
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.

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.

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!

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.

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.

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.

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.

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!

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.

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

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

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.

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
House rentals with a pool

Villa Bisa Atlantic View ,heated pool

Casa Cro | Ocean View

Old Wine Villa

Luxury Villa Pérola

NEW Quinta da Luz - By Your Madeira Rentals

Stunning 3BR Villa | Ocean-View, Private Pool

MG House

Eco Fajã Villas - Deluxe - 60m above sea level
Weekly house rentals

Madeira's last hidden mountain paradise!

Hilltop Hideaway by Escape to Madeira

Villas Calhau da Lapa 10

2BR Villa, Hot Tub, Sea Views, garden & Office/BR

Sea View Villa with Private Natural Lagoon Pool

Villa Panorama - Luxury Villa with Jacuzzi-Calheta

View, Sun & Serenity Calheta - 2 apartments house

Villa Nóbrega
Private house rentals

Villa w/ Private Heated Pool, Office, Gym- Madeira

Bella Vista (Heated Pool & Private Parking)

Chalet Ladeira

Amazing views, saltwater pool, and BBQ

Cardais Paradise View

Luxury Ocean View Villa | Pool I Calheta I Madeira

Mouras House, Lovely place!

Villa Ocean Wave Calheta, Oversized Pool
Destinations to explore
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- Pet-friendly rentals Estreito da Calheta
- Beachfront rentals Estreito da Calheta
- Apartment rentals Estreito da Calheta
- Rentals with a hot tub Estreito da Calheta
- Rentals with pools Estreito da Calheta
- Villa rentals Estreito da Calheta
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- Family-friendly rentals Estreito da Calheta
- Rentals with beach access Estreito da Calheta
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- House rentals Madeira
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- Praia do Porto do Seixal
- Monte Palace Tropical Garden
- Zona Velha
- Madeira Botanical Garden
- Praia da Calheta
- Ponta do Sol Beach
- Casino da Madeira
- Porto Moniz Natural Swimming Pools
- Praia Machico
- Complexo Balnear do Lido
- Praia de Garajau
- Cabo Girão
- PR 11 - Vereda dos Balcões
- Casas Tipicas de Santana
- Fish Market
- Madeira Whale Museum
- Blandy's Wine Lodge
- Santa Catarina Park
- Cristo Rei
- Ponta do Pargo
- Cascata Dos Anjos
- Sé do Funchal
- CR7 Museum
- Clube de Golf Santo da Serra





