
House holiday rentals in Santana
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Top-rated house rentals in Santana
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NEW! Madeira's last hidden mountain paradise!
Welcome to On the Rocks, your off-grid retreat where serenity meets full seclusion. Surrounded by the soothing sounds of cascading waterfalls, unwind with panoramic views that stretch across the horizon. Nestled in the heart of the island (15 min to both coasts), with hiking trails at your doorstep, you’re perfectly positioned to explore or relax. Whether seeking adventure or sun-soaked relaxation, this peaceful sanctuary offers the perfect balance—a home base to discover or a haven to recharge.

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.

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.

Santana Cozy Cottage, 2BR Terrace & Mountain Views
Santana Cozy Cottage is a retreat situated in Santana, the birthplace of Madeira's iconic triangular-shaped houses. This delightful cottage is located just a short distance from some of Madeira's most stunning natural attractions, such as Caldeirão Verde, Caldeirão do Inferno and Pico Ruivo. The cottage is nestled in a calm and welcoming rural area, adjacent to a small agricultural plot. It offers all the essential amenities for nature lovers, providing a perfect blend of comfort and serenity.

"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.

CasaMar
Procura um lugar para relaxar com conforto à beira mar, ou para continuar o seu trabalho de forma online? Este poderá ser o lugar que procura. Desfrute as suas férias numa casa moderna, localizada a 100m da praia em zona calma, soalheira e quente. Assim como moderna, é muito prática com um layout simples. Nela existe um bonito escritório, onde poderá concluir o seu trabalho num clima sossegado, e com excelente conecção á internet. Perfeito para quem tem intenções de trabalhar e relaxar.

Tropical house :) 2 min to the sea, views, nature
Tropical house :) - renovada recentemente, tudo é novo e fresco - ar condicionado na sala - 2 minutos para a praia (50 metros) e estacionamento fácil - vista mar e sunsets deslumbrantes - varanda e pátio privados para refeições no exterior - cozinha totalmente equipada - (forno, máquina de lavar a loiça, microondas, máquina de lavar a roupa, etc) - Internet rápida, smart TV e coluna bluetooth - excelente localização (acesso fácil a toda a ilha, caminhadas e praias) - Check in autónomo

Mateus House, "Duplex", Town Center, Beach.
The perfect combination between mountains proximity to the sea within a Relaxed atmosphere. A Private solarium area, sun loungers among other facilities. Two bathrooms, Wi-Fi, several board games, cot, 2 electric scooters. You can be Extra sure of a Genuine Hospitality. Exclusive and personalized service of this property, guaranteeing a close attention to Every Detail. A small Private Garden available is waiting for you. Walking Sticks, several Bodyboards and Surf boards.

Panorama View House in Porta da Cruz
The hillside house above Porto da Cruz offers panoramic views of the ocean, mountains, and Eagle Rock. With 140 m², it has space for four guests, two bedrooms, two bathrooms, a bright living area with panoramic windows, and a modern kitchen with a traditional oven. Three terraces on different levels provide outdoor space and views. The interior combines modern design with Madeiran details. Hiking trails start right at the house, shops and the beach are close by.

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.

Typical house above the sea
"Casa Nambebe" is a typical Madeiran house. Situated on the south slope of Madeira island, it is a great place to relax and enjoy a beautiful view of the sea. The house is placed in the middle of a land of banana trees where the contact with nature is immediate and the infinite pool will have you feel like you're in the ocean. Every sunset is unique. Número de licença ou registo 38381/AL

Marcellino Pane e Vino I
Marcellino Pane e Vino is a recent project, duly prepared and equipped to welcome our future guests. The outdoor area of this space offers all the privacy necessary to enjoy the good weather and the view that covers the slopes and the entire coast from Câmara de Lobos to the famous beach "Praia Formosa" and the natural pools known as Doca do Cavacas.
Popular amenities for house rentals in Santana
House rentals with a pool

Rochinha house with pool and fabulous view

Villa Vera Garajau - Madeira Island

Casa do Cristo Rei

Casa Velha D. Fernando

OceanView Villa Madeira

Place In The Sun

Villa Bisa Atlantic View ,heated pool

Villa Palheiros - A Magnificent Ocean View
Weekly house rentals

Oak tree / Ocean view

Cardais Paradise View

Casa do Terrāço - Quinta Falcões Do Sol

Panoramic Terrace Views Near Levada and Pico Ruivo

Villas Calhau da Lapa 10

Villa AltaVista - Levada do Rei A1

Villa Wiktoria, by Pausa Holiday Rentals

O Miminho, a Home in Madeira
Private house rentals

Fazendinha by Real Vision

São Cristóvão AL

Casa da Helena - Vista única!

Casa da Calçada

Panoramic Ocean View House

Peak A Boo (Private Heated Pool & Private Parking)

Villa Nóbrega

Casa Ornelas
Quick stats about house rentals in Santana

Total holiday rentals
Explore 20 holiday rentals in Santana

Nightly prices starting at
Santana holiday rentals start at $39 SGD per night before taxes and fees

Verified guest reviews
Over 890 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Wifi availability
20 of Santana holiday rentals include wifi 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
Destinations to explore
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- Rentals with pools Santana
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- House rentals Madeira
- House rentals Portugal
- Porto Santo Island
- Praia do Porto do Seixal
- Madeira Botanical Garden
- Monte Palace Tropical Garden
- Casino da Madeira
- Zona Velha
- Ponta do Sol Beach
- Praia da Calheta
- Praia Machico
- Porto Moniz Natural Swimming Pools
- Complexo Balnear do Lido
- Praia de Garajau
- PR 11 - Vereda dos Balcões
- Sé do Funchal
- Cabo Girão
- Pico Do Areeiroo
- Ponta do Pargo
- Fish Market
- Blandy's Wine Lodge
- Casas Tipicas de Santana
- Santa Catarina Park
- Madeira Whale Museum
- CR7 Museum
- Funchal Cable Car





