
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 30 vacation rentals in São Vicente

Nightly prices starting at
São Vicente vacation rentals start at G$33,449 GYD per night before taxes and fees

Verified guest reviews
Over 1,410 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
30 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 Palheiro | 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.
4.98 out of 5 average rating, 221 reviews
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
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
Old Wine Villa
Welcome to Paradise! Come stay at our cozy Villa with a splendid Atlantic ocean view by the infinity pool! This house was first built in 1932 and since then it has been know as "Casa do Vinho Velho", "The Old Wine House". My great-grand mother used to tell stories about the old man "Vinho Velho" and his passion for his wine and agriculture. The house has been updated but we have kept old features, like an old brick oven in the kitchen and 3 stone rocks for vine hanging in the living room!
4.95 out of 5 average rating, 150 reviews
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.
4.93 out of 5 average rating, 118 reviews
Mango Yurt ~Eco-Glamping 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 Ba,r and stunning views of the sea and waterfall. 💧🌿 More pictures and vibes: @cantodasfontes
4.97 out of 5 average rating, 472 reviews
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
4.98 out of 5 average rating, 105 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.
4.99 out of 5 average rating, 225 reviews
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!
4.97 out of 5 average rating, 163 reviews
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.
5.0 out of 5 average rating, 101 reviews
Villa Pérola | Pool & Panoramic Ocean View
Experience Madeira at Villa Pérola, an elegant villa in Arco da Calheta with a private pool and panoramic Atlantic views. With 3 bedrooms, modern interiors and spacious outdoor areas, it’s the perfect place to relax, enjoy spectacular sunsets and spend an unforgettable holiday by the sea.
4.95 out of 5 average rating, 44 reviews
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 reviewsPopular amenities for São Vicente rentals with a pool
House rentals with a pool

Villa Bisa Atlantic View ,heated pool
4.97 out of 5 average rating, 159 reviews
Casa do Cristo Rei
4.94 out of 5 average rating, 278 reviews
Typical house above the sea
4.99 out of 5 average rating, 200 reviews
Panoramic View: Lux 3 bed w/ heated pool
4.97 out of 5 average rating, 113 reviews
A Peaceful Getaway
4.87 out of 5 average rating, 71 reviews
Fajã Surf Lodges - House Ash
4.84 out of 5 average rating, 43 reviews
Villas Calhau da Lapa 10
4.98 out of 5 average rating, 55 reviews
Casa do Terrāço - Quinta Falcões Do Sol
4.94 out of 5 average rating, 69 reviewsCondo rentals with a pool

Vargem Mar Beach
4.92 out of 5 average rating, 132 reviews
Tropical Sunset D
4.96 out of 5 average rating, 101 reviews
Spectacular Ocean and Cliff views with Pool
4.85 out of 5 average rating, 126 reviews
Sunset Paradise, Funchal: sounds of the sea
4.94 out of 5 average rating, 103 reviews
Renala II "With Pool" by PAUSA Holiday Rentals
4.95 out of 5 average rating, 103 reviews
Monumental Apartment
4.86 out of 5 average rating, 173 reviews
New dream luxury appartment in the Madeira Palace.
4.99 out of 5 average rating, 146 reviews
Charming Lido Flat I
4.93 out of 5 average rating, 147 reviewsOther vacation rentals with a pool

Pereira's Domus
5.0 out of 5 average rating, 28 reviews
Villa Acacia- Spectacular Ocean view & heated pool
4.99 out of 5 average rating, 87 reviews
Madeira Oceanfront Retreat - Direct Beach Access
5.0 out of 5 average rating, 8 reviews
Villa Arco-Iris, a Home in Madeira
4.95 out of 5 average rating, 22 reviews
Villa Nóbrega
5.0 out of 5 average rating, 57 reviews
Villa with large pool and fantastic view
5.0 out of 5 average rating, 66 reviews
NEW Quinta da Luz - By Your Madeira Rentals
4.96 out of 5 average rating, 24 reviews
Eco Fajã Villas - Deluxe - 60m above sea level
5.0 out of 5 average rating, 6 reviewsDestinations to explore
- Funchal Vacation rentals
- Caniço Vacation rentals
- Arco da Calheta Vacation rentals
- Ribeira Brava Vacation rentals
- Madeira Island Vacation rentals
- Porto Santo Vacation rentals
- Machico Vacation rentals
- La Palma Vacation rentals
- Câmara de Lobos Vacation rentals
- Ponta do Sol Vacation rentals
- Santana Vacation rentals
- Gaula Vacation rentals
- Porto Santo Island
- Praia do Porto do Seixal
- Zona Velha
- Monte Palace Tropical Garden
- Ponta do Sol Beach
- Praia da Calheta
- Madeira Botanical Garden
- Casino da Madeira
- Porto Moniz Natural Swimming Pools
- Praia Machico
- Complexo Balnear do Lido
- Cabo Girão
- Praia de Garajau
- PR 11 - Vereda dos Balcões
- Casas Tipicas de Santana
- Fish Market
- Cristo Rei
- Ponta do Pargo
- Madeira Whale Museum
- Blandy's Wine Lodge
- Santa Catarina Park
- Cascata Dos Anjos
- Sé do Funchal
- CR7 Museum





