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Our top choices for Ossaia hotels

Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort
5.0 star property
Trequanda
9.8 out of 10, Exceptional, (106 reviews)
"The location is sublime and the facility is AMAZING"
United States
Steven
The price is AED 913
AED 1,017 total
includes taxes & fees
4 Jun - 5 Jun
Borgo Sant'Ambrogio Resort

Albergo San Biagio

Albergo San Biagio
3.0 star property
Montepulciano
8.8 out of 10, Excellent, (214 reviews)
"Great place to stay"
Canada
Robert
The price is AED 277
AED 322 total
includes taxes & fees
21 May - 22 May
Albergo San Biagio

Villa Tiberini Wine Relais

Villa Tiberini Wine Relais
Torrita di Siena
The price is AED 818
AED 909 total
includes taxes & fees
23 May - 24 May
Villa Tiberini Wine Relais

Fondaco del Moro

Fondaco del Moro
Civitella in Val di Chiana
9.6 out of 10, Exceptional, (41 reviews)
"amazing property in quite location"
United Kingdom
Khalil
The price is AED 259
AED 284 total
includes taxes & fees
11 May - 12 May
Fondaco del Moro

Locanda del Molino

Locanda del Molino
4.0 star property
Cortona
9.6 out of 10, Exceptional, (36 reviews)
"family run business with great hospitality and excellent food"
United Kingdom
stefania
The price is AED 372
AED 444 total
includes taxes & fees
21 May - 22 May
Locanda del Molino

VioVillas Agriturismo Glamping Arezzo

VioVillas Agriturismo Glamping Arezzo
Arezzo
The price is AED 360
AED 422 total
includes taxes & fees
13 May - 14 May
VioVillas Agriturismo Glamping Arezzo

Cortona Resort - Le Terre Dei Cavalieri

Cortona Resort - Le Terre Dei Cavalieri
Cortona
9.8 out of 10, Exceptional, (72 reviews)
"I will be back again! Lovely place. Restaurant is excellent too!"
United States
Dana
The price is AED 481
AED 551 total
includes taxes & fees
28 May - 29 May
Cortona Resort - Le Terre Dei Cavalieri

La Torre ai Mari

La Torre ai Mari
3.0 star property
Sarteano
9.6 out of 10, Exceptional, (28 reviews)
"The owner is very nice, the place is clean and quiet. Small but nice pool, great for hot days. No aircon and need of a car to eat (restaurant is closed) are the only two minor items."
Spain
Marco
The price is AED 433
AED 494 total
includes taxes & fees
3 Jun - 4 Jun
La Torre ai Mari

Palazzo Brandano

Palazzo Brandano
Trequanda
9.6 out of 10, Exceptional, (85 reviews)
"A beautiful place! Breathtaking "
United States
Anabel
The price is AED 377
AED 428 total
includes taxes & fees
13 May - 14 May
Palazzo Brandano

Residenza Dei Ricci Relais

Residenza Dei Ricci Relais
Chiusi
10.0 out of 10, Exceptional, (38 reviews)
"Very nice B&B"
United States
chi
The price is AED 592
AED 677 total
includes taxes & fees
11 May - 12 May
Residenza Dei Ricci Relais

Hotel Villa Paradiso

Hotel Villa Paradiso
4.0 star property
Passignano sul Trasimeno
7.6 out of 10, Good, (91 reviews)
"Stayed for 3 Nights really nice little place slightly expensive on the drinks though, the staff were lovely, it’s a shame they don’t have WI-Fi in the Bedrooms something the hotel should consider "
United Kingdom
Serena
The price is AED 334
AED 385 total
includes taxes & fees
7 Jun - 8 Jun
Hotel Villa Paradiso

Villa Schiatti

Villa Schiatti
4.0 star property
Castiglion Fiorentino
9.0 out of 10, Wonderful, (46 reviews)
"Incrível!!!! Desde o atendimento, caloroso e simpático, até o café da manhã!"
Brazil
otavio luiz
The price is AED 574
AED 648 total
includes taxes & fees
28 May - 29 May
Villa Schiatti

Albergo Villa Gaia

Albergo Villa Gaia
Chianciano Terme
10.0 out of 10, Exceptional, (4 reviews)
"Really enjoyed our stay here. "
United States
Benjamin
The price is AED 238
AED 389 total
includes taxes & fees
25 May - 26 May
Albergo Villa Gaia

Hotel Boutique Castiglione del Lago

Hotel Boutique Castiglione del Lago
4.0 star property
Contrada Castello
9.8 out of 10, Exceptional, (47 reviews)
"Paolo and his family were wonderful hosts. Mateo made sure our parking location was ok and took our bags from parking area to hotel. Large, clean room. Very convenient location. Easy walking around town. Wonderful breakfast"
United States
Lawrence
The price is AED 404
AED 466 total
includes taxes & fees
11 May - 12 May
Hotel Boutique Castiglione del Lago

Hotel Panoramic Montepulciano

Hotel Panoramic Montepulciano
3.0 star property
Montepulciano
8.8 out of 10, Excellent, (251 reviews)
"Hidden gem! Place was so beautiful with breathtaking views. Pool area was great and rooms were so nice with balconies. Breakfast was also great. Highly recommend "
United States
Giti
The price is AED 195
AED 398 total
includes taxes & fees
11 May - 12 May
Hotel Panoramic Montepulciano

Podere La Rocca

Podere La Rocca
Montepulciano
9.8 out of 10, Exceptional, (97 reviews)
"Awesome.place to be and Antonio is a star at the restaurant."
United Kingdom
Marco
The price is AED 531
AED 602 total
includes taxes & fees
11 May - 12 May
Podere La Rocca

Le Tre Isole

Le Tre Isole
3.0 star property
Magione
8.0 out of 10, Very Good, (39 reviews)
"Wonderful place to stay. Very nice people, great rooms and facilities. Close to everything nearby: cities, restaurants, beach. Delicious breakfast is presented with kindness and care. We highly recommend staying at Le Tre Isole."
Italy
William
The price is AED 350
AED 403 total
includes taxes & fees
10 May - 11 May
Le Tre Isole

B&B Il Casale di Sandra

B&B Il Casale di Sandra
Chiusi
10.0 out of 10, Exceptional, (1 review)
"An amazing property with absolutely lovely hosts. The room was clean and comfortable and the breakfast was delicious. There was also a big shed where I was able to park my bike packing bike. Thank you again!"
Canada
Vincent
The price is AED 334
AED 406 total
includes taxes & fees
10 May - 11 May
B&B Il Casale di Sandra

Hotel Le Capanne

Hotel Le Capanne
3.0 star property
Arezzo
9.4 out of 10, Exceptional, (57 reviews)
"A very nice stay. Friendly and helpfull staff. Very nice Pool. Good breakfast outside. "
United States
Georg
The price is AED 469
AED 542 total
includes taxes & fees
18 May - 19 May
Hotel Le Capanne

Santa Caterina Hotel & Bike

Santa Caterina Hotel & Bike
3.0 star property
Chianciano Terme
9.6 out of 10, Exceptional, (98 reviews)
"Used as an overnight stop to S Italy, this hotel was very convenient for the A1 and excellent value for money. The owner/manager is welcoming, helpful and speaks good English. Generous breakfast with delicious fresh pasties made by the owners brother."
United Kingdom
M Roderick
The price is AED 292
AED 335 total
includes taxes & fees
10 May - 11 May
Santa Caterina Hotel & Bike
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Frequently asked questions

Where is the best place for a stay in Ossaia?
Located 2.1 mi (3.4 km) from the heart of Ossaia, Villa di Piazzano - Small Luxury Hotel of the World is a top choice for your stay based on our traveler data. Other good choices for your visit to the area are Monastero di Cortona Hotel & Spa and Precise Tale Poggio Alla Sala. See all available top hotels, or vacation rentals in Ossaia.
What are some of the best vacation home rentals that Ossaia has to offer?
INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING: This vacation home rental near Ossaia is located in the city center and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a terrace, a garden, and a selection of books so you can immerse yourself in your vacation. See all 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 room reservations are fully refundable if cancelled before the accommodation's cancellation deadline, which is usually within 24-48 hours of check in. If your reservation is non-refundable, it might still be possible to cancel it and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Ossaia.
Where can I learn more about changing or cancelling my trip to Ossaia?
For additional details about rescheduling or cancelling your trip to Ossaia, click here.
What are some hotels with pools in Ossaia?
Villa di Piazzano - Small Luxury Hotel of the World: Features a snack bar/deli, an outdoor pool, and free self parking. Monastero di Cortona Hotel & Spa and Precise Tale Poggio Alla Sala are a couple of other choices that feature an onsite pool. View all hotels with pools in Ossaia.
What is the best hotel near Peretola Airport (FLR)?
Hotel Cosmopolitan is a popular 4-star hotel featuring free WiFi and a bar. It's located a short 0.7 mi (1.2 km) from Peretola Airport. Other good choices close to the airport are Best Western Plus CHC Florence and Hotel Mirage.
What is staying in Ossaia like?
Travelers to Ossaia will find plenty to explore and enjoy. In Ossaia, there are 13 hotels and other accommodations to choose from. Find out more about Ossaia.
What are the top places to visit in Ossaia?
Places to visit in the wider area include Villa Bramasole, Piazza della Repubblica, and La Braccesca Winery. You'll also find Isola Maggiore and Palazzo della Corgna in the area. Check out what more to see and do in Expedia's Ossaia guide.
What's the weather like in Ossaia?
The hottest months are usually August and July with an average temp of 71°F, while the coldest months are January and February with an average of 42°F. Average annual precipitation for Ossaia is 36 inches.