
Holiday 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 Lara, sea views, heated Pool A/C
Villa Lara is a fabulous modern single story three bedroom villa in the sought after area of Arco da Calheta. Lovely ocean and mountains views, sun terraces with a large private heated salt water pool and space for outside dining. There is an open plan fully fitted kitchen with a dining table for formal dining, leading to a comfortable sitting area with television with sliding doors leading outside. Facilities include aircon, heating, WIFI and parking. Approx. 10 minutes to Calheta beach. Fabulous spacious, light and modern 3 bedroom villa thoughtfully designed to maximize sun exposure and privacy. Fully fitted kitchen with all the required equipment to make you feel like you're at home. Large master bedroom with luxurious en-suite bathroom. Hot and cold air conditioning throughout, large heated swimming pool with ample sun terraces and garden area for relaxing or for children to run around. Alojamento Local License Number: 114112/AL We are at your disposal to help or answer your questions. We're contactable at any time via our mobile or by email. We will do our very best so you have a wonderful stay! Villa Lara is located centrally in Arco da Calheta with access to local amenities including various supermarkets, cafes, bars, restaurants and a pharmacy. Approx 10 minutes drive from the Villa and you'll be at Calheta Beach where you can enjoy the golden sand, several restaurants and book whale and dolphin watching tours. Villa Lara is ideal for couples, solo adventurers, families (with kids (cot & highchair can be provided)), and big groups. Villa Lara is set in a peaceful location ideal for walking the levadas (unmissable walks in Calheta include Paul da Serra, Rabacal (to Risco Waterall & 25 Fontes), Levada Nova and the Prazeres to Paul do Mar walk) and is close to a bus route. The property is approximately 30 minutes drive to Funchal and 45 minutes from the airport. A car is recommended so you can explore the island at your convenience. If you wish to book a private transfer with our local partners, please contact us in advance (which will be cheaper than taking a taxi direct from the airport).

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.

Painters Cottage Pool & Ocean View balcony Funchal
Walk to the beach & Funchal city center. Fantastic seaview 1 bedroom apartment in an authentic part of old Funchal with swimming pool, garden, BBQ & private terrace. Fast Internet & street parking. Enjoy the large balcony all year with warm climate & views of the harbour. Charming fully equipped flat set in a heritage property with beautiful interior design & a full kitchen. Perfect countryside feel base to live like a local surrounded by nature & explore Madeiras hikes, food & ocean in style

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.

Elegance By The Sea
Boasting 550 square meters, this stunning seaside house is the perfect location from which to enjoy everything Madeira has to offer. Located less than 5 minutes to multiple beaches, restaurants and shops and less than 15 minutes to some of the highest rated hikes on the island, Elegance is the perfect Madeira basecamp. The home's heated salt water pool, multiple terraces, custom sauna, ping pong, foosball tables and 85" QLED Samsung/Sonos combo make staying put a wonderful option.

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

Casa Avó Augusta Cayenne
Casa Avó Augusta Hera is part of a 2-bedroom house, in stone, about 100 years old and with a stunning view of the sea. It is located 1.5 km from Ribeira Brava, in a rural area where it is possible to hear the sound of animals and sometimes that of agricultural work. The location is recommended for guests who have a car or who have no problem with local bus schedules. An excellent starting point for discovering the island. It is ideal for a relaxing couple's trip

Cliff-top villa, panoramic sea-views | Cliffscape
With outstanding panoramic sea-views and offering privacy and seclusion, surrounded by tranquil countryside, Cliffscape is a superb quality air-conditioned villa with heated pool that fully lives up to its name, with the great advantage that it is located in the sunniest area of Madeira and only 300m from the nearest facilities. Located at the end of its own driveway and perched on the cliff top, this contemporary villa is designed to embrace the superb views.

Cork House By Fernandes’s Cottage - Madeira island
A modern and cosy apartment, close to the mountains and the sea, in the picturesque village of Ponta Delgada in Madeira Island. Perfect for a relaxing holiday or for working peacefully outdoors, ready to accommodate a family of 4 or two couples. Ideal location to explore the North Coast of the island but also at a short drive from the South Coast. On your return, at the end of the day, the property's refreshing swimming pool is waiting to help you recover.

Meu Pé de Cacau - Acerola Studio 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 handcrafted in basalt stone.

Typical house above the sea
"Casa Nambebe" is a typical Madeiran house. Situated on the south slope of Madeira island, it is a great place to relax and enjoy a beautiful view of the sea. The house is placed in the middle of a land of banana trees where the contact with nature is immediate and the infinite pool will have you feel like you're in the ocean. Every sunset is unique. Número de licença ou registo 38381/AL

Lovely house with spectacular views over Funchal
The Stone House is set at the top of our estate with its own garden and pool. It sleeps six and has a spacious kitchen and living room with log-burner. Secluded but 15 mins' drive from Funchal - a perfect base from which to explore the island. Together with the other houses on this unique estate it can cater for a group of friends or family.
Popular amenities for Santana rentals with a pool
House rentals with a pool

Casa de Pedra - Casas do Calhau Kids

Casa da Cascata B&B | Levada Houses

Place In The Sun

The Blue House - Arco da Calheta

Villas Calhau da Lapa 10

House pc / private indoor pool

Sweet Brava Home - Pool & Sea view

Funchal Harbour Home
Condo rentals with a pool

Ocean View Apartment in Madeira

Atlantic Gardens Apartment I - By the Beach & Pool

Sunny Ocean View Apartment • Pool & Open Horizon

Monumental Apartment

Whitehouse408 Sw.Pool & Pvt. Parking

New dream luxury appartment in the Madeira Palace.

Modern, lux comfort with Pool & Ocean view

Varandas do Funchal Apartment
Other holiday rentals with a pool

Superior Rentals - Beachfront penthouse (Lido)

Villa Céu e Mar

Farmhouse by Real Vision

CASA SOL E VISTA 2

Grey Rock Villa 1 bedroom

B View Madeira | Ocean & Bay View • Balcony • Pool

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

Blue Sea Tower, Private Heated Pool. Ocean view
Destinations to explore
- Funchal Holiday rentals
- Madeira Island Holiday rentals
- La Palma Holiday rentals
- Porto Santo Holiday rentals
- Ponta do Sol Holiday rentals
- Machico Holiday rentals
- Calheta Holiday rentals
- Santa Cruz de La Palma Holiday rentals
- Arco da Calheta Holiday rentals
- Ribeira Brava Holiday rentals
- São Vicente Holiday rentals
- Caniço Holiday rentals
- Family-friendly rentals Santana
- Rentals with a fireplace Santana
- House rentals Santana
- Rentals with outdoor seating Santana
- Rentals with a hot tub Santana
- Waterfront rentals Santana
- Rentals with breakfast Santana
- Rentals with a patio Santana
- Apartment rentals Santana
- Rentals with a washing machine and dryer 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
- Praia da Madalena do Mar
- Praia da Calheta
- Ponta do Sol Beach
- Clube de Golf Santo da Serra
- Zona Velha
- Pico dos Barcelos
- Praia Machico
- Complexo Balnear do Lido
- Porto Moniz Natural Swimming Pools
- Fish Market
- Sé do Funchal
- Blandy's Wine Lodge
- PR 11 - Vereda dos Balcões
- Casas Tipicas de Santana
- Pico Do Areeiroo
- Cristo Rei
- Cabo Girão
- Santa Catarina Park
- CR7 Museum




