
Vacation rentals in Calheta
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Top-rated vacation rentals in Calheta
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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.

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.

CasaMar
Looking for a place to relax comfortably by the sea, or to continue your work online? This may be the place you're looking for. Enjoy your vacation in a modern house, located 100 meters from the beach in a quiet, sunny and warm area. As well as modern, it is very practical with a simple layout. It has a beautiful office, where you can complete your work in a quiet atmosphere, and with excellent internet connection. Perfect for those who intend to work and relax.

Top View House
Top View House é uma casa com dois quartos de dormir, uma sala, uma cozinha, duas casas de banho, duas varandas e ar condicionado. Situada num bairro calmo em plena natureza com vistas exuberantes. Próxima da Levada Nova e de percursos pedonais (Rabaçal, 25 fontes, Lagoas da Dona Beja e do Vento), também a 10 minutos (de carro) de uma praia de areia amarela, Museu de arte contemporânea da Madeira – Mudas, supermercado, restaurantes, padarias, urgências, farmácia.

Casa Sol e Vista
House with a good view and good sun all day long. The house is located in one of the best locations in the parish. Dispoe with two bedrooms, living room / kitchen and two bathrooms, with lot for 6 people. The house is situated on top of a hill which gives the house an extraordinary view. Outside there is a barbecue, a large garden and a swimming pool. Absolute tranquility. Come and spend a pleasant vacation at CASA SOL E VISTA. Contact Duarte Paulo

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.

Meu Pé de Cacau - Mango Studio in Paúl do Mar
Meu Pé de Cacau is a tropical fruit garden and island retreat 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.

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.

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.

Nature Sunset
Escape to nature in this charming retreat nestled near Madeira’s famous levada trails. Wake up to breathtaking side sea views and unwind in total tranquility. Perfect for hikers, nature lovers, and anyone seeking a peaceful island getaway The lodge is located on the middle of the island with 45 minute drive to the city and 34 minute drive to the north of the Island.

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.

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.
Popular amenities for Calheta vacation rentals
Other great vacation rentals in Calheta

Villa Céu e Mar

Casa Mar Azul 3

Zeza´s Garden

Orion Calheta Hills by LovelyStay

Casa das Abertas, Sea View & Air Conditioning

House - sleeps 3, free parking, garden & jacuzzi

Casa Joaquim by Rent2u, Lda

Villa Panorama - Luxury Villa with Jacuzzi-Calheta
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 vacation rentals in Calheta

Total vacation rentals
Explore 430 vacation rentals in Calheta

Nightly prices starting at
Calheta vacation rentals start at $70 CAD per night before taxes and fees

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

Family-friendly vacation rentals
250 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Vacation rentals with a pool
150 properties feature pools

Rentals with dedicated workspaces
140 properties have a dedicated workspace

Wifi availability
430 of Calheta vacation 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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