Holiday Rentals Macciano from £76: Find Short-Term Rentals & Holiday Accommodations

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Our top choices for Macciano holiday rentals

A nighttime view of a building with a staircase leading to a door, surrounded by greenery and a well-lit pathway.

1. Borgo Dolciano

Chiusi

Carla

includes taxes & fees

20 Sept - 21 Sept

A large building with a cafe area, outdoor seating, and a covered patio.

2. La Locanda Di Cetona

Cetona

"We arrived quite late, but the staff were friendly, responsive, and very helpful with the self-check-in process. Their support made our arrival easy and stress-free. The room was charming, clean, and well cared for. We also really enjoyed the location and the atmosphere of this little town. Having a café just downstairs for breakfast was a nice bonus. We had a great stay and would be happy to return."

Ruby

includes taxes & fees

15 Sept - 16 Sept

A patio area with outdoor seating, potted plants, and a view of the landscape.

3. Affitacamere Maria Gabriella

Pienza

Christopher

includes taxes & fees

4 Oct - 5 Oct

A narrow cobblestone street flanked by historic stone buildings with arched doorways and windows.

4. Il Tosco

Montepulciano

Margaret

includes taxes & fees

24 Sept - 25 Sept

A terrace with a table set for breakfast, overlooking a scenic landscape.

5. Delcorto Suites

Montepulciano

Denise

includes taxes & fees

6 Oct - 7 Oct

A bakery display with various pastries and desserts.

6. La Piccola Locanda

Chiusi

autumn

includes taxes & fees

15 Sept - 16 Sept

A crowded restaurant with brick walls and multiple tables and chairs.

7. La Locanda di San Francesco

Montepulciano

Isabelle

includes taxes & fees

27 Sept - 28 Sept

An aerial view of a rural property with vineyards, olive groves, and a red-roofed building with a swimming pool.

8. Eagle House

CHIANCIANO

Rob C.

includes taxes & fees

6 Oct - 7 Oct

An interior courtyard with stone columns, arches, and a mosaic.

9. Meublé Il Riccio

Montepulciano

Marlenne

includes taxes & fees

15 Sept - 16 Sept

A narrow alleyway with buildings on either side, string lights hanging above, and a sign reading "ROOMS".

10. Bed & Breakfast Vicolo dell'Oste

Montepulciano

Shelly

includes taxes & fees

18 Sept - 19 Sept

A cozy outdoor seating area with stone walls and red foliage, featuring a table and chairs, and a door leading to a covered entrance.

11. L'Olmo

Pienza

Jennifer

includes taxes & fees

14 Sept - 15 Sept

An arched doorway leading to a building with a wooden door and a staircase.

12. Residenza Fabroni

Montepulciano

Nicholas

includes taxes & fees

22 Sept - 23 Sept

A bedroom with a bed, a TV, a wardrobe, and a view of a garden.

13. Boutique Apartment Natura

Chiusi

Shelley

includes taxes & fees

14 Sept - 15 Sept

A view through a glass door into a patio area with a white chair, a small table, and a banner advertising local attractions.

14. Boutique Apartment Eleganza

Chiusi Scalo

Ryan W.

includes taxes & fees

20 Sept - 21 Sept

A poolside area with two glasses of water, candles, and a stone pathway.

15. Casanova - Panoramic Rooms and Suites

San Quirico d'Orcia

Jarkko

includes taxes & fees

14 Oct - 15 Oct

An outdoor dining area with a rustic brick oven, a wooden table set with plates, glasses, and a bowl of fruit.

16. Apartment 'La Loggia' with Mountain View, Shared Pool and Wi-Fi

Chianciano Terme

Anonymous traveller

includes taxes & fees

16 Sept - 17 Sept

17. montorio

Montepulciano

Federico

includes taxes & fees

3 Oct - 4 Oct

A historic building with a tower, a courtyard, and a well-lit entrance.

18. Abbadia Sicille Relais

Trequanda

Robert

includes taxes & fees

12 Oct - 13 Oct

A narrow kitchen with a view of a cityscape through an open door.

19. Renovated flat with panoramic view-Casa Olivazzo

Chiusi

A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

20. Hotel San Gregorio

Pienza

Nancy

includes taxes & fees

10 Oct - 11 Oct

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Top Macciano Hotel Reviews

Monastero di Cortona Hotel & Spa

10/10 Excellent

"I never write hotel reviews, but this hotel was so exceptional that I had to share my experience. The room was beautiful, spotless, and incredibly comfortable, with thoughtful turn-down service every evening. The staff were truly the most attentive and welcoming I’ve ever experienced. They helped arrange pickup from the train station, made restaurant reservations, and went above and beyond in so many little ways. Those small details made me feel genuinely cared for. The breakfast was lovely and served in such a beautiful setting — the perfect way to start the day. I absolutely loved my stay here and would come back to Cortona for this hotel alone. A truly special place with exceptional hospitality. Highly recommend!"

Hotel Corsignano

10/10 Excellent

"My husband and I had an absolutely wonderful experience at Hotel Corsignano. From beginning to end, the staff went above and beyond to make us feel welcome and cared for. When we arrived a little later than expected, they were genuinely concerned about us and even made sure to save a parking spot for us. That level of thoughtfulness and hospitality really stood out. The hotel was exceptionally clean and in a fantastic location, just a few steps from the historic center of Pienza. And the breakfast was wonderful, with plenty of delicious options to choose from. We truly felt welcomed and well taken care of throughout our stay. We would happily stay here again and highly recommend Hotel Corsignano!"

Villa Tiberini Wine Relais

10/10 Excellent

"Villa Tiberini is a beautiful place! The chef, staff and owners are wonderful people. The apartment was clean, had all of the necessities and thoughtful touches to make the experience welcoming and comfortable. The shower water pressure and pillow top bed were an extra treat! Breakfast was delicious and we loved the wine. We thoroughly enjoyed our time and would highly recommend this stay for anyone looking to get away from the buzz of tourist destinations. The actual winery is about a 10 minute drive away. We enjoyed our time lounging by the pool and exploring nearby towns by car."

Castello di Velona Resort Thermal SPA & Winery

8/10 Good

"Staying here was a wonderful and truly unique experience. The only reason I’m giving it 4 stars instead of 5 was because of the challenges we had with the air conditioning in our room. That said, the staff really did make an effort to find a workaround for us. While it wasn’t a perfect solution, it definitely helped, and we appreciated how responsive and accommodating they were. The hotel itself is an old castle, and that alone makes staying here such a special experience. The property is beautiful, incredibly charming, and very well maintained. You simply can’t replicate the character, history, and ambiance that come with staying in a property like this. The setting and surroundings are beautiful. It was definitely one of those experiences that felt uniquely Italian and added something special to our trip. My only recommendation would be to visit when the temperatures aren’t quite as hot. Given the age and historic nature of the property, I can appreciate that modernizing certain things like the air conditioning may not be as straightforward as it would be in a newer hotel. During cooler weather, I imagine our experience would have been close to perfect. Overall, we really enjoyed our stay and are glad we had the opportunity to experience such a beautiful and unique property. I would absolutely recommend it, just perhaps not during the hottest part of the summer!"

Precise Tale Poggio Alla Sala

10/10 Excellent

"Incredible stay in a beautiful location. The staff were amazing and the hospitality was top tier. We will most definitely be back. The recommendations given were brilliant and the room was stunning along with the rest of the hotel. We didn’t dine in the restaurant but our breakfast each morning was also wonderful."

Find out more about Macciano

Everything you need to know about Macciano holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Macciano holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 Macciano holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Macciano holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Macciano. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Macciano holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Macciano holiday rentals we have selected for you start as low as £76 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Macciano rentals

At Expedia, we put the best Macciano holiday 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 Macciano 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 Macciano holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Macciano. 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 holiday rentals in Macciano?

Yes, there are holiday rentals close to the most popular sights in Macciano, or you can select a more secluded option if you're looking for a relaxing stay. Macciano is known for its wineries and restaurants.

What’s there to see and do in Macciano?

While exploring the area, visit family-friendly sights like Centro Servizi Turistici Citta della Pieve, or get outside and enjoy nature at Terme Sant'Elena. Terme di Chianciano and Piazza Italia are a couple of places you'll find in the wider area.

What’s a holiday rental in Macciano like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Macciano. Holiday rentals feature extras like kitchens and laundry facilities so you'll feel right at home. If you're concerned about a clean environment, a holiday rental can provide a sense of safety away from public hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive option for a small group gathering.

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Check prices for these dates

Our top choices for Macciano holiday rentals

1. Borgo Dolciano

2. La Locanda Di Cetona

3. Affitacamere Maria Gabriella

4. Il Tosco

5. Delcorto Suites

6. La Piccola Locanda

7. La Locanda di San Francesco

8. Eagle House

9. Meublé Il Riccio

10. Bed & Breakfast Vicolo dell'Oste

11. L'Olmo

12. Residenza Fabroni

13. Boutique Apartment Natura

14. Boutique Apartment Eleganza

15. Casanova - Panoramic Rooms and Suites

16. Apartment 'La Loggia' with Mountain View, Shared Pool and Wi-Fi

17. montorio

18. Abbadia Sicille Relais

19. Renovated flat with panoramic view-Casa Olivazzo

20. Hotel San Gregorio

Find holiday rentals that suit your style

Top Macciano Hotel Reviews

Monastero di Cortona Hotel & Spa

Hotel Corsignano

Relais Villa Grazianella - UNA Esperienze

Casanova - Panoramic Rooms and Suites

Villa Tiberini Wine Relais

Nuovo Etruria Resort

Castello di Velona Resort Thermal SPA & Winery

Fonteverde Thermal Spa Resort Tuscany

Precise Tale Poggio Alla Sala

Find out more about Macciano

Frequently asked questions

Go further with the Expedia app

Search Holiday Rentals in Macciano

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Macciano holiday rentals

1. Borgo Dolciano

2. La Locanda Di Cetona

3. Affitacamere Maria Gabriella

4. Il Tosco

5. Delcorto Suites

6. La Piccola Locanda

7. La Locanda di San Francesco

8. Eagle House

9. Meublé Il Riccio

10. Bed & Breakfast Vicolo dell'Oste

11. L'Olmo

12. Residenza Fabroni

13. Boutique Apartment Natura

14. Boutique Apartment Eleganza

15. Casanova - Panoramic Rooms and Suites

16. Apartment 'La Loggia' with Mountain View, Shared Pool and Wi-Fi

17. montorio

18. Abbadia Sicille Relais

19. Renovated flat with panoramic view-Casa Olivazzo

20. Hotel San Gregorio

Find holiday rentals that suit your style

Top Macciano Hotel Reviews

Monastero di Cortona Hotel & Spa

Find out more about Macciano

Frequently asked questions

Go further with the Expedia app