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Vacation rentals in Estreito da Calheta

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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 large heated saltwater pool is set against a backdrop of ocean and mountain views, framed by modern glass doors. Sunlight reflects off the water, enhancing the tranquil atmosphere. Spacious terraces surrounding the pool provide ample space for relaxation.
Villa in Arco da Calheta
4.96 out of 5 average rating, 103 reviews

Villa Lara, sea views, heated Pool A/C

Villa Lara is a fabulous modern single story three bedroom villa in the sought after area of Arco da Calheta. Lovely ocean and mountains views, sun terraces with a large private heated salt water pool and space for outside dining. There is an open plan fully fitted kitchen with a dining table for formal dining, leading to a comfortable sitting area with television with sliding doors leading outside. Facilities include aircon, heating, WIFI and parking. Approx. 10 minutes to Calheta beach. Fabulous spacious, light and modern 3 bedroom villa thoughtfully designed to maximize sun exposure and privacy. Fully fitted kitchen with all the required equipment to make you feel like you're at home. Large master bedroom with luxurious en-suite bathroom. Hot and cold air conditioning throughout, large heated swimming pool with ample sun terraces and garden area for relaxing or for children to run around. Alojamento Local License Number: 114112/AL We are at your disposal to help or answer your questions. We're contactable at any time via our mobile or by email. We will do our very best so you have a wonderful stay! Villa Lara is located centrally in Arco da Calheta with access to local amenities including various supermarkets, cafes, bars, restaurants and a pharmacy. Approx 10 minutes drive from the Villa and you'll be at Calheta Beach where you can enjoy the golden sand, several restaurants and book whale and dolphin watching tours. Villa Lara is ideal for couples, solo adventurers, families (with kids (cot & highchair can be provided)), and big groups. Villa Lara is set in a peaceful location ideal for walking the levadas (unmissable walks in Calheta include Paul da Serra, Rabacal (to Risco Waterall & 25 Fontes), Levada Nova and the Prazeres to Paul do Mar walk) and is close to a bus route. The property is approximately 30 minutes drive to Funchal and 45 minutes from the airport. A car is recommended so you can explore the island at your convenience. If you wish to book a private transfer with our local partners, please contact us in advance (which will be cheaper than taking a taxi direct from the airport).

Guest favorite
An outdoor dining area is framed by natural materials, featuring a stone wall and a wooden table surrounded by chairs. A hammock is visible in the background, along with lush tropical plants and a view of the ocean under a partially cloudy sky.
Villa in Estreito Calheta
4.92 out of 5 average rating, 61 reviews

Eco House @ 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)!

Superhost
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, 769 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, 657 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
Farm stay in Arco da Calheta
4.93 out of 5 average rating, 121 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 favorite
A panoramic view reveals the Atlantic Ocean stretching towards the horizon, framed by lush palm leaves and ferns. Charming village homes with terracotta roofs are nestled among verdant hills, enhancing the serene mountainous landscape under a clear blue sky.
Chalet in Arco da Calheta
4.9 out of 5 average rating, 148 reviews

Boutique Chalet

Perfect romantic home with amazing views to relax and unwind. Nestled in the beautiful mountains of Calheta, this tranquil paradise is perfect for that chilled, Romantic holiday. Close to 2 Levadas and waterfalls, for a leasurely walk in nature. Sandy Beach is 10 minutes away. Lovely view of the the Atlantic Ocean and mountains. NOW WITH PLUNGE POOL WITH HYDROMASSAGE AND TWO EQUIPPED PATIOS. Supermarkets/Restaurants are nearby.

Top guest favorite
Two outdoor chairs with plush cushions face a long pool, offering a view of the Atlantic Ocean and the surrounding greenery. A small wooden table sits between the chairs, enhancing the inviting outdoor space.
Villa in Arco da Calheta
5 out of 5 average rating, 54 reviews

Villa with large pool and fantastic view

NEW :-) Swim your laps in the long pool. Enjoy the view of the Atlantic Ocean and lush nature while sitting in the garden. A very stylish place that is located in a small quiet village. To relax - but also to be active. Jogging, hiking and swimming - all possible right by the house. Restaurants can be reached in a few minutes by car. For work, there is a study and fast internet. End the day with a glass of rosé and the sunset.

Guest favorite
Aerial view of a coastal village featuring white and colorful buildings nestled against a lush green hillside. The image captures a mix of traditional and modern architecture, with terracotta roofs and gardens visible, showcasing the natural beauty of the surrounding landscape.
Home in Jardim do Mar
4.95 out of 5 average rating, 58 reviews

Paradise by the sea | Jardim. Meu Amor!

A Stay Madeira apresenta o nosso novo projecto pessoal – JARDIM. MEU AMOR! Somos completamente apaixonados pelo Jardim do Mar! A nossa casa remonta o ano de 1937, quisemos dar-lhe uma nova vida, recuperamos e decoramos ao detalhe e com muito amor! A calma, o panorama e o som do oceano fazem deste lugar o sítio ideal para passar umas férias relaxantes na ilha da Madeira! Aguardamos pela sua visita! Até breve, Susana &Pedro

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, 202 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.

Guest favorite
A serene swimming pool area is framed by lush tropical plants and palm trees. Comfortable lounge chairs are positioned beside the water, providing a perfect spot for relaxation. A wooden pergola is visible in the background, offering shade and a view of the ocean.
Cottage in Arco da Calheta
4.98 out of 5 average rating, 40 reviews

Cottage Levada, rural retreat with ocean view

Welcome to our lovely oceanfront cottage Levada – a peaceful escape surrounded by tropical gardens & orchards, where time seems to stop. Here you can recharge your energy, contemplating the natural surroundings and the superb ocean view, while planning your next adventure on our beautiful island. Embrace this slow life and let yourself be impressed by this rural experience.

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, 131 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.

Superhost
Home in Arco da Calheta
5 out of 5 average rating, 3 reviews

Sunset House II

Casa Por do Sol II is next to Casa Por Do Sol I, a house with plenty of comfort and beautiful views of the sunset and super quiet, where you can relax on your vacation days. The house is brand new, rustic and comfortable, and is equipped to ensure a memorable stay.

Popular amenities for Estreito da Calheta vacation rentals

Frequently Asked Questions

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

    Estreito da Calheta has more than 90 family-friendly house rentals. 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 $80 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 apartment rentals with a dedicated workspace in Estreito da Calheta?

    Yes! Work meets play with ease at over 10 apartment 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 130 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 30 house rentals with air conditioning in Estreito da Calheta. Enjoy a tailored experience with all the comforts you desire.

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

    Absolutely! We offer over 80 apartment 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 100 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 60 homes with free parking, over 80 homes with a kitchen, over 80 homes with wifi, over 20 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 ﺩ.ﺇ73 per night before taxes and fees

  • Verified guest reviews

    Over 10,870 verified reviews to help you choose

  • Family-friendly vacation rentals

    210 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Vacation rentals with a pool

    130 properties feature pools

  • Rentals with dedicated workspaces

    100 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