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House vacation rentals in Sao Jorge

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Popular amenities for Sao Jorge house rentals

House rentals with a pool

Superhost
Home in Ribeira Brava
4.87 out of 5 average rating, 63 reviews

Magical Sunset Attached Home

JanineRating, 5 stars1 month ago
It was really great. The kitchen is well equipped, the beds super cozy, it is totally quiet, the view is incredibly great.
Superhost
The bright, two-story villa features large windows that allow natural light to fill the interior. A heated pool is visible in the foreground, surrounded by a wooden deck. Outdoor seating is arranged under a shaded area nearby, providing a relaxing space to enjoy the surroundings.
Home in Estreito da Calheta
4.81 out of 5 average rating, 16 reviews

Villa Pargo Sunsets

MelissaRating, 5 stars2 months ago
Beautiful home with all the amenities that you need for a nice relaxing stay. The house is in an area where there are not a lot of shops nearby so be prepared with a car. The home is comfortable and well decorated. The views are amazing! Madeira is a beautiful treasure!
Guest favorite
A private pool is featured in a sunlit terrace, surrounded by lush greenery and a view of the ocean and the town below. A dining area with a table and chairs, a hammock, and an umbrella provide comfortable spaces for relaxation.
Home in Funchal
4.94 out of 5 average rating, 161 reviews

Place In The Sun

BrettRating, 5 stars1 week ago
Very kind host and beautiful place. Our flight was sent back to Lisbon due to high winds so we ended up arriving after 1am and Nelson was kind enough to wait up for us and gave us a nice anniversary gift as well.
Guest favorite
A modern house is depicted, showcasing a sleek design with large windows. An infinity pool is situated beside a manicured lawn, and a shaded terrace features contemporary seating. Natural surroundings add to the aesthetic, ensuring a sense of openness and connection to the outdoor space.
Home in Câmara de Lobos
5 out of 5 average rating, 14 reviews

JPL Blue Horizon Residential - Casa Horizon A

VivienneRating, 5 stars6 days ago
Fantastic time at Dina’s place. Stunning views in the sunshine and the rain. Easy to cook for ourselves there or to take a short walk into the town. Used the pool most days - cold but lovely! Beds very comfortable. Plenty of hot water for showers. Dina gave lots of helpful tips on parking but we still found it very difficult. But once inside it’s very safe and private. Blown away by the place! The terrace is just such a beautiful place to relax with very comfortable furniture to add to the experience.
Top guest favorite
A private outdoor space features a swimming pool surrounded by sun loungers under palm trees. The house's vibrant exterior, with red accents, is complemented by blooming flowers and greenery, creating a relaxing atmosphere for guests to enjoy.
Home in Funchal
4.99 out of 5 average rating, 140 reviews

Casa dos Francelhos, the charming house of Funchal

ShaunRating, 5 stars2 weeks ago
António was extremely helpful with a warm welcome and was very helpful with good information on the island and things to do. The villa was fantastic with many extra things provided for our comfort e.g toothpaste/wine/local fruit etc. The villa is about 20 minute walk down hill to the city which is very convenient but it’s a steep climb back up so we usually used Bolt/Uber which works really well for most of the island as the buses aren’t so good. I do recommend this villa as a great base with a warm welcome and warm swimming pool, thank you Antonio.
Guest favorite
Home in Calheta
4.95 out of 5 average rating, 173 reviews

Casa Cro | Ocean View

HenryRating, 5 stars2 weeks ago
Really great house for 2 adults and a baby. Plenty of space, well equipped kitchen and all the baby stuff we needed (bath, high chair, cot etc). We got the pool heated which was nice for us in March when it was sunny. The terrace was also very nice with lovely views of the sea. It's on a steep hill so would recommend a car to get around (and to be a confident driver!)
Superhost
An indoor swimming pool is featured, surrounded by large windows that offer natural light and views of the garden. The pool is filled with clear blue water, and a staircase leads into it. A dining area with tables is positioned nearby.
Home in Porto da Cruz
4.85 out of 5 average rating, 124 reviews

House pc / private indoor pool

JamesRating, 5 stars1 month ago
We had a wonderful week stay at Ana Paula’s house in Porto Da Cruz. The house is perfect and the kids loved swimming in the pool in February. The location is fantastic with lots to do nearby. Ana Paula is a great host and was always very attentive. We would return without hesitation!
Top guest favorite
An open-plan living area showcases modern furnishings, including a large sectional sofa and an elegant dining table with plush chairs. A sleek kitchen with contemporary appliances is visible, along with large windows allowing natural light to fill the space. Scenic artwork adorns the walls.
Home in Madeira
4.98 out of 5 average rating, 64 reviews

Panoramic View: Lux 3 bed w/ heated pool

PhilippeRating, 5 stars3 weeks ago
The house is as described. It's very nice, with large and bright rooms, and beautiful sea views. The equipment is great, between the heated pool - appreciated given the average weather at the beginning of our stay:-), the great leisure room, and everything you need to cook or have a good coffee! The house is well placed to access shops, the waterfront, and visit the whole west of the island, which is very pretty. The contact with Ligia, Emma and Bruce was very warm, with very good responsiveness. We really had a great time!

Weekly house rentals

Guest favorite
A two-story house is viewed from the street, featuring a green garage door and balcony railings. The structure showcases traditional architecture with window shutters. Below, a tiled area displays a compass design. The background reveals a clear blue sky and distant sea views.
Home in Jardim da Serra
4.9 out of 5 average rating, 10 reviews

4 Bed Rental in Madeira

JarekRating, 5 stars1 month ago
We found a very clean and large house, with a nice welcome surprise, the house was very well equipped, especially the kitchen, the terrace overlooking the ocean in a picturesque, quiet village, very good contact with the owner, she immediately responded to current problems and tried to help as much as possible, we fully recommend this place
Guest favorite
A swimming pool reflects the vibrant hues of a sunset, creating a serene scene. The pool is surrounded by tiled flooring and a fence, offering panoramic views of the ocean and sky. The villa is partially visible in the corner, enhancing the tranquil atmosphere.
Home in Arco da Calheta
4.89 out of 5 average rating, 18 reviews

Magnificent villa with a heated pool

RadinaRating, 5 stars1 week ago
We stayed at the house for almost a week and it felt like home. The view was so beautiful, house so spacious and clean and aesthetic, the kitchen also has everything you need to cook, outside area is also great for having BBQ and relax by the pool. Tatiana was always responsive to messages and gave us recommendations where to go for shopping and eating. We would come back again definitely. The location is also great because you are close to Funchal, or can explore any other spot on the island within 30 mins to 1 hour with car. Big thanks to our hosts!
Top guest favorite
A panoramic view of the village of Boaventura is displayed, featuring houses with red-tiled roofs nestled among lush, green mountain landscapes. The sky above is clear with a few clouds, enhancing the serene rural setting.
Home in Boaventura
5 out of 5 average rating, 30 reviews

Casa da Calçada

NataliiaRating, 5 stars1 month ago
We had a wonderful stay! The apartment had everything we needed, and the views were absolutely stunning. Manny was a fantastic host—communication was smooth and effortless. The location is peaceful, set in a charming small village. A car is necessary to get around, but that’s typical for most of Madeira. The only downside was the cold, but Manny provided heaters, which made a big difference. Overall, we highly recommend this place for a great stay! 😊
Guest favorite
A spacious living room is depicted, featuring a light-colored sofa with decorative cushions and a coffee table. Large glass doors allow natural light to flood the room, creating a bright atmosphere. Minimal decor can be seen on the walls, adding an inviting touch.
Home in Gaula
4.94 out of 5 average rating, 18 reviews

Lani House - with an ocean view

NataliaRating, 5 stars6 months ago
Very friendly and responsive host . Place is nice , big and clean . There is everything you might need inside the house with many cosy and sweet details . Easy to get to and from by car and there is a bus stop nearby. Supermarket 4 minutes walking . Super cool view to the ocean and you can see planes landing , they were flying directly above the house . 😍 Unfortunately there is not much to do or not so many places to go to from the house by foot , but Madeira is for explorers 😉
Guest favorite
A serene green structure is nestled among lush gardens, featuring blooming hydrangeas and a natural landscape. The surrounding area includes well-maintained grass and various plants, all under an overcast sky that adds a calm ambiance to the scene.
Home in Sao Vicente
4.91 out of 5 average rating, 70 reviews

Casa Verde Vale

KathrynRating, 5 stars1 week ago
Eva's place was a beautiful and perfect place for a couple on our honeymoon! The views are amazing. The house was well stocked with everything we needed, including cooking supplies and walking poles for hikes! It was a little tricky finding it the first day when we were jet-lagged - don't try to follow Google maps. But after the first time it was no trouble at all. The roads are steep and windy but that's the norm in Madeira - and it's well worth it for the view!
Superhost
A dining area is presented on a spacious terrace, featuring a round table set with plates and utensils. A colorful umbrella provides shade, while potted plants decorate the space. The ocean view is visible beyond a glass railing, complemented by a statue positioned on the terrace.
Home in Ribeira Brava
4.95 out of 5 average rating, 152 reviews

Penthouse "Amazing Ocean view!

HannahRating, 5 stars1 week ago
The flat is located on a banana plantation with a view of the sea. The terrace is fantastic. We only heard the sound of the sea. The lift from the garage to the flat is very practical for taking luggage and shopping upstairs. The flat is also well located as a starting point for hikes. Eva and João are very nice and helpful.
Guest favorite
A spacious lounge area features a large, L-shaped couch adorned with vibrant red and neutral cushions. A round glass coffee table sits in the center, holding decorative items. A striking wall art piece adds visual interest to the room, which is filled with natural light from nearby windows.
Home in Machico
4.85 out of 5 average rating, 27 reviews

Grannies House - in the heart of Machico

LaleahRating, 5 stars2 months ago
Super helpful and friendly host! Location was perfect for us, and Airbnb was very spacious for our group of two couple and two kids.
Guest favorite
A scenic view is framed by lush greenery, revealing the ocean and the rooftops of a village below. A wooden railing lines the path, enhancing the natural beauty of the surroundings. Bright blue skies complement the vibrant landscape.
Home in Ponta Delgada
4.86 out of 5 average rating, 43 reviews

Rosita's Haystack

MátéRating, 5 starstoday
Perfect view with very fast Communication. Everything was awesome. Sure to come back soon.

Private house rentals

Top guest favorite
A modern dining area features a glass table with white chairs arranged around it. Two vibrant red bean bags are positioned nearby, contrasting with the black and white striped rug. A decorative plant and abstract artwork enhance the space, while natural light illuminates the room.
Home in Caniço
4.99 out of 5 average rating, 80 reviews

Villa Vera Garajau - Madeira Island

ZacharyRating, 5 stars3 days ago
My sister and I stayed here for 6 nights and had the most amazing time. The parking is so easy and there were always spots available when we came back late at night. You park on the street and you are inside the house within 30 seconds. Nuno sent us recommendations on where to go for groceries, restaurants, activities, and more that helped us with some of the things we didn’t plan for. Inside, the place is immaculate. Beautiful furniture and you can quickly tell how much thought was put into the place. Huge kitchen with a massive fridge. Comfortable beds with windows you can crack open to stay cool at night. My favorite part was personally the shower. The water pressure is excellent and the temperature is hot! My favorite part was exploring all day and coming home to that beautiful bathroom to shower the day away. The location is perfect for day trips around the island. We did everything including the farthest parts on the West Coast but didn’t feel like we were stuck in the car.
Superhost
A spacious living area features a bright blue sectional sofa, positioned to showcase expansive windows offering views of the ocean. A dining table with chairs complements the space, while ceiling fans provide a gentle breeze.
Home in Santa Cruz
4.77 out of 5 average rating, 39 reviews

GuestReady - One happy stay in Machico

KevinRating, 5 stars1 week ago
We loved our stay here, the place was spotless and very spacious for six of us. Also loved the location that it was so close to the airport. Also, the windows looking out towards the ocean brought so much light and warmth to the place. Would absolutely recommend this place and would stay here again in a heartbeat.
Guest favorite
The exterior of a two-story stone house features dark blue trim and green shutters on white-framed windows. A wooden gate opens to a paved area with a small table and chair set, offering an inviting entry. Plant pots are positioned on the upper ledges.
Home in Seixal
4.91 out of 5 average rating, 11 reviews

Friend's House

JulieRating, 5 stars2 weeks ago
Beautiful home, exactly as described. People were very helpful and we were close to everything. If you’re looking to get away for a peaceful vacation this is a great house to do so.
Superhost
The exterior view showcases a modern house with a red-tiled roof and large glass doors, leading to a spacious patio. Outdoor seating is provided by dark wicker furniture on a stone-tiled surface. A well-maintained grassy area enhances the tranquil setting.
Home in Estreito da Calheta
5 out of 5 average rating, 7 reviews

Casa Barros Serra, a private house

VitaliyRating, 5 stars5 months ago
Amazing place higher in the hills of Madeira. Views are amazing and hose itself was great. Just keep in mind because it is up there in the mountains it may be a bit chillier than on the seaside
Guest favorite
A spacious living room features a white sofa adorned with textured cushions and throws. A wooden coffee table sits atop a patterned rug. Light streams in through windows, highlighting the modern decor, including a large wall art piece and potted plants.
Home in Porto Moniz
4.87 out of 5 average rating, 84 reviews

Casa da Grota

ÁdámRating, 5 stars2 months ago
Silvia is very friendly and responsive, and the house was super clean and comfortable. I'd be happy to go back.
Superhost
A private pool glimmers under sunlight, surrounded by a spacious deck. Lounge chairs are positioned for relaxation, while a balustrade offers safety and an unobstructed view of the ocean and surrounding landscape.
Home in Estreito da Calheta
4.89 out of 5 average rating, 36 reviews

Casa Agrela 36547/AL Magnificent sea Views

NolwennRating, 5 stars10 months ago
Very pleasant stay, the house was spotless. You will have a private pool and a beautiful view of the valley and the sea. The beds were very comfortable, no amenities to say. We are very happy and we are thinking of coming back to Madeira.
Superhost
A spacious balcony extends from the house, featuring wooden railings and decorative doors. Lush greenery is visible beyond, with a rocky terrain enhancing the natural setting. The tiled floor offers a practical surface, while the house's colorful exterior complements the serene environment.
Home in Madeira
4.71 out of 5 average rating, 85 reviews

Fantatic Holiday House

MarianaRating, 5 stars6 days ago
Great for relaxation even if not actually easy to reach by car (very very steep but fortunately we managed). Breathtaking view, but the place is very humid. There is no espresso machine but I want to recommend the bar downstairs for espresso coffee lovers. The best coffee we've ever had. The inhabitants are very sociable and we made great acquaintances. We had a great week! Tip
Superhost
A spacious terrace is visible, featuring a patterned tiled floor and a metal railing. A potted plant adorns one corner, while the expansive view reveals nearby rooftops and the distant ocean under a clear blue sky.
Home in Ponta do Sol
4.87 out of 5 average rating, 23 reviews

Casa do Valentim, a Home in Madeira

JoannaRating, 5 stars3 weeks ago
A beautiful (and huge!) house, perfectly set up for guests. All the little thoughtful touches were so appreciated: it felt like a real home from home. Gorgeous outdoor space, and overall a real joy to spend the week here. Thank you!

Destinations to explore

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  2. Portugal
  3. Madeira
  4. Madeira Island
  5. Sao Jorge
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