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Vacation rentals with a pool in Santana

Find and book unique homes with a pool on Airbnb

Quick stats about vacation rentals with a pool in Santana

  • Total vacation rentals

    Explore 30 vacation rentals in Santana

  • Nightly prices starting at

    Santana vacation rentals start at $100 per night before taxes and fees

  • Verified guest reviews

    Over 420 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Santana vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Santana rentals

  • 4.5 Average rating

    Santana stays receive an average rating of 4.5 out of 5 from guests

Top-rated rentals with a pool in Santana

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

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Guest favorite
A unique swimming pool is partially embedded within rock formations, featuring crystal-clear water that reflects the bright blue sky above. Natural light filters through, creating a serene atmosphere in this inviting space.
Home in Campanario
4.98 out of 5 average rating, 51 reviews

Villas Calhau da Lapa 10

Welcome to Villa Calhau da Lapa 10, located in Campanário, 600 meters from the beach, where the splendor of the sea and mountains come together to create a truly captivating setting. This 19th century property was rebuilt over three years (2021 to 2024) by artists and craftsmen, giving it a unique identity, and was designed to provide maximum comfort and an exclusive lifestyle, offering an unparalleled residential experience. Located in an easily accessible location, this villa offers panoramic views of the sea and mountains. With a private, heated swimming pool, 12 meters long, 6 meters of which are excavated in the rock, giving it a unique identity and romanticism. The Villa offers 2 comfortable bedrooms, with flat-screen cable TV, air conditioning, fully equipped kitchen with stove, refrigerator, microwave, Nespresso coffee maker, washing machine and dryer, two bathrooms, outdoor barbecue free Wi-Fi and free parking. With space entirely dedicated to your well-being: swimming in the pool, relaxing in the garden or enjoying a barbecue are some of the privileged moments that Villa Calhau da Lapa 10 offers its guests.

LocationFamilyNearby

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
5.0 out of 5 average rating, 52 reviews

Villa Nóbrega

Descubra o refúgio perfeito na Ilha da Madeira! Uma villa de luxo, planejada para oferecer conforto e uma experiência inesquecível. Com localização privilegiada e vista incrível para a cidade e o mar, é ideal para amantes do nascer do sol. A villa possui uma suíte e dois quartos amplos, todos com ar-condicionado e varanda privativa. Conta com sala e cozinha integradas, piscina infinita, jardim, espaço para churrasco e garagem privativa. Um lugar perfeito para relaxar e criar memórias únicas.

FamilyValuePool

Top guest favorite
A panoramic view of the Atlantic Ocean stretches beneath a clear blue sky, with rolling green hills leading down to the coastline. A modern infinity pool with a waterfall feature is visible in the foreground, seamlessly blending with the landscape.
Home in Ribeira Brava
5.0 out of 5 average rating, 58 reviews

MG House

Um oásis 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.

LocationValueCondition

Top guest favorite
A private deck offers an expansive view of the ocean, surrounded by lush greenery. A dining table and chairs are positioned under a shaded pavilion, providing a perfect spot for relaxation. The area combines natural beauty with a tranquil atmosphere.
Cottage in Fajã da Ovelha
5.0 out of 5 average rating, 50 reviews

Casa Mar - Quinta Falcões do Sol

Casa Mar offers a blend of historical architecture and modern comfort. This fully restored traditional stone house features a private 25 square meter deck with dining table, alongside a lower private lounge area. Large glass doors provide an incredible view of the sea and allow for a natural flow between the indoor and outdoor spaces. The property has a big heated saltwater infinity pool for all our guests on the property to enjoy with the most beautiful view on the ocean.

ValueLocationLayout

Top guest favorite
A pool area is presented with a clear blue swimming pool surrounded by sun loungers on a wooden deck. An umbrella provides shade nearby, while palm trees and ocean views create a serene backdrop. A splash of red from a canopy adds a vibrant touch.
Home in Caniço
4.99 out of 5 average rating, 103 reviews

Villa Vera Garajau - Madeira Island

Welcome to our dream home. We hope that choosing to stay in our house is not just another accommodation, but an experience. Villa Vera Garajau is a delightful 3 bedroom house located in Cristo Rei, Garajau, were you can appreciate the cruisses pass by, the sun and the moonlight at night. If you want a private tranquil villa, this beautiful spot in front of Cristo Rei (King Christ) statue and Garajau Beach, is perfect for relaxing and unforgettable holiday in Madeira Island!

LocationFamilyIndoor spaces

Top guest favorite
The image captures a scenic view of a coastal landscape featuring terracotta-roofed houses set against a backdrop of rugged mountains and a calm sea. Lush green trees frame the scene, enhancing the natural beauty of the environment.
Home in Porto da Cruz
4.88 out of 5 average rating, 81 reviews

Mateus House, "Duplex", Town Center, Beach.

The perfect combination between mountains proximity to the sea within a Relaxed atmosphere. A Private solarium area, sun loungers among other facilities. Two bathrooms, Wi-Fi, several board games, cot, 2 electric scooters. You can be Extra sure of a Genuine Hospitality. Exclusive and personalized service of this property, guaranteeing a close attention to Every Detail. A small Private Garden available is waiting for you. Walking Sticks, several Bodyboards and Surf boards.

LocationFamilyAccess

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
4.97 out of 5 average rating, 467 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

ValueFamilyAmenities

Top guest favorite
A modern infinity pool overlooks a stunning sunset illuminating the horizon. The pool's water reflects warm tones, creating a serene ambiance. Surrounding hills and rooftops are visible in the background, enhancing the tranquil coastal setting.
Home in Ponta do Sol
5.0 out of 5 average rating, 55 reviews

Casa da Lombada

Magnífica Casa da Lombada, está localizada no sítio da Lombada da Ponta do Sol, numa encosta a 270m acima do nível do mar, que proporciona aos seus hóspedes algumas das melhores vistas para o mar e para as montanhas da ilha. Oferece também a oportunidade de observar o nascer do sol na montanha enquanto toma o seu pequeno almoço na varanda. Uma experiência única de alojamento com conforto, tranquilidade e bem estar para passar umas férias espetaculares em família.

ValueFamilyComfort

Top guest favorite
An infinity-edge pool is illuminated at night, reflecting the starry sky and ocean beyond. Surrounding tropical plants provide a lush backdrop, while a wooden deck extends around the pool, enhancing the tranquil ambiance and offering comfortable seating areas nearby.
Apartment in Paul do Mar
4.99 out of 5 average rating, 238 reviews

Meu Pé de Cacau - Studio Mango in Paúl do Mar

Meu Pé de Cacau is a tropical fruit garden and island retreat 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.

LocationFamilyBathroom

Superhost
Home in Corujeira
5.0 out of 5 average rating, 11 reviews

Villa Wiktoria, by Pausa Holiday Rentals

We proudly present a modern, spacious single-story villa available for short-term rental. Designed with comfort and style in mind, it features an open-plan kitchen and living area filled with natural light, three cozy bedrooms, two bathrooms, air conditioning, a private pool, and parking. Nestled in a quiet area, it offers the perfect base to relax and explore the many stunning sights of Madeira Island.

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Guest favorite
Villa in Funchal
4.98 out of 5 average rating, 160 reviews

Casa dos Francelhos by Atlantic Holiday

Casa dos Francelhos by Atlantic Holiday is a spacious villa located in Funchal, on the beautiful island of Madeira, offering a comfortable and private setting for couples, families and groups of friends. With capacity for up to 8 guests, the villa features four well-appointed bedrooms, two with queen-size beds and two with two single beds each, ensuring flexibility and comfort for all guests.<br><br>

ValueLocationCheck-in

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
4.85 out of 5 average rating, 103 reviews

A Casa do Lagar - Country Villa

Private pool Situated in a tranquil area with year-round pleasant weather, offering spectacular views of the sea and mountains. The beach and mountains are just a 5-minute drive away, or guests can opt for scenic walks along nearby trails. Only 25 minutes from the airport and 35 minutes from Funchal. The accommodation accommodates 8 guests with 2 additional persons in extra beds, please contact us.

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Popular amenities for Santana rentals with a pool

Destinations to explore