Santana da Serra Vacation Rentals from CA $152: Short-Term Rentals for 2026

Q: What are some of the best vacation rentals that Santana da Serra has to offer?

Maison Casaocitrus à Picota, Monchique, Algarve, Portugal : This vacation home rental outside of Santana da Serra is located in the mountains and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. It offers a patio, a garden, and a selection of games so you can immerse yourself in your vacation.

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Our top choices for Santana da Serra vacation rentals

A deck with wicker furniture overlooking a river and forested hills.

1. Casas de Campo do Castro da Cola

Ourique

Richard

CA $175 total

includes taxes & fees

Oct 18 - Oct 19

2. Herdade da Maceira

Odemira

Brigitta

CA $152 total

includes taxes & fees

Sep 29 - Sep 30

A rustic outdoor dining area with a central fire pit, wooden tables, and a view of a residential building in the background.

3. Craveiral Farmhouse by Belong

Odemira

Johan

CA $384 total

includes taxes & fees

Sep 29 - Sep 30

A swimming pool with a stone wall, a clear sky, and a hilly landscape in the background.

4. Casa do Celeiro: Mountain View, Shared Pool & Wi-Fi

Santa Bárbara

CA $168 total

includes taxes & fees

Oct 6 - Oct 7

5. Secluded Algarve Yurt Retreat in a Peaceful Forest Valley

Portimão

CA $432 total

includes taxes & fees

Sep 28 - Sep 29

6. Apartment 'Casa Da Adega' with Mountain View, Shared Pool and Wi-Fi

Santa Bárbara

CA $175 total

includes taxes & fees

Sep 28 - Sep 29

A clear swimming pool with a white house in the background, surrounded by greenery.

7. Apartment 'Sunny' with Mountain View, Shared Pool and Wi-Fi

Reliquias

CA $147 total

includes taxes & fees

Oct 10 - Oct 11

A building with a white exterior, a tiled roof, and a sign reading 'Orange Blossom.'

8. Room 'Orange Blossom Grove - 3' with Shared Terrace, Wi-Fi and Air Conditioning

São Bartolomeu de Messines

CA $206 total

includes taxes & fees

Sep 30 - Oct 1

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Top Santana da Serra Hotel Reviews

Quinta do Chocalhinho

10/10 Excellent

"Beautiful large property with animals, it is an eco-tourism hotel. Breakfast buffet was varied and delicious. Staff very friendly"

In Portugal, in the Algarve, Pretty Villa in Monchique, With Private Pool,

8/10 Good

"We stayed during September, when temperatures reached the early to mid-30sC.There were a few issues. We found ants on the kitchen work surfaces, so everything had to be kept in the fridge. Insect screens on the windows, and the front door, would be useful.The bed linen wasn't great. White sheets would look much nicer than the coloured, mismatched bedding, which appeared rather tatty. However, the bed was very comfortable.The bedroom air-conditioning unit is noisy, making it difficult to sleep with it switched on. Given the high temperatures, this was a problem. The poolside furniture also needs replacing, as it is worn and some items are broken.A few provisions could be improved. Two bin bags are not enough for a week, while the toilet and kitchen rolls were poor quality. A small welcome pack, perhaps including Monchique water, coffee pods for the machine, and local wine or beer, would be a lovely touch.Despite this, we had a wonderful stay. The house is old, charming and full of character. Kitchen is well equipped. Bathroom shower is excellent. Location is perfect, a few minutes’ drive from Monchique. It is quiet, relaxing and secluded, with outstanding views and a wonderful sense of privacy. The private pool was fabulous and lovely to return to after a day out.We enjoyed evenings on the terrace, barbecuing, stargazing and watching the lizards.Overall, we enjoyed our stay and would return. With a few simple improvements this could be an exceptional place to stay."

Vale Fuzeiros Nature Guest House

10/10 Excellent

"We thoroughly enjoyed our stay for two nights on route elsewhere. The staff are absolutely charming and helpful in every way. Available meals were simple and limited, but were more than adequate and were reflected in their lower cost, particularly as the setting from the veranda easily made up for it. Drinks were also kept affordable, making for a very relaxed stay. For a number of years now, we have booked later flights, and book into a rural hotel about half an hour away from the airport, before moving on to our intended destination. This hotel is ideal for that both inbound and outbound to Faro. We will use again if we use Faro airport. Note: All of our uk based credit cards were declined at this hotel, despite being useable elsewhere. A bit of faffing about was required, in that we had to get our daughter to pay from the uk, refund her, and get her to send proof of payment."

In Portugal, Algarve, large villa in Monchique, swimming pool, sauna, Jacuzzi

10/10 Excellent

"This is such a lovely villa in a quiet, beautiful part of Portugal. If you're looking for sleek and modern this won't be for you but if you're looking for rustic charm then you've come to the right place. The villa is quirky and spotlessly clean with a beautiful deep pool and endless fruit-filled gardens. The villa has everything you need and Eulalila was so very helpful. Both coasts are within easy reach by car and there are beautiful walks nearby. We would definitely come back."

Silves History Guest House

10/10 Excellent

"This is my second time at this property and I do really really love it. Small, quiet and very safe. Property is cleaned every day and is well looked after. Breakfast is beautiful with loads of options and a snack menu you can use until 5pm. Small pool but honestly it’s perfect for a quick dip in between sitting in the sun. Staff are very helpful my only issue was that although we had told them we would be arriving early we were not allowed to wait inside while our room was being made up however when we checked out at the other end the staff member allowed us to wait at the property for a couple of hours for the taxi to arrive and then in that time we saw at least two families be allowed to check in around the same time we had arrived previously. Other than that no issues at all and would highly recommend this place to anyone visiting Silves"

Monte do Alento - Castro da Cola

8/10 Good

"This property is a little oasis hidden away. While a bit tricky to get to as you have to drive on unpaved roads, it's worth it once you get there. The room had everything we needed, and the breakfast was wonderful and included local products. The location is quite rural, however, the closest town (Ourique) was only a 15 minute drive away. It's not a big town by any means, but there were a few restaurant options and a Pingo Doce and an Aldi for groceries. The only thing preventing this from being a 5 star stay was the atmosphere during our stay due to other guests. There happened to be a large family who booked during the same time as us and they completely took over the pool area. As the location is in such a quiet area and there isn't a ton to do, we were looking forward to sitting by the beautiful pool and relaxing in the afternoon. That was tainted by children screaming and jumping into the pool, in addition to them bringing a speaker and playing loud music for hours. They were having a good time and the property is family friendly so perhaps our fault for not inquiring, but if you're looking for a quiet getaway, this may not be the place to book. While it wasn't the stay we were hoping for, the staff and accommodation itself was wonderful."

Find out more about Santana da Serra

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Santana da Serra. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Santana da Serra?

Yes, there are vacation rentals near popular sights in Santana da Serra, or you can go with a secluded option if you want a relaxing place to stay.

What are some of the best vacation rentals that Santana da Serra has to offer?

Maison Casaocitrus à Picota, Monchique, Algarve, Portugal: This vacation home rental outside of Santana da Serra is located in the mountains and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. It offers a patio, a garden, and a selection of games so you can immerse yourself in your vacation.

What can I see and do in Santana da Serra?

Explore the area and family-friendly sights such as Loja do Mel e do Medronho, or get out into nature at a spot like Picota Peak. In the larger area, you’ll find Misericordia de Monchique Church and Barragem de Santa Clara.

What are vacation rentals like in Santana da Serra?

Vacation rentals are privately owned accommodations you can book for a couple days or more in Santana da Serra. Vacation rentals feature amenities like laundry facilities and kitchens so you'll have everything you need. If you're concerned about a clean environment, a vacation rental can provide a sense of privacy away from shared hotel elevators and busy lobbies while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a great choice for a small group gathering.

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Our top choices for Santana da Serra vacation rentals

1. Casas de Campo do Castro da Cola

2. Herdade da Maceira

3. Craveiral Farmhouse by Belong

4. Casa do Celeiro: Mountain View, Shared Pool & Wi-Fi

5. Secluded Algarve Yurt Retreat in a Peaceful Forest Valley

6. Apartment 'Casa Da Adega' with Mountain View, Shared Pool and Wi-Fi

7. Apartment 'Sunny' with Mountain View, Shared Pool and Wi-Fi

8. Room 'Orange Blossom Grove - 3' with Shared Terrace, Wi-Fi and Air Conditioning

9. Studio 'Este' – Monte de Torquines

10. Casa da Ti Vanda – Pet-Friendly Apartment in São Luís

11. Villa 'Casa Noah' with Private Pool, Wi-Fi and Air Conditioning

12. Holiday Home "Casa Barroca" with Wi-Fi and Air Conditioning

13. Holiday Home 'Casa Dos Lírios' with Mountain View, Private Terrace & Wi-Fi

14. Apartment 'Villa Xique 11' with Wi-Fi and Air Conditioning

15. Holiday Home 'Vitor Hugo' with Mountain View, Wi-Fi and Air Conditioning

16. Casa da Ti Mónica – Pet Friendly Apartment in São Luís

17. Gold by Check-in Portugal

18. Your Home from Home in Historic Silves

19. Apartment 'Karolvaz V' with Lake View, Wi-Fi, and Air Conditioning

20. Palmeiral | Private Pool | 10 Pax | Pêra

Find vacation rentals that suit your style

Top Santana da Serra Hotel Reviews

Quinta do Chocalhinho

In Portugal, in the Algarve, Pretty Villa in Monchique, With Private Pool,

Herdade da Maceira

Hotel Colina Dos Mouros

Vale Fuzeiros Nature Guest House

Monchique Resort & Spa

In Portugal, Algarve, large villa in Monchique, swimming pool, sauna, Jacuzzi

Silves History Guest House

Monte do Alento - Castro da Cola

Find out more about Santana da Serra

Frequently asked questions

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