Ossaia Holiday Rentals

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Check prices for these dates

In two weeks
28 Nov - 30 Nov
In two months
9 Jan - 11 Jan
In three months
6 Feb - 8 Feb
In four months
6 Mar - 8 Mar

Holiday Rentals in Ossaia

View from room
Abbadia Sicille Relais

Abbadia Sicille Relais

4.0 star property
Trequanda
8.8 out of 10, Excellent, (163)
"We stayed there for 1 night our our way to Rome. BEAUTIFUL. Bed was very comfortable as well. 10/10 will recommend to everyone "
United States
Brittnay
The price is S$108
includes taxes & fees
3 Dec - 4 Dec
Abbadia Sicille Relais
Bar (on property)
La Piccola Locanda

La Piccola Locanda

Chiusi
8.8 out of 10, Excellent, (8)
"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
L'Antica Sosta

L'Antica Sosta

Corciano
9.4 out of 10, Exceptional, (3)
"Molto accoglienti e gentili "
Italy
Valentina
The price is S$89
includes taxes & fees
11 Nov - 12 Nov
L'Antica Sosta
Daily buffet breakfast (EUR 10 per person)
DormiVeglia B&B

DormiVeglia B&B

Monte San Savino
10.0 out of 10, Exceptional, (27)
"This was our favourite B&B. The owner Simona was absolutely wonderful. The hot tub in our room was out of this world. If you have the chance to visite this gem…DO IT!!"
Canada
Claude
DormiVeglia B&B
Free WiFi, bed sheets
Bellarmino Boutique Apartments

Bellarmino Boutique Apartments

Montepulciano
The price is S$119
includes taxes & fees
12 Nov - 13 Nov
Bellarmino Boutique Apartments
Lobby
Residenza Fabroni

Residenza Fabroni

Montepulciano
8.8 out of 10, Excellent, (93)
"Excellent location. Great accommodations "
United States
Susanne
The price is S$127
includes taxes & fees
12 Nov - 13 Nov
Residenza Fabroni
Exterior
Meublé Il Riccio

Meublé Il Riccio

Montepulciano
9.6 out of 10, Exceptional, (84)
"This was a great location, great hotel, and our room had a wonderful view!!! Would highly recommend for a small boutique hotel in town!"
United States
Melissa
Meublé Il Riccio
Exterior
Casa di Cristina

Casa di Cristina

Casamaggiore
The price is S$111
includes taxes & fees
24 Nov - 25 Nov
Casa di Cristina
Premium bedding, down duvets, minibar, in-room safe
La Locanda di San Francesco

La Locanda di San Francesco

Montepulciano
9.8 out of 10, Exceptional, (126)
"We had a lovely stay. The room was large with great views from each side of the room. Breakfast was excellent with some items made to order. Service was outstanding. We would stay there again."
United States
Michael
The price is S$220
includes taxes & fees
15 Nov - 16 Nov
La Locanda di San Francesco
View from room
Affitacamere Maria Gabriella

Affitacamere Maria Gabriella

Pienza
9.8 out of 10, Exceptional, (51)
"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
Balcony
Cameracaffè Centro

Cameracaffè Centro

Arezzo Centro Storico
8.6 out of 10, Excellent, (177)
"Great room and wonderful staff. Loved the breakfast from the veranda with both a view of the mountains and the city center. "
United States
Keith
The price is S$139
includes taxes & fees
18 Nov - 19 Nov
Cameracaffè Centro
Property grounds
Artisti del Cavallo Tourism

Artisti del Cavallo Tourism

Foiano della Chiana
8.4 out of 10, Very good, (24)
"Ottimo agriturismo silenzioso con persone molto gentilissime "
Italy
GIANCARLO
The price is S$111
includes taxes & fees
12 Nov - 13 Nov
Artisti del Cavallo Tourism
Free daily cooked-to-order breakfast
San Michele al Borgo

San Michele al Borgo

Castiglion Fiorentino
9.8 out of 10, Exceptional, (9)
"Very caring and friendly staff!"
United States
Andrea
The price is S$184
includes taxes & fees
24 Nov - 25 Nov
San Michele al Borgo
Interior entrance
Poggio del Sole

Poggio del Sole

Castiglione del Lago
8.0 out of 10, Very good, (4)
"El hotel no alcanzó el agua caliente y no se pudo bañar parte de la familia no contaba con suficientes amenidades "
Mexico
RAUL
Poggio del Sole
Seasonal outdoor pool, pool umbrellas, pool loungers
Luxury resort in the Tuscan countryside

Luxury resort in the Tuscan countryside

Trequanda
Luxury resort in the Tuscan countryside
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

Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"Room was wonderful, bathroom spacious and well appointed. Staff amazing and so friendly "
Melodee 1-night trip
Posted 4 days ago
Villa di Piazzano - Small Luxury Hotel of the World

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 8 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.