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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$33,473 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.

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Top guest favorite
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
Guest favorite
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

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 to swim in the sea,the beautiful beach of Seixal is 15 minutes by car!We are happy to have you! We rented a car from the 9.

4.92 out of 5 average rating, 65 reviews
Guest favorite
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.

4.93 out of 5 average rating, 118 reviews
Top guest favorite
A yurt is positioned amidst vibrant yellow flowers, set against a backdrop of lush greenery. The coastline and a winding road are visible in the distance, with the ocean meeting a partly cloudy sky, creating a serene and natural landscape.
Yurt in Ponta do Sol

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, 471 reviews
Top guest favorite
A contemporary villa features a sleek exterior with a combination of dark and light materials. Large glass doors open to a spacious outdoor area with sun loungers by an infinity pool, surrounded by manicured grass and offering expansive views of the landscape.
Home in Câmara de Lobos

Villa Nóbrega

Discover the perfect getaway on Madeira Island! A luxury villa, designed to offer comfort and an unforgettable experience. With a prime location and incredible views of the city and the sea, it is ideal for sunrise lovers. The villa has a suite and two large bedrooms, all with air conditioning and a private balcony. It has an integrated living room and kitchen, infinity pool, garden, barbecue area and private garage. A perfect place to relax and create unique memories.

5.0 out of 5 average rating, 54 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

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.

4.87 out of 5 average rating, 70 reviews
Top guest favorite
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

4.98 out of 5 average rating, 103 reviews
Guest favorite
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

4.83 out of 5 average rating, 42 reviews
Top guest favorite
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
Guest favorite
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!

4.97 out of 5 average rating, 161 reviews
Top guest favorite
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 favorite
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, 218 reviews

Popular amenities for São Vicente rentals with a pool

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

Guest favorite
A vibrant pink house stands beside a private swimming pool, surrounded by paved flooring and sun loungers. Lush greenery and mountains create a scenic backdrop, highlighting the tranquil rural setting. Clear blue skies add brightness to the inviting outdoor space.
Home in Santana

A Casa do Lagar - Country Villa

4.86 out of 5 average rating, 106 reviews
Top guest favorite
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

4.99 out of 5 average rating, 199 reviews
Top guest favorite
A spacious outdoor dining area features a light wooden table adorned with decorative stones. In the background, sun loungers are positioned by the pool, and the expansive sea view stretches out under a clear blue sky.
Home in Caniço

Casa do Cristo Rei

4.94 out of 5 average rating, 275 reviews
Guest favorite
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

4.94 out of 5 average rating, 116 reviews
Top guest favorite
An outdoor seating area is highlighted by a decorative pillow featuring a floral design, resting against a woven chair. In the background, the infinity pool overlooks the expansive blue Atlantic ocean, framed by a clear sky.
Home in Tabua

Old Wine Villa

4.95 out of 5 average rating, 149 reviews
Superhost
Home in Funchal

Rochinha house with pool and fabulous view

4.84 out of 5 average rating, 161 reviews
Guest favorite
A modern villa is showcased with clean architectural lines and large glass windows, surrounded by a manicured lawn featuring palm trees. An outdoor dining table and chairs are arranged on a patio adjacent to the heated infinity pool, overlooking scenic views of the landscape.
Home in Arco da Calheta

Panoramic View: Lux 3 bed w/ heated pool

4.97 out of 5 average rating, 112 reviews
Top guest favorite
An infinity pool reflects the vibrant hues of a sunset over the ocean. The surrounding terrace features minimalistic railings, emphasizing unobstructed views of the coastal landscape and the sky's dramatic colors.
Home in Arco da Calheta

Moradia Syso

4.95 out of 5 average rating, 132 reviews

Condo rentals with a pool

Superhost
A modern living area features a large sectional sofa adorned with cushions and a soft throw. Natural light floods in through wide windows, presenting a view of the surrounding landscape. A minimalist entertainment unit and dining area are also visible, enhancing the open feel of the space.
Condo in Funchal

Renala II "With Pool" by PAUSA Holiday Rentals

4.95 out of 5 average rating, 100 reviews
Guest favorite
A light-filled living area is furnished with a gray sofa adorned with decorative pillows. A coffee table with storage sits in front, while a floor lamp provides soft lighting. Large glass doors open to a backdrop of hills and greenery, enhancing the inviting space.
Condo in Campanario

Tropical Sunset D

4.96 out of 5 average rating, 101 reviews
Guest favorite
A swimming pool is framed by tropical landscaping and various types of greenery, overlooking a scenic view of the ocean. A gentle slope leads to the water's edge, with a stone border accentuating the garden area.
Condo in Estreito da Calheta

Vargem Mar Beach

4.93 out of 5 average rating, 130 reviews
Top guest favorite
A spacious terrace features a glass railing with views of the ocean and surrounding landscape. Lush greenery is visible below, along with a pool area. Mountains frame the horizon, adding depth to the serene coastal scenery.
Condo in Funchal

New dream luxury appartment in the Madeira Palace.

4.99 out of 5 average rating, 145 reviews
Guest favorite
A serene view captures the sun setting over the sea, reflecting golden hues on the water's surface. Pine trees frame the image, highlighting the tranquil pool located below. The gentle curve of the balcony adds depth to the peaceful ambiance.
Condo in Funchal

Sunset Paradise, Funchal: sounds of the sea

4.94 out of 5 average rating, 100 reviews
Guest favorite
A swimming pool is situated on the roof, featuring clear blue water under a bright sky. A rail surrounds the pool, offering unobstructed views of the sea and surrounding landscape.
Condo in Funchal

Charming Lido Flat I

4.92 out of 5 average rating, 146 reviews
Guest favorite
A bright living area features a yellow sofa bed, enhancing the spacious feel. Large windows offer views of the sea, while wooden accents and a sleek kitchenette provide a modern touch. Light-colored walls reflect natural light, creating an open atmosphere.
Condo in Funchal

Ocean View Apartment in Madeira

4.89 out of 5 average rating, 132 reviews
Guest favorite
A stylish living and dining area features a wooden dining table surrounded by upholstered chairs. A comfortable sofa is positioned next to the balcony. Large windows provide natural light and offer views of the ocean. A flat-screen television and decorative elements enhance the space.
Condo in Funchal

Modern, lux comfort with Pool & Ocean view

4.92 out of 5 average rating, 138 reviews

Other vacation rentals with a pool

Top guest favorite
A sparkling salt-water pool is featured with panoramic views of the ocean and surrounding hills. The clear blue water reflects the bright sky, while lush greenery sprawls across the landscape below, creating a serene setting that invites relaxation.
Home in Ribeira Brava

Sweet Paradise

4.98 out of 5 average rating, 61 reviews
Top guest favorite
Villa in Arco da Calheta

Villa Acacia- Spectacular Ocean view & heated pool

4.99 out of 5 average rating, 85 reviews
Superhost
A sweeping coastal view captures the tranquil ocean meeting rocky cliffs. The shoreline is lined with palm trees, while a swimming area is visible alongside the water. Bright blue skies provide a serene backdrop to this picturesque setting.
Home in Ponta Delgada

Residencia Sea view

4.82 out of 5 average rating, 79 reviews
Top guest favorite
A modern villa is set against a mountainous backdrop during twilight. The property features large glass doors opening to a terrace with dining furniture. A serene pool reflects the evening sky, surrounded by lounge chairs and landscaped gardens.
Villa in Paul do Mar

Quinta Marefe - On the stunning west coast

5.0 out of 5 average rating, 39 reviews
Top guest favorite
An outdoor terrace surrounds a rectangular swimming pool, alongside a stone structure with a red roof. Seating areas are arranged with umbrellas, providing shaded spots. Lush greenery, including fruit trees, is visible in the background, enhancing the natural setting.
Home in Ponta do Sol

Quinta do Perdigão Peace. Nature. Retreat.

4.95 out of 5 average rating, 91 reviews
Top guest favorite
An expansive view of the Atlantic Ocean is presented from the edge of a private infinity pool. The tranquil waters reflect the clear blue sky above, while rolling hills and the coastline of Camara de Lobos are visible in the background.
Home in Câmara de Lobos

Peak A Boo (Private Heated Pool & Private Parking)

5.0 out of 5 average rating, 97 reviews
Guest favorite
A tranquil outdoor space features a rectangular swimming pool surrounded by well-maintained grass and palm trees. Lounge chairs are positioned nearby, with a stone wall bordering the property and the ocean visible beyond, creating a serene coastal atmosphere.
Home in Seixal

Casa de Pedra - Casas do Calhau Kids

4.95 out of 5 average rating, 65 reviews
Guest favorite
The infinity pool features shimmering blue tiles, creating a seamless view of the ocean. A hanging chair is positioned nearby, surrounded by tropical plants and vibrant flowers in pots, inviting relaxation with panoramic sea views.
Villa

Quinta do Feliz, a Home in Madeira

4.92 out of 5 average rating, 59 reviews

Destinations to explore