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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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Top guest favorite
Home in Santana
5 out of 5 average rating, 246 reviews

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.

Top guest favorite
An outdoor space is shown, featuring an infinity swimming pool with a clear blue surface. Surrounding the pool are sunbeds, a grassy area, and views of lush green hills under a partly cloudy sky. The villa's glass doors provide access to interior living areas.
Home in Arco da Calheta
4.97 out of 5 average rating, 100 reviews

Villa Palheiros - A Magnificent Ocean View

Perfect home to enjoy the nature and beauty the island of Madeira has to offer. This villa has a stunning ocean view, situated in a very quiet rural area, where you can enjoy a magnificent climate in a swimming pool with endless views. This villa was built and designed to offer the best comfort to its guests. Perfect housing for families, where you can also find all the necessary amenities in a maximum of 5 minutes by car. The air conditioner is a extra service (contact the owner for more info.)

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 sparkling salt-water pool is featured with panoramic views of the ocean and surrounding hills. The clear blue water reflects the bright sky, while lush greenery sprawls across the landscape below, creating a serene setting that invites relaxation.
Home in Ribeira Brava
4.98 out of 5 average rating, 52 reviews

Sweet Paradise

Um paraíso 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.

Guest favorite
A modern tent structure is nestled among lush greenery, showcasing a geometric design. Natural vegetation surrounds the tent, with wooden steps leading up to the entrance. The clear blue sky complements the inviting atmosphere of this serene outdoor retreat.
Tent in Achadas da Cruz
4.83 out of 5 average rating, 811 reviews

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.

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, 677 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

Superhost
Farm stay in Arco da Calheta
4.93 out of 5 average rating, 129 reviews

C Torre Bella Gardens

Welcome to Torre Bela Gardens – Your Perfect Holiday Escape! 🌴🌺 Nestled on a captivating historic estate, your cottage was once the country retreat of British Counts from the island’s earliest days. Surrounded by an exotic fruit farm, a beautifully restored manor house, tranquil gardens, and a charming chapel, there's so much to discover right here. Prepare to be enchanted by incredible viewpoints and a serene atmosphere that invites relaxation. 🌴🍹

Guest favorite
Villa in Seixal
4.92 out of 5 average rating, 182 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
A coastal home is positioned on a hillside with panoramic views of the ocean. A well-maintained garden with neatly arranged stepping stones leads to the entrance. The vibrant green foliage contrasts with the tranquil blues of the sea and sky.
Tiny home in Fajã da Ovelha
4.96 out of 5 average rating, 74 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.

Top guest favorite
Home in Faja da Ovelha
4.92 out of 5 average rating, 52 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
A serene sunset view is framed by silhouettes of trees and a hanging bird feeder. A small table and chairs are visible in the foreground, casting gentle shadows as the sun dips below the horizon, reflecting warm hues across the ocean.
Tiny home in Arco da Calheta
4.96 out of 5 average rating, 119 reviews

Magro's House

This is an AL (local accommodation) studio, with about 36m2, modern, integrated in a centenary stone house – designated Casa Mãe – with a magnificent view to the Atlantic Ocean. Guests can access a beautiful garden with grass and indigenous/endemic plants as well a small garden with tropical fruits. You will enjoy magnificent sunsets and hear the sounds of nature – birds, frogs and butterflies in some seasons of the year.

Guest favorite
A view from the cottage reveals rolling green hills and dense forest, framed by a clear blue sky. The path leads towards the lush landscape, with shrubs and ferns in the foreground, creating a serene atmosphere in the mountains.
Chalet in Santana
4.91 out of 5 average rating, 405 reviews

Camélia! Enjoy nature in the mountains of Madeira!

Surrounded by forest and located up high in the mountains, Camélia is the ideal choice for nature lovers, who seek peace and unique moments in the comfort of a well-equipped cottage. Its privileged location within the natural park of Ribeiro Frio, allows access to many "Veredas" and "Levadas", and reveals up close the beauty of the Laurissilva forest. Come, and enjoy a unique and romantic stay in this atlantic paradise!

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 villa rentals in Estreito da Calheta?

    Experience the best of Estreito da Calheta with our villa rentals, starting at about $90 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 house rentals in Estreito da Calheta have air conditioning?

    Absolutely! We offer over 40 house rentals with air conditioning in Estreito da Calheta. Enjoy a tailored experience with all the comforts you desire.

  • Do villa rentals in Estreito da Calheta have a kitchen?

    Absolutely! We offer over 60 villa 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 House Rentals in Estreito da Calheta?

    Enhance your stay in our House Rentals with the most popular amenities: over 110 homes with a kitchen, over 110 homes with wifi, over 110 homes with free parking, 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$6,280 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!

Destinations to explore

  1. Airbnb
  2. Portugal
  3. Madeira
  4. Estreito da Calheta