Ossaia Hotels from S$99

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Check prices for these dates

Tonight
25 Dec - 26 Dec
Tomorrow
26 Dec - 27 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

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Our top choices for Ossaia hotels

Exterior
Palazzo Pio III

Palazzo Pio III

Palazzo Pio III
Sarteano
10.0 out of 10, Exceptional, (3)
"Great stay at this hotel. Amazing breakfast and very warm welcome. I highly recommend Palazzo Pio III! Everything was perfect!"
Canada
Geneviève
Palazzo Pio III
Terrace/patio
La Gustea Hotel & Cucina

La Gustea Hotel & Cucina

La Gustea Hotel & Cucina
4.0 star property
Sarteano
9.0 out of 10, Wonderful, (37)
"The staff was friendly and helpful"
United States
carol
La Gustea Hotel & Cucina
Front of property
Hotel Rosati

Hotel Rosati

Hotel Rosati
3.0 star property
Chiusi
8.4 out of 10, Very good, (45)
"Perfect. Perfect. "
Canada
Andrei
Hotel Rosati
Property grounds
Villa Hotel del Sole

Villa Hotel del Sole

Villa Hotel del Sole
3.0 star property
Chiusi
8.6 out of 10, Excellent, (28)
"Clean, great location off the highway and very friendly staff. "
Canada
Leonardo
The price is S$124
includes taxes & fees
24 Jan - 25 Jan, 2026
Villa Hotel del Sole
Terrace/patio
Hotel Monica

Hotel Monica

Hotel Monica
3.0 star property
Chianciano Terme
7.8 out of 10, Good, (28)
"Clean hotel. Area around is run down "
United States
ELVIRA
The price is S$89
includes taxes & fees
8 Jan - 9 Jan, 2026
Hotel Monica
Exterior
Palazzo Belvedere Chianciano Terme

Palazzo Belvedere Chianciano Terme

Palazzo Belvedere Chianciano Terme
Chianciano Terme
10.0 out of 10, Exceptional, (3)
"La camera è un po' fredda, ma c'è il condizionatore che permette di regolare la temperatura. Il personale è cortese e disponibile. Ottima struttura."
Italy
Francesca
The price is S$99
includes taxes & fees
11 Jan - 12 Jan, 2026
Palazzo Belvedere Chianciano Terme
Garden
Grand Hotel Milano

Grand Hotel Milano

Grand Hotel Milano
4.0 star property
Chianciano Terme
8.0 out of 10, Very good, (45)
"."
Italy
Andrea
The price is S$188
includes taxes & fees
27 Dec - 28 Dec
Grand Hotel Milano
Local cuisine
Grand Hotel Terme

Grand Hotel Terme

Grand Hotel Terme
4.0 star property
Chianciano Terme
8.0 out of 10, Very good, (63)
"Old but maintained well. Quiet and easy"
United States
Amy
The price is S$128
includes taxes & fees
7 Jan - 8 Jan, 2026
Grand Hotel Terme
Breakfast, lunch, dinner served; Regional cuisine
Albergo Angiolino

Albergo Angiolino

Albergo Angiolino
3.0 star property
Chianciano Terme
8.8 out of 10, Excellent, (85)
"Breakfast was lovely with kind service. "
United States
Shay
The price is S$135
includes taxes & fees
17 Jan - 18 Jan, 2026
Albergo Angiolino
Exterior
Grand Hotel Excelsior

Grand Hotel Excelsior

Grand Hotel Excelsior
4.0 star property
Chianciano Terme
8.4 out of 10, Very good, (79)
"The front hotel staff was excellent! The hotel was nice and a great place to stay!"
United States
Colette
Grand Hotel Excelsior
Couples treatment room(s), sauna, hot tub, steam room
Grand Hotel Admiral Palace

Grand Hotel Admiral Palace

Grand Hotel Admiral Palace
4.0 star property
Chianciano Terme
8.2 out of 10, Very good, (307)
"The staff was very helpful and nice. Safe neighborhood and quiet."
United States
Anteneh
The price is S$132
includes taxes & fees
6 Jan - 7 Jan, 2026
Grand Hotel Admiral Palace
Property grounds
Residenza Dei Ricci Relais

Residenza Dei Ricci Relais

Residenza Dei Ricci Relais
Chiusi
10.0 out of 10, Exceptional, (36)
"Great breakfast and very comfortable bed"
United States
Mitchell
Residenza Dei Ricci Relais
Reception
Hotel Montecarlo

Hotel Montecarlo

Hotel Montecarlo
3.0 star property
Chianciano Terme
8.6 out of 10, Excellent, (103)
"Tutto bene "
Italy
Leonardo
The price is S$201
includes taxes & fees
28 Dec - 29 Dec
Hotel Montecarlo
Lobby sitting area
Albergo Villa Gaia

Albergo Villa Gaia

Albergo Villa Gaia
Chianciano Terme
10.0 out of 10, Exceptional, (4)
"Really enjoyed our stay here. "
United States
Benjamin
The price is S$139
includes taxes & fees
14 Jan - 15 Jan, 2026
Albergo Villa Gaia
Property entrance
Hotel Perugina

Hotel Perugina

Hotel Perugina
3.0 star property
Chianciano Terme
8.2 out of 10, Very good, (182)
"The stay was good but you could hear people talking and laughing above , beside and below quite clearly."
Canada
Nicholas
The price is S$66
includes taxes & fees
29 Dec - 30 Dec
Hotel Perugina
Indoor pool
Hotel Villa Ricci

Hotel Villa Ricci

Hotel Villa Ricci
3.0 star property
Chianciano Terme
8.2 out of 10, Very good, (223)
"The hotel was nice. Clean rooms with a balcony where we saw a beautiful sunrise. Breakfast was really nice with lots of choice. Good parking and a nice area."
United States
Sushil
Hotel Villa Ricci
Seasonal outdoor pool, pool loungers
Al Giardino degli Etruschi

Al Giardino degli Etruschi

Al Giardino degli Etruschi
Chiusi
9.8 out of 10, Exceptional, (35)
"Beautiful place to visit. Wonderful attentive hosts Chickens very entertaining. Loved it here"
United States
Susan
Al Giardino degli Etruschi
Minibar, in-room safe, desk, blackout curtains
Hotel I Due Cigni

Hotel I Due Cigni

Hotel I Due Cigni
3.0 star property
Montepulciano
9.4 out of 10, Exceptional, (432)
"Hotel was clean and owners were very friendly and helpful with getting around."
Canada
Douglas F.
Hotel I Due Cigni
Seasonal outdoor pool, pool umbrellas, pool loungers
Porsenna Resort

Porsenna Resort

Porsenna Resort
Castiglione del Lago
9.4 out of 10, Exceptional, (46)
"Beautiful view and beautiful place to be out of town. "
United States
norma
The price is S$177
includes taxes & fees
27 Dec - 28 Dec
Porsenna Resort
Indoor pool, open 9:00 AM to midnight, pool loungers
Albergo San Biagio

Albergo San Biagio

Albergo San Biagio
3.0 star property
Montepulciano
8.6 out of 10, Excellent, (201)
"Great place to stay"
Canada
Robert
The price is S$902
includes taxes & fees
31 Dec - 1 Jan, 2026
Albergo San Biagio
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 7 days ago
Monastero di Cortona Hotel & Spa

More cheap stays in Ossaia

Hotel La Terrazza di Montepulciano

Hotel La Terrazza di Montepulciano

Via Pié al Sasso 16 Montepulciano SI
The price is S$172 per night from 28 Dec to 29 Dec
S$172
28 Dec - 29 Dec
includes taxes & fees
9.2/10 Wonderful! (196 reviews)

Frequently asked questions

Where is the best place for a stay in Ossaia?
Located 18 mi (29 km) from the heart of Ossaia, A Point Arezzo Park Hotel is a top choice for your stay, based on our traveller data. Two other choices for your trip to the area are Monastero di Cortona Hotel & Spa and Relais Villa Grazianella - UNA Esperienze. See all available top hotels, or vacation rentals in Ossaia.
If I need to cancel my hotel reservation in Ossaia, will I receive a refund?
Yes! You'll find that most hotel reservations are fully refundable provided that you cancel before the accommodation's cancellation deadline, which is often 24 or 48 hours before your arrival date. If your reservation is non-refundable, you might be able to still cancel and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Ossaia.
What are some hotels with pools in Ossaia?
A Point Arezzo Park Hotel: Features 2 restaurants, a seasonal outdoor pool and a full-service spa. Monastero di Cortona Hotel & Spa and Relais Villa Grazianella - UNA Esperienze are a couple of other choices that offer an on-site pool. View all hotels with pools in Ossaia.
What is staying in Ossaia like?
Travellers to Ossaia will find plenty to explore and enjoy. In Ossaia, there are 15 hotels and other accommodation options to choose from. Find out more about Ossaia.
What should I see while I'm in Ossaia?
Places to visit in the wider area include Giuseppe Garibaldi Memorial, Villa Bramasole and Piazza della Repubblica. You'll also find Signorelli Theatre and La Braccesca Winery in the area. Take a look at what more there is to see and do in Expedia's Ossaia guide.
What's the seasonal weather like in Ossaia?
The hottest months are usually August and July, with an average temperature of 22°C, while the coldest months are January and February, with an average of 6°C. Average annual precipitation for Ossaia is 906 mm.

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