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

Total vacation rentals
Explore 30 vacation rentals in Estreito da Calheta

Nightly prices starting at
Estreito da Calheta vacation rentals start at G$6,261 GYD per night before taxes and fees

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

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Vacation rentals with a pool
10 properties feature pools

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

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 spacesComfort

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!
WalkabilityOutdoor spacesIndoor spaces

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!
WalkabilityOutdoor spacesHospitality

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.
Outdoor spacesWalkabilityFamily

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
Outdoor spacesWalkabilityComfort

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.
WalkabilityPetsBreakfast

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
Outdoor spacesWalkabilityBeach

Seixal nature house 1
No coração da deslumbrante floresta Laurissilva, no Chão da Ribeira, na encantadora freguesia do Seixal, encontra-se este refúgio único. Localizado a apenas 15 minutos da praia de areia preta, do supermercado e do centro da vila, e a 5 minutos do emblemático trilho do Fanal, este é o lugar perfeito para quem busca tranquilidade e proximidade com a natureza.
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Casa "Just Nature" , Madeira Island
"Just nature" is located in S.Vicente\Boaventura. Instagram: @justnaturemadeira An ideal place to visit, wrapped in protected Laurisilva, where the only thing you'll hear is the bird sound! Absorb the amazing views of the northen part of Madeira island. Meet the insides of the Laurissilva by going on a walk in "Levada da Origem" (100 meters from the house).
Outdoor spacesWalkabilityTV

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.
WalkabilityOutdoor spacesPool

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.
WalkabilityOutdoor spacesKitchen
Popular amenities for Estreito da Calheta pet-friendly home rentals
Pet-friendly house rentals

Madeira's last hidden mountain paradise!
Outdoor spacesWalkabilityAccess

Rochinha house with pool and fabulous view
Outdoor spacesWalkabilityBathroom

Casa do Terrāço - Quinta Falcões Do Sol
Outdoor spacesFamilyAccess

Pebble Beach House- Casa da Fajã
Outdoor spacesWalkabilityAccuracy

Sweet Orchard Escape - By We Host Madeira
Outdoor spacesLocationGetting around

Tabua Lodge
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BHF Residences Ying Yang
Outdoor spacesWalkabilityGrill

Eco Fajã Villas - Deluxe - 60m above sea level
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Pet-friendly home rentals with a pool

House with sea view and heated saltwater pool
Outdoor spacesWalkabilityCheckout

Painters Cottage w Pool & balcony Old Town Funchal
WalkabilityOutdoor spacesQuiet

Madeira Oceanfront Retreat - Direct Beach Access
Outdoor spacesWalkabilityPool

A Peaceful Getaway
Outdoor spacesCleanlinessAir conditioning

Casa Sienna Calheta-A Spectacular Ocean View Place
WalkabilityOutdoor spacesIndoor spaces

Secluded cottage w pool, oceanside view, 3BR, 3BA
WalkabilityOutdoor spacesFamily

Beautiful apartment with Seaview
WalkabilityCheckoutAccuracy

House pc / private indoor pool
WalkabilityOutdoor spacesHospitality
Private, pet-friendly home rentals

Chalet Ladeira
WalkabilityOutdoor spacesComfort

Sunset House
WalkabilityOutdoor spacesHeating

Whale's Lodge - nature & relax & work
ParkingAccuracyComfort

Casa Keam
WalkabilityConditionHospitality

Casa Levada - Sea View House
Outdoor spacesWalkabilityWifi

Casa das Abertas, Sea View & Air Conditioning
WalkabilityOutdoor spacesDecor

Casa Anjinho-home in the country side
WalkabilityNearbyQuiet

Funchal Sunset Apartment
WalkabilityHospitalityCheckout
Destinations to explore
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- Praia do Porto do Seixal
- Zona Velha
- Monte Palace Tropical Garden
- Madeira Botanical Garden
- Praia da Calheta
- Casino da Madeira
- Ponta do Sol Beach
- 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
- Cristo Rei
- CR7 Museum
- Funchal Cable Car





