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Chalet vacation rentals in Ponta do Sol

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Popular amenities for Ponta do Sol chalet rentals

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 Santo António da Serra
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 Santo António da Serra
4.7 out of 5 average rating, 20 reviews

Quinta Santo António da Serra - One Bedroom Chalet

LisaRating, 5 stars1 month ago
For us, it was a very nice starting point for our day trips. We particularly liked the beautiful garden, the layout of the apartment and the fireplace, whose warmth could also be felt in the bedroom =) The wood is right in front of the apartment. Wonderful and highly recommended.
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
The house is just like the photos, very beautiful and with everything you need for a short/long stay. The host left us breakfast and was always concerned with our well-being. I highly recommend it!
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 Santo António da Serra

2-Bedroom Chalet - Quinta Santo António da Serra

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 - Excellent 1-bedroom house with Sea View and Wi-Fi

ÁgnesRating, 5 stars2 weeks ago
Very nice, clean apartment. Comfortable beds, well-equipped kitchen. It is located on the hill above the airport, overlooking the runway. It didn't bother us because there were no machines at night and we were on the road during the day.
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, 101 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 - Excellent 2 bedroom sea view house with WiFi

OliviaRating, 5 stars1 month ago
Paulo's place is everything we were looking for , near the airport because departure early in the morning and clean. So he met all of our requirements. Our son loved watching planes take off or land. We were not disturbed by the noise of planes. The accommodation is clean and spacious for 4. The laundry room is a plus and pleasantly delighted with the gym . If we go back to Madeira , we will not hesitate to stay at Paulo's.
Guest favorite
A cozy living area features a brown sofa and a wooden dining table surrounded by white chairs. Stone walls and wooden beams create a rustic atmosphere. Natural light enters through a window, highlighting the well-equipped kitchen in the background.
Chalet in Arco da Calheta
4.93 out of 5 average rating, 103 reviews

Casa do Leme

AnastasiiaRating, 5 stars3 weeks ago
It was great holidays in the Odilia’s house. Very comfortable. Thanks.
A living area features stone walls and wooden beams, creating a rustic ambiance. A comfortable yellow sofa is positioned near a side chair, with natural light entering through two windows. A dining table is set with fresh fruit, and a television sits on a wooden cabinet.
Chalet in Porto da Cruz
4.68 out of 5 average rating, 130 reviews

Quinta da Vila Palheiro

RoméRating, 5 stars2 weeks ago
The host was very nice. We felt very comfortable. The sofa bed was a little less good to sleep on for 4 nights. Otherwise great!
Guest favorite
Chalet in Arco da Calheta
4.89 out of 5 average rating, 55 reviews

Vila Vinha - 55534/AL

CatarinaRating, 5 stars3 weeks ago
We really liked the place, very flexible check-in and check-out, very cozy and spacious house, with all the necessary utensils!

Destinations to explore

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  3. Madeira
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