
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$33,490 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.

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.
LocationFamilyPool
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!
FamilyLocationTV
4.95 out of 5 average rating, 150 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 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.
FamilyLocationCheckout
4.91 out of 5 average rating, 68 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
FamilyLocationOutdoor spaces
4.97 out of 5 average rating, 472 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.
LocationFamilyComfort
4.87 out of 5 average rating, 71 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
LocationValueComfort
4.98 out of 5 average rating, 105 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
FamilyValueComfort
4.84 out of 5 average rating, 43 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.
ValueLocationGetting around
4.99 out of 5 average rating, 225 reviews
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
LocationValueCheckout
4.99 out of 5 average rating, 200 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
ValueFamilyComfort
4.98 out of 5 average rating, 103 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
LocationValueHospitality
4.98 out of 5 average rating, 219 reviews
Cardais Paradise View
Luxurious villa with breathtaking ocean views, heated pool, and private garden. Modern elegance meets tropical charm with spacious living areas, high-end furnishings, and en-suite bedrooms. Perfect for a memorable, relaxing getaway.
FamilyValueSleep quality
5.0 out of 5 average rating, 39 reviewsPopular amenities for São Vicente rentals with a pool
House rentals with a pool

Moradia Syso
ValueLocationGetting around
4.95 out of 5 average rating, 132 reviews
Panoramic View: Lux 3 bed w/ heated pool
FamilyLocationView
4.97 out of 5 average rating, 113 reviews
A Casa do Lagar - Country Villa
LocationValueWalkability
4.86 out of 5 average rating, 107 reviews
Mango House
FamilyLocationGrill
4.93 out of 5 average rating, 118 reviews
Villa Pérola | Pool & Panoramic Ocean View
LocationFamilyKitchen
4.95 out of 5 average rating, 43 reviews
Villa Nóbrega
FamilyLocationBackyard
5.0 out of 5 average rating, 57 reviews
Amazing views, saltwater pool, and BBQ
FamilyLocationCondition
4.85 out of 5 average rating, 20 reviews
Pereira's Domus
FamilyLocationGetting around
5.0 out of 5 average rating, 27 reviewsCondo rentals with a pool

Spectacular Ocean and Cliff views with Pool
ValueFamilyDecor
4.85 out of 5 average rating, 126 reviews
Vargem Mar Beach
LocationValueNearby
4.92 out of 5 average rating, 132 reviews
New dream luxury appartment in the Madeira Palace.
ValueFamilyWalkability
4.99 out of 5 average rating, 146 reviews
Renala II "With Pool" by PAUSA Holiday Rentals
LocationFamilyIndoor spaces
4.95 out of 5 average rating, 102 reviews
Tropical Sunset D
ValueFamilyView
4.96 out of 5 average rating, 101 reviews
Charming Lido Flat I
ValueLocationCleanliness
4.93 out of 5 average rating, 147 reviews
Sunset Paradise, Funchal: sounds of the sea
ValueLocationDecor
4.94 out of 5 average rating, 102 reviews
Monumental Apartment
LocationValueHeating
4.86 out of 5 average rating, 173 reviewsOther vacation rentals with a pool

Villa Acacia- Spectacular Ocean view & heated pool
FamilyLocationGetting around
4.99 out of 5 average rating, 87 reviews
Residencia Sea view
FamilyValueWifi
4.82 out of 5 average rating, 79 reviews
Peak A Boo (Private Heated Pool & Private Parking)
LocationFamilyLong stay
5.0 out of 5 average rating, 100 reviews
Casa de Pedra - Casas do Calhau Kids
FamilyLocationHospitality
4.95 out of 5 average rating, 65 reviews
Stunning 3BR Villa | Ocean-View, Private Pool
FamilyLocationHospitality
4.89 out of 5 average rating, 19 reviews
Oceanfront | Direct Beach Elevator | Infinity Pool
FamilyLocationCheckout
4.98 out of 5 average rating, 44 reviews
Quinta do Feliz, a Home in Madeira
LocationValueGetting around
4.92 out of 5 average rating, 63 reviews
Quinta do Perdigão Peace. Nature. Retreat.
FamilyValueLong stay
4.95 out of 5 average rating, 92 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
- Santa Cruz de La Palma Vacation rentals
- Santana Vacation rentals
- Porto Santo Island
- Praia do Porto do Seixal
- Zona Velha
- Monte Palace Tropical Garden
- Praia da Calheta
- Madeira Botanical Garden
- Ponta do Sol Beach
- Casino da Madeira
- Porto Moniz Natural Swimming Pools
- Praia Machico
- Cabo Girão
- Praia de Garajau
- Complexo Balnear do Lido
- PR 11 - Vereda dos Balcões
- Casas Tipicas de Santana
- Fish Market
- Cristo Rei
- Blandy's Wine Lodge
- Madeira Whale Museum
- Ponta do Pargo
- Santa Catarina Park
- Cascata Dos Anjos
- CR7 Museum
- Sé do Funchal





