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Holiday houses in Estreito da Calheta

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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, 243 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.

Guest favourite
A spacious bedroom is shown, featuring a modern bed and a lamp positioned beside it. Large windows provide views of the ocean and a cliff-side pathway leading down toward the water. The coastline and bridge are visible in the background.
Condo in Gaula
4.86 out of 5 average rating, 159 reviews

Magnificent Oceanfront Luxury | AC & Free Parking

Já imaginaste acordar com o som das ondas e sentires-te a bordo de um cruzeiro de luxo? Aqui, o Atlântico é a tua única fronteira e o teu único vizinho. ​O que te espera: 👉 Vista infinita e um espetáculo constante de navios no teu horizonte. 👉 ​Wi-Fi ultrarrápido 1 GB Wi-Fi 👉 ​Garagem gratuita. 👉 ​Localização a 10 min do Funchal e 7 min do aeroporto 👉 ​Acesso direto à via rápida que te levará a qualquer parte da ilha ​Reserva o teu lugar na primeira linha do oceano. O paraíso é aqui!

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 [Thatched-Roof House]

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 serene outdoor space features a small pool with clear water reflecting the sky. Two lounge chairs are positioned beside the pool, accompanied by a wooden table holding a pitcher and glass. Lush greenery and a coastal view enhance the peaceful atmosphere.
Home in Arco da Calheta
4.93 out of 5 average rating, 113 reviews

Mango House

House with superb sun exposure, peaceful and stunning views over the sea and the mountain. Has 2 bedrooms (one with a double bed and the other with two single beds easily convertible into a double bed), a complete bathroom. On the ground floor open space with kitchen / living and dining room and toilet. Furniture and careful decoration. Outside enjoy the garden and the pleasant dining space with incredible views of the sea. The barbecue, mini-pool and shower complete your well-being.

Guest favourite
A spacious lounge area features a dark sofa and a table set for dining, framed by large windows offering expansive views of the coastline and surrounding landscape. Lush greenery is visible outside, enhancing the connection to nature.
Tent in Achadas da Cruz
4.83 out of 5 average rating, 810 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 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, 450 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

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. 🌴🍹

Superhost
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, 181 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 favourite
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 favourite
An inviting infinity pool stretches along the cliffside, reflecting the blue ocean and sky. Two comfortable chairs are positioned nearby, surrounded by a natural landscape characterized by various plants and stone pathways. Soft sunlight illuminates the scene, enhancing the serene atmosphere.
Home in Faja da Ovelha
4.92 out of 5 average rating, 50 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 favourite
An infinity pool is illuminated at night, reflecting lights against the tranquil water. Surrounding plants add a touch of green, while the ocean stretches beyond, merging with the sky as the sun sets. A wooden deck enhances the serene outdoor space.
Apartment in Paul do Mar
4.99 out of 5 average rating, 213 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.

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 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 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 $52 NZD 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 and kid-friendly amenities

  • Pet-friendly accommodation

    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

  • Wi-Fi availability

    310 of Estreito da Calheta holiday 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