
Vacation rentals in Estreito da Calheta
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Estreito da Calheta
Guests agree: these stays are highly rated for location, cleanliness, and more.

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 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)!

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 View House
Top View House é uma casa com dois quartos de dormir, uma sala, uma cozinha, duas casas de banho, duas varandas e ar condicionado. Situada num bairro calmo em plena natureza com vistas exuberantes. Próxima da Levada Nova e de percursos pedonais (Rabaçal, 25 fontes, Lagoas da Dona Beja e do Vento), também a 10 minutos (de carro) de uma praia de areia amarela, Museu de arte contemporânea da Madeira – Mudas, supermercado, restaurantes, padarias, urgências, farmácia.

Hikers Refuge
Located in Calheta this refuge is ideal for lovers of hiking, with an excellent view of the ocean, you can go 5 minutes walk to the starting point of the levada where you have two options east and west. You can go in 12 minutes by car the levadas of 25 Fontes one of the most beautiful and lovely levadas sought by the walkers. It is also 10 minutes from the beach of Calheta where you can find all that orecisa for your stay, supermarkets, bars, restaurants, etc ...

Woodlovers Jardim® (Heated Pool Optional) - Unit 1
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.

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. 🌴🍹

Uni AIR Studio
Uni AIR is our top floor studio with a balcony that directly overlooks the horizon and the island's shore. Decorated with a bohemian feel, with a bamboo arch holding a dreamcatcher above the bed, this studio has a double bed,a fully equipped kitchen and an ensuite bathroom ensuring all the privacy and tranquility one is seeking. Feel like being on top of it all? Follow the steps up to Uni AIR's private terrace and let yourself enjoy the surroundings.

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.

Marina View Apartment - Pool, Aircon & Ocean View
Welcome to Marina View Apartment! A fantastic 2 bedroom apartment set in a peaceful location of Calheta, the South Coast of the island where not only the sun shines almost every day but a fantastic location to explore the island. What truly makes this place special is the generous private outside space and infinity pool with spectacular views of the Atlantic ocean and Calheta Marina.

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.

Casa Da Tenda Magnificent views ,Sea and Mountains
Casa Da tenda located in a quiet location, only 15 min drive to Calheta and shops, 30 minutes from Funchal and 40 minutes from the airport.The terrace of the house offers a fabulous panoramic and unobstructed view of the ocean. A true paradise where you get a views of the ocean and mountains.
Popular amenities for Estreito da Calheta vacation rentals
Other great vacation rentals in Estreito da Calheta

Sun&Salt | Ocean view

Endemic Yurt Eco-Glamping in a Hidden Paradise

Cottage Tenda, studio suspended over the ocean

Casa Mar Azul 2

King´s View (Heated Pool and Sea View)

Casa das Abertas

Apartment Infinity by Go2Madeira

Plantation´s Villa - Funchal Seaside Villas
Frequently Asked Questions
Do apartment rentals in Estreito da Calheta have a kitchen?
Absolutely! We offer over 70 apartment rentals with a kitchen in Estreito da Calheta. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in apartment rentals in Estreito da Calheta?
Experience the best of Estreito da Calheta with our apartment 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 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.
What are the most popular amenities for Apartment Rentals in Estreito da Calheta?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with air conditioning, over 70 homes with a kitchen, over 70 homes with wifi, over 50 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do apartment rentals in Estreito da Calheta have air conditioning?
Absolutely! We offer over 10 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 wifi?
Absolutely! We offer over 110 house 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.
Are there vacation rentals with a dedicated workspace in Estreito da Calheta?
Yes! Work meets play with ease at over 90 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 130 vacation homes with pools in Estreito da Calheta, available on Airbnb. Make a splash and soak up the sun in style!
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.
Quick stats about vacation rentals in Estreito da Calheta

Total vacation rentals
Explore 310 vacation rentals in Estreito da Calheta

Nightly prices starting at
Estreito da Calheta vacation rentals start at G$4,182 GYD per night before taxes and fees

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

Family-friendly vacation rentals
210 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Vacation 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 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!
Destinations to explore
- Funchal Vacation rentals
- Madeira Island Vacation rentals
- La Palma Vacation rentals
- Porto Santo Vacation rentals
- Ponta do Sol Vacation rentals
- Machico Vacation rentals
- Calheta Vacation rentals
- Santa Cruz de La Palma Vacation rentals
- São Vicente Vacation rentals
- Arco da Calheta Vacation rentals
- Ribeira Brava Vacation rentals
- San Cristóbal de La Laguna Vacation rentals
- House rentals Estreito da Calheta
- Pet-friendly rentals Estreito da Calheta
- Rentals with pools Estreito da Calheta
- Beachfront rentals Estreito da Calheta
- Apartment rentals Estreito da Calheta
- Rentals with a hot tub Estreito da Calheta
- Rentals with beach access Estreito da Calheta
- Villa rentals Estreito da Calheta
- Chalet rentals Estreito da Calheta
- Cottage rentals Estreito da Calheta
- Rentals with a fireplace Estreito da Calheta
- Rentals with a washer and dryer Estreito da Calheta
- Rentals with a patio Estreito da Calheta
- Rentals with outdoor seating Estreito da Calheta
- Waterfront rentals Estreito da Calheta
- Family-friendly rentals Estreito da Calheta
- Rentals with a fire pit Estreito da Calheta
- Beach house 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
- Complexo Balnear do Lido
- Pico dos Barcelos
- Praia Machico
- Casas Tipicas de Santana
- Fish Market
- Cristo Rei
- Porto Moniz Natural Swimming Pools
- Sé do Funchal
- PR 11 - Vereda dos Balcões
- CR7 Museum
- Santa Catarina Park
- Praia de Garajau
- Funchal Cable Car
- Blandy's Wine Lodge
- Madeira Whale Museum




