Top 10 Hotels in Ossaia from NT$2,585 - Competitive Prices

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Our top choices for Ossaia hotels

A grand banquet hall with ornate ceiling, long tables set for a formal event, and elaborate floral centerpieces.

A historic stone building with arched doorways and a courtyard at twilight.

A long banquet table with gold candelabras, white flowers, and gold tableware.

A large pool with a curved edge, surrounded by a courtyard with a building featuring arched windows and columns.

1. Relais La Corte dei Papi

Cortona

Frithjof

NT$12,267

NT$13,788 total

includes taxes & fees

Sep 16 - Sep 17

A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a stone building in the background.

A hallway with a checkered floor, arched windows, and a chandelier.

A large estate with a swimming pool, surrounded by lush greenery and hills.

A buffet with various food items, a vase of flowers, and a mirror reflecting the room.

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

Cortona

Rushab

NT$18,990

NT$21,183 total

includes taxes & fees

Oct 1 - Oct 2

A terrace with sun loungers, stone walls, and potted plants.

A spacious lobby with a high ceiling, a grand chandelier, and a staircase leading to an upper level.

A narrow hallway with a stone wall and a clock.

A historic town with traditional architecture, a central courtyard with a swimming pool, and a view of distant mountains.

3. Monastero di Cortona Hotel & Spa

Cortona Old Town

Gennadiy

NT$11,240

NT$12,658 total

includes taxes & fees

Sep 13 - Sep 14

A gazebo with a glass enclosure, surrounded by potted plants and wicker furniture, overlooking a scenic landscape.

A spacious, well-lit restaurant with large windows, wooden tables, and potted plants.

A person in a swimming pool with a view of trees and mountains through a window.

A stone building with a red awning, potted plants, and a staircase leading to the entrance.

4. Il Falconiere - Relais e Chateaux

Cortona

Qingwen

NT$17,048

NT$19,046 total

includes taxes & fees

Sep 29 - Sep 30

A view of a historic building with a green dome through a window, with candles and rolled towels on the windowsill.

A bedroom with a stone wall, a bed with a headboard, a desk with a computer, a chair, a window with a view, and a ceiling with exposed beams.

A lobby with a reception desk, a fireplace, and a large arched doorway leading outside.

A historic stone building with a sign reading "Hotel Italia."

5. Hotel Italia

Cortona Old Town

Frances

NT$4,253

NT$4,862 total

includes taxes & fees

Oct 7 - Oct 8

A stone building with a rustic charm, featuring a welcoming entrance and a small outdoor seating area.

A stone building with a rustic exterior, a wooden door, and a sign that reads "MOLINO".

A restaurant with a long communal table, wooden chairs, stone walls, and various kitchen utensils displayed on the walls.

A cozy living room with a fireplace, a sofa, a dining table, and various decorative items.

6. Locanda del Molino

Cortona

Christopher

NT$2,740

NT$3,308 total

includes taxes & fees

Oct 1 - Oct 2

A building with multiple floors, a staircase leading to the entrance, and a small garden area with a palm tree and bushes.

A spacious room with a fireplace, multiple seating areas, and large windows allowing natural light.

A multi-story building with a rooftop terrace featuring outdoor seating and umbrellas.

A buffet table with various food items, including cookies, pastries, and dairy products, with labels indicating gluten-free options.

7. Villa Santa Margherita

Cortona Old Town

George F

NT$3,367

NT$4,439 total

includes taxes & fees

Sep 18 - Sep 19

A building with a stone pathway leading to an arched entrance, flanked by potted plants and lit by ground lights.

A table set for a tea service with a tiered tray of pastries, a teapot, and various cups and saucers.

A hotel room with a fireplace, two armchairs, a bed, and a dresser.

An outdoor dining area with tables and chairs, a garden with a lawn and potted plants, and a building with multiple windows and balconies.

8. Hotel Villa Marsili

Cortona Old Town

fares

NT$6,494

NT$7,438 total

includes taxes & fees

Oct 2 - Oct 3

A tranquil sunset over a calm body of water with a gazebo structure in the foreground.

A cozy bedroom with a large bed, two armchairs, a small table with a teapot, and a window with a view of trees.

A large building with a tiled roof, surrounded by grapevines and a hay bale in a field.

A building with a rustic facade, a door with shutters, and a small outdoor seating area under a vine-covered archway.

9. Cortona Resort - Le Terre Dei Cavalieri

Cortona

Dana

NT$4,034

NT$4,622 total

includes taxes & fees

Sep 30 - Oct 1

A stone building with outdoor seating and a fountain.

A stone building with a tiled roof, a small window, and a metal fence.

A bedroom with a bed, a dining table, and a TV. There is a balcony with a view of greenery.

A stone building with multiple windows and a courtyard.

10. Villa Borgo San Pietro

Cortona

Olga

NT$3,761

NT$4,431 total

includes taxes & fees

Oct 4 - Oct 5

A dining area with a table and chairs, large windows with curtains, and a view of a landscape.

A hotel room with a large bed, a bedside table with a lamp, a mirror, and a framed picture on the wall.

A window view of a town with buildings, trees, and parked cars.

A reception area with a wooden console table, two wall clocks, and a staircase leading to an upper level.

11. Hotel San Luca

Cortona Old Town

Massimo

NT$2,753

NT$3,322 total

includes taxes & fees

Oct 2 - Oct 3

A rustic outdoor dining area with stone walls, a table, and wicker chairs.

A bedroom with a large bed, wooden ceiling beams, a window with a view of greenery, and a small table with a bowl.

A stone building with a large arched doorway, surrounded by greenery and a hillside in the background.

A stone pathway leading through an arched stone structure, surrounded by greenery and a lamp post.

12. Relais Villa Baldelli

Cortona

Peter

NT$4,140

NT$4,848 total

includes taxes & fees

Sep 28 - Sep 29

A brick building with a sign reading "SVETONI Wine Resort" at its entrance.

A rectangular swimming pool with a well-maintained lawn and lounge chairs around it.

A hotel room with a large bed, a bedside table with a lamp, a bench, and framed pictures on the wall.

A courtyard with a central water feature, stone walls, and seating areas.

13. Villa Svetoni Wine Resort

Montepulciano

Julia

NT$9,833

NT$10,963 total

includes taxes & fees

Sep 23 - Sep 24

A couple in a hot tub with a cityscape view through large windows.

A bathroom with a bathtub, a table with a vase of flowers, and a view of the countryside through a window.

A room with a large window, a vase of red flowers, and a white umbrella outside.

A balcony with terracotta pots of flowers, a view of a rural landscape, and a stone building with a tiled roof.

14. Hotel San Michele

Cortona Old Town

Tala

NT$4,973

NT$5,764 total

includes taxes & fees

Oct 8 - Oct 9

15. Agriturismo Parco Fiorito

Tuoro sul Trasimeno

Anonymous traveler

NT$3,616

NT$5,506 total

includes taxes & fees

Sep 19 - Sep 20

An outdoor dining area with round tables, white chairs, and a variety of dishes and drinks.

A rectangular swimming pool with a stone border, surrounded by a grassy lawn and trees.

A modern kitchen with a coffee machine, a refrigerator, and a dining area with two round tables and wicker chairs.

A hallway with a wooden door, a console table with a vase and a framed picture, and a red rug.

16. Park Hotel Montigeto

Passignano sul Trasimeno

"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...

Helen

NT$3,124

NT$3,546 total

includes taxes & fees

Sep 8 - Sep 9

A historic building with a courtyard, surrounded by lush greenery and trees.

A bedroom with a bed, bedside lamps, a window, and a rustic wooden ceiling.

A living room with a sofa, two armchairs, a floor lamp, a radiator, a window with curtains, a cabinet, and framed pictures on the wall.

A well-maintained garden with tall cypress trees, a lawn, and a building with a tiled roof.

17. Equo Suites

Castiglione del Lago

Alistair

NT$4,225

NT$4,795 total

includes taxes & fees

Oct 5 - Oct 6

A stone building with a courtyard, outdoor seating, and a view of the landscape.

A garden with a stone pathway, a wooden barrel, and a view of the countryside.

A wine cellar with wooden barrels, shelves of wine bottles, and a brick archway.

A dining table set for two with a view of a sunset over a landscape.

18. Villa Schiatti

Castiglion Fiorentino

Soudabeh

NT$5,084

NT$5,740 total

includes taxes & fees

Sep 22 - Sep 23

A person relaxing in a hot tub with a view of a pool and outdoor seating area.

A view from a window with a brick wall and wooden frame, overlooking a green landscape with trees and a clear sky.

An aerial view of a resort with a swimming pool, lounge chairs, and a bar area.

An outdoor dining area with brick columns, metal chairs, and tables set for a meal.

19. Locanda Poggioleone

Castiglione del Lago

Thomas

NT$4,373

NT$4,957 total

includes taxes & fees

Sep 8 - Sep 9

An outdoor dining area with a table set with food and wine, surrounded by outdoor seating and a large house in the background.

A courtyard with a brick building, surrounded by well-maintained lawns and potted plants.

A pool surrounded by neatly trimmed hedges and a row of sun loungers.

A poolside dining setup with tables and chairs, a pool, and a sunset in the background.

20. Borgo Tre Rose

Montepulciano

Nathan

NT$4,447

NT$5,039 total

includes taxes & fees

Oct 7 - Oct 8

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Top Ossaia Hotel Reviews

Hotel Continentale

8/10 Good

"Great location! Lovely rooftop terrace. No restaurant option on the property. Continental breakfast available. Bar service sporadic. Our power went out one day, but they were able to quickly fix."

Monastero di Cortona Hotel & Spa

10/10 Excellent

"Fantastic hotel, great staff, and great location One draw back was being charged for the hotel spa (Turkish bath, Sauna, Steam Room) it was €30 per person which isn’t terrible. But really should just be included with the amenities of the hotel Other than that it’s a great stay! Recommendation: Email about parking prior to arriving or don’t rent a car. Limited parking and saying the streets are narrow is an understatement"

Il Falconiere - Relais e Chateaux

10/10 Excellent

"This is an incredibly beautiful and charming place to stay. We loved our time here. It was perfect"

Villa Tiberini Wine Relais

10/10 Excellent

"A beautiful location to stay for days it's equipped with everything you need. The rooms are beautiful and we have never had a better bed then this one. You will sleep like a baby the location is so peaceful. Make sure you hit all the hidden gems in the area"

Precise Tale Poggio Alla Sala

10/10 Excellent

"Incredible stay in a beautiful location. The staff were amazing and the hospitality was top tier. We will most definitely be back. The recommendations given were brilliant and the room was stunning along with the rest of the hotel. We didn’t dine in the restaurant but our breakfast each morning was also wonderful."

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent

"Such a fantastic property, the most amazing food and great surroundings. Just a thoroughly lovely experience."

Nuovo Etruria Resort

10/10 Excellent

"We had a lovely 3 night stay The pool area is just what’s needed to cool off in the afternoon The staff are friendly and helpful, it feels family run and they try to help wherever possible We walked into the old town from the hotel, it’s a steep walk uphill but if you have trouble walking I would recommend a vehicle The surrounding area is stunning Breakfast was good with options of hot and cold The bedroom was very clean, the bed was a little firm for my preference Highly Recommended"

Relais Villa Grazianella - UNA Esperienze

10/10 Excellent

"Unforgetable experience in the middle of wine country in Tuscany. Higly recommended. the view from the property is amazing. Excellent full breakfast and clean rooms. Only minor complain is the air conditioning in a very hot august months."

Poggio Paradiso Resort & Spa

10/10 Excellent

"."

More cheap stays in Ossaia

Hotel La Terrazza di Montepulciano

Via Pié al Sasso 16 Montepulciano SI

NT$3,675

NT$4,189 total

Sep 13 - Sep 14

includes taxes & fees

9.4/10 Exceptional! (211 reviews)

Locanda Granducato

località paccianese 48 Chiusi SI

NT$4,495

NT$5,018 total

Sep 8 - Sep 9

includes taxes & fees

La Locanda di Casalmustia

Piazza della Pieve 3 Trequanda SI

Get rates

8.6/10 Excellent! (44 reviews)

Hotel Sangallo

Via Dei Fiori 30 Montepulciano SI

Get rates

8/10 Very Good! (59 reviews)

Residence Peloni

Via Polidori 50 Arezzo AR

Get rates

Agriturismo Godiolo

VIA DI MARTIENA 24 Montepulciano SI

Get rates

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 Precise Tale Poggio Alla Sala and Monastero di Cortona Hotel & Spa. 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 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. Precise Tale Poggio Alla Sala and Monastero di Cortona Hotel & Spa 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 Isola Maggiore. You'll also find Passignano sul Trasimeno Marina and Sualzo Beach 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.

Find hotels in Ossaia from NT$2,585

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Ossaia

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Ossaia hotels

1. Relais La Corte dei Papi

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

3. Monastero di Cortona Hotel & Spa

4. Il Falconiere - Relais e Chateaux

5. Hotel Italia

6. Locanda del Molino

7. Villa Santa Margherita

8. Hotel Villa Marsili

9. Cortona Resort - Le Terre Dei Cavalieri

10. Villa Borgo San Pietro

11. Hotel San Luca

12. Relais Villa Baldelli

13. Villa Svetoni Wine Resort

14. Hotel San Michele

15. Agriturismo Parco Fiorito

16. Park Hotel Montigeto

17. Equo Suites

18. Villa Schiatti

19. Locanda Poggioleone

20. Borgo Tre Rose

Top Ossaia Hotel Reviews

Hotel Continentale

Monastero di Cortona Hotel & Spa

Il Falconiere - Relais e Chateaux

Villa Tiberini Wine Relais

Precise Tale Poggio Alla Sala

Villa di Piazzano - Small Luxury Hotel of the World

Nuovo Etruria Resort

Relais Villa Grazianella - UNA Esperienze

Poggio Paradiso Resort & Spa

More cheap stays in Ossaia

Hotel La Terrazza di Montepulciano

Locanda Granducato

La Locanda di Casalmustia

Hotel Sangallo

Residence Peloni

Agriturismo Godiolo

Frequently asked questions

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