Holiday rentals with a pool in São Vicente

5.0 out of 5 average rating, 31 reviews

Villa in São Vicente

Ocean View Villa | Infinity Pool, Hot Tub, Sauna

Perched in the peaceful hills of São Vicente on Madeira’s north coast, Elysium is a brand-new luxury retreat designed for relaxation, privacy, and beautiful views. Wake up to ocean and mountain scenery, swim in the heated* infinity pool, unwind in the jacuzzi, or enjoy the sauna after a day exploring the island. With elegant bedrooms, spa-style amenities, and bright indoor-outdoor living spaces, this villa is perfect for couples, families, honeymooners, and remote workers seeking tranquility.

LocationFamilyBeach

4.93 out of 5 average rating, 118 reviews

An outdoor dining area features a wooden table set with dishes and plants, surrounded by a few chairs. The rustic orange exterior of the adjacent building complements the lush greenery. The sea view can be seen in the background under an overcast sky.

Home in Arco da Calheta

Mango House

House with superb sun exposure, peaceful and stunning views over the sea and the mountain. Has 2 bedrooms (one with a double bed and the other with two single beds easily convertible into a double bed), a complete bathroom. On the ground floor open space with kitchen / living and dining room and toilet. Furniture and careful decoration. Outside enjoy the garden and the pleasant dining space with incredible views of the sea. The barbecue, mini-pool and shower complete your well-being.

LocationFamilyPool

A swimming pool with clear blue water is framed by lush greenery and vibrant flowers. A charming stone house and a partially covered outdoor seating area are visible in the background. Sun loungers are arranged by the poolside, inviting relaxation in a serene setting.

4.92 out of 5 average rating, 66 reviews

Quinta do Rosário, São Vicente, Madeira - 32053/AL

Quinta do Rosário is situated in a quiet area, where you can breathe Nature! Ideal for families and groups! Everything was designed and designed for a happy vacation,and a well-deserved rest. The house is equipped with all the utensils and amenities. The house is very close to Levada da Fajã dos Rodrigues and 10 minutes from Vereda da Encumeada. For those who like sea bathing,the beautiful beach of Seixal is a 15-minute drive away!We are happy to have you! We rented a car from the 9.

ValueLocationBathroom

4.97 out of 5 average rating, 703 reviews

A secluded orange tent is positioned against a stunning sunset over the ocean. Vibrant colors fill the sky, with clouds gently illuminated. Lush greenery surrounds the tent, providing a sense of intimacy with nature in a tranquil, elevated setting.

Yurt in Ponta do Sol

Papaia Yurt ~ EcoGlamping in a Hidden Paradise

Wake up in total privacy, surrounded by a lush permaculture garden where you can see, taste, and smell nature’s abundance. At Canto das Fontes, in the sunny Sítio dos Anjos, it feels like eternal spring all year — even when other parts of Madeira are cooler. An award-winning regenerative eco-glamping where sustainability meets comfort and luxury, with a natural pool, Honesty Bar, and stunning views of the sea and waterfall. 💧🌿 More pictures and vibes: @cantodasfontes

ValueFamilyAir conditioning

Superhost

A spacious garden adorned with flowering plants frames a serene swimming pool, which reflects the clear blue sky. In the background, panoramic views of the ocean are visible, enhancing the tranquil outdoor space. A wooden deck overlooks the water, providing a relaxing atmosphere.

4.87 out of 5 average rating, 71 reviews

A Peaceful Getaway

Forget your worries in this spacious and serene space. Enjoy a getaway in this authentically traditional house on Madeira Island. Remaining faithful to its conservative architecture, this robust stone construction offers excellent thermal insulation, ensuring a cool environment during the summer and warm in the winter. Be enchanted by the panoramic view that encompasses both the vast ocean and the majestic mountains, appreciating our spacious garden full of flowers.

LocationFamilyAccuracy

4.98 out of 5 average rating, 103 reviews

A modern house with a vibrant red roof is positioned on a hillside, overlooking the ocean and surrounding landscape. The outdoor area includes a swimming pool and a spacious terrace, offering expansive views of both the coastline and lush greenery.

Villa in Arco da Calheta

CASA SOL E VISTA 2

Casa Sol e Vista 2 is located in one of the best locations in the parish, next to house no. 1. It has 2 bedrooms, a living room/kitchen and 3 bathrooms, accommodating 6 people. The house is located on top of a hill, which gives the house an extraordinary view. Outside, there is a barbecue, a large garden and a swimming pool. Absolute tranquility. Come spend a few pleasant days at Casa Sol e Vista 2. Contact Duarte Paulo

ValueFamilyHeating

A modern lodge is positioned against a lush green mountain backdrop, featuring a spacious outdoor deck with a seating area and dining table. A well-maintained lawn leads to a pathway, while a gravel driveway provides access to the entrance. Natural elements blend seamlessly with the minimalist architecture.

4.84 out of 5 average rating, 43 reviews

Fajã Surf Lodges - House Ash

Family-owned and thoughtfully crafted, Fajã Lodges is a place for those who appreciate the intersection of design and raw nature. Just steps from the Atlantic in Fajã da Areia, it offers a peaceful stay on Madeira’s untamed north coast. With minimalist architecture and curated details, it’s where design flows with the rhythm of the waves and mountains. ⭐ Only 2 minutes walking from Fajã da Areia Surf Point

FamilyValueDecor

4.99 out of 5 average rating, 225 reviews

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

Meu Pé de Cacau - Studio Papaya 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.

LocationValueWalkability

4.97 out of 5 average rating, 162 reviews

An infinity pool offers panoramic ocean views, bordered by a well-maintained garden featuring blooming flowers and lush greenery. Sun loungers are positioned nearby for relaxation, while a shaded terrace area can be seen in the background, enhancing the tranquil ambiance.

Villa in Ponta do Sol

Villa Miradouro da Baleia by PAUSA Holiday Rentals

This magnificent, modern, private villa Miradouro da Baleia (Whale Watchtower) has some of the best ocean and mountains views on the island, with a infinity pool and located in a premium spot surrounded by spectacular cliffs, cropland, banana plantations and vineyards, it was carefully & tastefully restored/built in 2018 offering a unique experience of a Portuguese summer style accommodation!

LocationFamilyLaundry

4.98 out of 5 average rating, 103 reviews

A spacious infinity pool overlooks the coastline and ocean, surrounded by sun loungers and palm trees. The house features large glass doors that provide stunning views of the surrounding landscape. The tranquil setting highlights the connection between the property and its natural surroundings.

Home in Ponta do Sol

Relax Over The Sea -12391/AL

Beautiful spacious villa perched on the cliff top, stunning views of the Atlantic Ocean, its swimming pool with infinite plane over the ocean provides fantastic and relaxing moments for larger families in the sunniest located part of the island

FamilyLocationAmenities

Cottage in Arco da Calheta

A sunny space features a splash pool surrounded by well-maintained grass and tropical plants. White walls contrast with dark volcanic rock in the background. A covered outdoor dining area is visible, providing a shaded space for meals while enjoying the outdoors.

4.98 out of 5 average rating, 218 reviews

Villa Papaya

An Outstanding Location, with a Fabulous View. Splash Pool and a Table to do meals outside. Unforgetable Sunset, with the sea and the Marina View! Villa Papaya Address: Rua Serra D’Água - Vereda do Morgadinho N. º 24 9370-076 Arco da Calheta

LocationValueGetting around

The villa's modern architecture is illuminated at night, showcasing large glass panels that reflect warm lighting. A heated pool sits in the foreground, bordered by a spacious outdoor area with seating. Lush plants enhance the surroundings, creating a serene atmosphere.