
Vacation rentals with a pool in São Vicente
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in São Vicente

Total vacation rentals
Explore 20 vacation rentals in São Vicente

Nightly prices starting at
São Vicente vacation rentals start at G$23,003 GYD per night before taxes and fees

Verified guest reviews
Over 1,290 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of São Vicente vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, 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.

Quinta São Lourenço - Casa Lagar | Sunset & Pool
Tourist tax included > no extra fees at arrival Free cancellation up to 5 days before your stay The « Quinta São Lourenço » is a traditional Madeiran property of 3 000 m² from the 19th century, renovated into independent houses. The Quinta is an ideal holiday destination and is well known for its dominant position on the Atlantic Ocean, its beautiful flower garden and its shared outdoor swimming pool. Let yourself be surprised by the majestic sunsets and take a break with the roar of the Ocean.

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.

Uni WATER Studio
Wake up to absolute mind blowing scenery in this mezzanine featuring floor to ceiling high windows facing the island's stunning coastline, often requiring a second look to truly appreciate the beauty that this magnificent island has to offer. The mezzanine accommodates two people, has an ensuite bathroom, a fully equipped kitchen and also has access to its own private garden. Needless to say, our infinity pool is also there for you to enjoy and relax. Free parking is available in Jardim do Mar.

Sweet Paradise
Um paraíso no coração da Zona Oeste da Madeira orientado a sul e com um pôr do sol fantástico. Zona residencial calma e com bons acessos. A 5min da praia, comércio e restaurantes e com uma ótima localização para explorar a ilha. Uma casa moderna com piscina de água salgada e aquecida (mediante pagamento), boas áreas, churrasqueira, zona de solário, jardim com ervas aromáticas, ginásio e estacionamento. Toda a casa é climatizada e com uma cozinha equipada para celebrar ótimos momentos.

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

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.

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

☀️ Bright & Spacious w/ Pool & Oceanside View :D
Modern studio in the sunny and serene coastal village of Jardim do Mar, south west of Madeira Island. Studio D features an open plan design with kitchenette, lounging area, TV (with Netflix), a cozy queen size bed, a spacious bathroom with washing machine and a private, south facing balcony with ocean and pool view (24° to 26° Celsius). Guests have full access to the garden and heated saltwater pool.

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.

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!

Peak A Boo (Private Heated Pool & Private Parking)
Take it easy at this unique and tranquil getaway with breathtaking views. The interior design with large sliding glass panels offers a real alfresco feeling for those balmy Madeiran days and nights. The exterior terrace with private infinity heated pool is a true balcony over the Atlantic Ocean glamorously charming the bay just under your eyes.

Quinta dos Cardais by AnaLodges
Quinta dos Cardais offers 4 bedrooms, 4 bathrooms, very spacious living room and kitchen, heated pool with jacuzzi. Accommodates up to 9 adults + 3 children in cots up to 3 years old. Stunning view over the valley of São Vicente and partial sea view.
Popular amenities for São Vicente rentals with a pool
House rentals with a pool

The Sunset Avenue w/infinity pool(optional heated)

Villa Nóbrega

Pereira's Domus

Panoramic View: Lux 3 bed w/ heated pool

Villa Bisa Atlantic View ,heated pool

Old Wine Villa

Villa Palheiros - A Magnificent Ocean View

Casa Sol e Vista
Condo rentals with a pool

Ocean View Apartment in Madeira

Tropical Sunset D

Spectacular Ocean and Cliff views with Pool

Luxury Big Apartment/Ocean view/Free Parking

Sunny Ocean View Apartment • Pool & Open Horizon

Monumental Apartment

Whitehouse408 Sw.Pool & Pvt. Parking

New dream luxury appartment in the Madeira Palace.
Other vacation rentals with a pool

Quinta Marefe - On the stunning west coast

Tropical Honeymoon Suite

Villa Arco-Iris, a Home in Madeira

King´s Paradise (Heated Pool and Sea View)

Vila Flor (private pool) by Stay Madeira Island

Casa da Lombada

Luxury dream villa, outstanding views | Seacrest

Arbor Villa: Nature Retreat
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- Porto Santo Island
- Praia do Porto do Seixal
- Madeira Botanical Garden
- Monte Palace Tropical Garden
- Casino da Madeira
- Zona Velha
- Praia da Calheta
- Ponta do Sol Beach
- Praia Machico
- Porto Moniz Natural Swimming Pools
- Complexo Balnear do Lido
- Praia de Garajau
- Cabo Girão
- PR 11 - Vereda dos Balcões
- Pico Do Areeiroo
- Sé do Funchal
- Fish Market
- Madeira Whale Museum
- Casas Tipicas de Santana
- Ponta do Pargo
- Santa Catarina Park
- Funchal Cable Car
- Blandy's Wine Lodge
- Cristo Rei





