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Macciano Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Macciano vacation 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 NT$4,749
NT$5,296 total
includes taxes & fees
Oct 7 - Oct 8
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 NT$3,809
NT$4,262 total
includes taxes & fees
Oct 6 - Oct 7
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 NT$3,477
NT$4,717 total
includes taxes & fees
Oct 7 - Oct 8
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 NT$4,564
NT$5,236 total
includes taxes & fees
Oct 28 - Oct 29
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 NT$3,374
NT$3,855 total
includes taxes & fees
Nov 1 - Nov 2
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 NT$2,469
NT$2,859 total
includes taxes & fees
Oct 13 - Oct 14
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 NT$5,110
NT$5,764 total
includes taxes & fees
Oct 8 - Oct 9
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 NT$2,318
NT$2,621 total
includes taxes & fees
Oct 25 - Oct 26
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 NT$3,609
NT$4,113 total
includes taxes & fees
Oct 7 - Oct 8
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 NT$5,998
NT$6,741 total
includes taxes & fees
Oct 17 - Oct 18
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 NT$5,466
NT$6,156 total
includes taxes & fees
Oct 6 - Oct 7
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, (99 reviews)
"Great location and lovely pool. Rooms were large but the place is definitely dated. Breakfast was decent with a lot of options. Parking wasn’t all that great but nevertheless on the property itself"
Canada
Sunil
The price is NT$5,635
NT$6,341 total
includes taxes & fees
Oct 30 - Oct 31
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 NT$2,817
NT$3,242 total
includes taxes & fees
Nov 2 - Nov 3
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 NT$3,521
NT$3,980 total
includes taxes & fees
Nov 2 - Nov 3
Abbadia Sicille Relais
Terrace/patio

15. Casale dell'Assiolo

Casale dell'Assiolo
Castiglione del Lago
The price is NT$4,198
NT$4,762 total
includes taxes & fees
Oct 6 - Oct 7
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 NT$2,586
NT$2,989 total
includes taxes & fees
Nov 2 - Nov 3
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.
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Top Macciano Hotel Reviews

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"5 star treatment, indoor pool is a charge to use and parking is rough. Overall excellent experience. Staff is great."
dianne 3-night trip
Posted 14 hours ago
Monastero di Cortona Hotel & Spa

Find out more about Macciano

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Frequently asked questions

Can I find vacation rentals in Macciano?

Yes, you can find vacation rentals close to the most popular points of interest in Macciano, or you can go with a more secluded option if you'd like a relaxing place to 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 larger area.

What’s a vacation rental in Macciano like?

Vacation rentals are privately owned properties you can stay in for a couple of days or more in Macciano. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so you'll be comfy for your stay. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from public hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for a small group gathering.