
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 $139 CAD 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

Wifi availability
30 of Santana vacation rentals include wifi 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.

Ocean View Villa | Infinity Pool, Hot Tub, Sauna
Perched in the peaceful hills of São Vicente on Madeira’s north coast, Elysium is a brand-new luxury retreat designed for relaxation, privacy, and beautiful views. Wake up to ocean and mountain scenery, swim in the heated* infinity pool, unwind in the jacuzzi, or enjoy the sauna after a day exploring the island. With elegant bedrooms, spa-style amenities, and bright indoor-outdoor living spaces, this villa is perfect for couples, families, honeymooners, and remote workers seeking tranquility.

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.

Casa Mar - Quinta Falcões do Sol [Falcões do Sol Farm]
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.

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.

Villa Nóbrega
Discover the perfect getaway on Madeira Island! A luxury villa, designed to offer comfort and an unforgettable experience. With a prime location and incredible views of the city and the sea, it is ideal for sunrise lovers. The villa has a suite and two large bedrooms, all with air conditioning and a private balcony. It has an integrated living room and kitchen, infinity pool, garden, barbecue area and private garage. A perfect place to relax and create unique memories.

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

Villa Bisa Atlantic View ,heated pool
A 2 bedroom villa located in Arco da Calheta. the property has 2 modern style bedrooms, 2 and a half luxurious modern bathrooms,outdoor shower ,new modern kitchen, living room, etc... The property has just been renovated,modern decorated with high quality furniture which is extremely comfortable. The villa also includes cable ,Satellite TV and internet. The property on the outside has BBQ ,pool with a panoramic Seaview ,a nice eating area.

Meu Pé de Cacau - Mango Studio 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.

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.

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>

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.

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 Vera Garajau - Madeira Island

Casa da Lombada

Peak A Boo (Private Heated Pool & Private Parking)

Villa Maria Atlantic View

House pc / private indoor pool

Luxury Villa Pérola

Villa Panorama - Luxury Villa with Jacuzzi-Calheta

Syso House
Condo rentals with a pool

Tropical Sunset D

Luxury Big Apartment/Ocean view/Free Parking

III - Savoy Monumentalis, By Pausa Holiday Rentals

Super Comfy, Romantic Holiday Nest

Monumental Apartment

Whitehouse408 Sw.Pool & Pvt. Parking

New dream luxury appartment in the Madeira Palace.

Modern, lux comfort with Pool & Ocean view
Other vacation rentals with a pool

Quinta Marefe - On the stunning west coast

Sky Loft: 180° Ocean View Balcony + Fireplace

Villa Limoeira 3:3 heated pool/gym/office/sunsets

Stunning 3BR Villa | Ocean-View, Private Pool

Ocean View Apartment in Funchal

Tabua Lodge

Casa Joaquim by Rent2u, Lda

Botanica Living | Acacia Apt
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





