
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$6,277 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.

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
Outdoor spacesPetsBreakfast
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
Outdoor spacesWalkabilityLocation
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 spacesHospitality
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!
WalkabilityOutdoor spacesView
4.95 out of 5 average rating, 150 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.
WalkabilityOutdoor spacesGetting around
4.93 out of 5 average rating, 148 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.
Outdoor spacesWalkabilityQuiet
4.82 out of 5 average rating, 181 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
Outdoor spacesWalkabilityDecor
4.97 out of 5 average rating, 472 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 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.
WalkabilityOutdoor spacesLocation
4.99 out of 5 average rating, 145 reviews
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 spacesWalkabilityWifi
4.94 out of 5 average rating, 109 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.
WalkabilityOutdoor spacesAccuracy
4.89 out of 5 average rating, 180 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
WalkabilityOutdoor spacesBreakfast
4.95 out of 5 average rating, 158 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
Outdoor spacesPetsTV
4.98 out of 5 average rating, 103 reviewsPopular amenities for Estreito da Calheta pet-friendly home rentals
Pet-friendly house rentals

Private Beach House - Cais dos Anjos, Madeira
Outdoor spacesWalkabilityWifi
4.91 out of 5 average rating, 116 reviews
Casa da Ovelha, your bright and quiet house
WalkabilityPetsQuiet
4.8 out of 5 average rating, 142 reviews
BHF Residences Ying Yang
WalkabilityOutdoor spacesCheck-in
4.93 out of 5 average rating, 137 reviews
Casa "Just Nature" , Madeira Island
Outdoor spacesWalkabilityIndoor spaces
4.89 out of 5 average rating, 347 reviews
Pebble Beach House- Casa da Fajã
WalkabilityOutdoor spacesBreakfast
4.93 out of 5 average rating, 134 reviews
Rochinha house with pool and fabulous view
WalkabilityOutdoor spacesPool
4.84 out of 5 average rating, 162 reviews
Beautiful 4 bedroom farm house Casa dos Patos
Outdoor spacesPetsAccess
4.93 out of 5 average rating, 117 reviews
Casa do Terrāço - Quinta Falcões Do Sol
Outdoor spacesLaundryIndoor spaces
4.94 out of 5 average rating, 68 reviewsPet-friendly home rentals with a pool

Woodlovers Jardim® (Heated Pool Optional) - Unit 1
PetsOutdoor spacesWifi
4.96 out of 5 average rating, 134 reviews
House pc / private indoor pool
WalkabilityOutdoor spacesFamily
4.86 out of 5 average rating, 140 reviews
Dream View - City Apartment & Golf
WalkabilityPoolKitchen
4.89 out of 5 average rating, 101 reviews
Your home away from home in Madeira.
Outdoor spacesPetsHeating
4.88 out of 5 average rating, 282 reviews
Quinta do Perdigão Peace. Nature. Retreat.
WalkabilityOutdoor spacesLocation
4.95 out of 5 average rating, 92 reviews
House with sea view and heated saltwater pool
WalkabilityOutdoor spacesCheck-in
4.95 out of 5 average rating, 40 reviews
Casa das Terças | Infinity Pool & Ocean Views
Outdoor spacesWalkabilityIndoor spaces
5.0 out of 5 average rating, 43 reviews
Madeira Oceanfront Retreat - Direct Beach Access
Outdoor spacesWalkabilityCleanliness
5.0 out of 5 average rating, 7 reviewsPrivate, pet-friendly home rentals

Cyane's Nest
WalkabilityOutdoor spacesCheck-in
4.82 out of 5 average rating, 104 reviews
Casa Anjinho-home in the country side
WalkabilityViewAccess
4.98 out of 5 average rating, 46 reviews
Wonderful View Apartment, Great sunsets.
Long stayAir conditioningWifi
4.93 out of 5 average rating, 97 reviews
Melro's Place by Stay Madeira
WalkabilityOutdoor spacesFamily
4.97 out of 5 average rating, 75 reviews
Erdhaus by Interhome
Outdoor spacesHeatingParking
4.91 out of 5 average rating, 23 reviews
Casa do Cais - A romantic ocean front apartment
Outdoor spacesWalkabilityWifi
4.82 out of 5 average rating, 79 reviews
Villa Gabi | Ocean View
Outdoor spacesPetsLaundry
4.91 out of 5 average rating, 78 reviews
Encanto do Sol
Outdoor spacesWalkabilityDecor
5.0 out of 5 average rating, 20 reviewsDestinations to explore
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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
- Praia Machico
- Cabo Girão
- Praia de Garajau
- Complexo Balnear do Lido
- PR 11 - Vereda dos Balcões
- Casas Tipicas de Santana
- Fish Market
- Cristo Rei
- Blandy's Wine Lodge
- Madeira Whale Museum
- Ponta do Pargo
- Santa Catarina Park
- Cascata Dos Anjos
- CR7 Museum
- Sé do Funchal
- Clube de Golf Santo da Serra





