
Pet-friendly vacation rentals in Estreito da Calheta
Find and book unique pet-friendly homes on Airbnb
Quick stats about vacation rentals that are pet-friendly in Estreito da Calheta

Total vacation rentals
Explore 30 vacation rentals in Estreito da Calheta

Nightly prices starting at
Estreito da Calheta vacation rentals start at G$6,276 GYD per night before taxes and fees

Verified guest reviews
Over 1,290 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Vacation rentals with a pool
10 properties feature pools

Wi-Fi availability
30 of Estreito da Calheta vacation rentals include wi-fi 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!
Top-rated pet-friendly home rentals in Estreito da Calheta
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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
5.0 out of 5 average rating, 113 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!
4.87 out of 5 average rating, 245 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!
4.95 out of 5 average rating, 149 reviews
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.
4.92 out of 5 average rating, 146 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.
4.82 out of 5 average rating, 178 reviews
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
4.97 out of 5 average rating, 701 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.
4.96 out of 5 average rating, 133 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.
4.82 out of 5 average rating, 103 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.
4.88 out of 5 average rating, 170 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.
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
4.95 out of 5 average rating, 157 reviews
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
4.98 out of 5 average rating, 103 reviewsPopular amenities for Estreito da Calheta pet-friendly home rentals
Pet-friendly house rentals

Quinta da Tabua
4.99 out of 5 average rating, 144 reviews
Seafront Home in Old Town Funchal w Pool & Garden
4.94 out of 5 average rating, 116 reviews
Rochinha house with pool and fabulous view
4.84 out of 5 average rating, 161 reviews
Pebble Beach House- Casa da Fajã
4.92 out of 5 average rating, 133 reviews
Casa "Just Nature" , Madeira Island
4.89 out of 5 average rating, 347 reviews
BHF Residences Ying Yang
4.93 out of 5 average rating, 137 reviews
Madeira's last hidden mountain paradise!
4.84 out of 5 average rating, 86 reviews
Casa do Terrāço - Quinta Falcões Do Sol
4.94 out of 5 average rating, 66 reviewsPet-friendly home rentals with a pool

House pc / private indoor pool
4.86 out of 5 average rating, 140 reviews
Your home away from home in Madeira.
4.88 out of 5 average rating, 280 reviews
Amazing View Madeira
4.87 out of 5 average rating, 246 reviews
Casa das Terças | Infinity Pool & Ocean Views
5.0 out of 5 average rating, 41 reviews
House with sea view and heated saltwater pool
4.95 out of 5 average rating, 39 reviews
Tabua Lodge
5.0 out of 5 average rating, 24 reviews
Madeira Oceanfront Retreat - Direct Beach Access
5.0 out of 5 average rating, 6 reviews
Casa Bela Vista, Swimming pool and sea view
4.79 out of 5 average rating, 82 reviewsPrivate, pet-friendly home rentals

Casa Anjinho-home in the country side
4.98 out of 5 average rating, 45 reviews
Sun View House - Feels Like Home
5.0 out of 5 average rating, 59 reviews
Wonderful View Apartment, Great sunsets.
4.93 out of 5 average rating, 96 reviews
Erdhaus by Interhome
4.9 out of 5 average rating, 21 reviews
Casa das Abertas, Jacuzzi, Sea View & A/C
4.92 out of 5 average rating, 88 reviews
Villa Gabi | Ocean View
4.91 out of 5 average rating, 78 reviews
Mar Adentro, Vista Magnifica sobre a Baía
4.91 out of 5 average rating, 98 reviews
Casa do Cais - A romantic ocean front apartment
4.82 out of 5 average rating, 78 reviewsDestinations to explore
- Funchal Vacation rentals
- Caniço Vacation rentals
- Arco da Calheta Vacation rentals
- Ribeira Brava Vacation rentals
- Madeira Island Vacation rentals
- Porto Santo Vacation rentals
- Machico Vacation rentals
- La Palma Vacation rentals
- Câmara de Lobos Vacation rentals
- Ponta do Sol Vacation rentals
- San Cristóbal de La Laguna Vacation rentals
- São Vicente Vacation rentals
- Beachfront rentals Estreito da Calheta
- House rentals Estreito da Calheta
- Apartment rentals Estreito da Calheta
- Rentals with a hot tub Estreito da Calheta
- Rentals with pools Estreito da Calheta
- Villa 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
- Cottage rentals Estreito da Calheta
- Beach house rentals Estreito da Calheta
- Pet-friendly rentals Madeira Island
- Pet-friendly rentals Madeira
- Pet-friendly rentals Portugal
- Praia do Porto do Seixal
- Monte Palace Tropical Garden
- Zona Velha
- Praia da Calheta
- Madeira Botanical Garden
- Ponta do Sol Beach
- Casino da Madeira
- Porto Moniz Natural Swimming Pools
- Praia Machico
- Complexo Balnear do Lido
- Cabo Girão
- Praia de Garajau
- PR 11 - Vereda dos Balcões
- Casas Tipicas de Santana
- Fish Market
- Blandy's Wine Lodge
- Madeira Whale Museum
- Cristo Rei
- Ponta do Pargo
- Santa Catarina Park
- Cascata Dos Anjos
- CR7 Museum
- Sé do Funchal
- Clube de Golf Santo da Serra





