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Holiday houses in Estreito da Calheta

Find and book unique accommodation on Airbnb

Quick stats about holiday rentals in Estreito da Calheta

  • Total holiday rentals

    Explore 320 holiday rentals in Estreito da Calheta

  • Nightly prices starting at

    Estreito da Calheta holiday rentals start at $51 NZD per night before taxes and fees

  • Verified guest reviews

    Over 11,780 verified reviews to help you choose

  • Family-friendly holiday rentals

    210 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 30 rentals that welcome pets

  • Holiday rentals with a pool

    140 properties feature pools

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wi-Fi availability

    320 of Estreito da Calheta holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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.

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Top Guest favourite
A spacious Jacuzzi is shown in the foreground, its bubbling water reflecting sunlight. In the background, a panoramic view of the ocean is visible, framed by a dining area set with chairs and a large table under a shaded canopy.
Condo in Paul do Mar
5.0 out of 5 average rating, 69 reviews

The Paradise - Ocean-Mountains-Jacuzzi-Air Con

The Paradise – a wonderful oceanfront escape on the sunny south coast of Madeira. Nestled between the deep blue Atlantic and dramatic mountain backdrops of Paul Do Mar , this stylish fully air conditioned two-bedroom apartment offers comfort, beauty, and serenity. Enjoy a panoramic terrace with sunset views, Jacuzzi, outdoor dining and ample space for you to unwind or work remotely. Perfect for couples, families, or digital nomads seeking peace, sunshine, and inspiration—just steps from the sea.

Top Guest favourite
Home in Fajã da Ovelha
4.94 out of 5 average rating, 66 reviews

Casa do Terrāço - Quinta Falcões Do Sol

Casa Terrãço is a restored 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 ocean views through a big glass door. The top floor contains a spacious bedroom that opens to a large private terrace, providing breathtaking views of the ocean. Outside you will have a private area with a fire pit and access to the shared heated saltwater pool.

Superhost
Home in Arco da Calheta
4.89 out of 5 average rating, 18 reviews

Stunning 3BR Villa | Ocean-View, Private Pool

Atlantic View by Costa Living – a peaceful and spacious ocean-view villa in Arco da Calheta. This freshly renovated and newly furnished 3-bedroom home (sleeps 9) features a private pool, panoramic Atlantic and mountain views, balcony, and modern open-plan living. Enjoy fast Wi-Fi, Smart TV, fully equipped kitchen, laundry and private garage. Set among nature and hiking trails, just minutes from Calheta Beach, Madalena do Mar Beach, and cafés. Perfect for families and friends. Car required.

Guest favourite
Home in Estreito da Calheta
5.0 out of 5 average rating, 11 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 favourite
A spacious outdoor area features a modern swimming pool with clear blue water. Surrounding the pool are several lounge chairs arranged neatly, offering stunning views of the ocean and nearby village. The landscape includes lush greenery and distant rooftops, providing a serene backdrop.
Cottage in Estreito da Calheta
5.0 out of 5 average rating, 29 reviews

Casa dos Reis

A Casa dos Reis é um estabelecimento de alojamento local que se encontra no Caminho dos Reis, Estreito da Calheta a cerca de 36 km da cidade do Funchal. Dispõe de um belo jardim com vista panorâmica sobre a ilha. É composta por três quartos com camas de casal, 3 casas de banho, uma sala de estar, e uma cozinha e sala de jantar open-space. Possui também piscina com sistema de tratamento de água de magnésio e solário com vista panorâmica, zona para churrascos e estacionamento particular.

Top Guest favourite
Home in Estreito da Calheta
5.0 out of 5 average rating, 25 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
A modern house with a vibrant red roof is positioned on a hillside, overlooking the ocean and surrounding landscape. The outdoor area includes a swimming pool and a spacious terrace, offering expansive views of both the coastline and lush greenery.
Villa in Arco da Calheta
4.98 out of 5 average rating, 103 reviews

CASA SOL E VISTA 2

A Casa Sol e Vista 2 está localizada num dos melhores locais da freguesia, a par da casa nr 1. dispoe de 2 quartos de dormir, sala / cozinha e 3 casas de banho, com lotaçao para 6 pessoas. A casa esta situada no cimo de uma colina o que faz que a casa tenha uma vista extraordinaria. No exterior tem um churrasco, um grande jardim e a piscina. Absoluta tranquilidade. Venha passar uns dias agradaveis na Casa Sol e Vista 2. Contactar Duarte Paulo

Top Guest favourite
A small round table is set on a terrace, featuring two glasses of orange juice, a plate with various fruits, and croissants. In the background, lounge chairs are visible, complemented by expansive ocean views under a clear blue sky.
Apartment in Arco da Calheta
4.99 out of 5 average rating, 149 reviews

Martinho Apartment View

Modern apartment with an extraordinary view over the Atlantic Ocean and over the coast of Calheta. Our apartment consists of 1 bedroom with a double bed, living room, 1 bathroom and kitchen equipped with all that´s necessary for your vacation, we include Wi-Fi and private parking. Outside there are sun loungers for sunbathing and a large balcony to relax and enjoy the wonderful sea view. Your dream vacation is here!

Top Guest favourite
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, 225 reviews

Meu Pé de Cacau - Studio Papaia 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.

Guest favourite
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
5.0 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.

Guest favourite
The image features a bright yellow house surrounded by palm trees and blooming foliage. A staircase leads to the entrance, which is illuminated by natural light. The upper balcony can be seen with decorative railing, enhancing the overall welcoming appearance of the property.
Home in Jardim do Mar
4.95 out of 5 average rating, 157 reviews

Sofia's Place

In Sofia's Place (House of Sofia) breathes the spirit and the culture in a cosmopolitan and sophisticated accommodation in the heart of one of the most exclusive and romantic dream in the world. The contrast provides intense experiences. ATTENTION to : outras informações

Top Guest favourite
A sunny space features a splash pool surrounded by well-maintained grass and tropical plants. White walls contrast with dark volcanic rock in the background. A covered outdoor dining area is visible, providing a shaded space for meals while enjoying the outdoors.
Cottage in Arco da Calheta
4.98 out of 5 average rating, 218 reviews

Villa Papaya

An Outstanding Location, with a Fabulous View. Splash Pool and a Table to do meals outside. Unforgetable Sunset, with the sea and the Marina View! Villa Papaya Address: Rua Serra D’Água - Vereda do Morgadinho N. º 24 9370-076 Arco da Calheta

Popular amenities for Estreito da Calheta holiday rentals

Frequently Asked Questions

  • Are there family-friendly villa rentals in Estreito da Calheta?

    Estreito da Calheta has more than 50 family-friendly villa rentals. 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 $40 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 house rentals in Estreito da Calheta?

    Four-legged friends are welcome in Estreito da Calheta. Choose from more than 10 house rentals for guests traveling with pets.

  • Are there house rentals with a dedicated workspace in Estreito da Calheta?

    Yes! Work meets play with ease at over 40 house 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 140 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 50 villa rentals with a kitchen in Estreito da Calheta. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Estreito da Calheta have wifi?

    Absolutely! We offer over 90 apartment 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 House Rentals in Estreito da Calheta?

    Enhance your stay in our House Rentals with the most popular amenities: over 40 homes with air conditioning, over 110 homes with free parking, over 120 homes with wifi, over 120 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.