Chalet vacation rentals in Ponta do Sol

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Top-rated chalet rentals in Ponta do Sol

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Superhost

The image captures a wide view of the airport tarmac beside the ocean, showcasing several parked airplanes. The blue sea stretches towards a distant landmass under a clear sky, with a few scattered clouds enhancing the scene. The airport infrastructure is clearly visible in the foreground.

Chalet in Santa Cruz

4.78 out of 5 average rating, 59 reviews

Villas Madalena - Excelente casa T1 com Vista Mar e Wifi

ÁgnesRating, 5 stars2 weeks ago

Nagyon szép, tiszta apartman. Kényelmes ágyak, jól felszerelt konyha. A repülőtér felett található a dombon, rálátás van a kifutó pályára. Nekünk nem volt zavaró, mert éjszaka nem voltak gépek, nappal pedig úton voltunk.

A covered terrace features a wooden table surrounded by black chairs. Lush greenery in various pots enhances the outdoor space, with colorful plants providing a vibrant backdrop. A scenic view of the sea is visible through the open areas of the terrace.

Chalet in Gaula

4.81 out of 5 average rating, 37 reviews

Casa Do Boto

The chalet "Casa Do Boto" is located in Gaula and overlooks the nearby sea. The 60 m² property consists of a living room, a kitchen, 2 bedrooms and 1 bathroom and can accommodate 4 people. Available amenities include a TV, a washing machine and Wi-Fi. Your private outdoor area includes a garden and a covered terrace. The nearby destinations include Palmeiras Beach (1.6 km) and Reis Magos Beach (3.5 km). A parking space is available on the property. Families with children are welcome.

Superhost

A single-story stone structure features large windows, allowing natural light to fill the interior. The exterior is complemented by a spacious patio area with stone flooring, providing a view of the surrounding landscape and a sunset on the horizon.

Chalet in Madeira

4.95 out of 5 average rating, 19 reviews

Rochão Village by Rent2U - 1 quarto (Alexandra)

Zona tranquila situada no Rochão, Arco da Calheta O empreendimento Rochão Village é constituído por seis casas (3 de tipologia T1 e 3 de tipologia T2), todas com sala e cozinha, uma recepção e uma piscina com jacuzzi divididos em quatro patamares. No total são nove quartos, podendo alojar até 30 utentes. Localiza-se nas zonas altas do Arco da Calheta, numa zona muito tranquila onde se pode observar tanto as serras madeirenses a norte/nordeste como o Oceano a sul.

A pathway is lined with vibrant greenery and scattered purple flowers, creating a serene atmosphere. Lush trees provide shade along the path, which is complemented by blooming shrubs on either side. The gentle light contributes to the peaceful environment of the garden.

Chalet in Santo António da Serra

4.75 out of 5 average rating, 175 reviews

Quinta Santo António da Serra - Chalet 1 Bedroom

A Quinta Santo António da Serra fica situada numa zona rural da Madeira, apenas a 18 km do Funchal. Todos os apartamentos são auto-suficientes e disponibilizam autênticas lareiras a lenha e uma varanda. Algumas das inúmeras actividades disponíveis apenas a 5 minutos a pé da Quinta incluem golfe, passeios a cavalo e ténis. Os apartamentos estão situados em espaçosos jardins que disponibilizam espreguiçadeiras. * A decoração da casa pode variar.

A rustic stone cottage is situated amidst lush greenery and mountainous terrain. The structure features a terracotta roof and is surrounded by a gravel pathway leading to a meticulously landscaped garden, enhancing the natural beauty of the area.

Chalet in Sao Vicente

4.58 out of 5 average rating, 40 reviews

The Perfect Cottage

The 50m2 vacation chalet "The Perfect Cottage" is located in São Vicente, on the Portuguese island of Madeira. The chalet consists of a living room with a sofa bed for 2 people, a well-equipped kitchen, a bedroom as well as one bathroom and can therefore accommodate 4 people. The chalet features Wi-Fi and a fan. Children are allowed and a baby bed and a highchair are available (upon request). The chalet affords a spectacular mountain view.

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

4.87 out of 5 average rating, 112 reviews

Chalet Boutique

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.

Guest favorite

A view of the cottage is presented, surrounded by lush greenery and grapevines. The surrounding hills are highlighted with houses featuring red-tiled roofs, nestled into the landscape. A stone wall borders the property, creating a sense of privacy and connection to the natural setting.

Chalet in Sao Vicente

4.8 out of 5 average rating, 25 reviews

Pereira Place - Cottage

Pereira Place – Cottage é um alojamento localizado em São Vicente, no norte da ilha da Madeira. Inserida numa herdade vitivinícola o alojamento com estilo madeirense, dispõe de Wi-Fi, gratuito, possui um quarto de dormir com cama de casal, cozinha totalmente equipada, sala de estar, casa de banho e uma arrecadação. Tem um quintal que, para além do ar puro pode relaxar ao som do canto dos pássaros. O estacionamento gratuito.

Guest favorite

A clear view of the surrounding mountains and greenery is presented, with a large tree standing prominently. A gravel area is visible in the foreground, leading to a scenic outlook over the valley and hints of the sea beyond the hills.

Chalet in Santana

4.92 out of 5 average rating, 364 reviews

Camélia! Enjoy nature in the mountains of Madeira!

Surrounded by forest and located up high in the mountains, Camélia is the ideal choice for nature lovers, who seek peace and unique moments in the comfort of a well-equipped cottage. Its privileged location within the natural park of Ribeiro Frio, allows access to many "Veredas" and "Levadas", and reveals up close the beauty of the Laurissilva forest. Come, and enjoy a unique and romantic stay in this atlantic paradise!

Two skewers are positioned above glowing embers within a brick fireplace. The skewers hold pieces of meat, with embers casting a warm, reddish glow on the surrounding stones.

Chalet in Seixal

4.52 out of 5 average rating, 31 reviews

Cottage Casa Hernani

Welcome to our charming cottage in the heart of Madeira, perfect for a serene nature escape. Nestled in the lush Laurisilva forest with stunning mountain views, our cozy retreat is ideal for tranquility and adventure. Explore renowned levada walks, embark on thrilling canyoning adventures, or simply unwind amidst breathtaking scenery of Seixal black sand beach. Our cottage is the ideal base for your Madeiran getaway.

A modern kitchen is highlighted by wooden cabinetry and stone walls, showcasing a functional workspace. Natural light flows through large glass doors, connecting the interior to an outdoor view. Kitchen amenities, including a stove and sink, are presented in an organized layout.

Chalet in Estreito da Calheta

4.82 out of 5 average rating, 114 reviews

Sercial by Real Vision

Palheiros do Serrado are located in Estreito da Calheta, where green nature dominates. ATTENTION: Some renovations will be made to the house... A new window will be added behind the bed! The space will have more light and more air capacity. The intervention will be between 16/01/2025 and 21/01/2025. We can also provide car rental services for our clients.

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Popular amenities for Ponta do Sol chalet rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly chalet rentals

A vibrant garden filled with blooming yellow flowers frames a private pool. A colorful hammock is visible nearby, with a sunny umbrella and seating area in the background. Lush greenery and a rustic home contribute to the serene outdoor atmosphere.

Chalet in Prazeres

4.75 out of 5 average rating, 20 reviews

House with swimming pool in paradisiacal location

MelanieRating, 5 stars9 months ago

Paradise. The house, the garden, the pool and the location! we cannot fault anything about our stay. The hosts are fabulous and attentive particularly in a drama! we left passports at the villa and arrived at airport before realising. Lucy and Alex were fabulous and a taxi was sent straight away with passports. All communication with hosts was prompt and helpful. The house is well appointed. The welcome package was wonderful. The views from the garden and balcony are breath taking particularly at sunset. It's a peaceful location but well placed to tour the whole island and come back to this quiet corner of the island each day. We did not want to leave and wish we had booked for longer. We will be looking to visit again. Cannot recommend highly enough ♥️

The exterior of the house presents a charming two-story structure surrounded by lush gardens. A spacious lawn hosts several lounge chairs, complemented by blooming flowers and trees, creating a serene outdoor setting against a clear blue sky.

Chalet in Casais Próximos

4.73 out of 5 average rating, 51 reviews

Chalet 1 Bedroom - Quinta Santo António da Serra

OliaRating, 5 stars3 weeks ago

We stayed only 1 night and even regretted that we didn’t stay longer! The accommodation is amazing with beautiful garden. It is also located in very cute little village and is super close to the airport.

A row of spacious, red-painted apartments is featured, each with a shaded patio overlooked by greenery. Sun loungers are arranged on the well-maintained lawn, creating a welcoming outdoor space. Large windows are adorned with green shutters, complementing the vibrant exterior.

Chalet in Casais Próximos

4.7 out of 5 average rating, 20 reviews

Quinta Santo António da Serra - One Bedroom Chalet

LisaRating, 5 stars1 month ago

Für uns war es ein sehr schöner Ausgangspunkt für unsere Tagestouren. Besonders gefallen hat uns der wunderschöne Garten, die Aufteilung des Apartment und der Kamin, dessen Wärme auch im Schlafzimmer zu spüren war =) Das Holz ist gleich vor dem Apartment. Wundervoll und sehr zu empfehlen.

A compact kitchen area features wooden cabinetry and a stone backsplash, providing a modern aesthetic. A glass-top dining table with red cushioned chairs is positioned in the foreground. Natural light is visible, enhancing the warm tones of the space.

Chalet in Estreito da Calheta

4.64 out of 5 average rating, 90 reviews

Malvasia by Real Vision

DiogoRating, 5 stars2 weeks ago

A casa é igual às fotografias, muito linda e com tudo aquilo que é necessário para uma estadia curta/longa. O anfitrião deixou-nos pequeno almoço e preocupou-se sempre com o nosso bem estar. Recomendo muito!

A spacious outdoor area is surrounded by lush greenery, featuring multiple lounge chairs arranged in front of a traditional two-story structure with a red exterior and tiled roof. Large windows are framed by dark green shutters, allowing natural light to enhance the interior.

Chalet in Casais Próximos

Chalet 2 Bedrooms - Quinta Santo António da Serra

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Beachfront chalet rentals

Superhost

A bright living area features a comfortable gray sofa adorned with colorful cushions. A wooden dining table and chairs complement the granite kitchen area. Natural light fills the space, highlighted by a painting above the sofa and a lamp on a side table.

Chalet in Santa Cruz

4.78 out of 5 average rating, 59 reviews

Villas Madalena - Excelente casa T1 com Vista Mar e Wifi

ÁgnesRating, 5 stars2 weeks ago

Nagyon szép, tiszta apartman. Kényelmes ágyak, jól felszerelt konyha. A repülőtér felett található a dombon, rálátás van a kifutó pályára. Nekünk nem volt zavaró, mert éjszaka nem voltak gépek, nappal pedig úton voltunk.

A spacious sleeping area is highlighted by a large triangular window, offering views of the natural surroundings. Exposed wooden beams complement the stone walls, while soft bedding provides comfort. Ambient lighting enhances the serene atmosphere as dusk approaches.

Chalet in Estreito da Calheta

4.74 out of 5 average rating, 102 reviews

Verdelho by Real Vision

KnutRating, 5 stars1 month ago

Absolutely perfect stay at Real in Madeira! Communication was flawless from start to finish, and checking in was a breeze with easy key access. We were welcomed with a generous fruit basket and delicious local products— the local organges and the juicer were just right for the perfect breakfast. The apartment felt brand new and was impeccably maintained. The spacious bathroom with a private sauna was a real treat. Each of the three secluded units is beautifully designed for privacy and comfort. Both the indoor and outdoor fireplaces came with plenty of dry wood, adding a cozy touch. The panoramic ocean views are breathtaking, and the loungers on the pristine lawn invite you to relax and soak it all in. We truly couldn’t have asked for more!

Guest favorite

An open living space features wooden flooring and large windows that provide natural light. A simple dining area with chairs and wooden table is positioned near a kitchenette. A cozy seating area is complemented by a flat-screen TV and contemporary shelving units.

Chalet in Santa Cruz

4.78 out of 5 average rating, 36 reviews

Villas Madalena - Excelente casa T2 vista mar c/Wifi

OliviaRating, 5 stars1 month ago

Le logement de Paulo est tout ce que l on recherchait , près de l aéroport car départ tôt le matin et propre. Il a donc répondu à toutes nos exigences. Notre fils a adoré regarder les avions décoller ou atterrir. Nous n avons pas été dérangé par le bruit des avions. Le logement est propre et spacieux pour 4. La buanderie est un plus et agréablement ravie de la salle de sport . Si nous revenons à madère , nous n hésiterons pas à loger chez Paulo.

Guest favorite