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Madalena Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Madalena vacation rentals

A wooden table and bench in a garden with a hot tub and a glass door leading to a room.

1. Aldeia dos Caldeirões

Aldeia dos Caldeirões
4.0 star property
Madalena
8.0 out of 10, Very good, (5 reviews)
"The place is beautiful, in a great location, private and secluded, with nice amenities such as hot tubs, pool, wood BBQ. It looks just like the pictures and overall, we enjoyed our stay. But, - very limited hot water. Takes long to warm up and then only lasts 5 minutes. Not enough for 2 showers. We could only fill the amazing bath up a few inches before it got cold, so kind of useless. - lots of ants, and when we complained, we were told to deal with it ourselves - there was a birds nest...
Canada
Evan
The price is ￥13,318
￥13,851 total
includes taxes & fees
Nov 21 - Nov 22
Aldeia dos Caldeirões
Outdoor dining

2. ValverdeApart - 1.7 km from the center of Madalena, Pico Island

ValverdeApart - 1.7 km from the center of Madalena, Pico Island
Madalena
The price is ￥23,495
￥26,613 total
includes taxes & fees
Nov 14 - Nov 15
ValverdeApart - 1.7 km from the center of Madalena, Pico Island
A room with a view of the sea through large windows, a dining table with a bowl and a glass, and a hanging light fixture.

3. Pico Island Villas 22 - Ocean Front & UNESCO Heritage Century-Old Grapevines

Pico Island Villas 22 - Ocean Front & UNESCO Heritage Century-Old Grapevines
São Roque do Pico
The price is ￥84,794
￥101,753 total
includes taxes & fees
Nov 14 - Nov 15
Pico Island Villas 22 - Ocean Front & UNESCO Heritage Century-Old Grapevines
A terrace with blue chairs and white umbrellas overlooking the sea.

4. Lofts Azul Pastel

Lofts Azul Pastel
4.0 star property
Horta
9.6 out of 10, Exceptional, (41 reviews)
"Beautiful stay and wonderful staff!"
United States
Cathy
The price is ￥9,937
￥10,334 total
includes taxes & fees
Nov 14 - Nov 15
Lofts Azul Pastel
A coastal landscape with a hill, clear blue waters, and a few buildings on the hillside.

5. Porto Pim Bay

Porto Pim Bay
Horta
9.6 out of 10, Exceptional, (32 reviews)
"Exceptional place to stay. Clean, professional and caring staff; can’t wait to come back. "
United States
Joseph
The price is ￥9,937
￥10,335 total
includes taxes & fees
Nov 21 - Nov 22
Porto Pim Bay
A coastal view with a tree, a lighthouse, and a distant mountain.

6. Horta Bay

Horta Bay
3.5 star property
Horta
10.0 out of 10, Exceptional, (7 reviews)
"The best place I ever been in faial island I love it ❤️❤️❤️❤️❤️👌"
United States
samuel
The price is ￥5,652
￥10,308 total
includes taxes & fees
Nov 14 - Nov 15
Horta Bay
A row of stone buildings with red roofs, a central pathway, and a view of the sea.

7. Aldeia das Adegas

Aldeia das Adegas
4.0 star property
Sao Roque do Pico
9.4 out of 10, Exceptional, (70 reviews)
"We had a great stay here."
United States
Nicholas
The price is ￥12,230
￥12,719 total
includes taxes & fees
Nov 15 - Nov 16
Aldeia das Adegas
A modern kitchen with a built-in oven, a sink with a dish rack, and a window with a view of greenery.

8. Apartment 'Apartamento T2 Praia Do Almoxarife' with Sea View, Wi-Fi and Air Conditioning

Apartment 'Apartamento T2 Praia Do Almoxarife' with Sea View, Wi-Fi and Air Conditioning
Horta
9.0 out of 10, Wonderful, (2 reviews)
"Excellent host, Natalia was very helpful and the family was very kind and supportive. Excellent view of Pico Island from the windows of kitchen of the apartment and the surrounding area."
United Kingdom
Tajmohammed
The price is ￥32,315
￥32,315 total
includes taxes & fees
Nov 14 - Nov 15
Apartment 'Apartamento T2 Praia Do Almoxarife' with Sea View, Wi-Fi and Air Conditioning
A rocky shoreline with waves, a clear sky, and distant mountains.

9. Holiday Home 'Casa Praya' with Sea View, Private Terrace and Wi-Fi

Holiday Home 'Casa Praya' with Sea View, Private Terrace and Wi-Fi
Horta
The price is ￥27,146
￥33,610 total
includes taxes & fees
Nov 16 - Nov 17
Holiday Home 'Casa Praya' with Sea View, Private Terrace and Wi-Fi
A wooden staircase with a metal handrail, a bed with pillows, a small table with a lamp, and a chair on a platform.

10. Apartment 'Azores4fun' with Wi-Fi & AC

Apartment 'Azores4fun' with Wi-Fi & AC
Horta
8.8 out of 10, Excellent, (3 reviews)
"The accommodation is amazing. It is clean, spacious, has all needed appliance. It is located near the port with easy access to cafes, shops and restaurants. The owner helped us a lot as we had problems with flights. We really enjoyed to spend our time in this place."
Germany
Vasily P.
The price is ￥21,545
￥21,545 total
includes taxes & fees
Nov 14 - Nov 15
Apartment 'Azores4fun' with Wi-Fi & AC
A pathway leading to a building with a view of a green field and distant hills.

11. Apartment 'Praia Do Almoxarife Perto Do Mar' with Sea View, Wi-Fi and Air Conditioning

Apartment 'Praia Do Almoxarife Perto Do Mar' with Sea View, Wi-Fi and Air Conditioning
Horta
The price is ￥30,162
￥30,162 total
includes taxes & fees
Nov 16 - Nov 17
Apartment 'Praia Do Almoxarife Perto Do Mar' with Sea View, Wi-Fi and Air Conditioning
A hallway leading to a room with a wooden door, a grey chair, and a desk with a computer.

12. Casa da Travessa Ground Floor Apartment with Private Patio, Wi-Fi & Air Conditioning

Casa da Travessa Ground Floor Apartment with Private Patio, Wi-Fi & Air Conditioning
Horta
9.0 out of 10, Wonderful, (2 reviews)
"This was a great place to spend our 3 days on the island. It had everything we needed or wanted and the hosts even left us a little gift. Highly recommend!"
Canada
Crystal V.
The price is ￥25,853
￥25,853 total
includes taxes & fees
Nov 14 - Nov 15
Casa da Travessa Ground Floor Apartment with Private Patio, Wi-Fi & Air Conditioning
A stone building with a green door, surrounded by rocky terrain and vegetation.

13. Holiday Home 'Adega Maciel' with Sea View, Private Terrace and Wi-Fi

Holiday Home 'Adega Maciel' with Sea View, Private Terrace and Wi-Fi
Lajido
The price is ￥27,146
￥27,146 total
includes taxes & fees
Nov 14 - Nov 15
Holiday Home 'Adega Maciel' with Sea View, Private Terrace and Wi-Fi
A modern building with a blue door, large windows, and potted plants.

14. Apartment 'Ladomar Avenida' with Private Terrace, Private Garden and Wi-Fi

Apartment 'Ladomar Avenida' with Private Terrace, Private Garden and Wi-Fi
Horta
10.0 out of 10, Exceptional, (1 review)
"Pros: We were upgraded to a three bedroom apartment in the same block. The apartment is very spacious with an attractive terrace and fabulous view of Pico island. It is very tastefully furnished with antiques which have been lovingly restored. Dora was very kind and communication with her was excellent. She left us a lovely welcome hamper of local food. Highly recommended property. Cons: Only the weather!"
United States
Anonymous traveler
The price is ￥30,208
￥30,208 total
includes taxes & fees
Nov 15 - Nov 16
Apartment 'Ladomar Avenida' with Private Terrace, Private Garden and Wi-Fi
A stone archway leading to a beach with a clear view of the sea and a green hill in the distance.

15. Homeland Place AL: Comfortable Stay Near Horta Center and Porto Pim Beach

Homeland Place AL: Comfortable Stay Near Horta Center and Porto Pim Beach
Horta
The price is ￥28,265
￥28,265 total
includes taxes & fees
Nov 14 - Nov 15
Homeland Place AL: Comfortable Stay Near Horta Center and Porto Pim Beach
A view of a residential area with red-tiled roofs and white walls, including a white building with a visible window and a sunflower decoration.

16. Holiday Apartment "Garden View" with Mountain Views, Private Terrace, and Wi-Fi

Holiday Apartment "Garden View" with Mountain Views, Private Terrace, and Wi-Fi
Horta
The price is ￥43,045
￥43,045 total
includes taxes & fees
Nov 18 - Nov 19
Holiday Apartment "Garden View" with Mountain Views, Private Terrace, and Wi-Fi
A bedroom with wooden panel walls, a bed with a patterned pillow, a nightstand with a lamp, and a dreamcatcher decoration.

17. Apartment 'Casa Da Travessa Com 3 Quartos' with Wi-Fi & AC

Apartment 'Casa Da Travessa Com 3 Quartos' with Wi-Fi & AC
Horta
9.0 out of 10, Wonderful, (2 reviews)
"This was a wonderful property in the Old Town of Funchal. Many shops and restaurants right outside our door. Centrally located by the taxi and buses as well as the cable car. "
United States
Dean Q.
The price is ￥36,624
￥36,624 total
includes taxes & fees
Nov 25 - Nov 26
Apartment 'Casa Da Travessa Com 3 Quartos' with Wi-Fi & AC
A modern living room with a sofa, a dining area with a table and chairs, a kitchen with cabinets and a window, and a blue cabinet in the corner.

18. Casas do Pinheiro

Casas do Pinheiro
4.0 star property
Horta
7.6 out of 10, Good, (4 reviews)
"Very Nice quiet all new and clean "
United States
ELIEZER
The price is ￥15,286
￥15,897 total
includes taxes & fees
Nov 24 - Nov 25
Casas do Pinheiro
A spacious living area with a high wooden ceiling, a black leather sofa, and a dining area in the background.

19. Vista da Baía - Casa do Aniceto Apartment with Sea View, Private Terrace & Wi-Fi

Vista da Baía - Casa do Aniceto Apartment with Sea View, Private Terrace & Wi-Fi
Santo António SRP
The price is ￥34,902
￥44,597 total
includes taxes & fees
Nov 14 - Nov 15
Vista da Baía - Casa do Aniceto Apartment with Sea View, Private Terrace & Wi-Fi
A wooden table with two chairs, a bottle of wine, and glasses on a grassy area with a view of the ocean.

20. Faial Cottage B&B, Azores - Panoramic Ocean views, Breakfast included

Faial Cottage B&B, Azores - Panoramic Ocean views, Breakfast included
Cedros
The price is ￥21,199
￥23,142 total
includes taxes & fees
Nov 20 - Nov 21
Faial Cottage B&B, Azores - Panoramic Ocean views, Breakfast included
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Madalena Hotel Reviews

A hotel room with a bed, a desk, a TV, and a kitchenette.
Nereida

Nereida

Nereida
Horta

10/10 Excellent

Cozy apartment under the roof with an outstanding view on the marina and Pica island, very convenient location in the heart of the city. Everything that you need (including washer) in the apartment. The host provided with helpful recommendations and ordered taxi for us from the airport. We’ll be definitely coming back.
United States
Anastasia G
Reviewed August 4, 2026
Nereida

Find out more about Madalena

Search for holiday rentals in Madalena on Expedia! You can easily find your home rentals, villas, holiday apartments in Madalena using one of the methods below:

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Frequently Asked Questions

Can I find vacation rentals in Madalena?

Yes, we offer vacation rentals close to popular local attractions in Madalena, or you can select a more remote option if you're looking for relaxation. Madalena is known for its parks and wineries. Make sure you have time to check out the waterfront and museums during your trip.

What are some of the best vacation rentals that Madalena has to offer?

Casa de Rosa, Pico Island, Vila da Madalena, Azores, Portugal - Free wifi: This highly rated vacation home rental in Madalena is located in the mountains and has a balcony, a garden, and air-conditioning to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of books. Some other homes for rent in Madalena include Ocean View Pico and Accommodation Raízes da Montanha RRAL 4596.

How many vacation rentals are there in Madalena?

Choose from 13 Expedia vacation rentals in Madalena for a memorable vacation.

What can I see and do in Madalena?

Mount Pico and Pico Island Vineyard Culture are a couple of scenic spots to enjoy the outdoors, whereas Museu do Vinho is one of the cultural attractions. While here, Azores Wine Company and Gruta das Torres are other places worth a visit.

What are vacation rentals like in Madalena?

Vacation rentals are privately owned accommodations you can book for a couple days or more in Madalena. Vacation rentals offer amenities like kitchens and laundry facilities so your stay will be comfortable. If you're concerned about cleanliness, vacation rentals can offer a sense of security away from shared hotel elevators and lobbies packed with people while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great choice for a small group gathering.