
Holiday rentals in Estreito da Calheta
Find and book unique accommodation on Airbnb
Quick stats about holiday rentals in Estreito da Calheta

Total holiday rentals
Explore 310 holiday rentals in Estreito da Calheta

Nightly prices starting at
Estreito da Calheta holiday rentals start at $39 SGD per night before taxes and fees

Verified guest reviews
Over 11,170 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Holiday rentals with a pool
150 properties feature pools

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wifi availability
310 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!
Top-rated holiday rentals in Estreito da Calheta
Guests agree: these stays are highly rated for location, cleanliness and more.

Beatriz's little house
Hello! We are Sonia, Elio and our daughter Beatriz. Our goal is to make your vacation unforgettable!! Welcome to our home!! The "Casinha da Beatriz" is located in Santana, land of typical houses, ex-libris and tourist poster of the island of Madeira. They were houses composed of an attic, where agricultural products were kept, and a ground floor with the living area. We rebuilt one of these typical "little houses," dating back to 1950, with all the comforts of today. It overlooks the sea/mountains.

NEW! Madeira's last hidden mountain paradise!
Welcome to On the Rocks, your off-grid retreat where serenity meets full seclusion. Surrounded by the soothing sounds of cascading waterfalls, unwind with panoramic views that stretch across the horizon. Nestled in the heart of the island (15 min to both coasts), with hiking trails at your doorstep, you’re perfectly positioned to explore or relax. Whether seeking adventure or sun-soaked relaxation, this peaceful sanctuary offers the perfect balance—a home base to discover or a haven to recharge.

Grey Rock Villa
The Grey Rock Villa proposes 2 en-suite bedrooms for up to 4 guests, and great facilities such as its private heated infinity swimming pool, designer fireplace and kitchen islet and other luxurious pieces of equipment. It blends harmoniously in the cliffy landscape and with the neighbouring 1 bedroom Beige Rock Villa while offering large views over the Atlantic ocean. The Rock Villas can also be rented together: a peaceful and stylish getaway on the South West coast of the island of Madeira.

Villa Rada, by Pausa Holiday Rentals
This stylish two-level villa features three bedrooms, each with its own private bathroom, plus an additional guest WC. The open-plan interior offers a bright, welcoming atmosphere with air conditioning and contemporary design. Outside, enjoy a private pool, barbecue area, comfortable sun loungers, and an outdoor dining area, all set against stunning sea and mountain views. Located in a peaceful area of the island, it’s the perfect place to relax and experience Madeira in comfort and style.

MG House
Um oásis no coração da Zona Oeste da Madeira orientado a sul e com um pôr do sol fantástico. Zona residencial calma e com bons acessos. A 5min da praia, comércio e restaurantes e com uma ótima localização para explorar a ilha. Uma casa moderna com piscina de água salgada e aquecida (mediante pagamento), boas áreas, churrasqueira, zona de solário, jardim com ervas aromáticas, ginásio e estacionamento. Toda a casa é climatizada e com uma cozinha equipada para celebrar ótimos momentos.

Be adventurous , something completely different 2
Located in the north-western part of the island ,its an amazing location protected by conservation laws that have kept the area free of over development. With epic mountain and sea-views (the photos don't do it justice) the tents are located 450m above the coastline. If a place to relax and unwind is what you after then this would be the place to come to. There are also some amazing levada walks to explore in the area.There are three tents on the property so you might neighbours.

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

Madeira Black Sand House by Stay Madeira Island
Stay Madeira Island presents Madeira Black Sand Beach House! Set on the north coast of Seixal beach, Madeira Black Sand Beach House offers a dream view towards the black sand and the deep blue sea surrounded by green cliffs. This century old stone house has been with the same family for 30 years and was used as a weekend second home. The owners decided to share this unique spot with the world and the refurbished plan had the guest's comfort in mind.

Casa das Moirinhas
A dream come true. An old haystack carefully transformed into a haven by the ocean, with sweeping views over the Atlantic and the village of Paul do Mar. Located on a royal road, Casa das Moirinhas is designed for those seeking tranquility and contact with nature in a unique setting. Where the blue of the ocean meets the deep green of the mountains, creating a serene and inspiring environment, ideal for switching off, slowing down and relaxing.

Wonderful tranquil villa with pool|Casa Laranja
Escape to this beautiful villa, perfectly located in a peaceful setting overlooking green fields and with panoramic views of the ocean, within easy walking distance of facilities. Ideal for families, friends and couples, the villa offers an infinity pool and everything you need for an unforgettable stay in Madeira. This stylish villa is set across two floors the contemporary design offers comfort and relaxation in an informal setting.

Meu Pé de Cacau - Studio Papaya in Paúl do Mar
Meu Pé de Cacau is a tropical fruit garden surrounded by dramatic cliffs to the north-east and the vast Atlantic Ocean to the south-west. Four beautifully designed and sustainably built studios share the property with an infinity pool, social areas and luxurious plantations hosting hundreds of different tropical fruits, planted on traditional agricultural terraces hand crafted in basalt stone.

Bella Vista (Heated Pool & Private Parking)
Welcome to Bella Vista, a modern villa built with high standards, offering comfortable accommodation for up to 6 guests. Enjoy unique privacy and peacefulness in this stylish getaway that offers a private heated pool and extraordinary views of Arco da Calheta. Offering all amenities needed for a perfect holiday! Approximately 10 minutes drive to Calheta Beach & 45 minutes to the airport.
Popular amenities for Estreito da Calheta holiday rentals
Other great holiday rentals in Estreito da Calheta

Sun&Salt | Ocean view

Villa Arco-Iris, a Home in Madeira

CASA SOL E VISTA 2

Stunning 3BR Villa | Ocean-View, Private Pool

Casa da Lombada

Vi Naturae Glamping - Sea View Dome

Villas Calhau da Lapa 10

Villa Anita ,beautiful sunset,Air conditioner
Frequently Asked Questions
Are there family-friendly vacation rentals in Estreito da Calheta?
Estreito da Calheta has more than 220 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in apartment rentals in Estreito da Calheta?
Experience the best of Estreito da Calheta with our apartment rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Estreito da Calheta?
Four-legged friends are welcome in Estreito da Calheta. Choose from more than 30 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Estreito da Calheta?
Yes! Work meets play with ease at over 90 vacation rentals in Estreito da Calheta featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Estreito da Calheta vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 150 vacation homes with pools in Estreito da Calheta, available on Airbnb. Make a splash and soak up the sun in style!
Do apartment rentals in Estreito da Calheta have air conditioning?
Absolutely! We offer over 20 apartment rentals with air conditioning in Estreito da Calheta. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Estreito da Calheta have a kitchen?
Absolutely! We offer over 80 apartment rentals with a kitchen in Estreito da Calheta. Enjoy a tailored experience with all the comforts you desire.
Do cottage rentals in Estreito da Calheta have wifi?
Absolutely! We offer over 10 cottage rentals with wifi in Estreito da Calheta. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Estreito da Calheta have free parking?
Absolutely! We offer over 70 apartment rentals with free parking in Estreito da Calheta. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Apartment Rentals in Estreito da Calheta?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 70 homes with free parking, over 80 homes with a kitchen, over 20 homes with air conditioning, over 90 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Destinations to explore
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- Rentals with a patio Estreito da Calheta
- Beachfront rentals Estreito da Calheta
- House rentals Estreito da Calheta
- Rentals with a firepit Estreito da Calheta
- Pet-friendly rentals Estreito da Calheta
- Rentals with a washing machine and dryer Estreito da Calheta
- Flat 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
- Rentals with a fireplace Estreito da Calheta
- Beach house rentals Estreito da Calheta
- Rentals with outdoor seating Estreito da Calheta
- Praia do Porto do Seixal
- Madeira Botanical Garden
- Monte Palace Tropical Garden
- Casino da Madeira
- Zona Velha
- Praia da Calheta
- Ponta do Sol Beach
- Praia Machico
- Porto Moniz Natural Swimming Pools
- Complexo Balnear do Lido
- Praia de Garajau
- Pico Do Areeiroo
- Cabo Girão
- PR 11 - Vereda dos Balcões
- Sé do Funchal
- Fish Market
- Ponta do Pargo
- Madeira Whale Museum
- Casas Tipicas de Santana
- Santa Catarina Park
- Cristo Rei
- Blandy's Wine Lodge
- Funchal Cable Car
- CR7 Museum





