Macciano Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Macciano vacation 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 P7,462
P8,349 total
includes taxes & fees
Nov 16 - Nov 17
La Piccola Locanda
A garden with two chairs under trees, a table, and a view of the landscape.

2. Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (75 reviews)
"A very pleasant and homey place to stay"
Germany
Janine und Thomas
The price is P6,811
P9,241 total
includes taxes & fees
Nov 16 - Nov 17
Affitacamere Maria Gabriella
An outdoor dining area with tables and chairs, a covered patio, and a building labeled "RISTORANTE".

3. La Locanda Di Cetona

La Locanda Di Cetona
Cetona
9.0 out of 10, Wonderful, (9 reviews)
"It was such a lovely experience. Bang in the centre of the town, still very quiet. The room was breathtaking, lovely breakfast (generosity though depended on staff). Overall such a great experience I would go back today!"
United Kingdom
GianPaolo
The price is P8,620
P9,482 total
includes taxes & fees
Dec 1 - Dec 2
La Locanda Di Cetona
A rustic brick building with a mural, a clock, and various potted plants.

4. 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 P5,230
P6,807 total
includes taxes & fees
Dec 15 - Dec 16
Casa di Cristina - Tra Montepulciano e il Lago Trasimeno
Terrace/patio

5. Casale dell'Assiolo

Casale dell'Assiolo
Castiglione del Lago
9.0 out of 10, Wonderful, (2 reviews)
"Super søde værter. Og rigtig fint værelse. Vi kommer igen"
Denmark
Emma
The price is P7,500
P8,531 total
includes taxes & fees
Nov 16 - Nov 17
Casale dell'Assiolo
A swimming pool with two lounge chairs and a table, surrounded by a well-maintained lawn.

6. FonteLiving

FonteLiving
San Casciano dei Bagni
10.0 out of 10, Exceptional, (22 reviews)
"Fabulous apt., elegant, clean lines, quiet, pool and wonderful staff"
Italy
Dauray
The price is P5,115
P5,767 total
includes taxes & fees
Nov 16 - Nov 17
FonteLiving
A historic building with a tower, a courtyard, and a well-lit entrance.

7. 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 P4,081
P4,699 total
includes taxes & fees
Dec 2 - Dec 3
Abbadia Sicille Relais
An arched doorway leading to a building with a wooden door and a staircase.

8. Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (117 reviews)
"Was a very nice spot"
Canada
Andrew
The price is P5,184
P5,984 total
includes taxes & fees
Nov 16 - Nov 17
Residenza Fabroni
A narrow alleyway with buildings on either side, string lights hanging above, and a sign reading "ROOMS".

9. Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (145 reviews)
"We really enjoyed the room. Comfortable bed. Great location."
United States
Melissa
The price is P5,948
P6,824 total
includes taxes & fees
Nov 16 - Nov 17
Bed & Breakfast Vicolo dell'Oste
A stone building with a tiled roof, surrounded by tall trees and a gravel path.

10. montorio

montorio
Montepulciano
9.8 out of 10, Exceptional, (13 reviews)
"Amazing location, beautiful property"
United States
Joseph
The price is P7,529
P8,563 total
includes taxes & fees
Dec 8 - Dec 9
montorio
An outdoor dining table with a meal consisting of bread, tomatoes, and cured meat, accompanied by a glass of white wine.

11. La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (152 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 P8,876
P10,045 total
includes taxes & fees
Nov 26 - Nov 27
La Locanda di San Francesco
A bedroom with a brick archway, a bed with white linens, a small table with a magazine, and a painting on the wall.

12. 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 P5,517
P6,350 total
includes taxes & fees
Dec 9 - Dec 10
TuscanyLettings Studio&Room
A swimming pool with a water feature, surrounded by greenery and a table with chairs.

13. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (172 reviews)
"Great location. Clean and quiet with good breakfast"
United States
Michael
The price is P8,600
P9,881 total
includes taxes & fees
Nov 16 - Nov 17
Hotel San Gregorio
An interior courtyard with stone columns, arches, and a mosaic.

14. Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.8 out of 10, Exceptional, (122 reviews)
"The room was beautifully designed, clean and fresh with stunning views in a truly historic building. Family run and a special experience!!"
United States
Slimane
The price is P10,010
P11,292 total
includes taxes & fees
Nov 16 - Nov 17
Meublé Il Riccio
A bedroom with a bed, a nightstand, a painting, and a view of the upper floor.

15. PienzaLettings Suites

PienzaLettings Suites
Pienza
10.0 out of 10, Exceptional, (7 reviews)
"Clean room with friendly and helpful staff. Thank you so much for the wonderful stay"
United States
Pearlyn
The price is P5,334
P6,148 total
includes taxes & fees
Dec 10 - Dec 11
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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Find vacation rentals that suit your style

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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.