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House holiday rentals in Estreito da Calheta

Find and book unique houses on Airbnb

Quick stats about house rentals in Estreito da Calheta

  • Total holiday rentals

    Explore 120 holiday rentals in Estreito da Calheta

  • Nightly prices starting at

    Estreito da Calheta holiday rentals start at $50 NZD per night before taxes and fees

  • Verified guest reviews

    Over 4,350 verified reviews to help you choose

  • Family-friendly holiday rentals

    90 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    40 properties feature pools

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    120 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!

Top-rated house rentals in Estreito da Calheta

Guests agree: These houses are highly rated for location, cleanliness and more.

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Top Guest favourite
Home in Santana
5.0 out of 5 average rating, 262 reviews

Beatriz's little house

Hello! We are Sonia, Elio and our daughter Beatriz. Our goal is to make your vacation unforgettable!! Welcome to our home!! The "Casinha da Beatriz" is located in Santana, land of typical houses, ex-libris and tourist poster of the island of Madeira. They were houses composed of an attic, where agricultural products were kept, and a ground floor with the living area. We rebuilt one of these typical "little houses," dating back to 1950, with all the comforts of today. It overlooks the sea/mountains.

Guest favourite
The charming stone property features a welcoming entrance with a terracotta roof and vibrant green doors. A small outdoor seating area with a table and chairs is set amidst lush plants and blooming flowers along the pathway, creating an inviting atmosphere.
Home in Arco da Calheta
4.91 out of 5 average rating, 195 reviews

Recanto das Florenças (2) - Great Views & Sunsets

This beautiful stone property, fully restored in 2019, sits in a peaceful rural location called Florenças, a small parish within Calheta, on the southwest region of the island, and has the most amazing panoramic ocean and mountains views. If you’re a nature lover and wish to get away from the noisy and stressful city life, Recanto das Florenças holiday houses offers you a great opportunity to relax and have a romantic or family holiday break, next to the mountains and the beach at the same time!

Top Guest favourite
Home in Fajã da Ovelha
4.94 out of 5 average rating, 65 reviews

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.

Superhost
A spacious living area features a comfortable sectional sofa and a large rug on the floor. Floor-to-ceiling glass doors provide unobstructed views of the sea. Two woven light fixtures hang from the ceiling, enhancing the bright atmosphere.
Home in Funchal
4.93 out of 5 average rating, 109 reviews

The View, Funchal

Newly renovated quiet 2 bedroomed house with fantastic panoramic views over the sea and Funchal harbour. This comfortable, light contemporary home opens through a wall of glass to a private south facing terrace with loungers and comfortable dining area under a tiled canopy. Cruise ships waft past the terrace, by night lit like Manhatten. Tiny squid fishing boats bob just offshore with their hanging lights. You can watch the boats come and go in the harbour which looks fabulous by night.

Guest favourite
A modern villa is showcased with clean architectural lines and large glass windows, surrounded by a manicured lawn featuring palm trees. An outdoor dining table and chairs are arranged on a patio adjacent to the heated infinity pool, overlooking scenic views of the landscape.
Home in Arco da Calheta
4.97 out of 5 average rating, 111 reviews

Panoramic View: Lux 3 bed w/ heated pool

Stunning modern villa with a private, heated infinity pool, 3 bedrooms and bathrooms, enjoying sea & mountain views. Located in one of the most sought-after areas with the best weather in the South West of Madeira island, the villa is unique in that it has a dedicated entertainment floor. Situated 5 mins away from Calheta Beach with its excellent restaurants on the marina & the same distance from Madalena do Mar beach. The house enjoys sun on the pool area from late morning until sunset.

Guest favourite
An outdoor dining area features a wooden table set with dishes and plants, surrounded by a few chairs. The rustic orange exterior of the adjacent building complements the lush greenery. The sea view can be seen in the background under an overcast sky.
Home in Arco da Calheta
4.93 out of 5 average rating, 118 reviews

Mango House

House with superb sun exposure, peaceful and stunning views over the sea and the mountain. Has 2 bedrooms (one with a double bed and the other with two single beds easily convertible into a double bed), a complete bathroom. On the ground floor open space with kitchen / living and dining room and toilet. Furniture and careful decoration. Outside enjoy the garden and the pleasant dining space with incredible views of the sea. The barbecue, mini-pool and shower complete your well-being.

Top Guest favourite
A pool area is presented with a clear blue swimming pool surrounded by sun loungers on a wooden deck. An umbrella provides shade nearby, while palm trees and ocean views create a serene backdrop. A splash of red from a canopy adds a vibrant touch.
Home in Caniço
4.99 out of 5 average rating, 106 reviews

Villa Vera Garajau - Madeira Island

Welcome to our dream home. We hope that choosing to stay in our house is not just another accommodation, but an experience. Villa Vera Garajau is a delightful 3 bedroom house located in Cristo Rei, Garajau, were you can appreciate the cruisses pass by, the sun and the moonlight at night. If you want a private tranquil villa, this beautiful spot in front of Cristo Rei (King Christ) statue and Garajau Beach, is perfect for relaxing and unforgettable holiday in Madeira Island!

Superhost
A modern living area features a spacious sectional sofa adorned with decorative pillows. Natural light floods the room through large glass doors, revealing a glimpse of the outdoor space. A sleek kitchen is visible in the background, complemented by contemporary cabinetry.
Home in Arco da Calheta
4.9 out of 5 average rating, 103 reviews

Refúgio do Lourinho 2 - Relax in Nature

Casa Refúgio do Lourinho 2 is the ideal home for those who love nature and love hiking. Nestled in the mountains, this house has excellent sun exposure, comfort, tranquility, a modern style inside and everything you need for an unforgettable vacation. The location of the house is a few meters from one of our famous "levadas" (irrigation channels) and that allows you to discover our island. Our yellow sand beach is 6 km away and the nearest supermarket is 2 km away.

Guest favourite
An aerial view reveals a tropical house surrounded by lush banana plantations, with the ocean and pebbled beach visible in the distance. Nearby houses are set against the backdrop of rugged cliffs, showcasing a blend of natural beauty and coastal charm.
Home in Madalena do Mar
4.97 out of 5 average rating, 218 reviews

Tropical house :) 2 min to the sea, views, nature

Tropical house :) - recently renovated, everything is new and fresh - air-conditioning in the living room - 2 minutes to the beach (50 meters) and easy parking - stunning sea views and sunsets - private balcony and patio for outdoor dining - fully equipped kitchen - (oven, dishwasher, microwave, washing machine, etc.) - Fast internet, smart TV and Bluetooth speaker - excellent location (easy access to the entire island, hikes and beaches) - Self check-in

Top Guest favourite
A bright exterior space is shown with a round pool surrounded by a wooden deck. Sun loungers in green and umbrellas provide shaded areas. Colorful gardens with tropical plants encircle the house, which features large glass doors leading into an indoor living area.
Home in Arco da Calheta
4.98 out of 5 average rating, 206 reviews

Casa Sol e Vista

Villa with a nice view and good sunshine throughout the day. The house is located in one of the best areas of the parish. Dispoe with two bedrooms, living room / kitchen and two bathrooms, with lot for 6 people. The house is located on top of a hill, which gives it an extraordinary view. Outside there is a barbecue, a large garden and the swimming pool. Absolute tranquility. Come spend a pleasant vacation at CASA SOL E VISTA. Contact Duarte Paulo

Top Guest favourite
A well-maintained outdoor area features a landscaped garden with bright flowers and a stone pathway. The exterior of the villa showcases a combination of white stucco and stone accents. Large windows contribute to a light and airy feel, enhancing the connection with the surrounding nature.
Home in Estreito da Calheta
4.99 out of 5 average rating, 119 reviews

Villa Nature and Sun

At Villa Nature and Sun, relax with your family and friends, enjoying the calm of the mountains, the sea and nature! Villa Nature and Sun is located near pedestrian paths (Levada Nova, 25 Fontes) Nearest cafe 5 minutes away, supermarkets and beach 10 minutes away, Funchal city 30 minutes away, Cristiano Ronaldo International Airport 45 minutes away.

Top Guest favourite
An infinity pool reflects the vibrant hues of a sunset over the ocean. The surrounding terrace features minimalistic railings, emphasizing unobstructed views of the coastal landscape and the sky's dramatic colors.
Home in Arco da Calheta
4.95 out of 5 average rating, 131 reviews

Syso House

House of modern architecture designed to offer a sense of freedom and connection with nature. You can relax in the pool designed to offer a sensational view of the ocean. This villa is located in a rural area, where you will have access to pharmacy, grocery stores with local products, post office and health center a few meters.

Popular amenities for Estreito da Calheta house rentals