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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.

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Top guest favorite
A large, inviting pool is surrounded by a wooden deck, bordered by a low stone wall. The vibrant house above features large glass doors and a balcony. Lush banana trees provide shade and a tropical feel in the background.
Home in Arco da Calheta
4.98 out of 5 average rating, 58 reviews

Zeza´s house

This is a 2 bedroom luxury villa located in calheta. The property has 2 luxury modern style bedrooms, Air Conditioning, 1 luxurious modern bathrooms, new modern kitchen, laundry room. 1 more toilette. The property was recently decorated with high quality furniture which is extremely comfortable. The villa also includes cable TV and also a DVD/CD. The property on the outside has a lovely garden with a big pool and a BBQ area and also a big parking space in case you need it.

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Top guest favorite
Apartment in Funchal
5.0 out of 5 average rating, 38 reviews

Ocean View Apartment in Funchal

Wake up to the sound of waves and enjoy breathtaking, uninterrupted ocean views from your spacious terrace. Located on the first ocean line with private access to Formosa Beach, this elegant 2-bedroom apartment is the perfect escape for couples, families, or remote workers. The apartment is fully equipped and totally new, combining comfort with style. Whether you're sipping morning coffee on the veranda or watching the sunset over the sea, this is the perfect spot to relax.

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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.

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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

LocationFamilyLong stay

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
4.98 out of 5 average rating, 58 reviews

Sweet Paradise

A paradise in the heart of Madeira's West Zone, facing south and with a fantastic sunset. Quiet residential area with good access. 5 minutes from the beach, shops and restaurants and in a great location for exploring the island. A modern house with a heated saltwater pool (for a fee), good areas, barbecue, solarium area, garden with aromatic herbs, gym and parking. The entire house is air-conditioned and has a kitchen equipped to celebrate great moments.

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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.

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Guest favorite
A spacious outdoor area features a private pool surrounded by lounge chairs, positioned against a backdrop of lush greenery and unobstructed sea views. A shaded terrace offers a spot for relaxation, while palm trees and various plants enhance the serene environment.
Home in Fajã da Ovelha
4.98 out of 5 average rating, 43 reviews

Chalet do Massapez

Our very comfy chalet is situated on 1000 m2 of private land. Come and enjoy unobstructed sea views with dreamy sunsets ! You will have access to two floors, a big terrace, different types of gardens (flowers, fresh herbs, fruit trees...), and of course the pool and the hot tub (T&C apply). Plenty of space to cook : a very well equipped kitchen inside, and a covered outside space with a traditional barbecue.

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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>

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Guest favorite
Guesthouse in Ponta do Sol
4.96 out of 5 average rating, 161 reviews

Casa do Piquinho

Casa do Piquinho is a charming residence located in Ponta do Sol, perfect for those seeking comfort and tranquility. With a cozy design and stunning sea views, it offers the ideal setting for relaxation. The house features a private swimming pool, perfect for enjoying sunny days in total privacy. Just minutes from the beach and the village center, it’s the perfect base to relax or explore the island.

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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

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