
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 $52 NZD 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.

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
WalkabilityPetsValue
4.94 out of 5 average rating, 117 reviews
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 spacesCheck-in
5.0 out of 5 average rating, 116 reviews
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 spacesBarbecue
4.87 out of 5 average rating, 247 reviews
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 spacesWalkabilityParking
4.95 out of 5 average rating, 150 reviews
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 spacesIndoor spaces
4.82 out of 5 average rating, 182 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
WalkabilityOutdoor spacesCheck-in
4.97 out of 5 average rating, 472 reviews
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.
WalkabilityPetsHospitality
4.96 out of 5 average rating, 134 reviews
Cyane's Nest
Cyane's Nest , on the top level of a typical Madeiran cottage you will find this apartment. It consists of one double bedroom; a fully equipped open plan kitchen and lounge area with a double bed sofa which is ideal for children. Outside there is an open varanda where you can have your meals and enjoy the wonderful view. There is a private parking. Here, you will find peace and tranquillity on this beautiful rural village, Arco da Calheta.
WalkabilityOutdoor spacesQuiet
4.82 out of 5 average rating, 104 reviews
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 you read a book. You can prepare meals at the barbecue or in the kitchen, relax and watch TV in the living room, enjoy the comfort of the bedrooms, equipped with high quality mattresses and take a very warm, rested shower.
PetsOutdoor spacesComfort
4.99 out of 5 average rating, 145 reviews
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.
Outdoor spacesWalkabilityBathroom
4.89 out of 5 average rating, 180 reviews
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.
WalkabilityPetsBarbecue
4.8 out of 5 average rating, 142 reviews
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 spacesWalkabilityCheck-in
4.95 out of 5 average rating, 159 reviewsPopular amenities for Estreito da Calheta pet-friendly home rentals
Pet-friendly house rentals

Casa "Just Nature" , Madeira Island
WalkabilityOutdoor spacesBathroom
4.89 out of 5 average rating, 349 reviews
Private Beach House - Cais dos Anjos, Madeira
Outdoor spacesWalkabilityHospitality
4.91 out of 5 average rating, 116 reviews
BHF Residences Ying Yang
WalkabilityOutdoor spacesCheck-in
4.93 out of 5 average rating, 137 reviews
Pebble Beach House- Casa da Fajã
WalkabilityOutdoor spacesQuiet
4.93 out of 5 average rating, 134 reviews
Casa do Terrāço - Quinta Falcões do Sol
Outdoor spacesCleanlinessNearby
4.94 out of 5 average rating, 69 reviews
Eco Fajã Villas - Deluxe - 60m above sea level
Outdoor spacesGetting aroundView
5.0 out of 5 average rating, 6 reviews
Madeira's last hidden mountain paradise!
Outdoor spacesWalkabilityIndoor spaces
4.83 out of 5 average rating, 87 reviews
Erdhaus by Interhome
Outdoor spacesHeatingCleanliness
4.92 out of 5 average rating, 24 reviewsPet-friendly home rentals with a pool

Secluded cottage w pool, oceanside view, 3BR, 3BA
WalkabilityOutdoor spacesBarbecue
4.93 out of 5 average rating, 148 reviews
Dream View - City Apartment & Golf
WalkabilityCheckoutBathroom
4.89 out of 5 average rating, 101 reviews
Rochinha house with pool and fabulous view
PetsWalkabilityView
4.84 out of 5 average rating, 162 reviews
Your home away from home in Madeira.
Outdoor spacesWalkabilityValue
4.88 out of 5 average rating, 282 reviews
New-1 bedroom apartment-infinity pool-free parking
Outdoor spacesWalkabilityAccuracy
4.88 out of 5 average rating, 118 reviews
House pc / private indoor pool
Outdoor spacesWalkabilityCleanliness
4.86 out of 5 average rating, 141 reviews
Madeira Oceanfront Retreat - Direct Beach Access
WalkabilityOutdoor spacesAccuracy
5.0 out of 5 average rating, 7 reviews
House with sea view and heated saltwater pool
Outdoor spacesWalkabilityCleanliness
4.95 out of 5 average rating, 41 reviewsPrivate, pet-friendly home rentals

Penthouse Marina Sol 20785/AL
Outdoor spacesWalkabilityAccuracy
4.94 out of 5 average rating, 109 reviews
Encanto do Sol
WalkabilityOutdoor spacesIndoor spaces
5.0 out of 5 average rating, 20 reviews
Melro's Place by Stay Madeira
Outdoor spacesWalkabilityFamily
4.97 out of 5 average rating, 75 reviews
Casa do Cais - A romantic ocean front apartment
WalkabilityOutdoor spacesQuiet
4.82 out of 5 average rating, 79 reviews
Casa Anjinho-home in the country side
WalkabilityDecorBarbecue
4.98 out of 5 average rating, 47 reviews
Wonderful View Apartment, Great sunsets.
Sleep qualityHeatingQuiet
4.93 out of 5 average rating, 97 reviews
Sunset House
WalkabilityOutdoor spacesKitchen
4.92 out of 5 average rating, 48 reviews
Seaside Beach House Paul do Mar
Outdoor spacesWalkabilityLong stay
4.85 out of 5 average rating, 84 reviewsDestinations to explore
- Funchal Holiday rentals
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- Arco da Calheta Holiday rentals
- Ribeira Brava Holiday rentals
- Madeira Island Holiday rentals
- Porto Santo Holiday rentals
- Machico Holiday rentals
- La Palma Holiday rentals
- Câmara de Lobos Holiday rentals
- Ponta do Sol Holiday rentals
- San Cristóbal de La Laguna Holiday rentals
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- House rentals Estreito da Calheta
- Apartment rentals Estreito da Calheta
- Rentals with a hot tub Estreito da Calheta
- Rentals with pools Estreito da Calheta
- Beachfront rentals Estreito da Calheta
- Waterfront rentals Estreito da Calheta
- Family-friendly rentals Estreito da Calheta
- Rentals with beach access Estreito da Calheta
- Chalet rentals Estreito da Calheta
- Villa rentals Estreito da Calheta
- Beach house rentals Estreito da Calheta
- Cottage rentals Estreito da Calheta
- Pet-friendly rentals Madeira Island
- Pet-friendly rentals Madeira
- Pet-friendly rentals Portugal
- 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





