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

Villa Palheiros - A Magnificent Ocean View
Perfect home to enjoy the nature and beauty the island of Madeira has to offer. This villa has a stunning ocean view, situated in a very quiet rural area, where you can enjoy a magnificent climate in a swimming pool with endless views. This villa was built and designed to offer the best comfort to its guests. Perfect housing for families, where you can also find all the necessary amenities in a maximum of 5 minutes by car. The air conditioner is a extra service (contact the owner for more info.)

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

Pool House, Like a Private Boutique Hotel
Composto por 2 suites e 1 kitchenette à beira da piscina com um agradável solário e um pequeno jardim com relva. O espaço é privado e disponibilizado apenas para um cliente de cada vez. Decoração elegante com pequenos detalhes para umas férias de sonho para disfrutar ao máximo do espaço exterior. Localizado a 500 metros do centro de Machico (praia de areia, restaurantes, supermercados e transportes públicos), a 5 minutos (3,2 km) do aeroporto e 10 minutos (7 km) do Golfe do Santo da Serra.

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.

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

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

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".

Meu Pé de Cacau - Pitanga Studio in Paúl do Mar
Meu Pé de Cacau is a tropical fruit garden and island retreat surrounded by dramatic cliffs to the northeast and the vast Atlantic Ocean to the southwest. 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 with walls hand crafted in basalt stone.

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.

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.

Villa Miradouro da Baleia by PAUSA Holiday Rentals
This magnificent, modern, private villa Miradouro da Baleia (Whale Watchtower) has some of the best ocean and mountains views on the island, with a infinity pool and located in a premium spot surrounded by spectacular cliffs, cropland, banana plantations and vineyards, it was carefully & tastefully restored/built in 2018 offering a unique experience of a Portuguese summer style accommodation!
Popular amenities for Santana rentals with a pool
House rentals with a pool

Villa Serenity

House of Christ the King

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

Casa da Lombada

Place In The Sun

The Sunset Avenue w/infinity pool(optional heated)

Villa Maria Atlantic View

Plantation´s Villa - Funchal Seaside Villas
Condo rentals with a pool

Ocean View Apartment in Madeira

Tropical Sunset C

Spectacular Ocean and Cliff views with Pool

Luxury Big Apartment/Ocean view/Free Parking

III - Savoy Monumentalis, By Pausa Holiday Rentals

Sunny Ocean View Apartment • Pool & Open Horizon

Monumental Apartment

Whitehouse408 Sw.Pool & Pvt. Parking
Other vacation rentals with a pool

Villa Céu e Mar

Villa Arco-Iris, a Home in Madeira

Villa Nicuma by Escape to Madeira

A Peaceful Getaway

Vila Flor (private pool) by Stay Madeira Island

JPL Blue Horizon Residential - Casa Horizon A

Villa Sea - Rural Holiday Experience by SeaPearl

Villa Acacia- Spectacular Ocean view & 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$18,825 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
- Ponta do Sol Vacation rentals
- Machico Vacation rentals
- Calheta Vacation rentals
- Santa Cruz de La Palma Vacation rentals
- Arco da Calheta Vacation rentals
- São Vicente Vacation rentals
- Ribeira Brava Vacation rentals
- Caniço Vacation rentals
- Rentals with breakfast Santana
- Rentals with outdoor seating Santana
- House rentals Santana
- Apartment rentals Santana
- Rentals with a fireplace Santana
- Rentals with a hot tub Santana
- Waterfront rentals Santana
- Family-friendly rentals Santana
- Rentals with a washer and dryer Santana
- Rentals with a patio Santana
- Rentals with pools Madeira
- Rentals with pools Portugal
- Porto Santo Island
- Praia do Porto do Seixal
- Madeira Botanical Garden
- Monte Palace Tropical Garden
- Casino da Madeira
- Ponta do Sol Beach
- Zona Velha
- Praia da Calheta
- Porto Moniz Natural Swimming Pools
- Praia Machico
- Complexo Balnear do Lido
- Cabo Girão
- Blandy's Wine Lodge
- PR 11 - Vereda dos Balcões
- Fish Market
- Ponta do Pargo
- Praia de Garajau
- Santa Catarina Park
- Pico Do Areeiroo
- Casas Tipicas de Santana
- Madeira Whale Museum
- Sé do Funchal
- Funchal Cable Car
- CR7 Museum





