
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.

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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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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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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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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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
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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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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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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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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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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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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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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
House rentals with a pool

Casa do Cristo Rei
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Rochinha house with pool and fabulous view
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House pc / private indoor pool
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Villa Vera Garajau - Madeira Island
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Typical house above the sea
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Villa Bisa Atlantic View ,heated pool
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Casa Sol e Vista
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Lovely house with spectacular views over Funchal
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Condo rentals with a pool

Tropical Sunset D
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Vargem Mar Beach
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Charming Lido Flat II
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New dream luxury appartment in the Madeira Palace.
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Spectacular Ocean and Cliff views with Pool
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Whitehouse408 Sw.Pool & Pvt. Parking
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Luxury Big Apartment/Ocean view/Free Parking
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Silvestre Freitas Apartment
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Other vacation rentals with a pool

Grey Rock Villa
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Sky Loft: 180° Ocean View Balcony + Fireplace
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Quinta Marefe - On the stunning west coast
LocationFamilyWifi

Ocean View Villa | Infinity Pool, Hot Tub, Sauna
LocationFamilyHiking

Vi Naturae Glamping - Mountain View Dome
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Stunning 3BR Villa | Ocean-View, Private Pool
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Casa do Terrāço - Quinta Falcões Do Sol
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Villa Acacia- Spectacular Ocean view & heated pool
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Destinations 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
- São Vicente Vacation rentals
- Santa Cruz de La Palma Vacation rentals
- Porto Santo Island
- Praia do Porto do Seixal
- Zona Velha
- Monte Palace Tropical Garden
- Madeira Botanical Garden
- Praia da Calheta
- Casino da Madeira
- Ponta do Sol Beach
- Porto Moniz Natural Swimming Pools
- Praia Machico
- Complexo Balnear do Lido
- Cabo Girão
- Praia de Garajau
- Pico Do Areeiroo
- PR 11 - Vereda dos Balcões
- Casas Tipicas de Santana
- Fish Market
- Sé do Funchal
- Madeira Whale Museum
- Blandy's Wine Lodge
- Santa Catarina Park
- Ponta do Pargo
- Cristo Rei
- CR7 Museum
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