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Vacation rentals in Calheta

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Top-rated vacation rentals in Calheta

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Guest favorite
The image captures a wooden-roofed structure situated beside a calm sea, with expansive views of the coastline and towering rocky cliffs under a clear blue sky. The serene waters glisten in the sunlight, providing a striking contrast to the natural landscape.
Place to stay in Jardim do Mar
4.95 out of 5 average rating, 272 reviews

Uni WATER Studio

Wake up to absolute mind blowing scenery in this mezzanine featuring floor to ceiling high windows facing the island's stunning coastline, often requiring a second look to truly appreciate the beauty that this magnificent island has to offer. The mezzanine accommodates two people, has an ensuite bathroom, a fully equipped kitchen and also has access to its own private garden. Needless to say, our infinity pool is also there for you to enjoy and relax. Free parking is available in Jardim do Mar.

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, 726 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.

Guest favorite
An infinity pool reflects the sunset, with the coastline visible in the background. The modern villa is framed by transparent railings and lush palm trees, exhibiting large glass doors that invite natural light and panoramic views into the interior.
Home in Arco da Calheta
4.96 out of 5 average rating, 90 reviews

Villa Panorama - Luxury Villa with Jacuzzi-Calheta

Bem-Vindo à Villa Panorama. URL Video: https://youtu. be/ne-2B5Xo39I Esta NOVA moradia foi construída com o obejtivo de criar um espaço único, que permitisse redescobrir o conceito de bem-estar físico e mental com paisagens magnificas num ambiente arquitetónico moderno! A moradia concluída no ano 2018, localiza-se na freguesia do Arco da Calheta – Calheta, uma das zonas mais procuradas pelos turistas, caracterizada por ser uma das áreas mais ensolaradas da Ilha da Madeira!

Guest favorite
An outdoor dining area features a wooden table set with dishes and plants, surrounded by a few chairs. The rustic orange exterior of the adjacent building complements the lush greenery. The sea view can be seen in the background under an overcast sky.
Home in Arco Da Calheta
4.92 out of 5 average rating, 106 reviews

Mango House

House with superb sun exposure, peaceful and stunning views over the sea and the mountain. Has 2 bedrooms (one with a double bed and the other with two single beds easily convertible into a double bed), a complete bathroom, a social toilet, open space with kitchen / living and dining room, furniture and careful decoration. Outside enjoy the garden and the pleasant dining space with incredible views of the sea. The barbecue and mini-pool complete your well-being.

Guest favorite
The spacious interior features large glass walls, allowing a panoramic view of the ocean. Two wicker chairs with cushions are positioned to enjoy the scenery. A wooden table is visible nearby, framed by lush greenery and a thatched ceiling, creating a relaxed atmosphere.
Farm stay in Arco da Calheta
4.96 out of 5 average rating, 106 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. 🌴🍹

Guest favorite
A modern villa exterior is showcased with large glass balconies and clean lines. The warm interior lights illuminate the entryway, contrasting with the twilight sky. A stone wall provides privacy, while decorative signage identifies the property, contributing to a sophisticated entrance.
Villa in Calheta
4.92 out of 5 average rating, 13 reviews

Villa Nicuma by Escape to Madeira

Relax comfortably with incredible views of the Atlantic Ocean. This luxury villa is just a short walk from restaurants, bars, and the center of Villa da Calheta and its marina. The beach is nearby, and the house offers a rooftop pool overlooking the sea and marina, where you can enjoy water activities. Come enjoy an unforgettable vacation where the sea, sun, and comfort come together to offer you a unique experience.

Top guest favorite
An infinity-edge pool is illuminated at night, reflecting the starry sky and ocean beyond. Surrounding tropical plants provide a lush backdrop, while a wooden deck extends around the pool, enhancing the tranquil ambiance and offering comfortable seating areas nearby.
Apartment in Paul do Mar
4.99 out of 5 average rating, 199 reviews

Meu Pé de Cacau - Studio Mango 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.

Top guest favorite
A coastal landscape showcases a charming village nestled against steep cliffs. Colorful houses with red roofs are visible, hugging the shoreline, while the Atlantic Ocean gently laps at the rocky coast. Waves create a rhythmic pattern as they roll onto the beach.
Apartment in Jardim do Mar
4.99 out of 5 average rating, 137 reviews

Modern & New Studio w/ Pool & Oceanside View | G 🌟

Modern studio in the sunny and serene coastal village of Jardim do Mar, south west of Madeira Island. Studio G features an open plan design with kitchenette, lounging area with TV (with Netflix), a cozy king sized bed, a spacious bathroom and a private balcony with ocean and pool view. We provide free Wi-Fi and free parking (the property is a minute walk from the village's centre and the main free parking lot).

Guest favorite
The villa is positioned on a hillside, displaying a modern architectural design with expansive glass walls. An infinity pool extends over the edge, reflecting the striking landscape. Surrounding greenery and distant mountains create a serene backdrop, offering a sense of tranquility.
Villa in Calheta
4.92 out of 5 average rating, 12 reviews

Villa Gia: Your Home Away from Home

Villa Gia is a stylish retreat in Calheta with breathtaking ocean and mountain views. It features two en-suite bedrooms, an open-plan living area, full kitchen, Wi-Fi, and workspace—ideal for relaxation or remote work. Please note: Pool heating is an extra charge. Onsite parking may not suit low-profile or compact cars, but free on-street parking is available just outside the property.

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, 114 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 yurt is positioned amidst vibrant yellow flowers, set against a backdrop of lush greenery. The coastline and a winding road are visible in the distance, with the ocean meeting a partly cloudy sky, creating a serene and natural landscape.
Yurt in Ponta do Sol
4.97 out of 5 average rating, 410 reviews

Mango Yurt ~Eco-Glamping in a Hidden Paradise

Wake up surrounded by tropical banana trees, listening to the waves by the beach and the spring water falling down the waterfall. This new Glamping site in Madeira Island is the perfect spot to relax, camping in comfort & luxury surrounded by nature. More pictures at @cantodasfontes (insta)

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, 110 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

Quick stats about vacation rentals in Calheta

  • Total rentals

    390 properties

  • Nightly prices starting at

    $50 before taxes and fees

  • Total number of reviews

    15K reviews

  • Family-friendly rentals

    230 properties are a good fit for families

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with a pool

    150 properties have a pool

Frequently Asked Questions

  • Do house rentals in Calheta have air conditioning?

    Absolutely! We offer over 60 house rentals with air conditioning in Calheta. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Calheta?

    Enhance your stay in our House Rentals with the most popular amenities: over 60 homes with air conditioning, over 120 homes with free parking, over 150 homes with wifi, over 140 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do cottage rentals in Calheta have free parking?

    Absolutely! We offer over 10 cottage rentals with free parking in Calheta. Enjoy a tailored experience with all the comforts you desire.

  • Are there vacation rentals with a dedicated workspace in Calheta?

    Yes! Work meets play with ease at over 130 vacation rentals in Calheta featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • How much does it cost to stay in cottage rentals in Calheta?

    Experience the best of Calheta with our cottage rentals, starting at about $100 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 vacation rentals in Calheta?

    Four-legged friends are welcome in Calheta. Choose from more than 40 vacation rentals for guests traveling with pets.

  • Do apartment rentals in Calheta have wifi?

    Absolutely! We offer over 110 apartment rentals with wifi in Calheta. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly vacation rentals in Calheta?

    Calheta has more than 220 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Are there Calheta vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 140 vacation homes with pools in Calheta, available on Airbnb. Make a splash and soak up the sun in style!

  • Do villa rentals in Calheta have a kitchen?

    Absolutely! We offer over 40 villa rentals with a kitchen in Calheta. Enjoy a tailored experience with all the comforts you desire.

Destinations to explore

  1. Airbnb
  2. Portugal
  3. Madeira
  4. Calheta