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Guesthouse vacation rentals in Madeira Island

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in Madeira Island

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Top guest favorite
Guesthouse in Sao Vicente
5 out of 5 average rating, 23 reviews

Mountain Stay with Stunning Sea Views

A Unique Mountain Retreat with Sea Views Nestled in the mountains of São Vicente, Madeira, this private retreat is built around a natural rock with stunning sea and mountain views. It has a fully equipped kitchen and an ensuite double bedroom. Surrounded by nature, it’s a peaceful escape. Please note: access is via a beautiful 2-minute Levada walk from the road which may be challenging for guests with mobility issues. Jane & Adrian, your hosts live next door, are always happy to help if needed.

Guest favorite
A hot tub is situated on a terrace overlooking the ocean, offering expansive views of the coastline. Two lounge chairs are positioned nearby, creating a relaxing space. The area is enhanced by green grass-like flooring, providing a comfortable setting to enjoy the outdoors.
Guesthouse in Calheta
4.89 out of 5 average rating, 35 reviews

Rustic Traditional Home | Jacuzzi & Mountain Calm

Enjoy a relaxing stay in a charming traditional Madeira-style house with a double bed, full bathroom, and a kitchen equipped with fridge/freezer, microwave, 2-hob cooker, coffee machine, and kettle. Unwind in the cozy living room with comfortable chairs and dining space. Outside, enjoy a shared garden, relaxing outdoor zone, and a jacuzzi under the stars—perfect for couples or solo travelers seeking peace and comfort.outside parking is always available,house is close to main levadas of Madeira.

Guest favorite
An expansive outdoor area features a sun deck bordered by lush greenery, with a large tree providing shade. Sun loungers are set around a serene pool, creating a tranquil space for relaxation. The vibrant blue sky enhances the inviting atmosphere of the garden.
Guesthouse in Funchal
4.96 out of 5 average rating, 25 reviews

Studio Victoria at Fonte d 'Alegria

Studio Victoria is located in the lower & nicest, part of the garden, close to the swimming pool. The studio has it’s own kitchenette, seating area, dining area and bathroom. Since it’s located a bit further from the house you have more privacy and can really indulge in nature with a wonderful garden-view from every window. Breakfast included This studio is perfect if you are looking for a bit more space and/or privacy. Pool is accessible to all guests of Fonte d'Alegria between 9AM and 7PM.

Guest favorite
A spacious balcony is furnished with wooden chairs and a small table, holding plates of food and beverages. The view features a panoramic landscape of the bay and city, with homes and hills visible under a partly cloudy sky.
Guesthouse in Funchal
4.93 out of 5 average rating, 58 reviews

Trendy Apartments

A propriedade fica situada numa bairro tranquilo, residencial, com vista panorâmica para a baía. Dista cerca de 5 minutos a pé das maiores atracões, incluindo zona velha, marina e frente-mar. Surpreendentemente renovada, dispõe de quartos, mais camas extra, casa de banho, sala de estar e cozinha totalmente equipada. E ainda uma magnífica varanda com vista privilegiada para a cidade e o mar. É uma acomodação híbrida, ideal tanto para a família com crianças, como o casal ou o grupo de amigos.

Top guest favorite
Guesthouse in Machico
4.99 out of 5 average rating, 99 reviews

Pool House, Like a Private Boutique Hotel

Composto por 2 suites e 1 kitchenette à beira da piscina com um agradável solário e um pequeno jardim com relva. O espaço é privado e disponibilizado apenas para um cliente de cada vez. Decoração elegante com pequenos detalhes para umas férias de sonho para disfrutar ao máximo do espaço exterior. Localizado a 500 metros do centro de Machico (praia de areia, restaurantes, supermercados e transportes públicos), a 5 minutos (3,2 km) do aeroporto e 10 minutos (7 km) do Golfe do Santo da Serra.

Guest favorite
A modern home is seen with a vibrant orange exterior, complemented by a tiled roof. Solar panels are installed on the roof, and a covered patio area is visible on the front. Lush greenery and hills surround the property, enhancing the tranquil setting.
Guesthouse in Socorro
4.97 out of 5 average rating, 191 reviews

Top view - sunset

Hi the apartment is on the 1 floor. Completely independent, quite,neat, clean, safe, close to taxi, bus, shops, restaurants, we situated in the centre of the island, on, a, leveda walk. Few km to the sea and to the mountains. Which have a few popular hikes, nice bbq and picnic sites . On the premises we have bbq facilities as well. We are open to any questions and will help anytime ,of the day or night. We will help with any delays or cancellation at the airport. Parking on the premises,

Guest favorite
A vibrant garden setting is showcased, featuring lush green grass and blooming bougainvillea in shades of pink. Comfortable lounge chairs are positioned under a covered area, with the charming residence visible in the background, creating a serene outdoor space for relaxation.
Guesthouse in Ponta do Sol
4.95 out of 5 average rating, 147 reviews

Casa do Piquinho

Casa do Piquinho is a charming residence located in Ponta do Sol, ideal for those seeking comfort and tranquility. With a very cozy design, the house provides the perfect environment for relaxation. Just a few minutes from the beach and the village center, guests can enjoy a stunning view of the sea. Whether to rest or explore the island, Casa do Piquinho offers an unforgettable experience.

Superhost
Guesthouse in Jardim do Mar
4.72 out of 5 average rating, 206 reviews

Garden of the Sea

Pure relaxation when viewing the magnificent sunset, unique on Earth and surroundings. House divisions well delimited, clear and spacious, one of these areas being a magnificent attic with terrace over the sea. Access, both by the promenade and by the road, being necessary to go some steps. Great to rest from the bustle of big cities to the sound of the waves (open window).

Guest favorite
A charming red tiny house is perched on a rocky cliff, surrounded by lush green banana plants. A wooden terrace with several potted plants offers scenic views of the landscape, while the rugged stone walls enhance the natural setting.
Guesthouse in Ribeira Brava
4.96 out of 5 average rating, 262 reviews

"Banana Cabana", South Coast

Banana Cabana, is really a unique, delightful, charming and loving place. It is a tiny house, located in a quiet area and close to the Village Ribeira Brava. In 5 min. drive away you can find all amenities like Banks, Markets, Cafés, Shops, Beach, etc. This place is peaceful all year around .The weather, at this part of the Island, is always a little bit better and warmer.

Superhost
A spacious terrace offers panoramic views of the ocean and surrounding hills. Lush greenery and terracotta-roofed buildings can be seen in the distance. The area is designed with a sturdy railing, creating an inviting space for relaxation.
Guesthouse in Calheta
4.62 out of 5 average rating, 13 reviews

Cantinho do Barreiro - Calheta

Cantinho do Barreiro is located in Calheta, Calheta is a town on the southwestern coast of Madeira. This town boasts stunning ocean views from virtually every vantage point. The town's charm is accentuated by its golden sandy beach, a rarity on the island, and its modern marina. This apartment provides an vintage style and it's very cosy with a stunning view to the ocean.

Superhost
Bright fireworks illuminate the night sky above a hilly landscape, with the city of Funchal sparkling below. The vibrant colors of red, green, and gold create a festive atmosphere, contrasting against the dark backdrop of the evening. Rooftops of nearby buildings are visible in the foreground.
Guesthouse in Funchal
4.9 out of 5 average rating, 103 reviews

Bay View Apart

Com varanda e jardim onde pode apreciar o magnífico nascer e pôr do sol, com vista mar para a Baía do Funchal e serras da Madeira. A poucos minutos do Funchal e das principais atrações turísticas. Fácil acesso à via rápida e a 2.3 km do centro do Funchal. Ótimos acessos para conhecer a ilha com facilidade. Pode estacionar na rua de forma gratuita.

Top guest favorite
Guesthouse in Ponta Delgada
4.93 out of 5 average rating, 90 reviews

Dhamma House

We are a cozy Guest House, situate at the North Coast of Madeira Island, Portugal. You have your own floor, 100% privacy! We have a paddle board and 2 snorkeling kits available for your stay (check out last pictures, are from Ponta Delgada bay.. 2minutes walking from the Guest House) Book now and get a full experience of Madeira Island!

Popular amenities for Madeira Island guesthouse rentals

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