
Holiday rentals in Estreito da Calheta
Find and book unique accommodation on Airbnb
Quick stats about holiday rentals in Estreito da Calheta

Total holiday rentals
Explore 320 holiday rentals in Estreito da Calheta

Nightly prices starting at
Estreito da Calheta holiday rentals start at $38 SGD per night before taxes and fees

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

Family-friendly holiday rentals
210 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Holiday rentals with a pool
140 properties feature pools

Rentals with dedicated workspaces
100 properties have a dedicated workspace

Wifi availability
320 of Estreito da Calheta holiday rentals include wifi 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 holiday rentals in Estreito da Calheta
Guests agree: these stays are highly rated for location, cleanliness and more.

Grey Rock Villa
The Grey Rock Villa proposes 2 en-suite bedrooms for up to 4 guests, and great facilities such as its private heated infinity swimming pool, designer fireplace and kitchen islet and other luxurious pieces of equipment. It blends harmoniously in the cliffy landscape and with the neighbouring 1 bedroom Beige Rock Villa while offering large views over the Atlantic ocean. The Rock Villas can also be rented together: a peaceful and stylish getaway on the South West coast of the island of Madeira.

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.

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.

Villa Panorama - Luxury Villa with Jacuzzi-Calheta
Bem-Vindo à Villa Panorama. URL Video: https://youtu. be/ne-2B5Xo39I Esta NOVA moradia foi construída com o obejtivo de criar um espaço único, que permitisse redescobrir o conceito de bem-estar físico e mental com paisagens magnificas num ambiente arquitetónico moderno! A moradia concluída no ano 2018, localiza-se na freguesia do Arco da Calheta – Calheta, uma das zonas mais procuradas pelos turistas, caracterizada por ser uma das áreas mais ensolaradas da Ilha da Madeira!

Zeza´s house
This is a 2 bedroom luxury villa located in calheta. The property has 2 luxury modern style bedrooms, Air Conditioning, 1 luxurious modern bathrooms, new modern kitchen, laundry room. 1 more toilette. The property was recently decorated with high quality furniture which is extremely comfortable. The villa also includes cable TV and also a DVD/CD. The property on the outside has a lovely garden with a big pool and a BBQ area and also a big parking space in case you need it.

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

Soulglamping | sunset |peace |retreat | nature
Enjoy the lovely setting of this romantic spot in nature in this unforgettable escape. Our domes at is everything that you need when you wish to connect with yourself and nature, away from everyone in a quite area with amazing views and sunsets! From unique outdoor bathroom, the colourful decorations that brings joy to you stay with the mix of the real plants and nature in and out, you will be camping but with a comfortable stay with king size bed, AC, Wi-Fi etc

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.

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!

Meu Pé de Cacau - Mango Studio 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.

Chalet do Massapez
Our very comfy chalet is situated on 1000 m2 of private land. Come and enjoy unobstructed sea views with dreamy sunsets ! You will have access to two floors, a big terrace, different types of gardens (flowers, fresh herbs, fruit trees...), and of course the pool and the hot tub (T&C apply). Plenty of space to cook : a very well equipped kitchen inside, and a covered outside space with a traditional barbecue.

Villa Wiktoria, by Pausa Holiday Rentals
We proudly present a modern, spacious single-story villa available for short-term rental. Designed with comfort and style in mind, it features an open-plan kitchen and living area filled with natural light, three cozy bedrooms, two bathrooms, air conditioning, a private pool, and parking. Nestled in a quiet area, it offers the perfect base to relax and explore the many stunning sights of Madeira Island.
Popular amenities for Estreito da Calheta holiday rentals
Stay near Estreito da Calheta's top sights
Other great holiday rentals in Estreito da Calheta

Quinta Marefe - On the stunning west coast

Casa das Moirinhas

Casa do Terrāço - Quinta Falcões Do Sol

Zto Madeira Oceanfront Escape | Pool & Garden

Casa da Lombada

King´s View (Heated Pool and Sea View)

Peak A Boo (Private Heated Pool & Private Parking)

Villa Nóbrega
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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- Pet-friendly rentals Estreito da Calheta
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- House rentals Estreito da Calheta
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- Family-friendly rentals Estreito da Calheta
- Rentals with beach access Estreito da Calheta
- Rentals with pools Estreito da Calheta
- Flat rentals Estreito da Calheta
- Rentals with a hot tub Estreito da Calheta
- Waterfront rentals 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





