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Vacation rentals in Estreito da Calheta

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Estreito da Calheta

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
A modern villa is presented with a vibrant red accent wall. An outdoor dining area, equipped with several chairs and a table, is positioned adjacent to a heated swimming pool. Lush greenery complements the tranquil setting, with large glass doors inviting natural light into the interior.
Villa in Paul do Mar
5 out of 5 average rating, 12 reviews

Casa MaBu by Your Madeira Rentals

This uniquely located villa right by the sea in the popular and fabulous fishing town of Paul do Mar, invites you to spend magical and special moments. The stylish interior, as well as the very large outdoor area with heated pool, outdoor shower, garden and terrace offers all the ingredients for an unforgettable holiday experience with the whole family. Let yourself be enchanted by the small Madeiran fishing town and enjoy a few relaxing days away from the hustle and bustle of the big city.

Guest favorite
Home in Estreito da Calheta
5 out of 5 average rating, 5 reviews

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.

Top guest favorite
A secluded orange tent is positioned against a stunning sunset over the ocean. Vibrant colors fill the sky, with clouds gently illuminated. Lush greenery surrounds the tent, providing a sense of intimacy with nature in a tranquil, elevated setting.
Yurt in Ponta do Sol
4.97 out of 5 average rating, 682 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

Guest favorite
An outdoor dining area is set up under a wooden gazebo, featuring a large table surrounded by metal chairs. A picturesque view of the ocean and cliffs is visible in the background, illuminated by the warm glow of sunset. The space includes decorative lights strung overhead.
Villa in Seixal
4.92 out of 5 average rating, 183 reviews

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.

Top guest favorite
Tiny home in Fajã da Ovelha
4.96 out of 5 average rating, 76 reviews

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.

Superhost
Villa in Prazeres
5 out of 5 average rating, 3 reviews

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.

Top guest favorite
Home in Faja da Ovelha
4.92 out of 5 average rating, 53 reviews

Casa do Terrāço - Quinta Falcões Do Sol

Casa Terrãço is a restored traditional stone house that combines the unique charm of a centuries-old structure with modern comfort. The house features an open floor plan on the first level with a fully equipped kitchen and living space that offers unobstructed ocean views through a three-meter glass door. The top floor contains a spacious bedroom that opens to a large private terrace, providing breathtaking views of the ocean.

Top guest favorite
An infinity pool stretches over a wooden deck, with views of the expansive Atlantic Ocean and dramatic cliffs. Sunlight reflects off the water's surface, enhancing the serene atmosphere. Surrounding greenery complements the natural setting, inviting relaxation and contemplation.
Apartment in Paul do Mar
4.99 out of 5 average rating, 214 reviews

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.

Superhost
An aerial view reveals two modern villas set within well-maintained gardens, featuring a private heated swimming pool and sun loungers. The terraced layout showcases a mix of greenery and stone pathways, seamlessly integrated into the surrounding landscape.
Villa in Estreito da Calheta
5 out of 5 average rating, 7 reviews

The Rock Villas

The Rock Villas proposes 3 bedrooms for up to 6 guests, and great facilities such as its private heated swimming pools and other luxurious pieces of equipment. The 2 recent constructions blend harmoniously in the cliffy landscape while offering large views over the Atlantic ocean: a peaceful and stylish getaway on the South West coast of the island of Madeira.

Guest favorite
A private heated pool reflects the serene colors of the sunset, set against a backdrop of the ocean. A wooden deck surrounds the pool, complemented by glass railings for an unobstructed view of the landscape.
Home in Arco da Calheta
5 out of 5 average rating, 51 reviews

A&M House II

A&M House II, the perfect place to enjoy your best vacation on Madeira Island. Located in a quiet area with a mild climate, it offers guests all the comfort they need to feel at home. Its stunning views make every evening unforgettable with its stunning sunsets. Come discover Madeira and enjoy the comfort that A&M House II has to offer.

Top guest favorite
An inviting bedroom is highlighted by large glass windows offering panoramic ocean and mountain views. A spacious bed is positioned close to the windows, while a freestanding bathtub adds a touch of luxury. Soft lighting and modern furnishings create a serene environment.
Apartment in Prazeres
5 out of 5 average rating, 146 reviews

Belmont Charming Apartment

Belmont Charming with wonderful mountain and ocean view. Totally equipped, modern,cosy and with spacious terrace. Free wi-fi and car park. Stays 47km from the airport. It's a good starting point for many levada walks and for the natural swimming pools. The sea is 10 minutes away by car.

Top guest favorite
An infinity pool stretches across the scene, seamlessly merging with the horizon of the ocean. Surrounding greenery adds a touch of nature. Sun loungers are positioned on a terrace, offering a peaceful space for relaxation, with stunning views visible in all directions.
Home in Calheta
4.95 out of 5 average rating, 40 reviews

Luxury Villa Pérola

Welcome to our exquisite cliffside villa, with unparalleled ocean views. This opulent sanctuary is a dream at sunrise and sunset. Escape to this haven of natural beauty and luxury for an unforgettable retreat. A unique and tranquil getaway.

Popular amenities for Estreito da Calheta vacation rentals

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 house rentals in Estreito da Calheta?

    Experience the best of Estreito da Calheta with our house 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 cottage rentals in Estreito da Calheta have a kitchen?

    Absolutely! We offer over 10 cottage rentals with a kitchen in Estreito da Calheta. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Estreito da Calheta have wifi?

    Absolutely! We offer over 110 house rentals with wifi in Estreito da Calheta. Enjoy a tailored experience with all the comforts you desire.

  • Do villa rentals in Estreito da Calheta have free parking?

    Absolutely! We offer over 50 villa 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 House Rentals in Estreito da Calheta?

    Enhance your stay in our House Rentals with the most popular amenities: over 110 homes with free parking, over 110 homes with wifi, over 110 homes with a kitchen, over 40 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Estreito da Calheta

  • Total vacation rentals

    Explore 310 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 11,170 verified reviews to help you choose

  • Family-friendly vacation rentals

    220 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Vacation rentals with a pool

    150 properties feature pools

  • Rentals with dedicated workspaces

    90 properties have a dedicated workspace

  • Wi-Fi availability

    310 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!

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