
Vacation rentals with a pool in Santana
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Santana
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Uni WATER Studio
Wake up to absolute mind blowing scenery in this mezzanine featuring floor to ceiling high windows facing the island's stunning coastline, often requiring a second look to truly appreciate the beauty that this magnificent island has to offer. The mezzanine accommodates two people, has an ensuite bathroom, a fully equipped kitchen and also has access to its own private garden. Needless to say, our infinity pool is also there for you to enjoy and relax. Free parking is available in Jardim do Mar.

Seafront Villa in Old Town Funchal w Pool & Garden
Beachfront design home featured in Conde Nast Traveller w private pool & tropical garden in the Old Town of Funchal. A stunning oasis just 5min walk to city center, beach & restaurants. Free street parking, fast internet & strong AC. Two bedroom historic villa with 2 WC´s, living room & kitchen w unlimited sea views. Stylish interiors & lots of outside relaxing, sunbathing & dining area with BBQ. Tropical villa that feels like the countryside. Perfect base to explore Madeira´s hikes & beaches

Panoramic View: Lux 3 bed w/ heated pool
Stunning modern villa with a private, heated infinity pool, 3 bedrooms and bathrooms, enjoying sea & mountain views. Located in one of the most sought-after areas with the best weather in the South West of Madeira island, the villa is unique in that it has a dedicated entertainment floor. Situated 5 mins away from Calheta Beach with its excellent restaurants on the marina & the same distance from Madalena do Mar beach. The house enjoys sun on the pool area from late morning until sunset.

Sweet Paradise
Um paraíso 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.

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!

Casa Sol e Vista
Moradia com boa vista e bom sol durante todo o dia. A casa está localizada num dos melhores locais da freguesia. Dispoe de dois quartos de dormir, sala / cozinha e duas casas de banho, com lotaçao para 6 pessoas. A casa esta situada no cimo de uma colina o que faz com que a casa tenha uma vista extraordinaria. No exterior tem um churrasco, um grande jardim e a piscina. Absoluta tranquilidade. Venha passar umas férias agradaveis na CASA SOL E VISTA. Contactar Duarte Paulo

Papaia Yurt ~ EcoGlamping 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 Bar, and stunning views of the sea and waterfall. 💧🌿 More pictures and vibes: @cantodasfontes

Ocean View Villa Madeira
Located in an exclusive and privileged location you can enjoy simultaneously the advantages of privacy along with the proximity to the the capital's city centre. Merely 10 minutes away from the historical centre and the gorgeous marina and promenade that you can see while relaxing in the pool. A breathtaking ocean view and mountainous surroundings make this a very special and unique place to stay. You will find out why we are called the "Pearl Of The Atlantic".

Modern & New Studio w/ Pool & Oceanside View | G 🌟
Modern studio in the sunny and serene, sunny village of Jardim do Mar, south west of Madeira Island. Studio G features an open plan design with kitchenette, lounging area with TV (with Netflix), a cozy king sized bed, a spacious bathroom and a private south facing balcony with ocean and pool view. We provide free Wi-Fi and free parking (the property is a minute walk from the village's centre and the main free parking lot). Note: AC available after July 1st.

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.

Meu Pé de Cacau - Studio Papaya 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.

Charming View Apart. ✪free parking✪Amazing Sunsets
This apartment is located, on a hillside, in the high areas, east of Funchal. With the most enchanting panoramic view over the Atlantic Ocean, passing over Funchal, up to the mountains. Undoubtedly a privilege to see this wonderful landscape from the balcony of the apartment itself. Here I offer a quiet space providing moments of relaxation and well-being with the most unique sunsets ever seen.
Popular amenities for Santana rentals with a pool
House rentals with a pool

Farmhouse by Real Vision

House of Christ the King

A Peaceful Getaway

Casa Velha D. Fernando (Old House D. Fernando)

Place In The Sun

Private Heated Pool (30°C) Villa | BBQ & Parking

Old Wine Villa

Villa Palheiros - A Magnificent Ocean View
Condo rentals with a pool

Ocean View Apartment in Madeira

Tropical Sunset C

Spectacular Ocean and Cliff views with Pool

Casa Mar Azul 3

Luxury Big Apartment/Ocean view/Free Parking

III - Savoy Monumentalis, By Pausa Holiday Rentals

Sunny Ocean View Apartment • Pool & Open Horizon

Monumental Apartment
Other vacation rentals with a pool

Villa Céu e Mar

Ohana Ocean View by LovelyStay

Villa Panorama 2 - Luxury Villa in Ponta do Sol

Zto Madeira Oceanfront Escape | Pool & Garden

Villa Acacia- Spectacular Ocean view & heated pool

Casa Elegante with pool and ocean view

Plantation´s Villa - Funchal Seaside Villas

Cliff Ocean Sunset - Villa 3 - Private Heated Pool
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 G$18,827 GYD per night before taxes and fees

Verified guest reviews
Over 400 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

4.6 Average rating
Santana stays receive an average rating of 4.6 out of 5 from guests
Destinations to explore
- Funchal Vacation rentals
- Madeira Island Vacation rentals
- La Palma Vacation rentals
- Porto Santo Vacation rentals
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- Arco da Calheta Vacation rentals
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- Caniço Vacation rentals
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- Rentals with breakfast Santana
- Rentals with a washer and dryer Santana
- Rentals with pools Madeira
- Rentals with pools Portugal
- Porto Santo Island
- Praia do Porto do Seixal
- Monte Palace Tropical Garden
- Madeira Botanical Garden
- Casino da Madeira
- Ponta do Sol Beach
- Zona Velha
- Praia da Calheta
- Praia Machico
- Complexo Balnear do Lido
- Porto Moniz Natural Swimming Pools
- Cabo Girão
- PR 11 - Vereda dos Balcões
- Praia de Garajau
- Fish Market
- Pico Do Areeiroo
- Blandy's Wine Lodge
- Ponta do Pargo
- Santa Catarina Park
- Madeira Whale Museum
- Casas Tipicas de Santana
- Funchal Cable Car
- Cascata Dos Anjos
- Cristo Rei





