𝗧𝗢𝗣 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Ossaia from RM346 (2026) - Fully Refundable Options

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Hot tub

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Our top choices for Ossaia hotels

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

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

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

A swimming pool with lounge chairs and umbrellas, surrounded by a brick pathway and greenery.

1. Relais Villa Baldelli

Cortona

Peter

RM476

RM561 total

includes taxes & fees

14 Oct - 15 Oct

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 balcony with potted plants and a view of the sea.

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

2. Villa Santa Margherita

Cortona Old Town

George F

RM436

RM571 total

includes taxes & fees

31 Oct - 1 Nov

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

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

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

A hotel entrance with an arched doorway, a sign with the name 'Albergo I Michele', and a potted plant to the right.

3. Hotel San Michele

Cortona Old Town

Asha

RM489

RM556 total

includes taxes & fees

2 Nov - 3 Nov

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

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

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

A restaurant with outdoor seating overlooking a historic town and the sea.

4. Hotel Italia

Cortona Old Town

Fernando

RM462

RM520 total

includes taxes & fees

12 Nov - 13 Nov

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 balcony with two lounge chairs, a small table with a drink, and a scenic view.

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

5. Hotel San Luca

Cortona Old Town

Mariusz

RM330

RM399 total

includes taxes & fees

26 Oct - 27 Oct

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.

6. Villa Borgo San Pietro

Cortona

Olga

RM481

RM565 total

includes taxes & fees

14 Oct - 15 Oct

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.

7. Monastero di Cortona Hotel & Spa

Cortona Old Town

MICHELLE

RM1,083

RM1,228 total

includes taxes & fees

25 Oct - 26 Oct

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.

A spacious living room with a yellow sofa, a wooden coffee table, and a floral rug. There are two armchairs and a dining table with chairs. The room has a large window with curtains, a mirror, and wall-mounted lights.

8. Hotel Villa Marsili

Cortona Old Town

fares

RM940

RM1,070 total

includes taxes & fees

18 Oct - 19 Oct

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

A wooden staircase with a handrail on both sides, leading to an upper floor.

A view through a window of a courtyard with a stone building, a clock tower, and a garden with a geometric flower bed.

A cobblestone street with terracotta planters and a sign indicating the location of the Chiesa di San Francesco.

9. B&B San Francesco

Cortona Old Town

Esther

RM328

RM447 total

includes taxes & fees

27 Oct - 28 Oct

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

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.

A swimming pool with a stone wall and potted plants, surrounded by greenery and a clear sky.

10. Locanda del Molino

Cortona

Rochelle

RM318

RM387 total

includes taxes & fees

28 Oct - 29 Oct

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

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

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

A restaurant with round tables set for dining, large windows with curtains, and a view of the countryside.

11. Borgo Tre Rose

Montepulciano

Jinhee

RM298

RM346 total

includes taxes & fees

2 Nov - 3 Nov

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

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 cozy living room with a grey sofa, a green lamp, and a large mirror.

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

12. Equo Suites

Castiglione del Lago

Alistair

RM479

RM545 total

includes taxes & fees

3 Nov - 4 Nov

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

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

An aerial view of a rural property with multiple buildings, a swimming pool, and surrounding agricultural fields.

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

13. Cortona Resort - Le Terre Dei Cavalieri

Cortona

Jinhee

RM607

RM691 total

includes taxes & fees

15 Oct - 16 Oct

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

A waterfront hotel with multiple balconies, a calm river, and a dock with boats.

A hotel room with a bed, a desk with a lamp, a TV, and a window with a view of the sea.

A waterfront restaurant with outdoor seating, a view of a river, and buildings in the background.

14. Hotel Lidò

Passignano sul Trasimeno

Brian

RM410

RM469 total

includes taxes & fees

20 Oct - 21 Oct

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, overlooking a green landscape with trees and a clear sky.

A dining area with a table set for a meal, surrounded by windows and a brick wall.

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

15. Locanda Poggioleone

Castiglione del Lago

Mary

RM408

RM467 total

includes taxes & fees

14 Oct - 15 Oct

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

An outdoor dining area with tables set for a meal, surrounded by greenery and trees.

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

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

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

Cortona

lynda

RM2,571

RM2,865 total

includes taxes & fees

15 Oct - 16 Oct

A nighttime swimming pool area with lounge chairs and umbrellas, surrounded by stone buildings and trees.

A spacious room with stone walls, wooden beams, and tiled flooring. There are several chairs and a table, along with potted plants.

Villa Paradiso with a stone wall entrance, a metal gate, and a signboard.

A neatly made bed with a headboard, two bedside tables, and a wall-mounted artwork.

17. Hotel Villa Paradiso

Passignano sul Trasimeno

"Nice hotel, rooms are a decent size and the bed was comfortable. Breakfast was very good, lots of choice Excellent pool area and ample seating/ sun loungers. Layout of hotel can be a little confusing at first, finding your way down stairs to dinning area but additional signage was put up indicating directions. Hotel appears to do a lot of its business accommodating large coach parties, certainly during our stay so lots of people at breakfast at same time before they go off on trips."

Keith

RM340

RM392 total

includes taxes & fees

20 Oct - 21 Oct

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

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

A person standing at the entrance of a building with a stone staircase leading up to a door.

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

18. Il Falconiere - Relais e Chateaux

Cortona

Qingwen

RM1,560

RM1,735 total

includes taxes & fees

2 Nov - 3 Nov

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

A two-story building with a flat roof and a covered front porch. There are two visible windows on the upper floor and a door on the ground floor.

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

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

19. Park Hotel Montigeto

Passignano sul Trasimeno

hanane

RM370

RM420 total

includes taxes & fees

15 Oct - 16 Oct

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

A person seated at a table with a glass of white wine, in a room with tables and chairs, and a plant in the background.

A bedside table with a vase of flowers, a book, and a drawer.

A couple dining at a table with a scenic view of mountains and a lake.

20. Locanda agli Amici

Cortona

David

RM411

RM470 total

includes taxes & fees

4 Nov - 5 Nov

View all properties

Hotels recommended for families in Ossaia

Hotel San Michele

Cortona Old Town

RM489

RM556 total

includes taxes & fees

2 Nov - 3 Nov

Relais Villa Baldelli

Cortona

RM476

RM561 total

includes taxes & fees

14 Oct - 15 Oct

Hotel Villa Marsili

Cortona Old Town

RM940

RM1,070 total

includes taxes & fees

18 Oct - 19 Oct

Villa Santa Margherita

Cortona Old Town

RM436

RM571 total

includes taxes & fees

31 Oct - 1 Nov

Hotel San Luca

Cortona Old Town

RM330

RM399 total

includes taxes & fees

26 Oct - 27 Oct

Hotel Italia

Cortona Old Town

RM462

RM520 total

includes taxes & fees

12 Nov - 13 Nov

Villa Borgo San Pietro

Cortona

RM481

RM565 total

includes taxes & fees

14 Oct - 15 Oct

Il Falconiere - Relais e Chateaux

Cortona

RM1,560

RM1,735 total

includes taxes & fees

2 Nov - 3 Nov

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Top Ossaia Hotel Reviews

Monastero di Cortona Hotel & Spa

10/10 Excellent

"Frederico went above and beyond to transfer us to our villa and Giulio was a fantastic bartender"

Albergo San Biagio

8/10 Good

"Not a happy greeting but checked in ok. Swimming was a €5 charge but you needed to wear a swim cap €2 if needed. The restaurant staff were fantastic and really helpful and asked about us and our trip. The town is bit of a hike - drive to is best."

Hotel Continentale

10/10 Excellent

"The location of this hotel is excellent!"

Precise Tale Poggio Alla Sala

10/10 Excellent

"Stunningly beautiful resort for a 3 day getaway with my parents to experience the best of Tuscany - everything was perfect and pictures worth a thousand words!"

Nuovo Etruria Resort

10/10 Excellent

"The location of this place was a little outside of the town itself but the staff and amenities made up for it."

Il Gentiluomo Hotel & SPA

10/10 Excellent

"It was perfect….the outside was a little run down but the inside was perfect. They had just moved and not cleaned up so that did not help the appearance."

Palazzo Brandano

10/10 Excellent

"Large rooms, helpful staff, delicious breakfast at a very reasonable price. There’s no water by the hotel, as seen in the picture. It’s located on a very old walled town… quite quaint."

Poggio Paradiso Resort & Spa

10/10 Excellent

"The hotel was beautiful and extremely clean. The food at the restaurant was some of the best food we’ve ever had. Exceptional service and hospitality. Highly recommend. Would love to come back."

Hotel Panoramic Montepulciano

8/10 Good

"Ok."

More cheap stays in Ossaia

Hotel La Terrazza di Montepulciano

Via Pié al Sasso 16 Montepulciano SI

RM456

RM519 total

18 Oct - 19 Oct

includes taxes & fees

9.4/10 Exceptional! (215 reviews)

Locanda Granducato

località paccianese 48 Chiusi SI

RM557

RM622 total

14 Oct - 15 Oct

includes taxes & fees

7/10 Good! (2 reviews)

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 traveller data. Two other choices for your trip to the area are Nuovo Etruria Resort and Precise Tale Poggio Alla Sala. 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?

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 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 13 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 Villa Bramasole, Piazza della Repubblica and Isola Maggiore. You'll also find Passignano sul Trasimeno Marina and Tennis Club Castiglionese 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.

Ossaia hotels from RM346

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 Villa Baldelli

2. Villa Santa Margherita

3. Hotel San Michele

4. Hotel Italia

5. Hotel San Luca

6. Villa Borgo San Pietro

7. Monastero di Cortona Hotel & Spa

8. Hotel Villa Marsili

9. B&B San Francesco

10. Locanda del Molino

11. Borgo Tre Rose

12. Equo Suites

13. Cortona Resort - Le Terre Dei Cavalieri

14. Hotel Lidò

15. Locanda Poggioleone

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

17. Hotel Villa Paradiso

18. Il Falconiere - Relais e Chateaux

19. Park Hotel Montigeto

20. Locanda agli Amici

Hotels recommended for families in Ossaia

Hotel San Michele

Relais Villa Baldelli

Hotel Villa Marsili

Villa Santa Margherita

Hotel San Luca

Hotel Italia

Villa Borgo San Pietro

Il Falconiere - Relais e Chateaux

Top Ossaia Hotel Reviews

Monastero di Cortona Hotel & Spa

Albergo San Biagio

Hotel Continentale

Precise Tale Poggio Alla Sala

Nuovo Etruria Resort

Il Gentiluomo Hotel & SPA

Palazzo Brandano

Poggio Paradiso Resort & Spa

Hotel Panoramic Montepulciano

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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