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Check prices for these dates

In two weeks
3 Apr - 5 Apr
In two months
15 May - 17 May
In three months
12 Jun - 14 Jun
In four months
10 Jul - 12 Jul

Our top choices for Ossaia holiday rentals

Terrace/patio

Residence in Trequanda

Abbadia Sicille Relais
4.0 star property
8.8 out of 10, Excellent, (168 reviews)
"Room was beyond expectations. Helpful staff and overall great experience. "
United States
Robert
The price is ฿2,866
฿3,263 total
includes taxes & fees
17 Mar - 18 Mar
Abbadia Sicille Relais
Panoramic Cottage, 1 Bedroom | Exterior

Townhouse in Pienza

Affitacamere Maria Gabriella
9.8 out of 10, Exceptional, (51 reviews)
"This property has a lovely view, great garden, attentive staff with good breakfast. Stayed in the cottage and the patio was very sunny and relaxing. "
United States
Lenise
Affitacamere Maria Gabriella
Exterior

Townhouse in Corciano

L'Antica Sosta
9.4 out of 10, Exceptional, (3 reviews)
"Molto accoglienti e gentili "
Italy
Valentina
The price is ฿1,971
฿2,168 total
includes taxes & fees
17 Mar - 18 Mar
L'Antica Sosta
Property entrance

Residence in Montepulciano

Residenza Fabroni
8.8 out of 10, Excellent, (96 reviews)
"gorgeous historical property, very attentive host, great location"
United States
Sarah
The price is ฿2,594
฿3,001 total
includes taxes & fees
18 Mar - 19 Mar
Residenza Fabroni
Exterior

Condo resort in Trequanda

Luxury resort in the Tuscan countryside
Luxury resort in the Tuscan countryside
Bar (on property)

Townhouse in Chiusi

La Piccola Locanda
8.6 out of 10, Excellent, (9 reviews)
"This was a great place to stay for two nights in late October and to take out and back day trips by train to Siena and Florence on back-to-back days. Very close to the train station - very convenient. Breakfast in the restaurant in the morning was small, but good. Highly recommend this location! It's small, but serviced and supported very well by the staff at the restaurant. "
United States
Jeffery
La Piccola Locanda
Exterior

Villa in Foiano della Chiana

Artisti del Cavallo Tourism
8.4 out of 10, Very good, (24 reviews)
"Good house for one night. "
Germany
Heiner
The price is ฿2,674
฿3,016 total
includes taxes & fees
17 Mar - 18 Mar
Artisti del Cavallo Tourism
Exterior

Townhouse in Montepulciano

Bed & Breakfast Vicolo dell'Oste
9.6 out of 10, Exceptional, (129 reviews)
"Loved this place ! Clean, modern, large rooms, perfect location and the owner kind and beyond attentive."
United States
Melissa
Bed & Breakfast Vicolo dell'Oste
Free daily buffet breakfast

Townhouse in Pienza

Relais La Saracina
Relais La Saracina
Seasonal outdoor pool, open 9:00 AM to 6:00 PM, pool loungers

Townhouse in Arezzo

iConic Wellness Resort
8.8 out of 10, Excellent, (36 reviews)
"Beautiful and peaceful resort! Hope to return soon❤️"
United States
Rheymarie
The price is ฿2,443
฿2,909 total
includes taxes & fees
22 Mar - 23 Mar
iConic Wellness Resort
Exterior

Aparthotel in Chiusi

Borgo Dolciano
9.0 out of 10, Wonderful, (25 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 ฿4,613
฿5,148 total
includes taxes & fees
23 Mar - 24 Mar
Borgo Dolciano
Food court

Townhouse in Montepulciano

La Locanda di San Francesco
9.8 out of 10, Exceptional, (133 reviews)
"Spotless, clean. Staff were friendly. Location and view was spectacular"
Australia
Kim
The price is ฿5,631
฿6,341 total
includes taxes & fees
26 Mar - 27 Mar
La Locanda di San Francesco
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 Ossaia Hotel Reviews

Albergo San Biagio

Albergo San Biagio

10/10 Excellent
"Room was a good size and had a lovely view of Montepulciano old town from the balcony. Staff were friendly. Evening meal in restaurant was good and therecwas a good choice for breakfast. Excellent location and vety good value for money. "
Alison 1-night trip
Posted 6 days ago
Albergo San Biagio

Find out more about Ossaia

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

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Look no further and take a look at our great range of rental properties in Ossaia!

Frequently asked questions

Are there holiday rentals in Ossaia?

Yes, there are holiday rentals close to the most popular sights in Ossaia, or you can select a more secluded option if you're looking for a relaxing stay.

How many holiday rentals are there in Ossaia?

With 7 Expedia holiday rentals, you're guaranteed to find just the right place for your Ossaia stay.

What’s there to see and do in Ossaia?

While exploring the area, visit family-friendly sights like Naturalistic Oasis La Valle, or get outside and enjoy nature at Isola Maggiore. In the wider area, you’ll find Villa Bramasole and Piazza della Repubblica.

What’s a holiday rental in Ossaia like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Ossaia. Holiday rentals offer extras such as hot tubs, fire pits and patios so you'll have all the conveniences of home. If you're concerned about cleanliness, holiday rentals can offer a sense of safety away from shared hotel lifts and busy lobbies while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive option for family trips.