
Holiday houses in Estreito da Calheta
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Estreito da Calheta
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

Casa Palheiro @ Casas Da Vereda [Thatched-Roof House]
Relax in class at 250 meters high on the sunny South West coast of Madeira, enjoying sunset and ocean views from the heated pool! The Casas Da Vereda are ideally located in a quiet countryside area with nothing but nature between you and the ocean. At 30 minutes drive from Funchal, 5 minutes drive to rock beaches in seaside villages / sand beaches by the marina of Calheta / “levada” walks. Please note that one can rent any combination of Casa Palheiro (T0), Casa Rural (T1), and (Casa Eco T2)!

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.

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

CasaMar
Looking for a place to relax comfortably by the sea, or to continue your work online? This may be the place you're looking for. Enjoy your vacation in a modern house, located 100 meters from the beach in a quiet, sunny and warm area. As well as modern, it is very practical with a simple layout. It has a beautiful office, where you can complete your work in a quiet atmosphere, and with excellent internet connection. Perfect for those who intend to work and relax.

Stonelovers® (Heated Pool Optional) - Unit3
Settled in a stunning organic green land, contemplating an amazing sea view, spectacular cliffs, surrounded by pieces of cropland, banana plantations and vineyards, we have found what today is WOODLOVERS. Combining this dream place with our engineering, sustainability, renewable energies and permaculture background, we were pioneers in the construction of the first contemporary 100% WoodHouse in Madeira Island respecting the nature and the natural environment.

Casa Mar - Quinta Falcões do Sol [Falcões do Sol Farm]
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 infinity pool for all our guests on the property to enjoy with the most beautiful view on the ocean.

C Torre Bella Gardens
Welcome to Torre Bela Gardens – Your Perfect Holiday Escape! 🌴🌺 Nestled on a captivating historic estate, your cottage was once the country retreat of British Counts from the island’s earliest days. Surrounded by an exotic fruit farm, a beautifully restored manor house, tranquil gardens, and a charming chapel, there's so much to discover right here. Prepare to be enchanted by incredible viewpoints and a serene atmosphere that invites relaxation. 🌴🍹

☀️ Bright & Spacious w/ Pool & Oceanside View :D
Modern studio in the sunny and serene coastal village of Jardim do Mar, south west of Madeira Island. Studio D features an open plan design with kitchenette, lounging area, TV (with Netflix), a cozy queen size bed, a spacious bathroom with washing machine and a private, south facing balcony with ocean and pool view (24° to 26° Celsius). Guests have full access to the garden and heated saltwater pool.

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.

Casa Valentina – Fantastic studio with sea view
Welcome to Casa Valentina, your sunny oceanfront retreat. Designed for travelers looking for comfort, tranquility and beautiful views, this cozy little oasis offers 2 private terraces, a garden, breathtaking sea views and free parking right outside the door. Wake up facing the ocean, enjoy the sun all day and relax in a space designed to make you feel immediately on vacation.

Loft in Paradise by SliceofHeavenMadeira
Loft in Paradise is a piece of paradise hidden away from all the noise and chaos. A luxurious open space apartment with one of the most extraordinary views you will ever see. From your king size bed you float above the ocean amidst the sea cliffs that rise towards the heavens. The Atlantic Ocean shines its splendor beneath you displaying all its grandeur and mystic.
Popular amenities for Estreito da Calheta holiday rentals
Other great holiday rentals in Estreito da Calheta

NEW! Madeira's last hidden mountain paradise!

Paradise by the sea | Jardim. Meu Amor!

Beautifully presented Villa in stunning location.

King´s Paradise (Heated Pool and Sea View)

Quinta das Rosas 6 Amazing Seaview Trekking Beach

Radiantescapadela

The Paradise - Ocean-Mountains-Jacuzzi-Air Con

Villa Anita ,beautiful sunset,Air conditioner
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 house rentals in Estreito da Calheta?
Experience the best of Estreito da Calheta with our house rentals, starting at about $20 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 40 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 house rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 40 house rentals with pools in Estreito da Calheta, available on Airbnb. Make a splash and soak up the sun in style!
Do apartment rentals in Estreito da Calheta have air conditioning?
Absolutely! We offer over 20 apartment rentals with air conditioning in Estreito da Calheta. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Estreito da Calheta have a kitchen?
Absolutely! We offer over 110 house rentals with a kitchen in Estreito da Calheta. Enjoy a tailored experience with all the comforts you desire.
Do cottage rentals in Estreito da Calheta have wifi?
Absolutely! We offer over 10 cottage rentals with wifi in Estreito da Calheta. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Estreito da Calheta have free parking?
Absolutely! We offer over 60 apartment 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 110 homes with a kitchen, over 110 homes with wifi, over 100 homes with free parking, over 30 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about holiday rentals in Estreito da Calheta

Total holiday rentals
Explore 310 holiday rentals in Estreito da Calheta

Nightly prices starting at
Estreito da Calheta holiday rentals start at $28 AUD per night before taxes and fees

Verified guest reviews
Over 10,870 verified reviews to help you choose

Family-friendly holiday rentals
210 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 40 rentals that welcome pets

Holiday rentals with a pool
130 properties feature pools

Rentals with dedicated workspaces
100 properties have a dedicated workspace

Wi-Fi availability
310 of Estreito da Calheta holiday 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!
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
- San Cristóbal de La Laguna Holiday rentals
- Waterfront rentals Estreito da Calheta
- Rentals with beach access Estreito da Calheta
- Family-friendly rentals Estreito da Calheta
- Rentals with outdoor seating Estreito da Calheta
- Chalet rentals Estreito da Calheta
- Beach house rentals Estreito da Calheta
- Villa rentals Estreito da Calheta
- Rentals with a washing machine and dryer Estreito da Calheta
- Apartment rentals Estreito da Calheta
- Rentals with a hot tub Estreito da Calheta
- Cottage rentals Estreito da Calheta
- Rentals with a fireplace Estreito da Calheta
- House rentals Estreito da Calheta
- Rentals with a patio Estreito da Calheta
- Pet-friendly rentals Estreito da Calheta
- Rentals with pools Estreito da Calheta
- Rentals with a fire pit Estreito da Calheta
- Beachfront rentals Estreito da Calheta
- Madeira Botanical Garden
- Praia do Porto do Seixal
- 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
- Sé do Funchal
- Cristo Rei
- Casas Tipicas de Santana
- Porto Moniz Natural Swimming Pools
- Fish Market
- PR 11 - Vereda dos Balcões
- Praia de Garajau
- Blandy's Wine Lodge
- CR7 Museum
- Santa Catarina Park
- Madeira Whale Museum
- Cabo Girão




