
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
PetsOutdoor spacesDecor

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 spacesWalkabilityLong stay

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

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 spacesKitchen

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.
Outdoor spacesWalkabilityGetting around

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 spacesWalkabilityCheckout

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 spacesWalkabilityCondition

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.
Outdoor spacesWalkabilityWi-Fi

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 spacesWalkabilityAccuracy

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 spacesCheck-in

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 spacesWalkabilityCleanliness

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
WalkabilityPetsCheck-in
Popular amenities for Estreito da Calheta pet-friendly home rentals
Pet-friendly house rentals

Private Beach House - Cais dos Anjos, Madeira
WalkabilityOutdoor spacesBarbecue

Casa da Ovelha, your bright and quiet house
PetsOutdoor spacesKitchen

BHF Residences Ying Yang
WalkabilityOutdoor spacesIndoor spaces

Casa "Just Nature" , Madeira Island
Outdoor spacesWalkabilityLaundry

Pebble Beach House- Casa da Fajã
Outdoor spacesWalkabilityView

Rochinha house with pool and fabulous view
Outdoor spacesWalkabilityCheck-in

Beautiful 4 bedroom farm house Casa dos Patos
WalkabilityPetsCondition

Casa do Terrāço - Quinta Falcões do Sol
Outdoor spacesDecorLocation
Pet-friendly home rentals with a pool

Woodlovers Jardim® (Heated Pool Optional) - Unit 1
WalkabilityOutdoor spacesQuiet

House pc / private indoor pool
PetsOutdoor spacesBathroom

Dream View - City Apartment & Golf
WalkabilityAir conditioningBathroom

Your home away from home in Madeira.
Outdoor spacesPetsHospitality

Quinta do Perdigão Peace. Nature. Retreat.
WalkabilityOutdoor spacesLocation

House with sea view and heated saltwater pool
Outdoor spacesWalkabilityGetting around

Casa das Terças | Infinity Pool & Ocean Views
Outdoor spacesWalkabilityBeach

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

Cyane's Nest
Outdoor spacesWalkabilityGetting around

Casa Anjinho-home in the country side
WalkabilityConditionBeach

Wonderful View Apartment, Great sunsets.
ViewWi-FiParking

Melro's Place by Stay Madeira
WalkabilityOutdoor spacesBeach

Erdhaus by Interhome
Outdoor spacesConditionView

Casa do Cais - A romantic ocean front apartment
WalkabilityOutdoor spacesCheck-in

Villa Gabi | Ocean View
WalkabilityPetsBeach

Encanto do Sol
WalkabilityOutdoor spacesSleep quality
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- 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
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- PR 11 - Vereda dos Balcões
- Casas Tipicas de Santana
- Fish Market
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- Blandy's Wine Lodge
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- Ponta do Pargo
- Santa Catarina Park
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- CR7 Museum
- Sé do Funchal
- Clube de Golf Santo da Serra





