Estreito da Calheta holiday lettings

We found 1,141 holiday rentals — enter your dates for availability

Discover a selection of 57 homes, 44 villas and holiday rentals in Estreito da Calheta that are perfect for your trip. Whether you're staying in a holiday rental with friends, family or even just your pets, you'll have the best amenities for spending time at your home away from home, which might include parking and a hot tub. You're sure to find a property to rent to meet everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts - Estreito da Calheta

Showing deals for:7 Nov - 14 Nov

Image gallery for Casa Leonardo, Sea Views

Outdoor dining
8.8 out of 10 rating
Excellent
(8 reviews)

Casa Leonardo, Sea Views

Calheta, Madeira Region

13% off
Price is £636
£91 per night
includes taxes & fees
Casa Leonardo, Sea Views

Find spaces that suit your style

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  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Find out more about Estreito da Calheta

Find out more about Estreito da Calheta

Take in the oceanfront beauty of Estreito da Calheta

Enjoy the wineries and other features of Estreito da Calheta. This welcoming city is known for its seaside, gardens and island views. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in Estreito da Calheta

Do you want to find attractions to see in the area? Venture out of your cosy holiday rental and check out everything that makes Estreito da Calheta a fun spot to go on holiday. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • 25 Fontes and Cascada da Risco (3.8 mi / 6.1 km)
  • Lava Pools (8.9 mi / 14.3 km)
  • Ponta Gorda Bathing Complex (15.8 mi / 25.4 km)
  • Eglise de Jesus-Bom Senhor (12.4 mi / 20 km)
  • Madeira Theme Park (17.7 mi / 28.5 km)

Exploring the natural features in Estreito da Calheta

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, Estreito da Calheta is a great place to get outside. Here are a few of the area's noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • Ponta Do Sol Beach (6 mi / 9.6 km)
  • Seixal Beach (7.4 mi / 11.8 km)
  • Porto Moniz Natural Pools (9 mi / 14.6 km)
  • Cabo Girao (11.6 mi / 18.6 km)
  • Pico Ruivo (13.9 mi / 22.4 km)
  • Formosa Beach (14.6 mi / 23.5 km)

Travelling to and around Estreito da Calheta

The nearest airport is in Funchal (FNC-Cristiano Ronaldo), located 23.8 mi (38.2 km) from the city centre.

Frequently asked questions

What is the best area to stay in Estreito Da Calheta when booking a holiday rental?
When considering a holiday rental in Estreito Da Calheta, the best area to stay is close to the picturesque coastline, where you can enjoy the stunning views of the Atlantic Ocean. This area boasts a number of charming properties, with many offering easy access to the beach and local amenities.

One of the highlights of staying in this region is the proximity to Calheta Beach, known for its golden sand and calm waters, ideal for swimming and sunbathing. Additionally, the nearby Calheta Marina presents opportunities for boating, fishing, and even whale watching, making it a fantastic spot for maritime enthusiasts.

Another appealing aspect of Estreito Da Calheta is its lush, mountainous backdrop, superb for hiking and exploring the natural beauty of Madeira. The Levada walks, which meander through the stunning landscapes, are a must for nature lovers.
How much does it cost to rent a holiday home in Estreito Da Calheta?
Prices for holiday rentals in Estreito Da Calheta vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Estreito Da Calheta to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Estreito Da Calheta holiday house rentals?
You can find great discounts on house rentals in Estreito Da Calheta on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I find long-stay holiday rentals in Estreito Da Calheta?
A long-stay holiday rental in Estreito Da Calheta is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there any Estreito Da Calheta holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Estreito Da Calheta with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Estreito Da Calheta?
In Estreito Da Calheta, holiday rentals typically offer a range of amenities that cater to various guest preferences. Many properties include fully equipped kitchens, allowing travellers to prepare their own meals while enjoying the stunning views of the surrounding landscape. Comfortable living areas are common, providing a relaxing space to unwind after a day of exploring the beautiful Madeira region. Additionally, some rentals may feature outdoor terraces or balconies, superb for soaking up the sun or enjoying the mild climate.
When is the best time to visit Estreito Da Calheta for a holiday rental?
The best time to visit Estreito Da Calheta for a holiday rental is during its peak season from May to July, when the weather is at its finest. This period attracts many travellers keen to enjoy the stunning landscapes and vibrant local culture that Madeira has to offer. The warm temperatures, typically ranging from 20 to 26 degrees Celsius, create great conditions for outdoor activities such as hiking, exploring the Levadas, or simply lounging on the beautiful beaches.

July is particularly popular, as it often brings a lively atmosphere with various local festivals and events, allowing visitors to immerse themselves in the region's rich heritage. The long, sunny days provide ample opportunity for sightseeing, and the breathtaking views of the Atlantic Ocean will leave you in awe.

If you're looking for a more budget-friendly option, consider planning your trip in December. While this is considered the low season, the milder weather (around 15 to 20 degrees Celsius) still allows for comfortable exploration. You can enjoy a quieter experience, great for taking in the picturesque scenery and indulging in the local cuisine without the crowds.
How early should I book a Estreito Da Calheta holiday rental?
Book your Estreito Da Calheta holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Estreito Da Calheta?
In Estreito da Calheta, visitors can explore beautiful attractions that highlight the natural beauty and culture of the Madeira region. The Calheta Beach, known for its golden sands and calm waters, is a popular spot for sunbathing and water sports, with holiday rentals nearby offering stunning ocean views.

The area is also famous for its picturesque vineyards; visitors can enjoy wine tasting at local quintas, where the renowned Madeira wine is produced. The scenic hiking trails surrounding Estreito da Calheta, such as those leading to the nearby Paul da Serra plateau, provide breathtaking views of the island's lush landscape.
Can I change or cancel my Estreito Da Calheta home rental booking on Vrbo?
To find Estreito Da Calheta holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Estreito Da Calheta holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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