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This weekend
Jul 24 - Jul 26
Next weekend
Jul 31 - Aug 2

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Our top choices for Ossaia hotels

Exterior

1. Locanda del Molino

Locanda del Molino
4.0 star property
Cortona
9.6 out of 10, Exceptional, (37 reviews)
"family run business with great hospitality and excellent food"
United Kingdom
stefania
$98 nightly
The price is $117
Jul 30 - Jul 31
Total with taxes and fees
Locanda del Molino
Superior Double Room, Valley View | Bathroom | Shower, rainfall showerhead, free toiletries, hair dryer

2. Hotel Italia

Hotel Italia
3.0 star property
Cortona Old Town
9.0 out of 10, Wonderful, (294 reviews)
"The hotel was well located. Beautiful views. Excellent breakfast. Very personable staff."
United States
Frances
$107 nightly
The price is $124
Aug 21 - Aug 22
Total with taxes and fees
Hotel Italia
Daily continental breakfast for a fee

3. Hotel San Luca

Hotel San Luca
4.0 star property
Cortona Old Town
8.6 out of 10, Excellent, (435 reviews)
"Great stay"
United States
Massimo
$91 nightly
The price is $109
Jul 27 - Jul 28
Total with taxes and fees
Hotel San Luca
Front of property

4. Hotel Villa Marsili

Hotel Villa Marsili
4.0 star property
Cortona Old Town
10.0 out of 10, Exceptional, (333 reviews)
"Great hotel "
United States
fares
$149 nightly
The price is $173
Aug 3 - Aug 4
Total with taxes and fees
Hotel Villa Marsili
Romantic Double Room | Private spa tub

5. Hotel San Michele

Hotel San Michele
4.0 star property
Cortona Old Town
9.2 out of 10, Wonderful, (283 reviews)
"The location is fantastic. Just steps from the shopping and restaurants. The hotel is old fashioned and charming. The bathrooms are in need of an upgrade both fixtures and lighting. But it’s quirky ways also are the very thing that makes it charming. I would ask for a room furthest away from Via Nationale as that street can be loud at night. They have a nice breakfast each morning w an option to eat in the outdoor courtyard. Their sweet staff will bring you speciality coffees to enjoy!"
United States
Anonymous traveler
$138 nightly
The price is $161
Aug 6 - Aug 7
Total with taxes and fees
Hotel San Michele
Front of property

6. Villa Santa Margherita

Villa Santa Margherita
3.0 star property
Cortona Old Town
10.0 out of 10, Exceptional, (23 reviews)
"Perfect place"
Canada
jean-paul
$114 nightly
The price is $131
Aug 1 - Aug 2
Total with taxes and fees
Villa Santa Margherita
Minibar, in-room safe, desk, blackout drapes

7. Relais La Corte dei Papi

Relais La Corte dei Papi
5.0 star property
Cortona
9.6 out of 10, Exceptional, (65 reviews)
"Beautiful with an amazing restaurant. "
United Kingdom
Frithjof
$337 nightly
The price is $380
Jul 28 - Jul 29
Total with taxes and fees
Relais La Corte dei Papi
Outdoor dining

8. Relais Villa Baldelli

Relais Villa Baldelli
4.0 star property
Cortona
9.4 out of 10, Exceptional, (136 reviews)
"Extraordinary property and setting just below Cortona. Exceptional staff and service. Pool was delightful and peaceful. I cant think of another place I would want to stay when visiting the region."
United States
Peter
$109 nightly
The price is $129
Jul 28 - Jul 29
Total with taxes and fees
Relais Villa Baldelli
Rooftop terrace

9. Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa
5.0 star property
Cortona Old Town
10.0 out of 10, Exceptional, (295 reviews)
"Great place to stay"
United States
Mark
$290 nightly
The price is $328
Aug 9 - Aug 10
Total with taxes and fees
Monastero di Cortona Hotel & Spa
Land view from property

10. Locanda agli Amici

Locanda agli Amici
4.0 star property
Cortona
9.8 out of 10, Exceptional, (40 reviews)
"We loved our stay. The hotel is a little gem and Silvia was an amazing host. Highly recommend staying here. Small, quaint rooms, Lovely patio and pool and the breakfast is outstanding."
Canada
Kimberly
$110 nightly
The price is $130
Jul 22 - Jul 23
Total with taxes and fees
Locanda agli Amici
Exterior

11. Villa Borgo San Pietro

Villa Borgo San Pietro
4.0 star property
Cortona
9.4 out of 10, Exceptional, (105 reviews)
"It was an exceptional experience. Clean, quiet, warm, and easy access. The breakfast was delicious and access to Cortona was easy. I would recommend this establishment to any traveler!"
United States
Stephen
$115 nightly
The price is $136
Aug 6 - Aug 7
Total with taxes and fees
Villa Borgo San Pietro
Outdoor pool, sun loungers

12. Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World
5.0 star property
Cortona
9.8 out of 10, Exceptional, (241 reviews)
"Staff was so friendly and the property is beautiful"
United States
Niyome
$617 nightly
The price is $687
Jul 24 - Jul 25
Total with taxes and fees
Villa di Piazzano - Small Luxury Hotel of the World
Front of property

13. Villa Schiatti

Villa Schiatti
4.0 star property
Castiglion Fiorentino
9.0 out of 10, Wonderful, (49 reviews)
"It was a great location with fabulous views. I wish they had more options for liquors and food. The road getting into the property was not easy access due to narrow roads."
United States
Soudabeh
$141 nightly
The price is $160
Jul 28 - Jul 29
Total with taxes and fees
Villa Schiatti
Exterior

14. Equo Suites

Equo Suites
Castiglione del Lago
9.8 out of 10, Exceptional, (12 reviews)
"Wonderful, relaxing place in a great location. Food was excellent, staff helpful and friendly, and the pool was great for relaxing after a day of visiting hill top towns. Will definitely return."
Australia
Alistair
$155 nightly
The price is $175
Jul 23 - Jul 24
Total with taxes and fees
Equo Suites
Bar (on property)

15. Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux
5.0 star property
Cortona
9.4 out of 10, Exceptional, (134 reviews)
"During our recent trip to Italy, we changed our original plan to visit Florence and decided to find a place in Tuscany where we could just relax for the final four nights of our journey. We were lucky to find availability at Il Falconiere, and our stay there more exceeded our expectations."
United States
Marie
$371 nightly
The price is $417
Aug 16 - Aug 17
Total with taxes and fees
Il Falconiere - Relais e Chateaux
Front of property - evening/night

16. Hotel Villa Paradiso

Hotel Villa Paradiso
4.0 star property
Passignano sul Trasimeno
7.6 out of 10, Good, (97 reviews)
$89 nightly
The price is $102
Aug 6 - Aug 7
Total with taxes and fees
Hotel Villa Paradiso
Outdoor pool, sun loungers

17. Cortona Resort - Le Terre Dei Cavalieri

Cortona Resort - Le Terre Dei Cavalieri
Cortona
9.8 out of 10, Exceptional, (75 reviews)
"I will be back again! Lovely place. Restaurant is excellent too!"
United States
Dana
$188 nightly
The price is $213
Jul 27 - Jul 28
Total with taxes and fees
Cortona Resort - Le Terre Dei Cavalieri
Terrace/patio

18. Borgo Tre Rose

Borgo Tre Rose
3.0 star property
Montepulciano
9.0 out of 10, Wonderful, (94 reviews)
"Beautiful location staff amazing and food great"
United Kingdom
Annette
$134 nightly
The price is $152
Aug 12 - Aug 13
Total with taxes and fees
Borgo Tre Rose
Terrace/patio

19. Park Hotel Montigeto

Park Hotel Montigeto
3.0 star property
Passignano sul Trasimeno
8.8 out of 10, Excellent, (32 reviews)
"We used this Hotel as a stop over for one night on our travels around Europe. We are British, they spoke perfect English and made us feel welcome. The rooms and en suits were large with a safe, hairdryer etc everything that top hotels offer. Reserved us a table at the best restaurant on the lake which was some of the best food and wine ever tasted. The breakfast was great at the hotel so all together one of our best stops. It’s worth taking a swimming cap if you choose to use the pool and be...
United Kingdom
Helen
$106 nightly
The price is $120
Jul 27 - Jul 28
Total with taxes and fees
Park Hotel Montigeto
Glamour Eco-suite (+ SPA) | Minibar, blackout drapes, WiFi (free), bed sheets

20. I Capricci di Merion Resort & Spa

I Capricci di Merion Resort & Spa
Tuoro sul Trasimeno
9.8 out of 10, Exceptional, (52 reviews)
"Beautiful property and surroundings. Serene and relaxing. Highly recommended."
United States
Israel
$245 nightly
The price is $269
Jul 22 - Jul 23
Total with taxes and fees
I Capricci di Merion Resort & Spa
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

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

10/10 Excellent
"Magical location, pools, staff, property."
Julian 2-night trip
Posted 2 days ago
Precise Tale Poggio Alla Sala

More cheap stays in Ossaia

Hotel La Terrazza di Montepulciano

Hotel La Terrazza di Montepulciano

Via Pié al Sasso 16 Montepulciano SI
$114 nightly
The price is $130 total per night from Aug 3 to Aug 4
$130 total
Aug 3 - Aug 4
Total with taxes and fees
9.4/10 Exceptional! (210 reviews)

Frequently asked questions

When is the best time to go to Ossaia?
The best time to go to Ossaia, Tuscany, is during the spring (April to June) and fall (September to October) months.

Spring offers pleasant temperatures, ideal for exploring the Tuscan countryside, visiting vineyards, and enjoying outdoor activities without the heat of summer. The landscapes are lush and green, and wildflowers are in bloom, creating beautiful scenery. This period is particularly good for couples seeking a romantic getaway, with opportunities for leisurely drives and al fresco dining.

Fall provides a similar experience with comfortable temperatures, and it's also harvest season, especially for grapes and olives. This means you can experience local festivals and enjoy fresh, seasonal produce.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Ossaia.
How much is the nightly rate at a Ossaia hotel?
Prices for hotels in Ossaia often vary, but you can find a great deal from $95 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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