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Holiday rentals in Estreito da Calheta

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Estreito da Calheta

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

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Top guest favourite
Home in Santana
5 out of 5 average rating, 242 reviews

Casinha da Beatriz

Olá! Somos a Sónia, Élio e a nossa filha Beatriz. O nosso objetivo é tornar as vossas férias inesquecíveis!! Sejam bem vindos à nossa casa!! A "casinha da Beatriz" está localizada em Santana, terra das casas típicas, ex-libris e cartaz turístico da ilha da Madeira. Eram casas compostas por um sotão, onde se guardavam os produtos agrícolas, e piso térreo com a área habitacional. Reconstruímos uma destas "casinhas"típicas, datada de 1950, com todo o conforto dos tempos atuais. Tem vista mar/serra.

Superhost
An exterior view showcases a heated pool surrounded by lush gardens, with the ocean visible in the background. A charming cottage with a vibrant orange roof stands nearby, complemented by palm trees and lounge chairs. The clear blue sky enhances the serene atmosphere.
Villa in Estreito da Calheta
4.94 out of 5 average rating, 221 reviews

Casa Palheiro @ Casas Da Vereda

Relax in class at 250 meters high on the sunny South West coast of Madeira, enjoying sunset and ocean views from the heated pool! The Casas Da Vereda are ideally located in a quiet countryside area with nothing but nature between you and the ocean. At 30 minutes drive from Funchal, 5 minutes drive to rock beaches in seaside villages / sand beaches by the marina of Calheta / “levada” walks. Please note that one can rent any combination of Casa Palheiro (T0), Casa Rural (T1), and (Casa Eco T2)!

Guest favourite
A glimpse of the exterior of the unique dome tents is provided, surrounded by lush greenery and tropical plants. A wooden walkway leads through the garden area, offering access to the tents while showcasing the natural landscape nestled among the hills.
Tent in Achadas da Cruz
4.88 out of 5 average rating, 740 reviews

Be adventurous , something completely different

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 have neighbours.

Guest favourite
A spacious living area features large windows that provide natural light and views of the ocean. Comfortable sofas are arranged around a coffee table, with a flat-screen TV mounted on the wall. Dining seating can be seen through the glass doors, overlooking the pool.
Home in Prazeres
5 out of 5 average rating, 26 reviews

Villa Serenity

A Villa Serenity é uma moradia térrea com áreas generosas e grande luminosidade. Toda virada para Sul, ela tem uma excelente exposição solar e uma vista magnifica para o mar. Com uma decoração de luxo, esta villa dispõe de todas as comodidades para umas férias inesquecíveis na Madeira. É composta por três quartos de dormir e duas casas de banho completas, podendo receber até 6 pessoas. No exterior, poderá desfrutar de uma linda piscina com vista deslumbrante para o oceano Atlântico.

Top guest favourite
Home in Estreito da Calheta
5 out of 5 average rating, 18 reviews

2BR Villa, Hot Tub, Sea Views, garden & Office/BR

Bring the whole family to this fantastic, recently renovated place with modern touches, and enjoy plenty of space to relax and have fun. Villa São Francisco offers a spacious and bright living room with contemporary design, a fully equipped kitchen, large bedrooms with balconies and sea views, modern bathrooms, hot tub and a garden for outdoor moments. The decor combines comfort, natural light, and elegance, creating the perfect setting for an unforgettable holiday in Madeira.

Top guest favourite
Home in Arco da Calheta
4.98 out of 5 average rating, 203 reviews

Casa Sol e Vista

Moradia com boa vista e bom sol durante todo o dia. A casa está localizada num dos melhores locais da freguesia. Dispoe de dois quartos de dormir, sala / cozinha e duas casas de banho, com lotaçao para 6 pessoas. A casa esta situada no cimo de uma colina o que faz com que a casa tenha uma vista extraordinaria. No exterior tem um churrasco, um grande jardim e a piscina. Absoluta tranquilidade. Venha passar umas férias agradaveis na CASA SOL E VISTA. Contactar Duarte Paulo

Top guest favourite
A natural swimming pool is surrounded by lush greenery, featuring a stone edge and a thatched-roof area with a hammock nearby. The tranquil waters reflect the clear blue sky and the ocean in the distance, enhancing the sense of serenity in this scenic outdoor space.
Yurt in Ponta do Sol
4.97 out of 5 average rating, 449 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

Guest favourite
A sunlit terrace features two lounge chairs and a small table, offering breathtaking views of the ocean and surrounding hills. The area is bordered by glass panels and includes a decorative stone design on the floor, enhancing the outdoor experience.
Townhouse in Arco da Calheta
4.91 out of 5 average rating, 44 reviews

Casa com vista deslumbrante na Calheta

Situada na Calheta, na Ilha da Madeira, a Casa Daniela dispõe de um pátio e de vistas para o mar e montanha. Os hóspedes beneficiam de estacionamento privado no local e de acesso Wi-Fi gratuito. Os funcionários da recepção falam português, inglês e espanhol e estão sempre à disposição para ajudar. A casa de férias dispõe de um terraço para banhos de sol. Há um jardim com comodidades para churrascos na propriedade e os hóspedes podem fazer caminhadas nas proximidades.

Top guest favourite
Tiny home in Fajã da Ovelha
4.96 out of 5 average rating, 74 reviews

Casa das Moirinhas

Um sonho tornado realidade. Um antigo palheiro cuidadosamente transformado num refúgio junto ao oceano, com vistas amplas sobre o Atlântico e sobre a vila do Paul do Mar. Inserida num caminho real, a Casa das Moirinhas está pensada para quem procura a tranquilidade e o contacto com a natureza, numa envolvência única. Onde o azul do oceano encontra o verde profundo das montanhas, criando um ambiente sereno e inspirador, ideal para desligar, abrandar e relaxar.

Superhost
A spacious bedroom features large glass windows offering expansive views of the ocean and surrounding greenery. Two elegant rattan chairs are positioned near the windows, while a cozy bed is visible in the foreground. Natural elements highlight the room's connection to the outdoors.
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. 🌴🍹

Top guest favourite
An infinity-edge pool is displayed under a soft evening sky, surrounded by wooden decking. The tranquil water reflects the twilight hues, while lush vegetation is seen in the foreground. Comfortable outdoor seating is positioned nearby, creating an inviting space to enjoy the stunning ocean view.
Flat in Paul do Mar
4.99 out of 5 average rating, 207 reviews

Meu Pé de Cacau - Studio Pitanga in Paúl do Mar

Meu Pé de Cacau is a tropical fruit garden and island retreat surrounded by dramatic cliffs to the northeast and the vast Atlantic Ocean to the southwest. 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 with walls hand crafted in basalt stone.

Top guest favourite
A sunlit terrace features two lounge chairs positioned for relaxation against a backdrop of a stunning ocean view. A small table is placed between the chairs, complemented by a potted plant. The surrounding landscape includes lush green hills and a distant coastline.
Home in Madalena do Mar
5 out of 5 average rating, 200 reviews

Atlantic View II

É um alojamento com uma fantástica vista para o mar! Muito agradável, com todas as comodidades, localizado numa zona privilegiada da ilha, com clima temperado todo o ano, tudo para ter umas ferias maravilhosas e inesquecíveis.

Popular amenities for Estreito da Calheta holiday 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 cottage rentals in Estreito da Calheta?

    Experience the best of Estreito da Calheta with our cottage rentals, starting at about $70 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 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 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 house rentals in Estreito da Calheta have free parking?

    Absolutely! We offer over 110 house 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 90 homes with wifi, over 20 homes with air conditioning, over 70 homes with free parking, over 80 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

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 $38 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!

Destinations to explore

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