Default HTG hotel image

Search Holiday Rentals in Macciano

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

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

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 ฿5,014
฿5,591 total
includes taxes & fees
4 Oct - 5 Oct
Borgo Dolciano
A bakery display with various pastries and desserts.

2. 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 ฿4,012
฿4,489 total
includes taxes & fees
5 Oct - 6 Oct
La Piccola Locanda
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, (68 reviews)
"A very pleasant and homey place to stay"
Germany
Janine und Thomas
The price is ฿3,662
฿4,969 total
includes taxes & fees
19 Oct - 20 Oct
Affitacamere Maria Gabriella
A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

4. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (158 reviews)
"Nice hotel - clean, good breakfast, perfect location. Would stay again!"
United States
Nancy
The price is ฿4,807
฿5,515 total
includes taxes & fees
28 Oct - 29 Oct
Hotel San Gregorio
A narrow alleyway with buildings on either side, string lights hanging above, and a sign reading "ROOMS".

5. Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (141 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 ฿3,554
฿4,060 total
includes taxes & fees
1 Nov - 2 Nov
Bed & Breakfast Vicolo dell'Oste
An arched doorway leading to a building with a wooden door and a staircase.

6. Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (111 reviews)
"Staff was great, and they even scheduled transportation to and from the train station for us. Great location on the main strip of Montepluciano!"
United States
Nicholas
The price is ฿2,502
฿2,903 total
includes taxes & fees
9 Oct - 10 Oct
Residenza Fabroni
An interior courtyard with stone columns, arches, and a mosaic.

7. Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.6 out of 10, Exceptional, (118 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 ฿5,382
฿6,072 total
includes taxes & fees
28 Oct - 29 Oct
Meublé Il Riccio
A terrace with a table set for dining, overlooking a scenic landscape with a castle in the distance.

8. FonteLiving

FonteLiving
San Casciano dei Bagni
10.0 out of 10, Exceptional, (18 reviews)
"Fabulous apt., elegant, clean lines, quiet, pool and wonderful staff"
Italy
Dauray
The price is ฿2,441
฿2,761 total
includes taxes & fees
25 Oct - 26 Oct
FonteLiving
Front of property

9. montorio

montorio
Montepulciano
9.8 out of 10, Exceptional, (8 reviews)
"Beautiful place, view and city."
United States
Federico
The price is ฿3,801
฿4,332 total
includes taxes & fees
18 Oct - 19 Oct
montorio
A crowded restaurant with brick walls and multiple tables and chairs.

10. La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (149 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 ฿6,455
฿7,252 total
includes taxes & fees
3 Nov - 4 Nov
La Locanda di San Francesco
A terrace with a table set for breakfast, overlooking a scenic landscape.

11. Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (46 reviews)
"Room, location, staff - it was perfection. We can not wait to return."
United States
Denise
The price is ฿6,397
฿7,188 total
includes taxes & fees
6 Oct - 7 Oct
Delcorto Suites
A poolside area with two glasses of water, candles, and a stone pathway.

12. Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites
3.0 star property
San Quirico d'Orcia
9.2 out of 10, Wonderful, (97 reviews)
"The room snd entire property were spotless clean. Staff wete helpful and friendly. Our room and patio overlooked the d'Orcia valley, gorgeous any time, especially in the morning. The entire grounds, pool, loungers, plants were well maintained. This was our third time at Cassanova and we would come again. A short walk into San Quirico d'Orcia with several good restaurants and a COOP store for drinks and groceries."
Canada
Zoltan
The price is ฿5,935
฿6,679 total
includes taxes & fees
30 Oct - 31 Oct
Casanova - Panoramic Rooms and Suites
A bedroom with a brick archway, a bed with white linens, a small table with a magazine, and a painting on the wall.

13. 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 ฿2,967
฿3,414 total
includes taxes & fees
2 Nov - 3 Nov
TuscanyLettings Studio&Room
A historic building with a tower, a courtyard, and a well-lit entrance.

14. Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (182 reviews)
"Great Historical location."
Canada
Robert
The price is ฿3,708
฿4,193 total
includes taxes & fees
2 Nov - 3 Nov
Abbadia Sicille Relais
Terrace/patio

15. Casale dell'Assiolo

Casale dell'Assiolo
Castiglione del Lago
The price is ฿4,433
฿5,027 total
includes taxes & fees
6 Oct - 7 Oct
Casale dell'Assiolo
A balcony with a metal railing, a small table with a chair, potted plants, and a view of the sea.

16. PienzaLettings Suites

PienzaLettings Suites
Pienza
10.0 out of 10, Exceptional, (5 reviews)
"Clean room with friendly and helpful staff. Thank you so much for the wonderful stay"
United States
Pearlyn
The price is ฿2,724
฿3,148 total
includes taxes & fees
2 Nov - 3 Nov
PienzaLettings Suites
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Macciano Hotel Reviews

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

8/10 Good
"Breakfast was amazing!! Property was not great, but nice!"
James 1-night trip
Posted 15 hours ago
Monastero di Cortona Hotel & Spa

Find out more about Macciano

Search for holiday rentals in Macciano on Expedia! 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
  • Use the map to find apartments and other holiday homes in the Macciano neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Macciano while they last

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.