Madalena Vacation Rentals from CA $127: Short-Term Rentals for 2025

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

Ocean View Pico : This Madalena vacation home rental 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.

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Vacation Rentals in Madalena

CA $621 total

includes taxes & fees

Aug 1 - Aug 2

Cozy retreat with a comfortable bed, nightstand, and dresser, plus a window with curtains and a door with a mirror.

"Excelente ❤️"

CA $140 total

includes taxes & fees

Jul 20 - Jul 21

Enjoy cooking in the central island-equipped kitchen with a sink, microwave, and coffee maker, and dine at the wooden table with chairs.

CA $140 total

includes taxes & fees

Jul 18 - Jul 19

CA $220 total

includes taxes & fees

Jul 30 - Jul 31

Situated near the sea, this charming building offers a serene view.

CA $379 total

includes taxes & fees

Jul 19 - Jul 20

Relax in this inviting living area with a mounted TV, comfortable sofa, and a coffee table.

CA $247 total

includes taxes & fees

Jul 19 - Jul 20

CA $311 total

includes taxes & fees

Aug 2 - Aug 3

CA $252 total

includes taxes & fees

Jul 20 - Jul 21

Traditional stone building with a red door, featuring a stone staircase and a chimney.

CA $155 total

includes taxes & fees

Jul 20 - Jul 21

Situated in a peaceful natural setting, this traditional building features a uniform stone facade, a red door, and matching shutters.

CA $155 total

includes taxes & fees

Jul 27 - Jul 28

Simple, functional design with a single bed and bedside table for a comfortable stay.

"The basic necessities are provided; beds are comfortable and the place is clean. Need to Whatsapp owner to get information to get onto the property because messaging in Portugese otherwise. Property said air conditioning but the air conditioning was broken. It was cool enough though so not a problem. Walkable to the ocean and natural pool and nice restaurant down the street. It is located in Sao Roque which is in the middle of the island so nothing is far away if you are driving. Parking ample...

CA $435 total

includes taxes & fees

Jul 20 - Jul 21

Cozy retreat with a neatly made bed, complete with patterned bedspread and plush pillows.

"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...

CA $478 total

includes taxes & fees

Jul 29 - Jul 30

CA $466 total

includes taxes & fees

Aug 14 - Aug 15

CA $676 total

includes taxes & fees

Jul 21 - Jul 22

Kitchen features a central island with a stove and oven, along with a decorative backsplash and wooden cabinets.

CA $322 total

includes taxes & fees

Aug 4 - Aug 5

CA $583 total

includes taxes & fees

Jul 18 - Jul 19

"Von den 4 Unterkünften, die wir in diesem Urlaub auf den Azoren hatten, ist dies die Einzige, die wir nicht empfehlen können. Als wir ankamen (Anfang Mai) waren die Temperaturen zwischen 11 und 17 Grad, mit wenigen sonnigen Abschnitten und dann höheren Temperaturen. Das Haus verfügt über keine Heizung, dementsprechend war die Temperatur im Inneren bei 16 Grad und über 80% Luftfeuchtigkeit. Die Wohnung war also kalt und klamm, in den Schränken und Kommoden riecht es modrig. Erst auf Nachfrage...

CA $727 total

includes taxes & fees

Jul 18 - Jul 19

CA $1,030 total

includes taxes & fees

Jul 24 - Jul 25

CA $524 total

includes taxes & fees

Jul 26 - Jul 27

CA $866 total

includes taxes & fees

Aug 2 - Aug 3

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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, cottages, cabins, villas... 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Madalena vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Madalena vacation rentals we have selected for you start as low as CA $127 per night. Entering your travel dates in the search wizard 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.

Recent reviews of Madalena properties

4/5 Good

"This is a beautiful property that opened 10 days before we stayed, so they were still working out little issues. The staff was very solicitous and the wine tasting in the cave was a really nice experience. The pool for the main rooms is indoor and lovely. The VIP rooms have their own small pools. The breakfast on the terrace was lovely. There is no outdoor pool, bar or restaurant. "

A verified traveller stayed at Pico Vineyards

Posted 5 days ago

5/5 Excellent

"Very friendly staff and check-in experience. We enjoyed the individual rooms with a common kitchen. Nice comfortable rooms with kitchen and large seating area inside and out with a view. Each room had a refrigerator area and cabinet shelf assigned for their use. Guests were respectful and kind and it was great to meet people from other countries in this unique hotel experience. We highly recommend Pico Dreams. "

A verified traveller stayed at Pico Dreams - Sportfish

Posted 9 days ago

4/5 Good

"We were warmly welcomed by Miguel, the owner/manager of the place. We experienced a slight inconvenience with our room at arrival, but Miguel quickly offered us a solution, which was suitable and much appreciated. The view from the terrace was incredible! This is related to the town and not to the lodging, but for dining options, at the time of the year that we went (early June) there were not much choices. But overall, a good experience! :)"

A verified traveller stayed at Sara Village

Posted 2 months ago

5/5 Excellent

Wonderful view and great walking to town location

"Nico and Eunice's property is as shown on the listing. The view is spectacular and the location if perfect for walking to town, restaurants, ferry and the wine museum. Nico was incredibly helpful with suggestions ahead of time and while we were there. He was also very responsive to any questions or left us a nice welcome gift of local items upon our arrival. Our family had a great time at this property and found it to be a perfect location to explore the Madalena end of the island as well as the rest of the island via car. The island is a wonderful place with great hiking, a vineyard to walk through and many other sites/experiences. We would strongly recommend staying at this property."

A verified traveller stayed at Ocean View Pico

Posted 2 months ago

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 Madalena vacation home rental 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.

How many vacation rentals are there in Madalena?

Choose from 17 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, Gruta das Torres 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.

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Madalena Vacation Rentals

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Vacation Rentals in Madalena

Vacation Home "Retiro Dos Cabritos" with Sea View and Private Terrace

Vacation Home "Retiro Dos Cabritos" with Sea View and Private Terrace

Oxen Car House 1 Bedroom

Oxen Car House 1 Bedroom

Silveira House

Silveira House

Casa das Duas Ribeiras

Casa das Duas Ribeiras

Casa dos Felicias

Casa dos Felicias

Main House 2 Bedrooms

Main House 2 Bedrooms

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

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

Holiday Home 'Pico Boutique House' with Mountain View, Shared Pool and Wi-Fi

Holiday Home 'Pico Boutique House' with Mountain View, Shared Pool and Wi-Fi

Casa do Palheiro 1st 1 Bedroom

Casa do Palheiro 1st 1 Bedroom

Casa do Palheiro ground floor 1 Bedroom

Casa do Palheiro ground floor 1 Bedroom

Adega do Mirante

Adega do Mirante

Very well equipped apartment in the center of São Roque do Pico

Very well equipped apartment in the center of São Roque do Pico

Holiday Home 'Adega Pérola' with Wi-Fi

Holiday Home 'Adega Pérola' with Wi-Fi

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

Atafona House 3 Bedrooms

Atafona House 3 Bedrooms

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

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

Holiday Home 'Da Boa Vista' with Sea View and Wi-Fi

Holiday Home 'Da Boa Vista' with Sea View and Wi-Fi

Vacation Home "Dos Vinagreiros - Guilherme" with Sea View, Private Terrace & Wi-Fi

Vacation Home "Dos Vinagreiros - Guilherme" with Sea View, Private Terrace & Wi-Fi

Vacation Home "Adega Do Portinho Velho" with Balcony & Wi-Fi

Vacation Home "Adega Do Portinho Velho" with Balcony & Wi-Fi

Vacation Home "Casas Dos Vinagreiros - Umbelina" with Sea View, Private Terrace & Wi-Fi

Vacation Home "Casas Dos Vinagreiros - Umbelina" with Sea View, Private Terrace & Wi-Fi

Find out more about Madalena

Find out more about Madalena

Recent reviews of Madalena properties

Recent reviews of Madalena properties

Pico Vineyards

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