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Macciano Vacation Rentals

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Macciano holiday rentals

A bakery display with various pastries and desserts.

1. La Piccola Locanda

La Piccola Locanda
Chiusi
8.0 out of 10, Very good, (14 reviews)
"Very homey and wonderful people! We loved the restaurant below."
United States
autumn
The price is RM486
RM544 total
includes taxes & fees
25 Oct - 26 Oct
La Piccola Locanda
A nighttime view of a building with a staircase leading to a door, surrounded by greenery and a well-lit pathway.

2. Borgo Dolciano

Borgo Dolciano
Chiusi
9.0 out of 10, Wonderful, (26 reviews)
"Lovely restored Tuscan villa and farmhouse. Very comfortable stay. Felt that the people who run it do so with a lot of heart and style. Great value too. "
Canada
Carla
The price is RM607
RM677 total
includes taxes & fees
25 Oct - 26 Oct
Borgo Dolciano
A patio area with outdoor seating, potted plants, and a view of the landscape.

3. Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (74 reviews)
"A very pleasant and homey place to stay"
Germany
Janine und Thomas
The price is RM444
RM602 total
includes taxes & fees
14 Nov - 15 Nov
Affitacamere Maria Gabriella
An arched doorway leading to a building with a wooden door and a staircase.

4. Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (115 reviews)
"Very charming property in a fantastic location. The host was very responsive and we had a marvelous stay. Bear in mind this is a historic property and accordingly has some quirks. Those looking for modernity and perfect fixtures may not appreciate those quirks."
United States
Marc
The price is RM311
RM361 total
includes taxes & fees
25 Oct - 26 Oct
Residenza Fabroni
A rustic brick building with a mural, a clock, and various potted plants.

5. Casa di Cristina - Tra Montepulciano e il Lago Trasimeno

Casa di Cristina - Tra Montepulciano e il Lago Trasimeno
Casamaggiore
10.0 out of 10, Exceptional, (1 review)
"Stayed 2 nights in June 2026. Beautiful place with garden and private parking and outdoor terrace - all you can need in quite spacious studio condo. Comfy big bed, aircon and a ceiling fan, dining table with 4 chairs and a kitchenette if you want to cook your own dinners (full with cutlery and crockery, fridge and coffee machine). Clean private bathroom with shower, toilet and bidet. Host was very lovely too, we need an iron and we could borrow it with no fuss alongside ironing board. Very...
United Kingdom
Anna
The price is RM341
RM443 total
includes taxes & fees
26 Oct - 27 Oct
Casa di Cristina - Tra Montepulciano e il Lago Trasimeno
A historic building with a tower, a courtyard, and a well-lit entrance.

6. Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (185 reviews)
"Great Historical location."
Canada
Robert
The price is RM303
RM347 total
includes taxes & fees
22 Nov - 23 Nov
Abbadia Sicille Relais
A terrace with a table set for dining, overlooking a scenic landscape with a castle in the distance.

7. FonteLiving

FonteLiving
San Casciano dei Bagni
10.0 out of 10, Exceptional, (21 reviews)
"Fabulous apt., elegant, clean lines, quiet, pool and wonderful staff"
Italy
Dauray
The price is RM333
RM376 total
includes taxes & fees
29 Oct - 30 Oct
FonteLiving
Exterior

8. montorio

montorio
Montepulciano
9.8 out of 10, Exceptional, (11 reviews)
"Amazing location, beautiful property"
United States
Joseph
The price is RM461
RM525 total
includes taxes & fees
27 Oct - 28 Oct
montorio
An interior courtyard with stone columns, arches, and a mosaic.

9. Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.6 out of 10, Exceptional, (119 reviews)
"What a gem! Absolutely loved the hotel and enjoyed our stay. Staff very friendly and helpful, and our room was outstanding. The view from our balcony was breathtaking. Top of our list!"
United States
Christopher
The price is RM652
RM736 total
includes taxes & fees
28 Oct - 29 Oct
Meublé Il Riccio
A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

10. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (167 reviews)
"Great location. Clean and quiet with good breakfast"
United States
Michael
The price is RM590
RM676 total
includes taxes & fees
11 Nov - 12 Nov
Hotel San Gregorio
A crowded restaurant with brick walls and multiple tables and chairs.

11. La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (151 reviews)
"This place was great. Amazing view the room. Extremely friendly and helpful staff. This hotel made our trip - highly recommend"
Canada
Colin
The price is RM653
RM737 total
includes taxes & fees
15 Nov - 16 Nov
La Locanda di San Francesco
A narrow alleyway with buildings on either side, string lights hanging above, and a sign reading "ROOMS".

12. Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (143 reviews)
"Wonderful place - clean, comfortable, quiet with excellent hosts. Perfect location near everything in town including the parking. Can’t wait to return!"
United States
Shelly
The price is RM431
RM492 total
includes taxes & fees
1 Nov - 2 Nov
Bed & Breakfast Vicolo dell'Oste
A terrace with a table set for breakfast, overlooking a scenic landscape.

13. Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (48 reviews)
"Room, location, staff - it was perfection. We can not wait to return."
United States
Denise
The price is RM698
RM786 total
includes taxes & fees
25 Oct - 26 Oct
Delcorto Suites
A bedroom with a brick archway, a bed with white linens, a small table with a magazine, and a painting on the wall.

14. TuscanyLettings Studio&Room

TuscanyLettings Studio&Room
Pienza
10.0 out of 10, Exceptional, (3 reviews)
"Lugar maravilhoso, localização perfeita, super limpo e aconchegante."
Brazil
Lucas
The price is RM359
RM414 total
includes taxes & fees
2 Nov - 3 Nov
TuscanyLettings Studio&Room
A stone archway leading to a building entrance with a wooden door.

15. Bellarmino Boutique Apartments

Bellarmino Boutique Apartments
Montepulciano
5.6 out of 10, (5 reviews)
"Na"
United States
Abel
The price is RM271
RM316 total
includes taxes & fees
25 Oct - 26 Oct
Bellarmino Boutique Apartments
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.
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Top Macciano Hotel Reviews

Hotel Corsignano

Hotel Corsignano

8/10 Good
"Room was clean and staff was courteous and attentive"
Jim 1-night trip
Posted 1 hour ago
Hotel Corsignano

Find out more about Macciano

Search for holiday rentals in Macciano on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in Macciano using one of the methods below:

  • View our selection of featured holiday rentals in Macciano
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Look no further and take a look at our great range of rental properties in Macciano!

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.