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    Found 424 Madeira Island holiday homes for rent

    Apartment • 8 People • 4 3 wifi
    From
    651 /night
    Min Stay 1 night

    Madeira, Portugal 

    € 651 /Night (minimum stay 1 night)
  • Air Conditioning
    WiFi

    Atlantic Breeze


    Wake up in this comfortable home atop a grassy cliff that overlooks the boundless Atlantic. Then, hop out of bed and onto your balcony where loungers and a parasol await, for long, lazy mornings in the sunshine. Inside, a bright and fresh botanical theme with beachy rattan furniture is illuminated by natural light that streams through the sliding doors. Step out onto the second terrace for traditional breakfasts in the morning or seafood lunches in the afternoon. Take the five-minute walk down to the pebble shores of Reis Magos and cool off in the gentle waters. Sign up for a snorkelling excursion at nearby Madeira Diving Center or rent equipment if you’re PADI certified. In the early evening, settle in with a glass of the island’s own Poncha at a beach side bar or hop in the car for the fifteen-minute ride to Funchal and dine in charming restaurants with spectacular ocean views. *The best way to get to your apartment from the airport...More Details


    • Booked Available
    Apartment • 9 People • 4 5 wifi
    From
    641 /night
    Min Stay 1 night

    Madeira, Portugal 

    € 641 /Night (minimum stay 1 night)
  • WiFi

    Drop of Light


    From the blossoming garden and fragrant scent of herbs to the elevated views, this is the kind of home that celebrates the unique spirit of its setting. And whether you’re looking for a slow-paced island getaway or an action-packed adventure, this location makes it easy to experience the magic of Medeira. Sitting peacefully on the hills of Santa Maria Maior with the old town just a five-minute walk away, the owners have styled this space to enrich daily living. Wake up early and watch the sunrise from the roof terrace, spend a slow morning swaying in the garden hammock and gather for golden-hour drinks with local delicacies as the sun goes down. And when you’re ready to retreat back inside, you’ll find an abundance of space to relax and unwind. Remote workers will also appreciate the dedicated workspace in the loft – which by night transforms into an additional bedroom for two guests. From here, follow the ocean breeze down to the ...More Details


    • Booked Available
    Apartment • 8 People • 4 4 pool wifi
    From
    641 /night
    Min Stay 1 night

    Madeira, Portugal 

    € 641 /Night (minimum stay 1 night)
  • Swimming Pool
    WiFi

    Tinta Negra


    Between the ancient trees of the Laurissilva Forest and the rolling fields of São Vicente, this home sits within a sprawling vineyard. Tinta Negra and Verdelho grapes grow plump in the sun, ready to be harvested for the island’s famous Madeira wine – you can experience this yourself if you time your visit right. Wandering the grounds you’ll find ancient trees (one oak rumoured to be one of the first trees planted on the island), and stone benches sitting in the shade. Trails through the vines and alongside the river start from just outside your door, and there’s a private yard set up for outdoor dining. As an optional extra, the housekeeper can make you breakfast, homemade bread rolls or the local caldo da romaria soup. The house itself is over 200 years old and maintains an air of tradition inside. The living room is rose-petal pink with floral sofas whispering of yesteryear, while a working fireplace keeps things warm in winter. The 1...More Details


    • Booked Available
    Apartment • 4 People • 2 2 wifi
    From
    637 /night
    Min Stay 1 night

    Madeira, Portugal 

    € 637 /Night (minimum stay 1 night)
  • Air Conditioning
    WiFi

    Embroidered Dreams


    Experience a unique stay in the heart of Funchal, just moments away from the city’s many historic sights, buzzing shops and restaurants. Set within a building which used to house an old Madeira Embroidery Factory, this pad offers a taste of the past while at the same time boasting modern comforts and elegant décor. Enter to find a light-filled living room and kitchenette, perfect for kicking back and relaxing at the end of a day of exploring. You can prepare your meals here, or head upstairs to the communal terrace, where an outdoor kitchen also awaits. From this spot you can enjoy views over the city and share alfresco suppers and drinks with your loved ones. Back at the apartment, get a good night’s rest in the comfy bedrooms, one of which is separated from the living area by sliding glass doors. Wake up restored and ready to venture out. Outside your front door, you’ll find yourself just steps away from a farmer’s market, and the ...More Details


    • Booked Available
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    House • 6 People • 3 3 pets pool wifi
    From
    631 /night
    Min Stay 1 night

    Madeira, Portugal 

    € 631 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Poncha in Paradise


    Designed to reflect the old fishing cottages of Madeira, this home will provide you with peace in abundance. Nestled up above the ocean, and offering panoramic views of it from inside as well as outside, this stellar villa is ready to welcome you on a serene stay in the southern part of the island, close to Calheta and its wonderful man-made golden beach. We absolutely love the floor-to-ceiling windows that wrap around the living areas, meaning you can enjoy the glorious scenery without having to go and find it. The lounge is ideal for cosy drinks together as sunset, while the dining area makes a great place to feast on Piri-Piri chicken. The magic of the home truly sits in its outdoor areas. The wonderful outdoor pool means you can splash around under the sun, and the poolside loungers are a great place to chill out with a good book. You’re just a 30-metre walk down to the shared pebbly beach here where you’ll find a communal beach hu...More Details


    • Booked Available
    House • 9 People • 4 5
    From
    628 /night
    Min Stay 1 night

    Madeira, Portugal 

    € 628 /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    Nestled in hilly Monte, this picture-perfect home is steeped in Madeiran charm. Unwind in the open-plan living area or slide open the glass doors and head onto the deck, where you’ll be able to soak up uninterrupted views of the Atlantic Ocean from the comfort of a poolside sun lounger. You might feel as though you’ve stepped straight into a glossy travel magazine, but it’s not all style over substance here. From the home lift to the outdoor kitchen’s electrically adjustable cover, you’ll have everything you need for a comfortable stay, so why not pour yourself a glass of wine and toast your coastal oasis? This is the kind of place you’ll be more than happy to linger in, but if you fancy a change of scenery, there’s plenty to keep you busy nearby. Wander down to the local bakery and treat yourself to a fresh pastry or two, then make your way into Funchal’s old town (2.2 kilometres away) to mingle with the locals. Snap a selfie by the ...More Details


    • Booked Available
    Apartment • 4 People • 2 1
    From
    624 /night
    Min Stay 1 night

    Madeira, Portugal 

    € 624 /Night (minimum stay 1 night)
  • Swimming Pool
    WiFi

    Heart - Sol


    Sharing its sea views and its fabulous infinity pool with just one neighbouring home, this modern villa is in a quiet, rural part of the island. The interiors are minimalist and strikingly contemporary, with all-white walls, pale wood floors and bespoke matching furniture. Simple and stylish throughout, floor-to-ceiling windows make the most of the panoramic vistas and the bathroom features a natural stone wall and sliding glass doors to a private courtyard. But it's the outside space that dominates this place. A sun terrace with access to the pool is the perfect spot for evening drinks, while a private balcony off one of the bedrooms is a peaceful place for morning coffee. The infinity pool seems to spill over the edge of one of the island's typically steep slopes and the sea views from here are simply breathtaking. And for a real treat, spend some time each evening in your private hot tub, a quirky circular outdoor bath sunken into th...More Details


    • Booked Available
    Apartment • 4 People • 2 2
    From
    621 /night
    Min Stay 1 night

    Madeira, Portugal 

    € 621 /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    The Land's End


    Perched high above the ocean, facing west so the sun hits the terrace most hours of the day, this villa’s position is the envy of the island. Huge glass doors slide open to the wrap-around terrace where sun loungers make the most of the daily rays and a neat blue swimming pool waits for its surface to be disturbed during the heat of the day. There’s outdoor dining, with a barbecue ready to grill up fresh fish from the local market. Inside, it’s all on one level and both bedrooms have sliding door access to their own seating on the terrace. Take in the sea view from the cool of the living room where the open-plan layout means the chef of the group can still join in the conversation. If you fancy dining out of an evening, the restaurants and shops of Calheta, or for a day at the beach Jardim do Mar is just a 10-minute drive. * It is a steep drive up the hillside to this home from Calheta, perhaps best suited to confident drivers * Clea...More Details


    • Booked Available
    Apartment • 8 People • 4 3
    From
    615 /night
    Min Stay 1 night

    Madeira, Portugal 

    € 615 /Night (minimum stay 1 night)
  • Swimming Pool
    WiFi

    Hillside Hedonism


    Sitting in a peaceful spot amidst leafy banana trees, this stunning contemporary villa is a great option for a Madeira seaside stay. This home is nestled on the side of a hill that sits above sea level and has some jaw-dropping panoramic views of the gorgeous ocean below. Here, you’re less than a five-minute drive from Calheta and its stunning man-made golden beaches. We absolutely love the outdoor area, with a private infinity pool that invites you to float on a lilo with a cocktail in hand, as well as plenty of places to chill out in the sunshine, with poolside loungers for relaxing on and an alfresco dining area for tucking into tasty pastel de natas with your morning coffee. There’s a barbecue for grilling up peri-peri marinated meats, plus a covered outdoor lounge space for enjoying some you-time in perfect peace. Inside, we love the modern design and contemporary decor. There’s a large kitchen for you to cook up feasts for the w...More Details


    • Booked Available
    Apartment • 2 People • 1 1
    From
    612 /night
    Min Stay 1 night

    Madeira, Portugal 

    € 612 /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    Madeira Modern


    Recently renovated, this wonderfully bright and stylish studio apartment invites you to relax and explore Madeira's charming capital city with a comfortable space call home upon your return. You're a ten-minute walk from restaurants and shopping, while Funchal's top sights are easily reachable on foot, including the Mercado dos Lavradores, Funchal Cathedral, and the Funchal Marina. Stepping inside, you'll soon feel at ease with a cosy living area to unwind, with a fully-equipped kitchenette, a dining table that doubles up as a laptop-friendly workspace, and a sumptuous bed bathed in natural sunlight. But the real star of the show is your private terrace, complete with outdoor furniture. We can think of nothing better than enjoying a chilled glass of wine out here looking through photos and debriefing a lovely day spent in Madeira. *As this is a studio apartment, the bed is part of the living area *There's no sofa at this home *The k...More Details


    • Booked Available
    Apartment • 6 People • 3 2
    From
    608 /night
    Min Stay 1 night

    Madeira, Portugal 

    € 608 /Night (minimum stay 1 night)
  • Swimming Pool
    WiFi

    Ocean Palm


    With glass balcony doors lining the house, this architectural marvel is a true ode to the exquisite landscape of Caniço. Each room looks out onto the lush native plant life in the garden, and the ocean beyond. This is lateral living at its finest, and the design-led interiors are sleek and minimalist. The modern white kitchen is well equipped for cooking up family style meals, which you can enjoy alfresco on the veranda. All three bedrooms have spectacular views, and you’ll love throwing open the curtains each morning before heading down to the pool for a dip. There’s a large shallow area in the pool, so it’s perfect for little ones to splash around in when they’re not playing in the garden. You are perfectly placed to explore Caniço’s delights from here. The house is within walking distance of a supermarket, a cafe and a handful of family run restaurants. Drive five minutes to the beach, where you can spend the day frolicking in the ...More Details


    • Booked Available
    Apartment • 6 People • 3 1
    From
    594 /night
    Min Stay 1 night

    Madeira, Portugal 

    € 594 /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    Enchanted Seclusion


    Beautifully located in a tranquil and private location above the arc of sunny Calheta, this villa offers breath-taking views over the countryside and ocean. Experience the magic of Madeira in a spacious open plan living area, complete with premium features such as Playstation 5, Apple TV, and Marshall Bluetooth speakers. The front terrace boasts varied outdoor seating and dining areas around the pool, perfect for enjoying panoramic views. With three spacious bedrooms and air conditioning throughout, this villa is designed for comfort and relaxation. Enjoy a little piece of paradise in Arco da Calheta with restaurants, bars, and beaches just a short drive away. This Side of Paradise is truly an oasis of tranquility. Access to Beach Air Conditioning Barbeque Bathtub Central Heating Coffee Maker Cot / Crib Dishwasher Dryer Fire Extinguisher First Aid Kit Free Parking On Premises Freezer Fridge Garden Hair Dryer Heated Pool High Chair ...More Details


    • Booked Available
    Apartment • 4 People • 2 2
    From
    591 /night
    Min Stay 1 night

    Madeira, Portugal 

    € 591 /Night (minimum stay 1 night)
  • Air Conditioning
    WiFi

    Rocking The Blues Away


    We love this stylish, freshly renovated home’s location, situated right in the heart of Funchal. You’ll have plenty of cafes, bars and restaurants right on your doorstep. For fantastic views, head to the Funchal Cable Car or have a wander around Funchal Marina – both are a twenty-minute walk away. Or, go Madeira wine tasting at Blandy’s Wine Lodge, a fifteen-minute stroll. It’s the same walking distance to the city’s famous farmers’ market (Mercado dos Lavradores), so pick up some fresh, local produce and prepare a tasty lunch back at your apartment to enjoy on the balcony. This home is flooded with light thanks to the large sliding doors, while modern prints and furnishings create a chic place to relax after a busy day sightseeing. Sit on the modern rocking chair and unwind, or get some rest on the comfy bed with its doors onto the outdoor space. *Child-friendly amenities such as a cot, high chair and baby bath are available upon req...More Details


    • Booked Available
    House • 12 People • 5 4
    From
    583 /night
    Min Stay 14 nights

    Ponta do Sol, Portugal 

    € 583 /Night (minimum stay 14 nights)
  • Swimming Pool

    Viila Horizonte Azul


    The Villa has 3 floors and 5 bedrooms. The décor is lovely and very cozy with an amazing view. On the outside area there is a garden, a barbeque space with 2 types of BBQ (one with gas and one with charcoal), a big outdoor dining table, a heated infinity pool with sunbeds and outdoor lounge area with sofa and table. The first floor has a living room with a big flat screen TV, fireplace and dining area. The kitchen is big and well equipped with brand new household appliances. And there is one toilet as well on the first floor. The second floor has a Master Bedroom with double bed, private walk-inn closet, private bathroom and access to the first floor balcony. Two extra bedrooms with double beds, a bathroom and a gym are located in the second floor. The third floor has two bedrooms with double beds, one bathroom with a bathtub, living room area with a sofa bed and a coffee table. All bedrooms have an amazing sea view. Ponta do Sol resor...More Details


    • Booked Available
    Apartment • 6 People • 3 3
    From
    581 /night
    Min Stay 1 night

    Madeira, Portugal 

    € 581 /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    Palm Terrace


    With the Atlantic Ocean on the horizon, this stunning apartment is blessed with a sweeping panorama over the coast from its private roof terrace. In Funchal, you'll have access to the bustling promenade and the pristine sand of Praia Formosa, as well as world-class restaurants, and so much more. Be sure to bring your camera along as you'll be passing by many of the city's historical sights with its typical lavadas and mountainous backdrop in sight, while out embracing the sunny lifestyle of Madeira. Back at home, you'll be waking up each morning in a calming bedroom with direct access onto the terrace – the perfect place to assemble the group for a lively breakfast, before heading down to the infinity pool for a refreshing dip. Curated with stylish furnishings, macrame decor and verdant green houseplants, the living area is also wonderfully bright and open, so you can quickly make the space your own. When you're not soaking up the r...More Details


    • Booked Available
    Apartment • 4 People • 2 2
    From
    575 /night
    Min Stay 1 night

    Madeira, Portugal 

    € 575 /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    A Seabird's View


    Take a time-out from everyday life and enjoy peace and perspective at this stunning villa, nestled on a hill overlooking the ocean below, and therefore offering stunning views of the big blue. This home is based just a 15-minute drive from the centre of Calheta, a vibrant coastal town that’s steeped in history while still feeling fresh and fun, with plenty of lovely restaurants and exciting bars to check out as well as a sandy beach. We recommend you spend each morning out in your garden with a coffee, and listen to the dawn chorus emanating from the lush greenery that surrounds you. As the sun rises and the heat turns up, cool off with a dip in your private outdoor pool, or relax on a poolside lounger in the sunshine. Fire up the barbecue to cook some peri-peri chicken wings and eat all together in one of your two dining areas. Come up to your balcony with a good book, and enjoy the incredible views of the ocean from the hammock while...More Details


    • Booked Available
    Apartment • 6 People • 3 3
    From
    567 /night
    Min Stay 1 night

    Madeira, Portugal 

    € 567 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Sapphire Folds


    This is where time stands still. Where the pool, the sea, and the sky fold into one. Where the most you can hear is the gentle sea or the swaying of the leaves. This walled-off villa is privacy and tranquillity, with your neighbours being the adjacent mountains and the North Atlantic Ocean. Enjoy leisurely days spent by the pool, dipping in and out as you please. Catching up on a good book in the most spectacular setting. Occasionally taking a break from lounging for a quick game of ping pong on the lawn. When the mid-day sun is baking down and the kids need some time in the air conditioning, the PlayStation 4 is sure to keep them entertained. Although you feel far from civilisation, you're just a five-minute drive from Calheta Beach. Spend the afternoon on the gold sand and gliding through the aqua sea. Or, spend a day hiking across Maderia's rugged land. Calheta is known for its many levada walks, including the stunning Levada Ca...More Details


    • Booked Available
    Apartment • 6 People • 3 3
    From
    557 /night
    Min Stay 1 night

    Madeira, Portugal 

    € 557 /Night (minimum stay 1 night)
  • Swimming Pool
    WiFi

    Tranquil Traditions


    Escape reality and venture into our sanctuary, a traditional Madeiran villa seamlessly blending classic charm with modern convenience right in the heart of Funchal. Perfect for up to 6 guests seeking an unique haven, this property boosts two beautifully designed suites with plush double beds and a shared balcony on the first floor. Downstairs, a welcoming living room featuring comfortable seating and a functional bathroom accord you all the comfort of home. The kitchen and dining area amalgamate for delightful social meal prep experiences. Step outside and discover a serene swimming pool, al fresco dining area, sun-deck and inviting garden. Indulge responsibly in the lush fruits or aromatic herbs, keeping mindful of the towering banana trees. Let children revel within the hidden garden while adults bask in harmonious tranquillity. Experience a slice of island bliss, perfect for lingering memories. Baby Bath Balcony Black-Out Blinds...More Details


    • Booked Available
    Apartment • 7 People • 3 2
    From
    545 /night
    Min Stay 1 night

    Madeira, Portugal 

    € 545 /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    Villa Azure


    Perched on the hills of Arco Da Calheta, this home perfectly embodies the laid-back ambience of its coastal setting. And with views across the surrounding countryside and toward the sea, this is the perfect location for an idyllic island retreat. Set across one floor, every detail of this space has been thoughtfully designed to fill your stay with comfort and ease. From the natural hues and tones to the minimalist styling, there’s a wonderful sense of simplicity here. It’s the kind of space that invites you to slow down and savour the magic of coastal living. Step through the doors and you’ll find the terrace sets the tone for a truly rejuvenating stay. From serene mornings lounging by the pool to dreamy sunset drinks and al fresco dining, there’s everything you could need to feel connected to the beauty of this environment. Outside, you’ll find a minimarket within walking distance, while the shimmering coastline and beaches of Ma...More Details


    • Booked Available
    Apartment • 6 People • 3 3
    From
    540 /night
    Min Stay 1 night

    Madeira, Portugal 

    € 540 /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    Memory Garden


    Wake up pinching yourself to check it's real, as the sublime setting of this villa's garden presents guests with their own slice of paradise here. Fringed with palms and exotic plants, follow the footpath around the villa's lawns to discover its many perching spots and scenic, quiet corners from which to take in its spectacular ocean views. You'd better be quick to bagsy the hammock! The gorgeous pool area, however, is just as heavenly and offers the perfect little suntrap to relax on the loungers. For moments in the shade, the covered pergola presents an idyllic spot for sitting back and sipping cocktails as you soak it all up in a truly meditative state. Sunsets here are simply magical and guarantee ever-lasting memories to reflect on long after your stay here is over. While the exterior oasis is a force to be reckoned with, the home's interior harmonises the villa's surroundings effortlessly. It offers a laid-back space furnished...More Details


    • Booked Available
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