
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 ﺩ.ﺇ 110 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
Outdoor spacesWalkabilityAir conditioning

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 spacesWalkabilityFamily

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 spacesWalkabilityHospitality

Secluded cottage w pool, oceanside view, 3BR, 3BA
Enjoy the unique duality of the Seaside x Mountain Madeiran landscape in one of the sunniest and warmest locations of the Island. Located between Ribeira Brava (4km) and Ponta do Sol (3,5km), the house provides the most breathtaking views but is still close and easy to get to surrounding villages, beaches, and levada walks. Take your time to relax in the porch, in the garden or by the pool, freshen up with a dip, prepare a barbecue for the family, or have a charming dinner under the stars.
WalkabilityOutdoor spacesBreakfast

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 spacesWalkabilityHospitality

Quinta da Tabua
Preparamos esta casa a pensar no seu conforto e descanso. O local é calmo com uma vista fantástica sobre o mar e as montanhas. Dispõe de um jardim com algumas arvores de fruto e de um alpendre que lhe permite relaxar e sentir a brisa, enquanto lê um livro. Pode preparar as refeições na churrasqueira ou na cozinha, relaxar e ver televisão na sala, gozar do conforto dos quartos, apetrechados com colchões de elevada qualidade e tomar um duche bem quente e repousado.
PetsOutdoor spacesHeating

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.
PetsOutdoor spacesFamily

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.
Outdoor spacesWalkabilityGetting around

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.
Outdoor spacesWalkabilityBathroom

Sofia's Place
In Sofia's Place (House of Sofia) breathes the spirit and the culture in a cosmopolitan and sophisticated accommodation in the heart of one of the most exclusive and romantic dream in the world. The contrast provides intense experiences. ATTENTION to : outras informações
Outdoor spacesWalkabilityAccuracy

Relax Over The Sea -12391/AL
Beautiful spacious villa perched on the cliff top, stunning views of the Atlantic Ocean, its swimming pool with infinite plane over the ocean provides fantastic and relaxing moments for larger families in the sunniest located part of the island
PetsOutdoor spacesComfort

Soalheira Studio Beach Side III
Suite Premium para desfrutar da beleza natural em torno desta escapadela histórica numa das mais antigas zonas da vila da Calheta, junto ao mar, com praia a poucos metros, supermercado, jardins e muitos mais para conhecer!
Outdoor spacesWalkabilityComfort
Popular amenities for Estreito da Calheta pet-friendly home rentals
Pet-friendly house rentals

Casa "Just Nature" , Madeira Island
Outdoor spacesWalkabilityWifi

BHF Residences Ying Yang
WalkabilityOutdoor spacesHeating

Paraíso dos caminhantes
Outdoor spacesWalkabilityLaundry

Pebble Beach House- Casa da Fajã
Outdoor spacesWalkabilityLaundry

Rochinha house with pool and fabulous view
PetsWalkabilityParking

Casa do Terrāço - Quinta Falcões Do Sol
Outdoor spacesCleanlinessAccess

Eco Fajã Villas - Deluxe - 60m above sea level
Outdoor spacesGetting aroundAmenities

View, Sun & Serenity Calheta - 2 apartments house
ComfortViewHospitality
Pet-friendly home rentals with a pool

Painters Cottage w Pool & balcony Old Town Funchal
Outdoor spacesWalkabilityGrill

House pc / piscina interior privada
WalkabilityPetsGetting around

Dream View - City Apartment & Golf
WalkabilityBathroomLocation

Your home away from home in Madeira.
Outdoor spacesPetsBreakfast

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

Maison vue mer piscine d'eau salée chauffée
WalkabilityOutdoor spacesCleanliness

Casa das Terças | Infinity Pool & Ocean Views
WalkabilityOutdoor spacesCondition

Madeira Oceanfront Retreat - Direct Beach Access
WalkabilityOutdoor spacesDecor
Private, pet-friendly home rentals

Cyane's Nest
WalkabilityOutdoor spacesAccess

Melro's Place by Stay Madeira
WalkabilityOutdoor spacesIndoor spaces

Wonderful View Apartment, Great sunsets.
Indoor spacesParkingSleep quality

Encanto do Sol
Outdoor spacesWalkabilityKitchen

Villa Gabi | Ocean View
WalkabilityOutdoor spacesAmenities

Sun View House - Feels Like Home
Outdoor spacesWalkabilitySleep quality

Mar Adentro, Vista Magnifica sobre a Baía
WalkabilityOutdoor spacesAccess

Casa do Cais - A romantic ocean front apartment
Outdoor spacesWalkabilityPool
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- Praia do Porto do Seixal
- Zona Velha
- Monte Palace Tropical Garden
- Praia da Calheta
- Madeira Botanical Garden
- Ponta do Sol Beach
- 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
- Blandy's Wine Lodge
- Madeira Whale Museum
- Ponta do Pargo
- Santa Catarina Park
- Cascata Dos Anjos
- CR7 Museum
- Sé do Funchal
- Clube de Golf Santo da Serra





