyKitchenHospitality
4.97 out of 5 average rating, 472 reviews
Madeira Black Sand House by Stay Madeira Island
Stay Madeira Island presents Madeira Black Sand Beach House! Set on the north coast of Seixal beach, Madeira Black Sand Beach House offers a dream view towards the black sand and the deep blue sea surrounded by green cliffs. This century old stone house has been with the same family for 30 years and was used as a weekend second home. The owners decided to share this unique spot with the world and the refurbished plan had the guest's comfort in mind.
Indoor spacesKitchenHospitality
4.93 out of 5 average rating, 191 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.
KitchenIndoor spacesValue
4.99 out of 5 average rating, 274 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
KitchenIndoor spacesHospitality
4.98 out of 5 average rating, 105 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!
KitchenIndoor spacesNearby
4.99 out of 5 average rating, 152 reviews
Meu Pé de Cacau - Studio Papaia 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.
KitchenIndoor spacesNearby
4.99 out of 5 average rating, 225 reviews
Villa Pérola | Pool & Panoramic Ocean View
Experience Madeira at Villa Pérola, an elegant villa in Arco da Calheta with a private pool and panoramic Atlantic views. With 3 bedrooms, modern interiors and spacious outdoor areas, it’s the perfect place to relax, enjoy spectacular sunsets and spend an unforgettable holiday by the sea.
Indoor spacesKitchenAccess
4.95 out of 5 average rating, 44 reviewsPopular amenities for Estreito da Calheta family-friendly rentals
Family-friendly home rentals with a hot tub

Madeira Island
KitchenIndoor spacesHospitality
4.9 out of 5 average rating, 161 reviews
Relax Over The Sea -12391/AL
Indoor spacesFamilyWalkability
4.98 out of 5 average rating, 103 reviews
Beautiful Views - Apartment Fontes
FamilyIndoor spacesSleep quality
4.87 out of 5 average rating, 247 reviews
Soul Glamping| jacuzzi| faraway| reconnect| luxury
Indoor spacesKitchenPool
4.9 out of 5 average rating, 110 reviews
Glamping Maracujá: Oasis Paradise
KitchenIndoor spacesSolo travel
4.99 out of 5 average rating, 157 reviews
Ocean views: 3-bed villa with terraces & Hot-Tub
KitchenFamilyShared spaces
4.93 out of 5 average rating, 109 reviews
Renala I "With Jacuzzi" by PAUSA Holiday Rentals
FamilyIndoor spacesNearby
4.93 out of 5 average rating, 149 reviews
Tropical Lovers - Levada & Bananas cliff
FamilyIndoor spacesCondition
4.89 out of 5 average rating, 207 reviewsFamily- and pet-friendly home rentals

Sofia's Place
Indoor spacesFamilyWalkability
4.95 out of 5 average rating, 159 reviews
Casa Jean - Wooden house with sea view
KitchenFamilyWifi
4.94 out of 5 average rating, 296 reviews
Seixal nature house 1
Indoor spacesKitchenDecor
4.89 out of 5 average rating, 180 reviews
House with stunning views surrounded by nature
FamilyKitchenAccuracy
5.0 out of 5 average rating, 116 reviews
Casa "Just Nature" , Madeira Island
Indoor spacesKitchenNearby
4.89 out of 5 average rating, 349 reviews
Seafront Home in Old Town Funchal w Pool & Garden
FamilyIndoor spacesCheck-in
4.94 out of 5 average rating, 117 reviews
Sunny Studio Beach Side III
Indoor spacesKitchenAccuracy
4.77 out of 5 average rating, 115 reviews
Casa Amarela (Stylish and Traditional Villa)
FamilyIndoor spacesBathroom
4.81 out of 5 average rating, 243 reviewsFamily-friendly home rentals with a pool

Casa Diana Pool and Sea views
Indoor spacesFamilyPool
4.89 out of 5 average rating, 182 reviews
Villa Lara, sea views, heated Pool A/C
Indoor spacesKitchenHeating
4.94 out of 5 average rating, 116 reviews
Panoramic View: Lux 3 bed w/ heated pool
Indoor spacesKitchenValue
4.97 out of 5 average rating, 113 reviews
Quinta São Lourenço- Casa Palheiro | Sunset & Pool
KitchenIndoor spacesLocation
4.98 out of 5 average rating, 221 reviews
Exceptional luxury villa in Madeira | Bellissima
FamilyIndoor spacesBeach
5.0 out of 5 average rating, 25 reviews
Villa Acacia- Spectacular Ocean view & heated pool
FamilyIndoor spacesCleanliness
4.99 out of 5 average rating, 87 reviews
Casa dos Reis
KitchenIndoor spacesPool
5.0 out of 5 average rating, 29 reviews
Eco Fajã Villas - Deluxe - 60m above sea level
KitchenIndoor spacesHospitality
5.0 out of 5 average rating, 6 reviewsDestinations to explore
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- Praia do Porto do Seixal
- Zona Velha
- Monte Palace Tropical Garden
- Praia da Calheta
- Ponta do Sol Beach
- Madeira Botanical Garden
- Casino da Madeira
- Porto Moniz Natural Swimming Pools
- Praia Machico
- Cabo Girão
- Praia de Garajau
- Complexo Balnear do Lido
- PR 11 - Vereda dos Balcões
- Casas Tipicas de Santana
- Fish Market
- Cristo Rei
- Madeira Whale Museum
- Blandy's Wine Lodge
- Ponta do Pargo
- Santa Catarina Park
- Cascata Dos Anjos
- CR7 Museum
- Sé do Funchal
- Clube de Golf Santo da Serra





