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Vacation rentals in Calheta

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Top-rated vacation rentals in Calheta

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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, 106 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
A spacious terrace features a wooden pergola with flowing curtains, framing stunning sea views. A small round table accompanies two chairs, providing a perfect spot for relaxation. The vibrant blue sky enhances the tranquil ambiance, complemented by hints of nearby terracotta rooftops.
Apartment in Arco da Calheta
4.96 out of 5 average rating, 200 reviews

Villa do Pombal 1 , Swimming pool,great sea views

The stunning apartment is located in one of the most sunny parts of Madeira .Villa to Pombal is a two floor building ,that contain two separate apartments. Each apartment have private entrance. It has breathtaking views , allows you to leave all stress behind and enjoy the natural beauty of Madeira. Excellent place to rest with easy access to many tourists attractions. Apartment is located 5 min. drive to sandy Calheta beach. 25 fountain walk begin is about 10min. drive from apartment.

Top guest favorite
Home in Estreito da Calheta
5 out of 5 average rating, 16 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.

Guest favorite
A private heated pool is surrounded by a wooden deck and lounge chairs. An umbrella provides shade over a dining area, which includes a table and chairs. The scene is illuminated by the sunset, with gentle reflections on the water.
Villa in Arco da Calheta
4.93 out of 5 average rating, 72 reviews

Villa da Silva (Heated Pool and Private Parking)

Villa Da Silva was built to high standards, and very well furnished in a modern style. It features a stunning open-plan lounge/dining/kitchen with large sliding doors that transform it into an social area that encompasses outdoor dining with barbecue, swimming pool, deck & garden, with lovely views over the countryside and the ocean. Offering all amenities needed for a perfect holiday! Approximately 10 minutes drive to Calheta Beach & 45 minutes to the airport.

Top guest favorite
Aerial view of the modern residence, showcasing its proximity to the coastline. The surrounding area features a mix of greenery and traditional homes, with the ocean visible in the background. The landscape highlights the tranquil setting by the sea, offering a serene environment.
Home in Jardim do Mar
4.97 out of 5 average rating, 111 reviews

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 guest favorite
A serene outdoor space features a small table with two chairs, set for an evening meal. The horizon is illuminated by a sunset, casting warm colors over the ocean and distant landscape, while a grassy area surrounds the seating, enhancing the tranquil ambiance.
Home in Arco da Calheta
5 out of 5 average rating, 46 reviews

Abreu's House

Alojamento para uma estadia calma e inesquecível, ideal para duas pessoas. Situada num ambiente calmo, com vista para uma bela paisagem. A casa oferece uma vista panorâmica para o mar e para a serra. A sua localização permite fácil acesso a vários pontos turísticos e atrações locais, ideais para quem deseja explorar a região. Após um dia de passeios, desfrute da privacidade e do conforto de um espaço pensado para o seu descanso, com todas as comodidades.

Top guest favorite
A serene sunset view is framed by silhouettes of trees and a hanging bird feeder. A small table and chairs are visible in the foreground, casting gentle shadows as the sun dips below the horizon, reflecting warm hues across the ocean.
Tiny home in Arco da Calheta
4.96 out of 5 average rating, 116 reviews

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.

Top guest favorite
An outdoor deck area features a wooden dining table, providing a space for meals while taking in panoramic views of the ocean and surrounding cliffs. A sun lounger is positioned nearby, with clear blue skies creating a serene backdrop.
Apartment in Paul do Mar
4.99 out of 5 average rating, 210 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.

Top guest favorite
The image shows a spacious infinity pool extending towards the ocean, with lounge chairs positioned on the deck. The serene blue water reflects the sky, creating a seamless visual. A seating area is visible in the background, enhancing the outdoor space.
Apartment in Calheta
4.95 out of 5 average rating, 134 reviews

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.

Guest favorite
A round glass table is set on a terrace, adorned with two flutes filled with sparkling beverage and a wine bottle. A white vase with flowers and vibrant red petals adds a touch of color, while lush greenery and mountains are visible in the background under a partly cloudy sky.
Apartment in Estreito da Calheta
4.9 out of 5 average rating, 41 reviews

Palm Paradise - Ocean Views, Sun, Garden+Jacuzzi

Relax and submerge in this unique and peaceful getaway... let yourself be carried away by the silence and harmony of the entire surrounding space. The tranquility, the birdsong and a beautiful view of the sea, the mountains and all its surrounding nature make this place a colorful painting of flowers and natural light that would make even the greatest painters in history jealous!

Top guest favorite
A well-maintained outdoor area features a landscaped garden with bright flowers and a stone pathway. The exterior of the villa showcases a combination of white stucco and stone accents. Large windows contribute to a light and airy feel, enhancing the connection with the surrounding nature.
Home in Estreito da Calheta
5 out of 5 average rating, 108 reviews

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.

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, 139 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.

Popular amenities for Calheta vacation rentals

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 ﺩ.ﺇ184 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 & 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

  • Wi-Fi availability

    430 of Calheta vacation rentals include wi-fi 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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