Top 10 Hotels in Ossaia from ￥10,081 - Competitive Prices

Q: 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. Nuovo Etruria Resort and Precise Tale Poggio Alla Sala are a couple of other choices that feature an onsite pool. View all hotels with pools in Ossaia .

Q: 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 Tennis Club Castiglionese in the area. Check out what more to see and do in Expedia's Ossaia guide .

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Our top choices for Ossaia hotels

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

1. Monastero di Cortona Hotel & Spa

Cortona Old Town

Stephanie

￥42,853 total

includes taxes & fees

Nov 29 - Nov 30

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

2. Hotel Italia

Cortona Old Town

Fernando

￥19,727 total

includes taxes & fees

Dec 8 - Dec 9

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

3. Il Falconiere - Relais e Chateaux

Cortona

kimberly

￥65,806 total

includes taxes & fees

Nov 14 - Nov 15

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

4. Equo Suites

Castiglione del Lago

Sleiman

￥19,626 total

includes taxes & fees

Nov 10 - Nov 11

An outdoor seating area with tables and chairs, potted plants, and a view of the sea.

5. Villa Santa Margherita

Cortona Old Town

George F

￥21,687 total

includes taxes & fees

Nov 14 - Nov 15

A waterfront hotel with a swimming pool, a boat dock, and a view of the water.

6. Hotel Lidò

Passignano sul Trasimeno

Brian

￥17,490 total

includes taxes & fees

Dec 9 - Dec 10

A bedroom with a bed, a chair, a table with a candle, and a wardrobe.

7. Cortona Resort Spa

Cortona

Candice

￥27,284 total

includes taxes & fees

Nov 9 - Nov 10

A person in a white robe standing by a window with a view of mountains.

8. Locanda agli Amici

Cortona

David

￥18,318 total

includes taxes & fees

Dec 1 - Dec 2

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

9. Relais La Corte dei Papi

Cortona

Frithjof

￥56,847 total

includes taxes & fees

Nov 16 - Nov 17

A courtyard with stone buildings, a gravel path, and potted plants.

10. B&B San Francesco

Cortona Old Town

Esther

￥16,848 total

includes taxes & fees

Nov 16 - Nov 17

A cozy wooden cabin room with a bed, pillows, a TV, and a view of the outdoors.

11. I Capricci di Merion Resort & Spa

Tuoro sul Trasimeno

Israel

￥27,657 total

includes taxes & fees

Nov 11 - Nov 12

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

12. Locanda del Molino

Cortona

Rochelle

￥13,971 total

includes taxes & fees

Nov 19 - Nov 20

A swimming pool with lounge chairs and umbrellas, surrounded by greenery and trees.

13. Country House Podere Casorbica

Cortona

Kristie

￥12,926 total

includes taxes & fees

Nov 26 - Nov 27

A courtyard with stone buildings, a wooden staircase, and a grassy area with stepping stones.

14. Casale l'Antico Carro

Cortona

l thoma

￥21,545 total

includes taxes & fees

Nov 10 - Nov 11

A modern hotel lobby with a reception desk, seating area, and a large plant.

15. Hotel Park

Castiglion Fiorentino

Karen

￥18,985 total

includes taxes & fees

Nov 9 - Nov 10

A rooftop patio with outdoor furniture, potted plants, and a stone wall.

16. Casa Kita

Cortona Old Town

Joy

￥16,699 total

includes taxes & fees

Dec 1 - Dec 2

A window with a view of a body of water and distant land.

17. Hotel Aganoor

Contrada Castello

Alina

￥19,249 total

includes taxes & fees

Nov 9 - Nov 10

A spacious dining area with a long wooden table, multiple chairs, and hanging wicker lamps.

18. Agriturismo Antica Corte

Montepulciano

Baptiste

￥19,859 total

includes taxes & fees

Nov 9 - Nov 10

A courtyard with a bench, a potted plant, and a building with flags.

19. Hotel Apogeo

Sinalunga

Paul

￥17,518 total

includes taxes & fees

Nov 13 - Nov 14

A cozy lounge area with a blue sofa, multiple chairs, and tables, featuring a staircase and large windows with curtains.

20. Hotel Trasimeno

Passignano sul Trasimeno

Christopher

￥13,759 total

includes taxes & fees

Dec 9 - Dec 10

View all properties

Top Ossaia Hotel Reviews

Monastero di Cortona Hotel & Spa

Cortona Old Town

10/10 Excellent

Eric

Hotel Italia

Cortona Old Town

10/10 Excellent

Eileen

Locanda agli Amici

Cortona

10/10 Excellent

This was the perfect away from the city stay for us. Cortona was just a quick few day stay for us but the staff/sylvia were fantastic. Room was clean, the breakfast was delicious. A/c and water pressure from the shower was much needed and the location was perfect for us. It is a short walk from downtown Cortona (steep walk into the city and about 15 mins) but the views are unmatched. Sylvia went above and beyond for us picking us up and dropping us off at the bus station. Highly recommend to...

Kaylan

Il Falconiere - Relais e Chateaux

Cortona

10/10 Excellent

This was the first hotel we visited in our two week Tuscany vacation. Coming out of Rome and getting on the highway north, it looked like the exit should be labeled for Cortona...but it wasn't and we wasted a lot of time getting lost (our fault). Once we found the hotel, it was a gem in the hills in the vineyards. Breakfast on the patio of the little glass Liminoere building was fabulous. Loved their boxer dog roamed around saying "hi". Owner/chef is on premises and she gives cooking lessons....

Barbara

Relais La Corte dei Papi

Cortona

10/10 Excellent

Traci

Cortona Resort Spa

Cortona

10/10 Excellent

Pro: gorgeous and spacious property, we were upgraded to a junior suite that was lovely, attentive staff, and incredible amenities. Pool was wonderful for tired bodies. Con: very few. The restaurant on site has pretty limited menu, toilet in room kept running all night long- informed staff on checkout (as it was troublesome to flush, and wasting water), fridge in room- housed in a cabinet that I feel caused it to overheat… and therefore was not very powerful enough to keep drinks cold. Loved...

Jeneva

A swimming pool with a brick wall and metal railings, surrounded by blooming flowers and a yellow building with a tiled roof.

Villaggio Albergo Le Macerine

Contrada Fontivegge

10/10 Excellent

Thomas

Casa Kita

Cortona Old Town

10/10 Excellent

Joy

Hotel Aganoor

Contrada Castello

10/10 Excellent

Kevin

B&B San Francesco

Cortona Old Town

10/10 Excellent

Martin

An arched entrance with a wooden balcony, a tiled floor, and a door leading inside.

Hotel Boutique Castiglione del Lago

Contrada Castello

10/10 Excellent

Anonymous traveler

Casale l'Antico Carro

Cortona

10/10 Excellent

The Revd. Canon Dr. Michael

A terrace with a view of a town, outdoor seating, and a tree.

San Michele al Castello

Castiglion Fiorentino

10/10 Excellent

Edward

Frequently Asked Questions

What are some of the best vacation home rentals that Ossaia has to offer?

Tuscan villa pool spa Siena Montepulciano Perugia Pienza Florence 2 hours from Rome: This vacation home rental near Ossaia is located in a rural location and has an outdoor pool, a fireplace, 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 patio, a garden, and a selection of games 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. Nuovo Etruria Resort 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 Isola Maggiore. You'll also find Passignano sul Trasimeno Marina and Tennis Club Castiglionese 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.

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 Nuovo Etruria Resort and Precise Tale Poggio Alla Sala. See all available top hotels, or vacation rentals in Ossaia.

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Lodging

Find hotels in Ossaia from ￥10,081

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Ossaia

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for Ossaia hotels

1. Monastero di Cortona Hotel & Spa

2. Hotel Italia

3. Il Falconiere - Relais e Chateaux

4. Equo Suites

5. Villa Santa Margherita

6. Hotel Lidò

7. Cortona Resort Spa

8. Locanda agli Amici

9. Relais La Corte dei Papi

10. B&B San Francesco

11. I Capricci di Merion Resort & Spa

12. Locanda del Molino

13. Country House Podere Casorbica

14. Casale l'Antico Carro

15. Hotel Park

16. Casa Kita

17. Hotel Aganoor

18. Agriturismo Antica Corte

19. Hotel Apogeo

20. Hotel Trasimeno

Top Ossaia Hotel Reviews

Monastero di Cortona Hotel & Spa

10/10 Excellent

Frequently Asked Questions

What are some of the best vacation home rentals that Ossaia has to offer?

If I need to cancel my hotel reservation in Ossaia, will I receive a refund?

Where can I learn more about changing or cancelling my trip to Ossaia?

What are some hotels with pools in Ossaia?

What is the best hotel near Peretola Airport (FLR)?

What is staying in Ossaia like?

What are the top places to visit in Ossaia?

What's the weather like in Ossaia?

Where is the best place for a stay in Ossaia?

Explore a world of travel with Expedia