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Holiday houses in Santana

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Top-rated holiday rentals in Santana

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Top Guest favourite
A charming exterior of a traditional A-frame house is showcased, featuring red and blue accents. A stone pathway leads to a small terrace with wooden furniture, flanked by potted plants. The backdrop highlights scenic hills under a clear blue sky.
Home in Santana
5 out of 5 average rating, 208 reviews

Casinha da Beatriz

Olá! Somos a Sónia, Élio e a nossa filha Beatriz. O nosso objetivo é tornar as vossas férias inesquecíveis!! Sejam bem vindos à nossa casa!! A "casinha da Beatriz" está localizada em Santana, terra das casas típicas, ex-libris e cartaz turístico da ilha da Madeira. Eram casas compostas por um sotão, onde se guardavam os produtos agrícolas, e piso térreo com a área habitacional. Reconstruímos uma destas "casinhas"típicas, datada de 1950, com todo o conforto dos tempos atuais. Tem vista mar/serra.

Guest favourite
A vibrant yellow flower emerges from lush green foliage, set against a backdrop of the serene blue ocean and rugged mountains. The view captures a coastal village, featuring traditional architecture and a clock tower, with a palm tree swaying gently in the foreground.
Apartment in Porto da Cruz
4.91 out of 5 average rating, 126 reviews

Vivenda Linda Vista 1

A warm welcome can be expected by guests who stay in our newly renovated spacious studio apartment. With its own private entrance and balcony, superb seaside and mountain views, is comfortably furnished with super king size bed (can be changed to two single beds if required), kitchen area and en-suite shower facilities. Set in a rural village it is ideal for walkers, painters, birdwatchers, and those who love the countryside. Approximately three minutes walk from tidal pool and beach.

Superhost
A modern tent structure is nestled among lush greenery, showcasing a geometric design. Natural vegetation surrounds the tent, with wooden steps leading up to the entrance. The clear blue sky complements the inviting atmosphere of this serene outdoor retreat.
Tent in Achadas da Cruz
4.83 out of 5 average rating, 727 reviews

Be adventurous , something completely different 2

Located in the north-western part of the island ,its an amazing location protected by conservation laws that have kept the area free of over development. With epic mountain and sea-views (the photos don't do it justice) the tents are located 450m above the coastline. If a place to relax and unwind is what you after then this would be the place to come to. There are also some amazing levada walks to explore in the area.There are three tents on the property so you might neighbours.

Guest favourite
A well-lit bedroom features a spacious bed adorned with decorative pillows. Large windows provide natural light and a view of palm trees and distant water, while a wooden ladder leans against the wall. Two rolled towels are neatly arranged on the bed.
Cottage in Madeira
4.94 out of 5 average rating, 174 reviews

Cork House By Fernandes’s Cottage - Madeira island

A modern and cosy apartment, close to the mountains and the sea, in the picturesque village of Ponta Delgada in Madeira Island. Perfect for a relaxing holiday or for working peacefully outdoors, ready to accommodate a family of 4 or two couples. Ideal location to explore the North Coast of the island but also at a short drive from the South Coast. On your return, at the end of the day, the property's refreshing swimming pool is waiting to help you recover.

Guest favourite
An outdoor dining area is set up under a wooden gazebo, featuring a large table surrounded by metal chairs. A picturesque view of the ocean and cliffs is visible in the background, illuminated by the warm glow of sunset. The space includes decorative lights strung overhead.
Villa in Seixal
4.94 out of 5 average rating, 168 reviews

Madeira Black Sand House by Stay Madeira Island

Stay Madeira Island presents Madeira Black Sand Beach House! Set on the north coast of Seixal beach, Madeira Black Sand Beach House offers a dream view towards the black sand and the deep blue sea surrounded by green cliffs. This century old stone house has been with the same family for 30 years and was used as a weekend second home. The owners decided to share this unique spot with the world and the refurbished plan had the guest's comfort in mind.

Guest favourite
Apartment in Santana
4.91 out of 5 average rating, 266 reviews

Discovery Apartment

Apartment ideal for 4 guests, where you have all the privacy. It features a bedroom, a furnished terrace and Wi-Fi. The place is perfect to relax after a day of walking. Lie down on the comfortable sofa and enjoy the amenities offered, including a TV with satellite channels, Wi-Fi, radio and CD player. The kitchen is equipped to prepare your meal. Enjoy your meal indoors or outdoors overlooking the mountains. It is a 10-minute walk to ROCHA DO NAVIO

Guest favourite
The exterior of the house is shown, featuring a prominent low stone wall with metallic gate, bordered by colorful flowering plants and palm trees. The driveway leads up to the house, which has a light-colored façade and a sloped roof, set against a clear blue sky.
Apartment in Santana
4.88 out of 5 average rating, 166 reviews

Résidencia Jesus - Studio Apartment

The flat is very close to the town centre with WiFi, there are restaurant and a backery very close by. My place is good for couples and solo adventurers. For couples traveling with a baby or toddler we can provide a cot. NOTE: From June 2024, there is a new law that requires all hosts to collect a tourism tax per guest (over 13 years old) per night 2€ with a maximum limit of 7 nights. If you have any questions please do not hesitate to ask.

Guest favourite
A spacious balcony offers two reclining lounge chairs adorned with a blue and white striped pattern, overlooking the ocean. The vibrant blue tiles reflect the clear blue sky, while gentle waves crash against the rocky shore nearby.
Home in Sao Vicente
4.95 out of 5 average rating, 142 reviews

Sea House

Magnificent beach house, located on the green north coast of Madeira Island, more specifically in the city of São Vicente, recently restored, has a beach right in front of you with a very blue sea. The beach has access to the sea, has a solarium area and showers. I usually joke that the house has a natural pool :-) São Vicente is the main city on the north coast of the island and is just 40 minutes from the capital Funchal. Wi-Fi 200Mb

Superhost
The stone cottage is framed by lush greenery and vibrant flowers, creating a serene entrance. The building features wooden shutters and a sloped roof, nestled in a natural landscape that offers a peaceful escape among the surrounding flora.
Cottage in Santana
4.88 out of 5 average rating, 364 reviews

Cedro - A cottage surrounded by nature!

Surrounded by forest and located up high in the mountains, Cedro cottage is the ideal choice for nature lovers, who seek peace and unique moments in the comfort of a well-equipped cottage. Its privileged location within the natural park of Ribeiro Frio, allows access to many "Veredas" and "Levadas", and reveals up close the beauty of the Laurissilva forest. Come, and enjoy a unique and romantic stay in this atlantic paradise!

Top Guest favourite
An open-plan living area features a dining space with a table set for guests, accompanied by white padded chairs. The kitchen area is equipped with modern appliances, and a cozy seating arrangement with red sofas is visible. Natural light filters in from the angled ceiling.
Apartment in Santana
4.81 out of 5 average rating, 118 reviews

Silva Flat

Welcome to this charming apartment located in Santana. Key locations: Airport - 20 minutes Supermarket Continente - 1 minute Typical Santana Houses - 1 minute Queimadas Forest Park - 5 minutes Pico das Pedras Forest Park - 5 minutes Faial Beach - 5 minutes Calhau de São Jorge Beach - 5 minutes Rocha de Navio Viewpoint - 2 minutes City tourist tax of €2 per guest aged 13 or over for up to 7 nights, included in the daily rate!

Top Guest favourite
An infinity-edge pool is illuminated at night, reflecting the starry sky and ocean beyond. Surrounding tropical plants provide a lush backdrop, while a wooden deck extends around the pool, enhancing the tranquil ambiance and offering comfortable seating areas nearby.
Apartment in Paul do Mar
4.99 out of 5 average rating, 200 reviews

Meu Pé de Cacau - Studio Mango in Paúl do Mar

Meu Pé de Cacau is a tropical fruit garden and island retreat surrounded by dramatic cliffs to the north-east and the vast Atlantic Ocean to the south-west. Four beautifully designed and sustainably built studios share the property with an infinity pool, social areas and luxurious plantations hosting hundreds of different tropical fruits, planted on traditional agricultural terraces hand crafted in basalt stone.

Guest favourite
A person sits on a staircase draped with a colorful blanket, facing a majestic mountain landscape. Lush greenery surrounds the area, and a wicker basket holds dried plants nearby. The scene captures a moment of tranquility in nature.
Home in Machico
4.9 out of 5 average rating, 141 reviews

Casa D'Olivia - Casa Rústica

A Casa d´Olívia é uma propriedade rústica isolada numa zona muito calma, com 2 quartos, um alpendre e um pátio. À sua volta o hospede pode contatar diretamente com a Natureza, desde o assobiar dos Passarinhos logo pela manhã, até a atividades na mesma, como levadas (Levada do Castelejo a 50m), trail, hiking e ainda surf. Ideal para quem quer fugir à confusão da cidade e aproveitar uns dias serenos.

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Quick stats about holiday rentals in Santana

  • Total rentals

    80 properties

  • Nightly prices starting at

    $46 AUD before taxes and fees

  • Total number of reviews

    3.1K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Rentals with a pool

    10 properties have a pool

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

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