Estreito da Calheta Vacation Rentals from $98: Search Short-Term Rentals

Q: What are some of the best vacation home rentals in Estreito da Calheta?

Quinta das Vinhas : Visitors like this Estreito da Calheta vacation home rental. It is located in the mountains and has a balcony, a terrace, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Kick off your shoes and enjoy yourself with a garden and a library. Some other homes for rent in Estreito da Calheta include ANGEL'S SUNSET T2 ESTRITO DA CALHETA and 'Casa do Gabriel' spacious Madeirian villa with private garden and ocean view .

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Estreito da Calheta vacation rentals

Quinta das Vinhas

Calheta

"This is a unique property spread over several acres of vineyards. There are multiple units to choose from & we stayed in the cottage. This was a lovely independent stone cottage overlooking the sea with a loft bedroom, kitchen and living room. It was a very special stay during our time on Madeira & we can’t recommend it enough. We had dinner at their restaurant - which was phenomenal & your stay also includes a wonderful breakfast buffet with lots of choices. There are two lovely pools that...

Debra

$214 nightly

Jul 10 - Jul 11

Total with taxes and fees

Casa do Lanço

São Vicente

Sophia

Casas da Levada

Calheta

Jin-Ah

$320 nightly

Jul 12 - Jul 13

Total with taxes and fees

Turkish bath, aromatherapy, hot stone massages, deep-tissue massages

Studios by Aqua Natura Hotels

Porto Moniz

"We had a wonderful stay and would absolutely recommend this hotel to anyone visiting Madeira. It had everything our family needed for a comfortable and relaxing trip—from the well-equipped kitchenette and espresso machine to the thoughtful touch of a collapsible drying rack for swimsuits and towels. The staff were exceptionally kind, welcoming, and always eager to help. The hotel itself was spotless, and it was clear that cleanliness and guest comfort are top priorities. Breakfast was...

Raven

$316 nightly

Jul 12 - Jul 13

Total with taxes and fees

Outdoor pool, open 10:00 AM to 6:00 PM, pool umbrellas, sun loungers

Three House Hotel

Funchal

Lori

$259 nightly

Jul 22 - Jul 23

Total with taxes and fees

Apartamento Costa 1 by HR Madeira

Funchal

$229 nightly

Jul 13 - Jul 14

Total with taxes and fees

Comfort Apartment | Living area | 65-inch TV with cable channels

Banana Tree

Camara de Lobos

$434 nightly

Jul 26 - Jul 27

Total with taxes and fees

Funchal

$474 nightly

Jul 17 - Jul 18

Total with taxes and fees

Funchal

$564 nightly

Jul 21 - Jul 22

Total with taxes and fees

Pestana Casino Studios

Funchal

KLAUS

$177 nightly

Jul 17 - Jul 18

Total with taxes and fees

Pier House Accommodation

Funchal

Almira

$162 nightly

Jul 10 - Jul 11

Total with taxes and fees

Paraíso - Touristic Apartments

Funchal

Gerald

$118 nightly

Jul 28 - Jul 29

Total with taxes and fees

View all properties

Find vacation rentals that suit your style

Aparthotels

Apartments

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Estreito da Calheta Hotel Reviews

Aqua Natura Madeira Hotel

10/10 Excellent

"Very nice and perfectly located hotel right at the natural pool"

Saccharum Resort

10/10 Excellent

"We enjoyed our time at this beautiful resort which made a great base for exploring the west side of the island. The room, pools, beach area, restaurants and helpful staff combined for a wonderful stay. We split our time on Madeira between Funchal and Calheta which gave us two different, but equally great experiences and allowed us to more easily explore the entire island."

Arts In Hotel Conde Carvalhal

10/10 Excellent

"Amazing place and outstanding staff. Andre, in particular, was exceptionally helpful welcoming from the moment we arrived and consistently proactive throughout my stay. He anticipated what we might need, offered thoughtful recommendations, and followed up to make sure everything was perfect. The rest of the team mirrored that same warm, professional attitude: quick to greet, attentive without being intrusive, and genuinely proud of their work. It’s rare to find a hotel where the service feels both efficient and personal, this one absolutely delivers, thanks to people like Andre."

NEXT - Savoy Signature

10/10 Excellent

"I had a fantastic stay at NEXT – Savoy Signature. From check-in to check-out, everything was smooth and enjoyable. The room was modern, comfortable and spotless, with a lovely view that made the stay even more enjoyable. The food was excellent throughout my visit, with plenty of choice and consistently high quality. The staff were friendly and welcoming throughout my stay, and I had no issues at all during my visit. Overall, it was a great experience and I wouldn’t hesitate to stay here again. I’d happily recommend NEXT – Savoy Signature to anyone visiting Madeira."

Find out more about Estreito da Calheta

Everything you need to know about Estreito da Calheta vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Estreito da Calheta vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Estreito da Calheta vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Estreito da Calheta vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Estreito da Calheta. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Estreito da Calheta in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $98 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Estreito da Calheta rentals

At Expedia, we put the best Estreito da Calheta vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Estreito da Calheta rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Estreito da Calheta vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Estreito da Calheta. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a vacation rental in Estreito da Calheta?

Yes, there are vacation rentals near top points of interest in Estreito da Calheta, or you can select a secluded option if you want a relaxing place to stay. Estreito da Calheta is known for its seaside and wineries. Make sure you have time to check out the gardens and bars during your trip.

What are some of the best vacation home rentals in Estreito da Calheta?

Quinta das Vinhas: Visitors like this Estreito da Calheta vacation home rental. It is located in the mountains and has a balcony, a terrace, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Kick off your shoes and enjoy yourself with a garden and a library. Some other homes for rent in Estreito da Calheta include ANGEL'S SUNSET T2 ESTRITO DA CALHETA and 'Casa do Gabriel' spacious Madeirian villa with private garden and ocean view.

How many vacation rentals will I find in Estreito da Calheta?

Expedia has 60 vacation rentals for your stay in Estreito da Calheta.

What’s there to see and do in Estreito da Calheta?

While exploring the area, visit family-friendly sights like Lava Pools, or get outside and enjoy nature at Laurisilva of Madeira. In the larger area, you’ll find Paul do Mar Beach and Ponta Do Sol Beach.

What’s a vacation rental in Estreito da Calheta like?

Vacation rentals are privately owned properties you can stay in for a couple of days or more in Estreito da Calheta. Vacation rentals offer extras such as hot tubs, fire pits, and patios so you'll feel just like you're at home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of safety away from public hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for family trips.

Room 1

Bundle & Save

OneKeyCash

Upfront pricing

Check prices for these dates

Our top choices for Estreito da Calheta vacation rentals

Quinta das Vinhas

Casa do Lanço

Casas da Levada

Studios by Aqua Natura Hotels

Three House Hotel

Apartamento Costa 1 by HR Madeira

Banana Tree

Sea Sky Studio by Holiday Rental Madeira

ALOJAMENTO CENTRAL 2

Apartamentos Turisticos Atlantida

Villa Eve Palheiro Village

On the North Coast, by the sea - Casa do Terreiro

Dorisol Buganvilia Studio Hotel

Terrace Mar

Hotel Duas Torres

Zarco Apartments by Mercado Funchal

Ajuda I

Pestana Casino Studios

Pier House Accommodation

Paraíso - Touristic Apartments

Find vacation rentals that suit your style

Top Estreito da Calheta Hotel Reviews

Aqua Natura Madeira Hotel

Saccharum Resort

The Vine

Pestana Carlton Madeira Ocean Resort Hotel

The Editory Ocean Way Funchal

Arts In Hotel Conde Carvalhal

Tui Blue Gardens - Adults Only - Savoy Signature

Reid's Palace, A Belmond Hotel, Madeira

NEXT - Savoy Signature

Find out more about Estreito da Calheta

Frequently asked questions

Go further with the Expedia app