
Pet-friendly holiday rentals in Estreito da Calheta
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Top-rated pet-friendly home rentals in Estreito da 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!

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.

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

Stonelovers® (Heated Pool Optional) - Unit3
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 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.

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.

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 Amarela - Apartment
Bright 1-bedroom apartment, fully equipped kitchen, located in the picturesque village of Câmara de Lobos. Close to restaurants, supermarkets. Parking lot and laundry for guests. Capacity for 3 guests + child up to 2 years old accommodated in a crib.

Rochinha house with pool and fabulous view
Rochinha’s house is sea view, situated in the ancient and noble part of the city of Funchal. There are two bedrooms, two bathrooms, one kitchen and two living-rooms. There’s also a lovely garden with swimming pool and hammock where you can relax.
Popular amenities for Estreito da Calheta pet-friendly home rentals
Pet-friendly house rentals

Casa da Janela - Wood

Villa Leonardo

Ideia Cottage - Sea View

ponta delgada Beco House

BHF Residences Ying Yang

Little Escape Madeira

Casa Do Sol

Stone House
Pet-friendly home rentals with a pool

House with sea view and heated saltwater pool

Madeira Oásis – 25% April (2 a 8 px)

A Peaceful Getaway

Tabua Lodge

Beautiful apartment with Seaview

Susy's Garden

House pc / private indoor pool

Socalco Nature Calheta - Hall House
Private, pet-friendly home rentals

Casa da Rocha

S A L - Village Flat 1

Traditional Madeiran farm house

Kanela Guest House B-Side

Villa Gabi | Ocean View

Yellow Door House

CasadaOvelha 2, modern & spacious villa in Calheta

Hikers' paradise
Quick stats about holiday rentals that are pet-friendly in Estreito da Calheta

Total holiday rentals
Explore 40 holiday rentals in Estreito da Calheta

Nightly prices starting at
Estreito da Calheta holiday rentals start at $25 SGD per night before taxes and fees

Verified guest reviews
Over 1,440 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
10 properties feature pools

Wifi availability
40 of Estreito da Calheta holiday rentals include wifi 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!
Destinations to explore
- Funchal Holiday rentals
- Madeira Island Holiday rentals
- La Palma Holiday rentals
- Porto Santo Holiday rentals
- Ponta do Sol Holiday rentals
- Machico Holiday rentals
- Calheta Holiday rentals
- Santa Cruz de La Palma Holiday rentals
- Arco da Calheta Holiday rentals
- São Vicente Holiday rentals
- Ribeira Brava Holiday rentals
- Caniço Holiday rentals
- Rentals with a patio Estreito da Calheta
- Waterfront rentals Estreito da Calheta
- Rentals with pools Estreito da Calheta
- Beach house rentals Estreito da Calheta
- Rentals with a firepit Estreito da Calheta
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- House rentals Estreito da Calheta
- Beachfront rentals Estreito da Calheta
- Rentals with beach access Estreito da Calheta
- Flat rentals Estreito da Calheta
- Rentals with a hot tub Estreito da Calheta
- Rentals with a fireplace Estreito da Calheta
- Rentals with outdoor seating Estreito da Calheta
- Cottage rentals Estreito da Calheta
- Villa rentals Estreito da Calheta
- Family-friendly rentals Estreito da Calheta
- Rentals with a washing machine and dryer Estreito da Calheta
- Pet-friendly rentals Madeira
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- 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
- Clube de Golf Santo da Serra
- Zona Velha
- Pico dos Barcelos
- Praia Machico
- Complexo Balnear do Lido
- Porto Moniz Natural Swimming Pools
- Fish Market
- Sé do Funchal
- Casas Tipicas de Santana
- Blandy's Wine Lodge
- Pico Do Areeiroo
- PR 11 - Vereda dos Balcões
- Cristo Rei
- CR7 Museum
- Santa Catarina Park
- Cabo Girão
- Praia de Garajau




