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Vacation rentals in Santana

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Top-rated vacation rentals in Santana

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

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Guest favorite
An outdoor terrace features comfortable seating arrangements with a table in the center. A sun umbrella provides shade, complemented by a bowl of fruit and glasses on the table. Lush greenery rises behind the terrace, with expansive views of the sky and sea visible.
Home in Arco de Sao Jorge
4.88 out of 5 average rating, 176 reviews

Casa Nobrega OCEAN VIEW Home in tranquil setting

Come stay at an old winemakers house that has been beautifully renovated by your host and family with open plan and airy living. Situated on the north side of the island, there is a small bar/cafe in the village which is a 5 minute drive, a large supermarket and many restaurants/cafes in Santana which is a 10 minute drive.The weather can be hot and humid but also bring fresh wind and rain. In the summer months the house stays cools, there is a log burner and plenty of blankets to keep you cosy.

Top guest favorite
Home in Santana
5 out of 5 average rating, 225 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.

Top guest favorite
A rustic stone building is surrounded by lush greenery and vibrant gardens. A cobblestone pathway leads to the entrance, framed by a natural stone wall. The area is set against a backdrop of hills, creating a tranquil atmosphere typical of traditional Madeiran architecture.
Tiny home in Arco de Sao Jorge
4.95 out of 5 average rating, 102 reviews

Palheiro Jardim Avó Graça

O mar e o serra tão perto de Si . A Natureza no seu Melhor. Este local mostra como era o típico de Abrigo dos antigos pastores aqui na Ilha Madeira chamado Palheiro. Tinha como função ser o abrigo para o Pastor / agricultor colocar os animais e guardar os produtos tirados da terra e respectiva comida para os mesmos, como gado bovino e caprino, era um local sem grandes recursos, muito simples. O Palheiro do Jardim da Avó Graça está LIGEIRAMENTE adaptado para a nossa atualidade. É Local Rústico.

Guest favorite
Two black wicker chairs are positioned on a stone terrace, facing a scenic view of rugged cliffs and the ocean in the background. The cloudy sky adds a soft ambiance to the outdoor seating area.
Apartment in Ponta Delgada
4.87 out of 5 average rating, 269 reviews

Abreu's watchtower! Blue, green, unwind your mind!

Nestled on the picturesque north coast of Madeira in Ponta Delgada, this charming studio offers breathtaking views and a unique location right next to the sea and a beautiful beach complex. Imagine waking up to the soothing sound of waves and sipping your morning coffee while taking in the stunning ocean vista. This beautifully decorated studio is the result of a year-long project that emphasizes the use of alternative decorations and recycled materials, creating a cozy and welcoming retreat.

Top guest favorite
The image captures a scenic view of a cozy house surrounded by lush greenery, with rolling hills and mountains in the background. A vibrant landscape of various shades of green is visible, alongside a clear blue sky, creating a peaceful atmosphere in the natural environment.
Home in Sao Vicente
4.93 out of 5 average rating, 194 reviews

"Just Nature 1" Madeira Island -Boaventura

"Just nature 1" is located in Boaventura-S. Vicente An ideal place for walking wrapped in protected Laurisilva, where the only sound you can hear is the sound of the birds! Absorb the amazing views of the northen part of Madeira island, and meet the insides of the Laurissilva by going on walk in "Levada da Origem", located at 100 meters from the house. Near the house there is also a minimarket, where you can meet Mr. José, ask for the local drink, and get to know a bit more about Boaventura.

Guest favorite
An open living area is highlighted by a large, curved sofa facing a glass door that provides access to the terrace. A well-equipped kitchen is visible, alongside a dining table set for four. Natural light enters through a skylight, enhancing the spacious feel.
Apartment in Santana
4.91 out of 5 average rating, 280 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 favorite
Apartment in Santana
4.87 out of 5 average rating, 171 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 favorite
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
4.82 out of 5 average rating, 131 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!

Guest favorite
The entrance of the cottage is shown, featuring a stone facade and a prominent wooden door. A small terrace with a single chair overlooks the lush, green valley and surrounding mountains, bathed in natural light under a clear blue sky.
Cottage in Santana
4.91 out of 5 average rating, 352 reviews

Azália - A cottage in the mountains of Madeira

Surrounded by forest and located up high in the mountains, Azália 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!

Guest favorite
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, 148 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.

Top guest favorite
An infinity pool stretches over a wooden deck, with views of the expansive Atlantic Ocean and dramatic cliffs. Sunlight reflects off the water's surface, enhancing the serene atmosphere. Surrounding greenery complements the natural setting, inviting relaxation and contemplation.
Apartment in Paul do Mar
4.99 out of 5 average rating, 202 reviews

Meu Pé de Cacau - Studio Papaia in Paúl do Mar

Meu Pé de Cacau is a tropical fruit garden 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 favorite
A vibrant orange flower is featured in the foreground, surrounded by green leaves. In the background, the coastline is visible, with a small village and a church tower among the red rooftops. Majestic cliffs rise to the right, overlooking the serene ocean.
Apartment in Porto da Cruz
4.88 out of 5 average rating, 113 reviews

Vivenda Linda Vista 2

A warm welcome is given to guests who stay in this studio apartment, close to all amenities. Fully fitted and very comfortable with outstanding views over the sea and mountains. Kingsize bed in the main room. There is a pull out chair bed available for guests who wish to sleep separately in our office/spare room. Perfect for those digital nomads who require a separate office space too.

Popular amenities for Santana vacation rentals

Frequently Asked Questions

  • Are there family-friendly vacation rentals in Santana?

    Santana has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in guesthouse rentals in Santana?

    Experience the best of Santana with our guesthouse rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Santana?

    Four-legged friends are welcome in Santana. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Santana?

    Yes! Work meets play with ease at over 20 vacation rentals in Santana featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Santana vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Santana, available on Airbnb. Make a splash and soak up the sun in style!

  • Do guesthouse rentals in Santana have air conditioning?

    Absolutely! We offer over 10 guesthouse rentals with air conditioning in Santana. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Santana have a kitchen?

    Absolutely! We offer over 20 apartment rentals with a kitchen in Santana. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Santana have wifi?

    Absolutely! We offer over 20 house rentals with wifi in Santana. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Santana have free parking?

    Absolutely! We offer over 30 apartment rentals with free parking in Santana. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Guesthouse Rentals in Santana?

    Enhance your stay in our Guesthouse Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with air conditioning, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Santana

  • Total vacation rentals

    Explore 90 vacation rentals in Santana

  • Nightly prices starting at

    Santana vacation rentals start at G$6,276 GYD per night before taxes and fees

  • Verified guest reviews

    Over 3,330 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    90 of Santana vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Santana rentals

  • 4.6 Average rating

    Santana stays receive an average rating of 4.6 out of 5 from guests

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