
Holiday 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.

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).

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.)

Villa Sea - Rural Holiday Experience by SeaPearl
Discover the "Villa Sea" in the warmest and most tropical region of Madeira. The accommodation is the result of the rural tourism project "SeaPearl", inspired by the sea, in which a house and a haystack were rehabilitated, maintaining its rural aspect, the regional stone and original characteristic, with a touch of modernity, simplicity and all the comfort. Stay at main villa is an invitation to wake up rocked by the sound of waves hitting the pebbles and a ray of sun coming through the window.

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.

Place In The Sun
A beautiful and spacious house to enjoy your holiday in Madeira. From the private pool & BBQ terrace there are breathtaking ocean views over the bay of Funchal. The Botanical Gardens are 10 mins walk away and there is a bus stop 30 seconds away, taking 5mins to the centre. 3 mins walk away there is a restaurant, Sesamo bakery & mini supermarkets. The Aerobus stop is also a few minutes walk away. Not suitable for children under 12 years and no pets. Construction work is happening in the area.

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

Old Wine Villa
Welcome to Paradise! Come stay at our cozy Villa with a splendid Atlantic ocean view by the infinity pool! This house was first built in 1932 and since then it has been know as "Casa do Vinho Velho", "The Old Wine House". My great-grand mother used to tell stories about the old man "Vinho Velho" and his passion for his wine and agriculture. The house has been updated but we have kept old features, like an old brick oven in the kitchen and 3 stone rocks for vine hanging in the living room!

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.

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

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

Rochinha house with pool and fabulous view

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

Casa da Lombada

Casa da Cascata B&B | Levada Houses

Villa Wiktoria, by Pausa Holiday Rentals

Plantation´s Villa - Funchal Seaside Villas

Funchal Harbour Home
Condo rentals with a pool

Ocean View Apartment in Madeira

Luxury Big Apartment/Ocean view/Free Parking

Sunny Ocean View Apartment • Pool & Open Horizon

Monumental Apartment

Whitehouse408 Sw.Pool & Pvt. Parking

New dream luxury appartment in the Madeira Palace.

1BR Garden Apartment | Shared Pool | Unit A

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

Superb Top Luxury Villa|GrandView Cristo Rei

Botanica Living | Magnolia Apt

Villa Ricardo - A Charming Villa

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

Villa Maria Atlantic View

Villa Acacia- Spectacular Ocean view & heated pool

Ocean View Villa | Infinity Pool, Hot Tub, Sauna

Private Pool Retreat • Ocean view • Funchal
Quick stats about holiday rentals with a pool in Santana

Total holiday rentals
Explore 30 holiday rentals in Santana

Nightly prices starting at
Santana holiday rentals start at $154 NZD 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 holiday 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 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
- São Vicente Holiday rentals
- Ribeira Brava Holiday rentals
- Caniço Holiday rentals
- Rentals with a fireplace Santana
- House rentals Santana
- Rentals with outdoor seating Santana
- Apartment rentals Santana
- Waterfront rentals Santana
- Rentals with a patio Santana
- Rentals with a washing machine and dryer Santana
- Rentals with a hot tub Santana
- Rentals with breakfast Santana
- Family-friendly rentals 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
- Praia da Calheta
- Zona Velha
- Ponta do Sol Beach
- Porto Moniz Natural Swimming Pools
- Complexo Balnear do Lido
- Praia Machico
- Fish Market
- Blandy's Wine Lodge
- Praia de Garajau
- Sé do Funchal
- Cabo Girão
- Casas Tipicas de Santana
- Santa Catarina Park
- Madeira Whale Museum
- PR 11 - Vereda dos Balcões
- Ponta do Pargo
- Pico Do Areeiroo
- Cascata Dos Anjos
- Funchal Cable Car





