Search Guest Houses in Ossaia

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Check prices for these dates

Next weekend
26 Dec - 28 Dec
In two weeks
2 Jan - 4 Jan
In one month
16 Jan - 18 Jan
In two months
13 Feb - 15 Feb

Our top choices for Ossaia guest houses

Luxury Suite, 1 Bedroom, Hot Tub | Private spa tub
Forma your Boutique Suite

Forma your Boutique Suite

Forma your Boutique Suite
Corciano
9.6 out of 10, Exceptional, (18)
"It was a great experience. Hotel is a beautiful and clean. And car park is very easy and free. You can try it."
South Korea
myung kyun
The price is AED 336
AED 370 total
includes taxes & fees
11 Jan - 12 January 2026
Forma your Boutique Suite
2 restaurants, Regional cuisine
Palazzo Mosela Alla Porta

Palazzo Mosela Alla Porta

Palazzo Mosela Alla Porta
Montepulciano
9.0 out of 10, Wonderful, (170)
"Great spot for a quick stay and convenient to main railway station"
Australia
Julianne
The price is AED 507
AED 575 total
includes taxes & fees
3 Jan - 4 January 2026
Palazzo Mosela Alla Porta
Property entrance
Villa Sargiano

Villa Sargiano

Villa Sargiano
Arezzo
8.8 out of 10, Excellent, (12)
"If you love nature, that's the perfect place to enjoy and relax. The property has all the amenities for families with kids: - space inside and outside - pool (opened during the summer season) - Kitchen - TV - air condition and heating system working properly and even together if needed. This always keeps the temperature you want. The property owner is flexible during the check-in time, very friendly and wants to guarantee you have the best experience staying in his Villa. The welcome bottle of...
United States
Giuseppe
Villa Sargiano
Exterior
Fondaco del Moro

Fondaco del Moro

Fondaco del Moro
Civitella in Val di Chiana
9.6 out of 10, Exceptional, (34)
"Excellent breakfast, clean, quiet room. "
United States
Sheily
The price is AED 278
AED 306 total
includes taxes & fees
11 Jan - 12 January 2026
Fondaco del Moro
Free minibar items, individually decorated, individually furnished, desk
Palazzo Ninci

Palazzo Ninci

Palazzo Ninci
Civitella in Val di Chiana
9.6 out of 10, Exceptional, (7)
"Stanza molto curata ma c'era una vibrazione nel muro, che da quanto ho capito era una pompa che caricava l'acqua del bagno. Per il resto era ok"
Italy
Luigi Cesario
The price is AED 289
AED 318 total
includes taxes & fees
12 Jan - 13 January 2026
Palazzo Ninci
Handrails in stairways
MontepulcianoLettings

MontepulcianoLettings

MontepulcianoLettings
Montepulciano
10.0 out of 10, Exceptional, (3)
"The property is extremely well located near the start of the old town and was walkable to everywhere. Our room was small but very lovely and when we stuck our heads out of the window, we had an amazing view of the old town! The only problem was parking - we couldnt find any bc of a festival - but thats not the hotels fauot! Just be a bit organsjed - and i recommend parking behind the bus terminal (Eu10 per day)."
Australia
Charmaine
MontepulcianoLettings
Free self parking
B&B San Francesco

B&B San Francesco

B&B San Francesco
Cortona Old Town
8.8 out of 10, Excellent, (55)
"The B&B is charming, the location is perfect, and Beatrice and the staff are so nice!"
United States
Maria
B&B San Francesco
Classic Apartment, 2 Bedrooms, Kitchen | Living area | 32-inch flat-screen TV with digital channels, TV
Santo Spirito

Santo Spirito

Santo Spirito
Arezzo
8.2 out of 10, Very Good, (54)
"A very nice room close to the old town in Arezzo. We really enjoyed the nice atmosphere and warm hospitality at Santo Spiritio."
United States
Håvard
Santo Spirito
Property entrance
Meublè Evoè

Meublè Evoè

Meublè Evoè
Montepulciano
9.4 out of 10, Exceptional, (52)
"Hosts are amazing, great location and the breakfast was excellent."
United States
luis
Meublè Evoè
Property grounds
Poggio Paradiso Resort & Spa

Poggio Paradiso Resort & Spa

Poggio Paradiso Resort & Spa
Torrita di Siena
10.0 out of 10, Exceptional, (14)
"Excellent room and food. Great location!"
United States
Saurabh
The price is AED 983
AED 1,104 total
includes taxes & fees
29 Dec - 30 Dec
Poggio Paradiso Resort & Spa
Interior detail
LA CORTE DEL RE SUITE AREZZO

LA CORTE DEL RE SUITE AREZZO

LA CORTE DEL RE SUITE AREZZO
Arezzo Centro Storico
8.8 out of 10, Excellent, (24)
"The town is lovely and full of sites to see."
United Kingdom
John
The price is AED 319
AED 394 total
includes taxes & fees
21 Jan - 22 January 2026
LA CORTE DEL RE SUITE AREZZO
Interior
SUGAR ROOMS Residenza d' Epoca

SUGAR ROOMS Residenza d' Epoca

SUGAR ROOMS Residenza d' Epoca
Arezzo Centro Storico
10.0 out of 10, Exceptional, (23)
"Super nice staff and great room (unique and modern in a historic building) right on the main shopping street, yet quiet."
United States
Carmen
The price is AED 737
AED 836 total
includes taxes & fees
8 Jan - 9 January 2026
SUGAR ROOMS Residenza d' Epoca
Reception
Anna Boccali Resort

Anna Boccali Resort

Anna Boccali Resort
Corciano
9.2 out of 10, Wonderful, (13)
"Es ist ein sehr schönes und ruhiges Resort, wo man sich gut erholen kann. Es ist ein bisschen abgelegen, dennoch kann man in 15 Minuten die nächste Pizzeria erreichen. "
Germany
Katrin
Anna Boccali Resort
Exterior
The Sanctuary by Caimeli

The Sanctuary by Caimeli

The Sanctuary by Caimeli
Umbertide
6.0 out of 10, (5)
"Unfortunately, we found serious inadequacies, for example: the lack of a key to lock the master bedroom on the ground floor (in the presence, moreover, of another couple of tourists walking past the door to go upstairs); the presence of numerous insects that traveled freely from the bed, to the walls, to the bedside tables; the toilet flush that took at least 20 to 30 minutes to refill; the kitchen equipment among cobwebs and small animals; the absolute absence of road signs indicating the site;...
Italy
roberto
The Sanctuary by Caimeli
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

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"Everything was perfect! Would like to give this Property a 6 Star rating. The staff made you feel like royalty!!"
Sabrina 4-night trip
Posted 3 days ago
Monastero di Cortona Hotel & Spa