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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, Wi-Fi 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.

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Guest favourite
Home in Curral das Freiras

Paraíso dos caminhantes

Relaxe com toda a família neste alojamento tranquilo. Um espaço familiar, localizado no centro da Ilha da Madeira a 10m da bela e pitoresca localidade do Curral das Freiras. Uma casa isolada, para quem procura refugiar-se no meio da natureza, junto das sua família ou amigos. O lugar ideal para descansar e conviver. Para quem gosta de caminhadas na natureza poderá iniciar ou finalizar o seu percurso, a partir deste espaço, para o miradouro da boca dos namorados ou o miradouro da Eira do Serrado.

WalkabilityOutdoor spacesCheckout

4.82 out of 5 average rating, 181 reviews
Guest favourite
A private infinity pool is set against a backdrop of the ocean, surrounded by lush tropical plants. Comfortable seating, featuring blue cushions, faces the pool and ocean views, creating a relaxing outdoor space. The bright sky enhances the tranquil atmosphere.
Home in Funchal

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

WalkabilityOutdoor spacesPool

4.94 out of 5 average rating, 117 reviews
Top Guest favourite
A spacious terrace features a smooth wooden surface and a white railing, providing unobstructed views of the coastline and ocean. Sunlight bathes the area, highlighting the natural landscape of hills and the sea in the background.
Villa

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 spacesBathroom

5.0 out of 5 average rating, 116 reviews
Superhost
A charming outdoor space features a wooden pergola draped with sheer curtains, providing shade over a hot tub. Nearby, a seating area with dark wicker furniture is set against a backdrop of vibrant greenery and blooming flowers, along with a few white lounge chairs.
Apartment in Lombo Do Doutor

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 spacesAmenities

4.87 out of 5 average rating, 247 reviews
Top Guest favourite
An outdoor seating area is highlighted by a decorative pillow featuring a floral design, resting against a woven chair. In the background, the infinity pool overlooks the expansive blue Atlantic ocean, framed by a clear sky.
Home in Tabua

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 spacesCheckout

4.95 out of 5 average rating, 150 reviews
Guest favourite
A refreshing pool sits in the foreground, framed by lush greenery and palm trees. In the background, a charming two-story house features a terracotta roof and warm lighting, inviting relaxation. The garden area includes well-maintained landscaping, creating a serene outdoor atmosphere.
Villa in Ponta do Sol

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 spacesCheck-in

4.93 out of 5 average rating, 148 reviews
Guest favourite
A yurt is positioned amidst vibrant yellow flowers, set against a backdrop of lush greenery. The coastline and a winding road are visible in the distance, with the ocean meeting a partly cloudy sky, creating a serene and natural landscape.
Yurt in Ponta do Sol

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 spacesWalkabilityParking

4.97 out of 5 average rating, 472 reviews
Top Guest favourite
The exterior of a stone house features a garden with green grass, bordered by flower beds and fruit trees. The building showcases multiple windows with red accents, surrounded by a hillside landscape under a clear blue sky.
Home in Corujeira

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.

WalkabilityPetsCleanliness

4.99 out of 5 average rating, 145 reviews
Top Guest favourite
Condo in Madalena do Mar

Penthouse Marina Sol 20785/AL

Você vai adorar! Dormir/Relaxar ao som das ondas/Oceano Atlantico Privado!. Ecológico, dos melhores Penthouse com garagem. Privado, solarengo, completo com varanda, boas vistas mar e montanha. Sobre o mar, com esperguiçadeiras e um pequeno barbecue, com capacidade para 4 adultos e uma criança. Luz natural, Wi-Fi (alta velocidade) e muito Sol Pôr do Sol Fantástico

WalkabilityOutdoor spacesPool

4.94 out of 5 average rating, 109 reviews
Guest favourite
A cozy room features wooden walls and flooring, creating a natural ambiance. A spacious bed is dressed in light linens, complemented by a decorative throw. A small window allows natural light to enter, while a dark blue armchair adds a seating option in the corner.
Tiny home in Seixal

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 spacesWalkabilityHiking

4.89 out of 5 average rating, 180 reviews
Top Guest favourite
The image features a bright yellow house surrounded by palm trees and blooming foliage. A staircase leads to the entrance, which is illuminated by natural light. The upper balcony can be seen with decorative railing, enhancing the overall welcoming appearance of the property.
Home in Jardim do Mar

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 spacesWalkabilityLaundry

4.95 out of 5 average rating, 158 reviews
Guest favourite
A spacious infinity pool overlooks the coastline and ocean, surrounded by sun loungers and palm trees. The house features large glass doors that provide stunning views of the surrounding landscape. The tranquil setting highlights the connection between the property and its natural surroundings.
Home in Ponta do Sol

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

PetsWalkabilityAmenities

4.98 out of 5 average rating, 103 reviews

Popular amenities for Estreito da Calheta pet-friendly home rentals

Pet-friendly home rentals with a pool

Guest favourite
A private balcony features wooden flooring and modern furnishings, including a small table and chairs. A sliding glass door offers views into a comfortably furnished living area, while lush greenery enhances the outdoor space. The surrounding landscape is visible under a clear blue sky.
Cabin in Jardim do Mar

Woodlovers Jardim® (Heated Pool Optional) - Unit 1

WalkabilityPetsIndoor spaces

4.96 out of 5 average rating, 134 reviews
Guest favourite
An indoor swimming pool is featured, surrounded by large windows that offer natural light and views of the garden. The pool is filled with clear blue water, and a staircase leads into it. A dining area with tables is positioned nearby.
Home in Porto da Cruz

House pc / piscina interior privada

WalkabilityPetsHospitality

4.86 out of 5 average rating, 140 reviews
Guest favourite
Apartment in São Gonçalo

Dream View - City Apartment & Golf

WalkabilityQuietSleep quality

4.89 out of 5 average rating, 101 reviews
Guest favourite
A clear blue pool is surrounded by a wooden deck, featuring loungers for sunbathing. Lush greenery and tropical plants are positioned around the pool area, providing a serene backdrop. The sky is bright with a few clouds, enhancing the inviting outdoor space.
Home in Funchal

Your home away from home in Madeira.

Outdoor spacesPetsAir conditioning

4.88 out of 5 average rating, 282 reviews
Top Guest favourite
An outdoor terrace surrounds a rectangular swimming pool, alongside a stone structure with a red roof. Seating areas are arranged with umbrellas, providing shaded spots. Lush greenery, including fruit trees, is visible in the background, enhancing the natural setting.
Home in Ponta do Sol

Quinta do Perdigão - Paz. Natureza. Retiro.

PetsOutdoor spacesBeach

4.95 out of 5 average rating, 92 reviews
Guest favourite
A serene saltwater pool reflects the clear blue sky, bordered by a landscaped garden featuring various plants. The house's stone facade and outdoor seating area are visible in the background, contributing to a tranquil environment for relaxation.
Villa in Prazeres

Maison vue mer piscine d'eau salée chauffée

Outdoor spacesWalkabilityParking

4.95 out of 5 average rating, 40 reviews
Top Guest favourite
Home in Ponta do Sol

Casa das Terças | Infinity Pool & Ocean Views

Outdoor spacesWalkabilityComfort

5.0 out of 5 average rating, 43 reviews
Guest favourite
Apartment in Funchal

Madeira Oceanfront Retreat - Direct Beach Access

Outdoor spacesWalkabilityFamily

5.0 out of 5 average rating, 7 reviews