Perched in Calheta with sweeping Madeiran views, this vacation home offers easy access to Casa das Mudas Arts Center and Paul do Mar Beach. Unwind at Bago restaurant, sip drinks at the bar, and feel pampered with plush bathrobes.
Unwind at this beachfront paradise with sun loungers and beachside drinks. The marina, 2 restaurants, and 3 bars create an atmosphere of relaxation, while the full-service spa offers rejuvenating massages near Cascata dos Anjos.
This seaside hotel boasts scenic vistas near Beachside Square and Ponta Do Sol Beach. Unwind in the indoor pool, steam room, or fitness center before savoring Portuguese cuisine at Baia restaurant. With free WiFi and parking, island exploration is effortless.
Perched above Calheta, this inviting farm stay offers an outdoor pool with scenic views. Enjoy complimentary full breakfast, WiFi, and parking while exploring nearby Casa das Mudas Arts Center and the stunning 25 Fontes waterfall trails.
Feel the gentle coastal breeze at this all-inclusive haven with 3 restaurants serving international cuisine. After spa treatments or poolside cocktails, explore nearby Casa das Mudas Arts Center while kids enjoy the free club.
Surrounded by Madeira's coastal beauty, this boutique retreat offers a refreshing outdoor pool and sauna for relaxation. Enjoy free breakfast before exploring nearby Cascata dos Anjos, then unwind in the garden or with drinks at the bar.
Perched in Ribeira Brava, this welcoming hotel offers complimentary breakfast, WiFi, and parking. Explore nearby Laurisilva forest or visit the fascinating Caves of São Vicente. Just 41 minutes from Cristiano Ronaldo Airport.
Experience seaside charm at this beach hotel in Ribeira Brava. Just moments from Ethnographic Museum of Madeira and Beachside Square, it offers free WiFi and 24-hour reception to enhance your island getaway.
Step into paradise at this seaside sanctuary right next to Porto Moniz Natural Pools. The Mediterranean hotel boasts a hot tub, fitness center, and Sea View Restaurante. Unwind with professional massages while enjoying free WiFi and parking.
Escape to São Vicente where this hotel offers hot stone massages and poolside cocktails. Explore nearby Caves of Sao Vicente while enjoying free breakfast and WiFi. Just a 47-minute drive from Cristiano Ronaldo Airport.
Explore Madeira's breathtaking Laurisilva forest and volcanic caves from this welcoming 3-star retreat. After adventures in São Vicente, enjoy thoughtful perks including free WiFi, complimentary parking, and convenient laundry facilities for a stress-free island experience.
Immerse yourself in this tranquil country house with an indoor pool and sauna. Just moments from Laurisilva of Madeira and the Caves of São Vicente, you'll enjoy relaxing hot stone massages and drinks at the lounge bar after exploring the island's natural treasures.
Set in the verdant landscape of Madeira, this bio hotel offers an indoor pool, full-service spa, and Portuguese cuisine at GREENVALLEY restaurant. With 2 bars, poolside service, and proximity to Cabo Girao, enjoy tranquil luxury near Cristiano Ronaldo Airport.
Immerse yourself in São Vicente's natural wonders from this coastal retreat with 2 outdoor pools and an indoor swimming option. After exploring nearby caves, enjoy international cuisine at the restaurant or drinks at the poolside bar.
Escape to this Madeira gem with an outdoor pool and poolside bar for ultimate relaxation. Located near Formosa Beach and CityBubbles, enjoy a sauna session after exploring or unwind with a drink as the sun sets.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
The hotel exceeded expectations. For very modest money, everything is practically impeccable. Very comfortable large room with everything you need. Excellent plumbing, comfortable large bed, balcony overlooking the ocean ...
The beach opposite with a very large pebble, but in the appropriate shoes will be quite comfortable. But there are covered showers the opportunity to change clothes. At the beach there are wooden decking. In the hotel itself there is an indoor swimming pool...
Amazing property with excellent staff. The room was incredibly efficient, clean, and cozy. Great view of the water. Staff was very friendly and attentive to all of our needs. We would definitely stay there again. It was so lovely!
while the weather was beyond anyone’s control, I had such a cozy stay and was perfect for the R&R that I needed. The grounds, the room and the entire property was so delightful though there were other guests. I don’t think I saw even one! It was truly so lovely in the rooms. I think everyone was cozied up by their fires during the rainy evenings. I really loved the grocery store, though the prices are a bit higher than in store, you’re paying for the convenience of all your necessities being...
So far, the best All Inclusive we'd ever been to, considering the overall atmosphere, nice marina with choices of fishing or whale watching tours, great sandy beach right in front of the hotel (which is very rare thing on Madeira island!), fun evening entertainment, snd a very good choices of food!
The staff was amazing, and so responsive to any question I had or anything that I needed. I loved the property. It was beautiful with stunning views of the water and the natural pools. Every room is ocean front in the views were amazing my favorite part of the trip was the incredible breakfast Buffet each morning, the amount type and quality of food that was served was unmatched. I just can’t talk about the breakfast enough lol. I also had a spa service which was so relaxing and felt so good and...
An amazing little hotel. Staff was super nice and helpful. Rosa, was taking care of us in a dining room and breakfast was so delicious. Highly recommend this place ❤️
Right in a middle of the town. Clean room, beautiful view, excellent buffer breakfast.
Nice indoor pool with jacuzzi and sauna.
A very helpful and attentive staff. Very close to natural pools. I would recommend this stay to all the tourists.
If you want the cozy experience of staying in a traditional Portuguese home with friendly and accommodating Portuguese help, in a wonderful, quiet community (Seixal), do yourself a favor and stay here!
Excellent property! The hotel is in a beautiful, quiet village surrounded by amazing views. Feels like you’re in Santorini! Staff was friendly and helpful with suggestions. The hotel has pricing for affordable rentals cars, much cheaper than what we paid. Definitely worth staying at if you want to be away from the city.
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...
Pestana properties are our 'go to' properties when travelling in Europe. The staff are always super friendly & helpful. Churchill Bay is a lovely authentic fishing village. The hotel has a lovely roof top restaurant. The food was fresh & very well prepared. We stayed 4 nights & dined at the hotel every night. There are many other options but we enjoyed the convenience & birds eye view of the bay's activies at the sunset.
This was one of the cleanest and nicest hostels I’ve been to! It is an amazing location, and the street parking was super easy. The property was beautiful on the outside. The room was a little bit dated, and the bed was super squeaky, but I can’t complain too much. The kitchen was very nice, and we had a great experience overall.
This was my second time staying at Cliff bay and it was even more exceptional than the first.
The have very low employee turnover so you are remembered which was very nice:-)
The food is world class and the accommodations were amazing, I am already planning my next visit!!!
Can I book refundable accommodations in Estreito da Calheta?
If you're looking for the flexibility to change your plans to Estreito da Calheta, most properties offer refundable* rates you can book. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay in Estreito da Calheta if I want a vacation home instead of a traditional hotel?
If you want to find a good alternative to a hotel, browse our selection of 56 vacation homes. You can also book one of 12 apartments or 48 villas.
What will the weather in Estreito da Calheta be like during my trip?
August and July are typically the warmest months in Estreito da Calheta when the average temp is 67°F. February and March are the coldest months when the average temperature is 56°F. December and November are the months with the most rain.
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There are lots of reasons to book your Estreito da Calheta trip with us: our free cancellations on selected hotels* gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.