
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$6,273 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.

Casa do Terrāço - Quinta Falcões Do Sol
Casa Terrãço is a restored stone house that combines the unique charm of a centuries-old structure with modern comfort. The house features an open floor plan on the first level with a fully equipped kitchen and living space that offers ocean views through a big glass door. The top floor contains a spacious bedroom that opens to a large private terrace, providing breathtaking views of the ocean. Outside you will have a private area with a fire pit and access to the shared heated saltwater pool.
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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
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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.
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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.
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Be adventurous , something completely different
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 have neighbours.
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Infinite Ocean View Villa 20m above Ocean & Beach
Naturalis Villas, one of the best platforms for Madeira Villa Holidays Rental presents: Villa Infinity ထ is a true paradise villa positioned on a small cliff 20m above a wild beach, surrounded by banana plantations and a large 10 x 5 metre optionally heated infinity pool offering 180 degree ocean views and sunsets all year round. Completely renovated in a contemporary style with rustic features, it has central air conditioning system as well as fiber optics Wi-Fi internet connection.
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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
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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.
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Villa Nicuma by Escape to Madeira
Relax comfortably with incredible views of the Atlantic Ocean. This luxury villa is just a short walk from restaurants, bars, and the center of Villa da Calheta and its marina. The beach is nearby, and the house offers a rooftop pool overlooking the sea and marina, where you can enjoy water activities. Come enjoy an unforgettable vacation where the sea, sun, and comfort come together to offer you a unique experience.
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Soul Glamping - Family Dome 2 adults + 2 children
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, and relaxation.
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Meu Pé de Cacau - Studio Mango 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.
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A&M House II
A&M House II, the perfect place to enjoy your best vacation on Madeira Island. Located in a quiet area with a mild climate, it offers guests all the comfort they need to feel at home. Its stunning views make every evening unforgettable with its stunning sunsets. Come discover Madeira and enjoy the comfort that A&M House II has to offer.
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Popular amenities for Estreito da Calheta vacation rentals
Stay near Estreito da Calheta's top sights
Other great vacation rentals in Estreito da Calheta

Quinta do Feliz, a Home in Madeira
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Madeira's last hidden mountain paradise!
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Amazing views, saltwater pool, and BBQ
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The Rock Villas
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Bella Vista (Heated Pool & Private Parking)
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Eco Fajã Villas - Deluxe - 60m above sea level
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Sweet Paradise
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NEW Quinta da Luz - By Your Madeira Rentals
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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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- Praia do Porto do Seixal
- Zona Velha
- Monte Palace Tropical Garden
- Madeira Botanical Garden
- Praia da Calheta
- Casino da Madeira
- Porto Moniz Natural Swimming Pools
- Praia Machico
- Complexo Balnear do Lido
- Cabo Girão
- PR 11 - Vereda dos Balcões
- Casas Tipicas de Santana
- Fish Market
- Blandy's Wine Lodge
- Sé do Funchal
- Santa Catarina Park
- Ponta do Pargo
- CR7 Museum
- Cascata Dos Anjos
- Clube de Golf Santo da Serra
- Ponta de São Lourenço
- Parque Temático da Madeira
- PR 1.2 Vereda do Pico Ruivo
- PR9 Levada do Caldeirão Verde





