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Holiday rentals with a pool in São Vicente

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in São Vicente

  • Total holiday rentals

    Explore 30 holiday rentals in São Vicente

  • Nightly prices starting at

    São Vicente holiday rentals start at $225 AUD per night before taxes and fees

  • Verified guest reviews

    Over 1,410 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of São Vicente holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across São Vicente rentals

  • 4.8 Average rating

    São Vicente stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated rentals with a pool in São Vicente

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite
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.
Home in São Vicente

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

A Quinta do Rosário está situada numa zona tranquila, onde se respira a Natureza! Ideal para famílias e grupos! Tudo foi pensado e idealizado para que tenha umas boas férias,e um merecido descanso. A casa está equipada com todos os utensílios e comodidades. A casa está muito proxima da Levada da Fajã dos Rodrigues e a 10 minutos da Vereda da Encumeada .Para quem gosta de banhos de mar,a lindíssima praia do Seixal,está a 15 minutos de carro!Teremos todo o gosto em recebê-los! Alugamos carro de 9.

4.91 out of 5 average rating, 68 reviews
Guest favourite
A private infinity pool is set against a backdrop of the ocean, surrounded by lush tropical plants. Comfortable seating, featuring blue cushions, faces the pool and ocean views, creating a relaxing outdoor space. The bright sky enhances the tranquil atmosphere.
Home in Funchal

Seafront Home in Old Town Funchal w Pool & Garden

Beachfront design home featured in Conde Nast Traveller w private pool & tropical garden in Old Town of Funchal. A stunning oasis just 5min walk to city center, beach & restaurants. Free street parking, fast internet & strong AC. 2 bedroom historic villa with 2 WC´s, living room & kitchen w sea views. Stylish interiors & lots of outside relaxing, sunbathing & dining area with BBQ. Tropical villa that feels like the countryside w amazing climate. Perfect base to explore Madeira´s hikes & beaches

4.94 out of 5 average rating, 117 reviews
Top Guest favourite
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.

5.0 out of 5 average rating, 31 reviews
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.
Home in São Vicente

Refúgio de Serenidade

Esqueça as suas preocupações neste espaço sereno e espaçoso. Desfrute de uma escapadela nesta casa autenticamente tradicional da Ilha da Madeira. Mantendo-se fiel à sua arquitetura conservadora, esta robusta construção em pedra oferece um excelente isolamento térmico, garantindo um ambiente fresco durante o verão e quente no inverno. Encante-se com a vista panorâmica que engloba tanto o vasto oceano quanto as majestosas montanhas, apreciando do nosso jardim espaçoso e cheio de flores.

4.87 out of 5 average rating, 71 reviews
Top Guest favourite
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

4.97 out of 5 average rating, 707 reviews
Top Guest favourite
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

A Casa Sol e Vista 2 está localizada num dos melhores locais da freguesia, a par da casa nr 1. dispoe de 2 quartos de dormir, sala / cozinha e 3 casas de banho, com lotaçao para 6 pessoas. A casa esta situada no cimo de uma colina o que faz que a casa tenha uma vista extraordinaria. No exterior tem um churrasco, um grande jardim e a piscina. Absoluta tranquilidade. Venha passar uns dias agradaveis na Casa Sol e Vista 2. Contactar Duarte Paulo

4.98 out of 5 average rating, 105 reviews
Guest favourite
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.
Home in São Vicente

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

4.84 out of 5 average rating, 43 reviews
Top Guest favourite
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 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.

4.99 out of 5 average rating, 225 reviews
Top Guest favourite
The image captures a view of Casa Nambebe, with a terracotta roof and surrounded by lush banana trees. An inviting infinity pool reflects the blue ocean, while the rugged coastline and greenery enhance the tranquil setting. The house is positioned on a hillside overlooking the sea.
Home in Ponta do Sol

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

4.99 out of 5 average rating, 200 reviews
Guest favourite
The image captures a clear swimming pool reflecting the blue sky, surrounded by a well-maintained lawn and mountains in the background. Lounge chairs are positioned near the pool, offering a relaxed setting. A jacuzzi is visible, integrated within the pool area for leisurely enjoyment.
Villa in São Vicente

A Casa Estrelícia-Dourada Garcês

A moradia (construída no ano de 1934, alvo de intervenção no ano de 2015) localizada na Costa da Laurissilva, no Sítio da Terra Chã, com vistas sobre a vila de São Vicente na Ilha da Madeira (a 5 minutos a pé da mesma vila). Encontra-se a 30 minutos

4.89 out of 5 average rating, 129 reviews
Guest favourite
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

4.98 out of 5 average rating, 103 reviews
Top Guest favourite
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.
Cottage in Arco da Calheta

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

4.98 out of 5 average rating, 219 reviews

Popular amenities for São Vicente rentals with a pool