
Pet-friendly holiday rentals in Calheta
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Top-rated pet-friendly home rentals in Calheta
Guests agree: These pet-friendly homes are highly rated for location, cleanliness and more.

Old Town Funchal Seafront villa Pool & garden
Beachfront design home featured in Conde Nast Traveller w private swimming pool & tropical garden in the Old Town of Funchal. Just 200m, 5min walk to the city center, beach & restaurants. Free street parking & fast internet. 2 bedroom villa w 2 bathrooms, living room & kitchen w unlimited sea views. Stylish interiors & lots of outside relaxing, sunbathing & dining space with BBQ. Tropical oasis in the city - feels like the countryside. Perfect base to explore Madeira´s hikes & beaches in style

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!

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!

Palheiro Jardim Avó Graça [Grandma Graça's Garden]
The sea and the mountains are so close to you. Nature at its best. This site shows what the typical shelter of the ancient shepherds here on Madeira Island called Palheiro was like. Its function was to be the shelter for the shepherd/farmer to put the animals and store the products taken from the land and their food, such as cattle and goats. It was a place without great resources, very simple. The Palheiro do Jardim da Avó Graça is SLIGHTLY adapted to our times. It is a Rustic Place.

Papaia Yurt ~ EcoGlamping 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 Bar, and stunning views of the sea and waterfall. 💧🌿 More pictures and vibes: @cantodasfontes

Woodlovers Mar® (Heated Pool Optional) - Unit 2
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.

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.

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

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.

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).

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

Casa Jean - Wooden house with sea view
Our wooden house, completed in the summer of 2013, is located away from the tourist strongholds in the sunniest spot of Madeira, in Ponta Do Sol. Surrounded by banana fields, you can enjoy the fantastic view of the Atlantic Ocean.
Popular amenities for Calheta pet-friendly home rentals
Pet-friendly house rentals

Traditional Madeiran farm house

21Bananas

Rochinha house with pool and fabulous view

Ideia Cottage - Sea View

Casa Sienna Calheta-A Spectacular Ocean View Place

ponta delgada Beco House

Pebble Beach House- Casa da Fajã

BHF Residences Ying Yang
Pet-friendly home rentals with a pool

Dream View - City Apartment & Golf

A Peaceful Getaway

Hibiscus House by YOUR KEY Madeira

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

Susy's Garden

Infinity Pool and Open Views at Savoy Insular

Beautiful apartment with Seaview

House, Funchal, pool, sea view, quiet, families
Private, pet-friendly home rentals

Sidewalk Corner

Casa Levada - Sea View House

Villa Gabi | Ocean View

Garajau House - Sunrise to Sunset Ocean View Villa

Quintinha de Palmyra in a private park

Stone House

Hikers' paradise

Near Levadas Pico Ruivo. In the centre of Santana
Quick stats about holiday rentals that are pet-friendly in Calheta

Total holiday rentals
Explore 50 holiday rentals in Calheta

Nightly prices starting at
Calheta holiday rentals start at $57 AUD per night before taxes and fees

Verified guest reviews
Over 2,160 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

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
50 of Calheta holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Calheta rentals

4.8 Average rating
Calheta stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Funchal Holiday rentals
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- Rentals with outdoor seating Calheta
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- Rentals with pools Calheta
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- Family-friendly rentals Calheta
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- Beachfront rentals Calheta
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- Rentals with a washing machine and dryer Calheta
- Pet-friendly rentals Madeira
- Pet-friendly rentals Portugal
- Praia do Porto do Seixal
- Madeira Botanical Garden
- Monte Palace Tropical Garden
- Casino da Madeira
- Praia da Madalena do Mar
- Praia da Calheta
- Ponta do Sol Beach
- Zona Velha
- Clube de Golf Santo da Serra
- Praia Machico
- Pico dos Barcelos
- Sé do Funchal
- Porto Moniz Natural Swimming Pools
- Complexo Balnear do Lido
- Fish Market
- Casas Tipicas de Santana
- Pico Do Areeiroo
- CR7 Museum
- Blandy's Wine Lodge
- PR 11 - Vereda dos Balcões
- Madeira Whale Museum
- Cristo Rei
- Cabo Girão
- Santa Catarina Park




