
Vacation rentals in Estreito da Calheta
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Quick stats about vacation rentals in Estreito da Calheta

Total vacation rentals
Explore 320 vacation rentals in Estreito da Calheta

Nightly prices starting at
Estreito da Calheta vacation rentals start at G$6,279 GYD per night before taxes and fees

Verified guest reviews
Over 11,780 verified reviews to help you choose

Family-friendly vacation rentals
210 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Vacation rentals with a pool
140 properties feature pools

Rentals with dedicated workspaces
100 properties have a dedicated workspace

Wi-Fi availability
320 of Estreito da Calheta vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Estreito da Calheta rentals

4.8 Average rating
Estreito da Calheta stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated vacation rentals in Estreito da Calheta
Guests agree: these stays are highly rated for location, cleanliness, and more.

NEW Quinta da Luz - By Your Madeira Rentals
🌿 Quinta da Luz – A Sustainable Retreat Above the Atlantic 🌊 Welcome to **Quinta da Luz** – a special place for travelers who want to experience Madeira authentically, consciously, and surrounded by nature. Perched above the Atlantic Ocean, Quinta da Luz combines modern architecture, privacy, and comfort with a deep respect for the island's natural beauty and resources. More than just a holiday villa, it is a peaceful retreat designed for guests who value tranquility, breathtaking views, and a slower, more mindful way of living. ☀️ Wake up to panoramic ocean views, enjoy breakfast on the terrace, and spend your days immersed in Madeira's spectacular landscapes. Whether you're hiking the famous levadas, exploring hidden corners of the island, or simply unwinding with a book overlooking the sea, Quinta da Luz offers the perfect setting to reconnect and recharge. 🏡 The Space The villa comfortably accommodates up to four guests and features: ✨ Two bedrooms with king-size beds ✨ Two modern bathrooms with walk-in showers ✨ Spacious living area with floor-to-ceiling views ✨ Fully equipped open-plan kitchen and dining area ✨ High-speed Wi-Fi ✨ Private parking ✨ Baby cot available upon request 🌱 A Sustainable Philosophy At Quinta da Luz, sustainability is not just a feature, it's part of the experience. ☀️ Solar energy helps power the property 🍋 Seasonal fruits and vegetables grow in our garden ♻️ Composting and responsible resource management are part of daily life 🌿 The surrounding landscape has been designed to preserve Madeira's natural character Our goal is simple: to offer a comfortable and memorable stay while respecting the beauty and resources of this extraordinary island. 💙 The Infinity Pool One of the highlights of Quinta da Luz is the infinity pool overlooking the Atlantic Ocean. 🌞 In keeping with our sustainability philosophy, the pool is **not artificially heated**. Instead, it is naturally warmed by Madeira's sunshine, meaning water temperatures vary throughout the year depending on the season and weather conditions. We believe this creates a more authentic connection to the island while helping reduce energy consumption and environmental impact. 🌅 Why Guests Love Quinta da Luz ✔️ Spectacular panoramic ocean views ✔️ Peaceful and private location ✔️ Contemporary architecture and premium comfort ✔️ Sustainable living concept ✔️ Close connection to nature ✔️ Stunning sunsets from the terrace ✔️ Perfect for couples, remote workers, and nature lovers ✨ If you're looking for more than just a holiday home, if you're looking for a place where comfort, sustainability, and Madeira's natural beauty come together, Quinta da Luz is ready to welcome you. We look forward to sharing this special corner of Madeira with you. 💙🌿

Madeira's last hidden mountain paradise!
Welcome to On the Rocks, your off-grid retreat where serenity meets full seclusion. Surrounded by the soothing sounds of cascading waterfalls, unwind with panoramic views that stretch across the horizon. Nestled in the heart of the island (15 min to both coasts), with hiking trails at your doorstep, you’re perfectly positioned to explore or relax. Whether seeking adventure or sun-soaked relaxation, this peaceful sanctuary offers the perfect balance—a home base to discover or a haven to recharge.

House with stunning views surrounded by nature
Countryside house, located on a hill with the best view over Madalena do mar. Recanto of the sea is located in the warm and sunny municipality of Ponta do Sol, in a privileged area with excellent sun exposure and sea views. The property has a stunning view from any room in the house. The house has 2 bedroom. One with a double bed and one with 2 single beds ; 2 bathroom; a fully equipped kitchen and a fully equipped indoor barbecue. The maximum capacity is 6 guests. Número de registo:152419/AL

Stunning 3BR Villa | Ocean-View, Private Pool
Atlantic View by Costa Living – a peaceful and spacious ocean-view villa in Arco da Calheta. This freshly renovated and newly furnished 3-bedroom home (sleeps 9) features a private pool, panoramic Atlantic and mountain views, balcony, and modern open-plan living. Enjoy fast Wi-Fi, Smart TV, fully equipped kitchen, laundry and private garage. Set among nature and hiking trails, just minutes from Calheta Beach, Madalena do Mar Beach, and cafés. Perfect for families and friends. Car required.

Villa Rada, by Pausa Holiday Rentals
This stylish two-level villa features three bedrooms, each with its own private bathroom, plus an additional guest WC. The open-plan interior offers a bright, welcoming atmosphere with air conditioning and contemporary design. Outside, enjoy a private pool, barbecue area, comfortable sun loungers, and an outdoor dining area, all set against stunning sea and mountain views. Located in a peaceful area of the island, it’s the perfect place to relax and experience Madeira in comfort and style.

Be adventurous , something completely different 2
Located in the north-western part of the island ,its an amazing location protected by conservation laws that have kept the area free of over development. With epic mountain and sea-views (the photos don't do it justice) the tents are located 450m above the coastline. If a place to relax and unwind is what you after then this would be the place to come to. There are also some amazing levada walks to explore in the area.There are three tents on the property so you might neighbours.

Casa Mar - Quinta Falcões do Sol
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.

Villa Panorama - Luxury Villa with Jacuzzi-Calheta
Welcome to Villa Panorama. Video URL: https://youtu. be/ne-2B5Xo39I This NEW villa was built with the aim of creating a unique space that would allow rediscovering the concept of physical and mental well-being with magnificent landscapes in a modern architectural environment! The villa, completed in 2018, is located in the parish of Arco da Calheta – Calheta, one of the most sought-after areas by tourists, characterized by being one of the sunniest areas of Madeira Island!

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

Casa Joaquim by Rent2u, Lda
Brand new house, located in Arco da Calheta. It has 3 bedrooms, 3.5 bathrooms, a living room, and a kitchen. The outdoor Jacuzzi and pool are ideal for relaxing at the end of a day of sightseeing. It is located on the Arco da Calheta site, in a quiet and central area. It is 10 minutes from the Madeira mountains and 10 minutes from the beaches (Calheta or Madalena do Mar). General amenities: Jacuzzi, swimming pool, internet, covered parking on the property;

Soul Glamping |Luxury | Ocean | jacuzzi | nature
Soul Glamping is a luxury eco-retreat - unique in Madeira island - where 5 state-of-the-art domes are to be found in absolute harmony with the surrounding nature. Purposefully located in the island southwest, this Glamping Resort is home to the most beautiful sunsets of the planet. Secluded in nature with breathtaking views, Soul Glamping is tailored to nature loving individuals who seek pure magic, relaxation and absolute privacy.

Martinho Apartment View
Modern apartment with an extraordinary view over the Atlantic Ocean and over the coast of Calheta. Our apartment consists of 1 bedroom with a double bed, living room, 1 bathroom and kitchen equipped with all that´s necessary for your vacation, we include Wi-Fi and private parking. Outside there are sun loungers for sunbathing and a large balcony to relax and enjoy the wonderful sea view. Your dream vacation is here!
Popular amenities for Estreito da Calheta vacation rentals
Stay near Estreito da Calheta's top sights
Other great vacation rentals in Estreito da Calheta

Casa da Lombada

Villa Acacia- Spectacular Ocean view & heated pool

MG House

Villa Anita ,beautiful sunset,Air conditioner

Villa Nóbrega

A&M House II

Sea View Villa · Natural Lagoon Pool

The Paradise - Ocean-Mountains-Jacuzzi-Air Con
Frequently Asked Questions
Are there family-friendly vacation rentals in Estreito da Calheta?
Estreito da Calheta has more than 210 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in cottage rentals in Estreito da Calheta?
Experience the best of Estreito da Calheta with our cottage rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Estreito da Calheta?
Four-legged friends are welcome in Estreito da Calheta. Choose from more than 30 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Estreito da Calheta?
Yes! Work meets play with ease at over 100 vacation rentals in Estreito da Calheta featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Estreito da Calheta vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 140 vacation homes with pools in Estreito da Calheta, available on Airbnb. Make a splash and soak up the sun in style!
Do villa rentals in Estreito da Calheta have air conditioning?
Absolutely! We offer over 30 villa rentals with air conditioning in Estreito da Calheta. Enjoy a tailored experience with all the comforts you desire.
Do cottage rentals in Estreito da Calheta have a kitchen?
Absolutely! We offer over 10 cottage rentals with a kitchen in Estreito da Calheta. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Estreito da Calheta have wifi?
Absolutely! We offer over 90 apartment rentals with wifi in Estreito da Calheta. Enjoy a tailored experience with all the comforts you desire.
Do cottage rentals in Estreito da Calheta have free parking?
Absolutely! We offer over 10 cottage rentals with free parking in Estreito da Calheta. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Estreito da Calheta?
Enhance your stay in our House Rentals with the most popular amenities: over 120 homes with a kitchen, over 40 homes with air conditioning, over 120 homes with wifi, over 110 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
Destinations to explore
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- Villa rentals Estreito da Calheta
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- Family-friendly rentals Estreito da Calheta
- Rentals with beach access Estreito da Calheta
- Chalet rentals Estreito da Calheta
- Cottage rentals Estreito da Calheta
- Beach house rentals Estreito da Calheta
- 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
- Funchal Cable Car





