
Pet-friendly holiday rentals in Estreito da Calheta
Find and book unique pet-friendly homes on Airbnb
Quick stats about holiday rentals that are pet-friendly in Estreito da Calheta

Total holiday rentals
Explore 30 holiday rentals in Estreito da Calheta

Nightly prices starting at
Estreito da Calheta holiday rentals start at $42 AUD per night before taxes and fees

Verified guest reviews
Over 1,290 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Holiday rentals with a pool
10 properties feature pools

Wi-Fi availability
30 of Estreito da Calheta holiday 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 pet-friendly home rentals in Estreito da Calheta
Guests agree: These pet-friendly homes are highly rated for location, cleanliness and more.

Seafront Home in Old Town Funchal w Pool & Garden
Beachfront design home featured in Conde Nast Traveller w private pool & tropical garden in Old Town of Funchal. A stunning oasis just 5min walk to city center, beach & restaurants. Free street parking, fast internet & strong AC. 2 bedroom historic villa with 2 WC´s, living room & kitchen w sea views. Stylish interiors & lots of outside relaxing, sunbathing & dining area with BBQ. Tropical villa that feels like the countryside w amazing climate. Perfect base to explore Madeira´s hikes & beaches
PetsWalkabilityIndoor spaces

House with stunning views surrounded by nature
Countryside house, located on a hill with the best view over Madalena do mar. Recanto of the sea is located in the warm and sunny municipality of Ponta do Sol, in a privileged area with excellent sun exposure and sea views. The property has a stunning view from any room in the house. The house has 2 bedroom. One with a double bed and one with 2 single beds ; 2 bathroom; a fully equipped kitchen and a fully equipped indoor barbecue. The maximum capacity is 6 guests. Número de registo:152419/AL
WalkabilityOutdoor spacesQuiet

Beautiful Views - Apartment Fontes
“Beautiful Views – Apartment Fontes” is a peaceful retreat in the quiet hills of Calheta, created for travelers who value nature, comfort, and authentic island living. Surrounded by open views and fresh air, it’s the perfect base for levada walks, hiking, and exploring Madeira and close to the sea. Ideal for nature lovers seeking calm, space, and a true sense of the island. If you’re looking for more than just a place to sleep, a place to breathe, reset, and feel the island , you’ve found it!
Outdoor spacesWalkabilityCheckout

Old Wine Villa
Welcome to Paradise! Come stay at our cozy Villa with a splendid Atlantic ocean view by the infinity pool! This house was first built in 1932 and since then it has been know as "Casa do Vinho Velho", "The Old Wine House". My great-grand mother used to tell stories about the old man "Vinho Velho" and his passion for his wine and agriculture. The house has been updated but we have kept old features, like an old brick oven in the kitchen and 3 stone rocks for vine hanging in the living room!
Outdoor spacesWalkabilityBeach

Hikers' paradise
Relax with the whole family in this quiet accommodation. A family space, located in the center of Madeira Island, 10m from the beautiful and picturesque town of Curral das Freiras. An isolated house, for those looking to take refuge in the middle of nature, with their family or friends. The ideal place to rest and socialize. For those who like nature walks, you can start or end your route from this space to the Boca dos Namorados viewpoint or the Eira do Serrado viewpoint.
WalkabilityOutdoor spacesSleep quality

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
WalkabilityOutdoor spacesSleep quality

Woodlovers Jardim® (Heated Pool Optional) - Unit 1
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.
Outdoor spacesPetsCondition

Quinta da Tabua
We prepare this house with your comfort and rest. The place is quiet with a great view of the sea and the mountains. It has a garden with some fruit trees and a porch that allows you to relax and feel the breeze, while reading a book. You can prepare meals on the barbecue or kitchen, relax and watch TV in the living room, enjoy the comfort of the bedrooms, equipped with high-quality mattresses and take a very hot and restful shower.
PetsOutdoor spacesAir conditioning

Penthouse Marina Sol 20785/AL
You'll love it! Sleep/Relax to the sound of the waves/Atlantic Ocean Private! Ecological, one of the best Penthouses with a garage. Private, sunny, complete with balcony, good sea and mountain views. Overlooking the sea, with sun loungers and a small barbecue, accommodating 4 adults and a child. Natural light, Wi-Fi (high speed) and lots of sun Fantastic Sunset
WalkabilityOutdoor spacesSleep quality

Seixal nature house 1
In the heart of the stunning Laurissilva forest, in Chão da Ribeira, in the charming parish of Seixal, lies this unique retreat. Located just 15 minutes from the black sand beach, supermarket and village center, and 5 minutes from the iconic Fanal trail, this is the perfect place for those seeking tranquility and proximity to nature.
WalkabilityOutdoor spacesQuiet

Casa da Ovelha, your bright and quiet house
Renovated in 2024! For nature lovers, with amazing sea views. Lots of space for a peaceful retreat after a busy day walking, surfing, swimming or shopping! In a few words: life is good here. Be our guest and feel at home in Casa da Ovelha, located on the sunniest part of the island.
WalkabilityPetsHeating

360° Sea & City views, in the heart of Funchal
With its amazing ocean, marina, Santa Catarina and mountain views, this luxury 2 bedroom is located in one of the town's most prestigious neighbourhoods. Within a 5 min walking radius, you'll find most of Funchal's main attractions, supermarkets, shopping district and restaurants.
Outdoor spacesWalkabilityAccess
Popular amenities for Estreito da Calheta pet-friendly home rentals
Pet-friendly house rentals

Casa "Just Nature" , Madeira Island
Outdoor spacesWalkabilityValue

BHF Residences Ying Yang
Outdoor spacesWalkabilityComfort

Little Escape Madeira
Outdoor spacesWalkabilityQuiet

Pebble Beach House- Casa da Fajã
WalkabilityOutdoor spacesFamily

Casa do Terrāço - Quinta Falcões do Sol
Outdoor spacesIndoor spacesComfort

Madeira's last hidden mountain paradise!
Outdoor spacesWalkabilityCondition

Eco Fajã Villas - Deluxe - 60m above sea level
Outdoor spacesBackyardDecor

Tabua Lodge
Outdoor spacesBeachCondition
Pet-friendly home rentals with a pool

Secluded cottage w pool, oceanside view, 3BR, 3BA
WalkabilityOutdoor spacesLong stay

Casa Amarela (Stylish and Traditional Villa)
Outdoor spacesWalkabilityCleanliness

Your home away from home in Madeira.
PetsWalkabilityAmenities

House pc / private indoor pool
PetsWalkabilityView

New-1 bedroom apartment-infinity pool-free parking
WalkabilityOutdoor spacesCheckout

Socalco Nature Calheta - Ribeiro's House
ViewHospitalityBreakfast

House with sea view and heated saltwater pool
WalkabilityOutdoor spacesHiking

Quinta do Perdigão Peace. Nature. Retreat.
WalkabilityOutdoor spacesKitchen
Private, pet-friendly home rentals

Sun View House - Feels Like Home
WalkabilityOutdoor spacesValue

Whale's Lodge - nature & relax & work
DecorCleanlinessIndoor spaces

Funchal Sunset Apartment
WalkabilityComfortHospitality

Casa das Abertas, Sea View & Air Conditioning
Outdoor spacesWalkabilityTV

Casa do Cais - A romantic ocean front apartment
WalkabilityOutdoor spacesAmenities

Wonderful View Apartment, Great sunsets.
HikingDecorSleep quality

Mar Adentro, Magnificent View over the Bay
WalkabilityOutdoor spacesLaundry

Casa Levada - Sea View House
Outdoor spacesWalkabilityAccuracy
Destinations to explore
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- Praia do Porto do Seixal
- Zona Velha
- Monte Palace Tropical Garden
- Madeira Botanical Garden
- Praia da Calheta
- Ponta do Sol Beach
- Casino da Madeira
- Porto Moniz Natural Swimming Pools
- Praia Machico
- Complexo Balnear do Lido
- Cabo Girão
- Praia de Garajau
- Pico Do Areeiroo
- PR 11 - Vereda dos Balcões
- Casas Tipicas de Santana
- Fish Market
- Sé do Funchal
- Madeira Whale Museum
- Blandy's Wine Lodge
- Santa Catarina Park
- Ponta do Pargo
- Cascata Dos Anjos
- CR7 Museum
- Funchal Cable Car





