
Holiday rentals in Calheta
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Top-rated holiday rentals in Calheta
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CasaMar
Procura um lugar para relaxar com conforto à beira mar, ou para continuar o seu trabalho de forma online? Este poderá ser o lugar que procura. Desfrute as suas férias numa casa moderna, localizada a 100m da praia em zona calma, soalheira e quente. Assim como moderna, é muito prática com um layout simples. Nela existe um bonito escritório, onde poderá concluir o seu trabalho num clima sossegado, e com excelente conecção á internet. Perfeito para quem tem intenções de trabalhar e relaxar.

Panoramic View: Lux 3 bed w/ heated pool
Stunning modern villa with a private, heated infinity pool, 3 bedrooms and bathrooms, enjoying sea & mountain views. Located in one of the most sought-after areas with the best weather in the South West of Madeira island, the villa is unique in that it has a dedicated entertainment floor. Situated 5 mins away from Calheta Beach with its excellent restaurants on the marina & the same distance from Madalena do Mar beach. The house enjoys sun on the pool area from late morning until sunset.

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.

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

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.

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. 🌴🍹

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.

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.

2-Bedroom house by the sea with Patio
Enjoy yourself while staying in this newly built house located near Calheta's Beach, only a 2-minute walk. Our place offers 2 bedrooms, 3 bathrooms, kitchen, living room and a solarium. Perfect for small families or couples looking for a place to relax while close to the beach and mountains at the same time. Includes also private parking and proximity to supermarket, restaurants, cafés and to Calheta's Marina.

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.

Marina View Apartment - Pool, Aircon & Ocean View
Welcome to Marina View Apartment! A fantastic 2 bedroom apartment set in a peaceful location of Calheta, the South Coast of the island where not only the sun shines almost every day but a fantastic location to explore the island. What truly makes this place special is the generous private outside space and infinity pool with spectacular views of the Atlantic ocean and Calheta Marina.

Villa Nature and Sun
Na Villa Nature and Sun, relaxe em conjunto da sua familia e amigos aproveitando a calma das montanhas, do mar e da natureza! Villa Nature and Sun fica situado perto de percursos pedonais (Levada Nova, 25 Fontes) Café mais proximo a 5 minutos, supermercados e praia a 10 minutos, cidade do Funchal 30 minutos, Aeroporto Internacional Cristiano Ronaldo 45 minutos.
Popular amenities for Calheta holiday rentals
Other great holiday rentals in Calheta

Villa Arco-Iris, a Home in Madeira

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Luxury Ocean View Villa | Pool I Calheta I Madeira

Casa Mar Azul 2

Casa do Salão

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Casa Joaquim by Rent2u, Lda

Villa Gia: Your Home Away from Home
Frequently Asked Questions
What are the best places to stay in Calheta?
Travelers often choose the beachside area for easy access to swimming and dining, or hillside neighborhoods for panoramic ocean views and quieter settings. The marina zone has contemporary apartments and quick access to restaurants or boat tours.
What are the best things to do in Calheta with kids?
Families can enjoy the soft sand beach, explore interactive art spaces, or join a guided levada walk with gentle terrain. The marina area often has boat rides suited to children interested in sea life and local views.
What are some of the best things to do in Calheta?
Explore the golden sand beach, visit an art museum featuring contemporary works, or hike along scenic levadas through green hillsides. Guests also enjoy boat tours, sugar cane history sites, and local dining along the waterfront.
How is the weather in Calheta?
Calheta generally has mild, sunny weather with temperatures often ranging from around 65–75°F (18–24°C), though it can be cooler in the hills. Breezes are common near the sea, while higher areas feel fresher after rainfall.
When is the best time to visit Calheta?
Late spring and early fall are often recommended for milder weather and quieter sights around Calheta. Many guests also enjoy the town during seasonal festivals tied to local harvests and traditional parades.
What are the best places to visit in Calheta?
Calheta Beach is popular for its golden sand and swimming, while the contemporary art museum showcases rotating exhibitions. The sugar cane mill offers insights into local history and traditional production methods.
What are some hiking trails in Calheta?
Calheta has several levada trails, including Levada do Rabaçal, known for lush greenery and waterfalls, and Levada Nova, which winds through rural landscapes. These paths often feature scenic ocean and valley views.
What are some family activities we can do in Calheta?
Families frequently enjoy beach outings, easy levada walks, and dolphin-spotting boat trips starting at the marina. Interactive workshops at art centers and visits to agricultural sites are also popular for those traveling with children.
What are some of the best day trip ideas from Calheta?
From Calheta, explore lush nature walks in the Laurisilva Forest, unwind in local agricultural villages, or discover dramatic viewpoints and waterfalls around the western coast. Some guests also explore sea caves or art spaces near the marina.
Are there any pet friendly accommodations available in Calheta?
Calheta has a range of pet-friendly stays, with many hosts welcoming dogs or cats in private homes and apartments. Parks and coastal areas around the town make it convenient for walks or outdoor time with pets.
What are some local tips for visiting Calheta?
Bring comfortable shoes for levada walks, and pack layers to adjust to changing weather in the hills. Visiting local markets in the morning is frequently suggested for fresh produce and regional treats.
What is Calheta known for?
Calheta is known for its golden sand beach, sugar cane traditions, and as a gateway to scenic levada hikes on Madeira's southwestern coast. Its marina, art spaces, and agricultural heritage are frequently highlighted.
What are the best hidden gems to explore in Calheta?
Discover tucked-away viewpoints in rural hamlets, visit small local chapels with historic art, or explore gardens with unique subtropical plants. Creative workshops and artisan studios around the village often surprise guests with hands-on experiences.
What are the best foods to try in Calheta?
Calheta has fresh fish dishes, grilled limpets, and bolo do caco, a local bread made with sweet potato. Locals often enjoy honey cake paired with Madeira wine, and sugarcane rum highlights the area’s agricultural traditions.
What should I bring for a trip to Calheta?
Pack lightweight clothing, a sun hat, and comfortable shoes for walking in town or on levada trails. A light jacket is useful for cooler evenings, and sunscreen is recommended for days by the sea.
What is the nightlife in Calheta like?
Calheta's nightlife centers around relaxed bars, cafes, and waterfront restaurants with occasional live music. Evenings are often enjoyed with local wine, seaside views, and conversation rather than late-night clubs.
What are the most popular events or festivals in Calheta?
Calheta is known for agricultural festivals celebrating local crops, music events near the marina, and seasonal religious celebrations in the main village and surrounding areas. Harvest festivals and traditional parades are frequently suggested for those interested in local culture.
Are there family friendly vacation rentals in Calheta?
Many vacation rentals in Calheta are family friendly, featuring spacious living spaces, private pools, and kitchens for easy meal preparation. Homes around the beach and hillside areas often include amenities suited for travelers with children.
Quick stats about holiday rentals in Calheta

Total holiday rentals
Explore 430 holiday rentals in Calheta

Nightly prices starting at
Calheta holiday rentals start at $64 SGD per night before taxes and fees

Verified guest reviews
Over 16,270 verified reviews to help you choose

Family-friendly holiday rentals
250 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Holiday rentals with a pool
150 properties feature pools

Rentals with dedicated workspaces
140 properties have a dedicated workspace

Wifi availability
430 of Calheta holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Calheta rentals

4.8 Average rating
Calheta stays are highly rated by guests – averaging 4.8 out of 5!
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