Photo by Lauren Piper

Madalena Vacation Rentals

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Oct 24 - Oct 25
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Oct 25 - Oct 26
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Oct 24 - Oct 26
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Oct 31 - Nov 2

Vacation Rentals in Madalena

Exterior
Aldeia dos Caldeirões
Aldeia dos Caldeirões
3.0 star property
$100 nightly
The price is $105
Oct 30 - Oct 31
Total with taxes and fees
Aldeia dos Caldeirões
Property grounds
Casa Baleia Laranja Ocean-Front
Casa Baleia Laranja Ocean-Front
10.0 out of 10, Exceptional, (3)
"The location of the property was wonderful. We could hear the waves crashing throughout our stay. Thank you again "
United States
Sebastien B.
$545 nightly
The price is $545
Oct 30 - Oct 31
Total with taxes and fees
Casa Baleia Laranja Ocean-Front
2 bedrooms, iron/ironing board, free WiFi, bed sheets
ValverdeApart - 1.7km from the center of Madalena, Pico Island
ValverdeApart - 1.7km from the center of Madalena, Pico Island
$153 nightly
The price is $160
Oct 25 - Oct 26
Total with taxes and fees
ValverdeApart - 1.7km from the center of Madalena, Pico Island
TV, DVD player
Vacation Home "Retiro Dos Cabritos" with Sea View and Private Terrace
Vacation Home "Retiro Dos Cabritos" with Sea View and Private Terrace
$238 nightly
The price is $238
Oct 25 - Oct 26
Total with taxes and fees
Vacation Home "Retiro Dos Cabritos" with Sea View and Private Terrace
Exterior
Aldeia das Adegas
Aldeia das Adegas
4.0 star property
9.4 out of 10, Exceptional, (63)
"Beautiful and quiet, excellent amenities, comfortable and private, great location in São Roque. Highly recommend. "
United States
Ginny
$117 nightly
The price is $122
Nov 3 - Nov 4
Total with taxes and fees
Aldeia das Adegas
Exterior
Casa dos Felicias
Casa dos Felicias
10.0 out of 10, Exceptional, (1)
"The house was clean, spacious, well-appointed, convenient to the port, swimming, the grocery, the church, the village center, shops, and had gorgeous views. "
United States
Maria N.
$179 nightly
The price is $179
Oct 25 - Oct 26
Total with taxes and fees
Casa dos Felicias
View from property
Porto Pim Bay
Porto Pim Bay
9.6 out of 10, Exceptional, (31)
"Nice flat and Friendly staff. "
Germany
Soeren
$100 nightly
The price is $105
Nov 1 - Nov 2
Total with taxes and fees
Porto Pim Bay
Private kitchen
Silveira House
Silveira House
$102 nightly
The price is $102
Oct 25 - Oct 26
Total with taxes and fees
Silveira House
Daily buffet breakfast (EUR 10 per person)
Horta Bay
Horta Bay
3.5 star property
10.0 out of 10, Exceptional, (5)
"Amazing from start to finish! Joe (owner) is so kind and welcoming. Great property, great location! Can't wait to come back!"
United States
Admin
Horta Bay
1 bedroom, WiFi
Oxen Car House 1 Bedroom
Oxen Car House 1 Bedroom
10.0 out of 10, Exceptional, (1)
"Excelente ❤️"
Portugal
Maria Lourdes V.
$102 nightly
The price is $102
Oct 25 - Oct 26
Total with taxes and fees
Oxen Car House 1 Bedroom
3 bedrooms, iron/ironing board, free WiFi, bed sheets
Apartment 'Casa Da Travessa Com 3 Quartos' with Wi-Fi
Apartment 'Casa Da Travessa Com 3 Quartos' with Wi-Fi
10.0 out of 10, Exceptional, (1)
"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.
$198 nightly
The price is $198
Nov 1 - Nov 2
Total with taxes and fees
Apartment 'Casa Da Travessa Com 3 Quartos' with Wi-Fi
Property grounds
Vila Paim - Apart. Low
Vila Paim - Apart. Low
10.0 out of 10, Exceptional, (1)
$143 nightly
The price is $178
Nov 1 - Nov 2
Total with taxes and fees
Vila Paim - Apart. Low
Interior
Apartment 'Azores4fun' with Wi-Fi
Apartment 'Azores4fun' with Wi-Fi
8.8 out of 10, Excellent, (3)
"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.
$142 nightly
The price is $142
Nov 1 - Nov 2
Total with taxes and fees
Apartment 'Azores4fun' with Wi-Fi
Outdoor dining
Vacation Home "Adega Do Portinho Velho" with Balcony & Wi-Fi
Vacation Home "Adega Do Portinho Velho" with Balcony & Wi-Fi
10.0 out of 10, Exceptional, (1)
"Pros: The house was recently renovated, everything was nice and clean, very kind host, peaceful place with view of the ocean and vineyards"
United States
Anonymous traveler
$255 nightly
The price is $255
Nov 5 - Nov 6
Total with taxes and fees
Vacation Home "Adega Do Portinho Velho" with Balcony & Wi-Fi
Fridge, microwave, oven, stovetop
Apartment 'Casa Da Travessa Piso Térreo' with Private Terrace, Balcony and Wi-Fi
Apartment 'Casa Da Travessa Piso Térreo' with Private Terrace, Balcony and Wi-Fi
9.0 out of 10, Wonderful, (2)
"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.
$170 nightly
The price is $170
Nov 1 - Nov 2
Total with taxes and fees
Apartment 'Casa Da Travessa Piso Térreo' with Private Terrace, Balcony and Wi-Fi
1 bedroom
Very well equipped apartment in the center of São Roque do Pico
Very well equipped apartment in the center of São Roque do Pico
"I stayed in this apartment with my family of 4. The apartment itself was small but ok. Note that the management keeps the remote control for AC and if you need it, they charge a daily fee of 10EUR per day. The communication with the manager has been very difficult since the beginning. I’ve sent a message a month prior to arrival to confirm there was enough room for the 4 of us. I never got any answers. The day before our arrival, I sent another message that was again unanswered. Even VRBO...
Canada
Caroline P.
$213 nightly
The price is $213
Nov 8 - Nov 9
Total with taxes and fees
Very well equipped apartment in the center of São Roque do Pico
TV
Holiday Home 'Adega Pérola' with Wi-Fi
Holiday Home 'Adega Pérola' with Wi-Fi
$173 nightly
The price is $173
Oct 26 - Oct 27
Total with taxes and fees
Holiday Home 'Adega Pérola' with Wi-Fi
Fridge, microwave, oven, stovetop
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
9.0 out of 10, Wonderful, (2)
"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
$173 nightly
The price is $173
Oct 25 - Oct 26
Total with taxes and fees
Apartment 'Apartamento T2 Praia Do Almoxarife' with Sea View, Wi-Fi and Air Conditioning
Fridge, microwave, oven, stovetop
Cantinho das Japoneiras
Cantinho das Japoneiras
$173 nightly
The price is $180
Oct 25 - Oct 26
Total with taxes and fees
Cantinho das Japoneiras
Fridge, microwave, oven, stovetop
Vacation Home "Casas Dos Vinagreiros - Pedro" with Sea View, Private Terrace & Wi-Fi
Vacation Home "Casas Dos Vinagreiros - Pedro" with Sea View, Private Terrace & Wi-Fi
$317 nightly
The price is $317
Oct 28 - Oct 29
Total with taxes and fees
Vacation Home "Casas Dos Vinagreiros - Pedro" with Sea View, Private Terrace & Wi-Fi
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

Pico Vineyards

Pico Vineyards

10/10 Excellent
"An excellent new Hotel in the Island and I am sure it will become a reference. Incredible architecture which uses local materials. Fantastic views from some of the rooms towards the Mountain of Pico. Staff is so nice. A special thanks to Daniela and Bianca. They accommodated vegan options for my wife. A newly opened Hotel which I am sure will only get better with time! "
Ricardo 5-night trip
Posted 2 weeks ago
Pico Vineyards

Find out more about Madalena

Everything you need to know about Madalena vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Madalena vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Madalena vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Madalena vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Madalena. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Madalena in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $105 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Madalena rentals

At Expedia, we put the best Madalena vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Madalena rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Madalena vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Madalena. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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?

Ocean View Pico: This highly rated vacation home rental in Madalena is located on the beach and has an outdoor pool, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 5 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 games. Another good choice for your trip to Madalena is Casa de Rosa, Pico Island, Vila da Madalena, Azores, Portugal - Free wifi.

How many vacation rentals are there in Madalena?

Choose from 14 Expedia vacation rentals in Madalena for a memorable vacation.

What can I see and do in Madalena?

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