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Oct 13 - Oct 14
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Oct 14 - Oct 15
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Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

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Our top choices for Ossaia hotels

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 bathroom with a bathtub, a table with a vase of flowers, and a view of the countryside through a window.
A hotel entrance with an arched doorway, a sign with the name 'Albergo I Michele', and a potted plant to the right.

1. Hotel San Michele

Hotel San Michele
Cortona Old Town
United States
Asha
₩159,805
₩181,742 total
includes taxes & fees
Nov 2 - Nov 3
Hotel San Michele
A building with a stone pathway leading to an arched entrance, flanked by potted plants and lit by ground lights.
A hotel room with a fireplace, two armchairs, a bed, and a dresser.
A table set for a tea service with a tiered tray of pastries, a teapot, and various cups and saucers.
An outdoor dining area with tables and chairs, a garden with a lawn and potted plants, and a building with multiple windows and balconies.

2. Hotel Villa Marsili

Hotel Villa Marsili
Cortona Old Town
United States
fares
₩307,053
₩349,672 total
includes taxes & fees
Oct 18 - Oct 19
Hotel Villa Marsili
A terrace with sun loungers, stone walls, and potted plants.
A pool area with lounge chairs, a hot tub, and a view of mountains.
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

Monastero di Cortona Hotel & Spa
Cortona Old Town
United States
MICHELLE
₩355,359
₩402,903 total
includes taxes & fees
Oct 25 - Oct 26
Monastero di Cortona Hotel & Spa
A rustic outdoor dining area with stone walls, a table, and wicker chairs.
A swimming pool with lounge chairs and umbrellas, surrounded by a brick pathway and greenery.
A stone building with a large arched doorway, surrounded by greenery and a hillside in the background.
A bedroom with a large bed, wooden ceiling beams, a window with a view of greenery, and a small table with a bowl.

4. Relais Villa Baldelli

Relais Villa Baldelli
Cortona
United States
Peter
₩156,970
₩184,676 total
includes taxes & fees
Oct 14 - Oct 15
Relais Villa Baldelli
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 person standing at the entrance of a building with a stone staircase leading up to a door.

5. Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux
Cortona
United States
Qingwen
₩509,927
₩566,877 total
includes taxes & fees
Nov 11 - Nov 12
Il Falconiere - Relais e Chateaux
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.
An outdoor dining area with tables set for a meal, surrounded by greenery and trees.
A large estate with a swimming pool, surrounded by lush greenery and hills.

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

Villa di Piazzano - Small Luxury Hotel of the World
Cortona
United States
lynda
₩847,071
₩943,787 total
includes taxes & fees
Oct 15 - Oct 16
Villa di Piazzano - Small Luxury Hotel of the World
A dining area with a table and chairs, large windows with curtains, and a view of a landscape.
A reception area with a wooden console table, two wall clocks, and a staircase leading to an upper level.
A window view of a town with buildings, trees, and parked cars.
A balcony with two lounge chairs, a small table with a drink, and a scenic view.

7. Hotel San Luca

Hotel San Luca
Cortona Old Town
Ireland
Mariusz
₩107,693
₩130,376 total
includes taxes & fees
Oct 27 - Oct 28
Hotel San Luca
A stone building with outdoor seating and a fountain.
A bedroom with a bed, a dining table, and a TV. There is a balcony with a view of greenery.
A rectangular swimming pool with clear blue water, surrounded by white lounge chairs and umbrellas, set against a backdrop of trees and a clear sky.
A stone building with multiple windows and a courtyard.

8. Villa Borgo San Pietro

Villa Borgo San Pietro
Cortona
Canada
Olga
₩158,443
₩186,296 total
includes taxes & fees
Oct 14 - Oct 15
Villa Borgo San Pietro
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."

9. Hotel Italia

Hotel Italia
Cortona Old Town
United States
Fernando
₩150,480
₩169,251 total
includes taxes & fees
Nov 12 - Nov 13
Hotel Italia
A building with multiple floors, a staircase leading to the entrance, and a small garden area with a palm tree and bushes.
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.
A balcony with potted plants and a view of the sea.

10. Villa Santa Margherita

Villa Santa Margherita
Cortona Old Town
United States
George F
₩142,560
₩186,601 total
includes taxes & fees
Oct 31 - Nov 1
Villa Santa Margherita
A waterfront hotel with a swimming pool, a boat dock, and a view of the water.
A hotel room with a bed, a desk with a lamp, a TV, and a window with a view of the sea.
A marina with boats docked, a waterfront building, and a cityscape in the background.
A waterfront hotel with multiple balconies, a calm river, and a dock with boats.

11. Hotel Lidò

Hotel Lidò
Passignano sul Trasimeno
United States
Brian
₩134,031
₩153,391 total
includes taxes & fees
Oct 16 - Oct 17
Hotel Lidò
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 cozy living room with a grey sofa, a green lamp, and a large mirror.
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.

12. Equo Suites

Equo Suites
Castiglione del Lago
Australia
Alistair
₩156,465
₩178,068 total
includes taxes & fees
Nov 3 - Nov 4
Equo Suites
A tranquil sunset over a calm body of water with a gazebo structure in the foreground.
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.
A building with a rustic facade, a door with shutters, and a small outdoor seating area under a vine-covered archway.

13. Cortona Resort - Le Terre Dei Cavalieri

Cortona Resort - Le Terre Dei Cavalieri
Cortona
United States
Jinhee
₩200,112
₩227,629 total
includes taxes & fees
Oct 15 - Oct 16
Cortona Resort - Le Terre Dei Cavalieri
A person relaxing in a hot tub with a view of a pool and outdoor seating area.
An aerial view of a resort with a swimming pool, lounge chairs, and a bar area.
A dining area with a table set for a meal, surrounded by windows and a brick wall.
An outdoor dining area with brick columns, metal chairs, and tables set for a meal.

14. Locanda Poggioleone

Locanda Poggioleone
Castiglione del Lago
United States
Mary
₩133,398
₩152,695 total
includes taxes & fees
Oct 14 - Oct 15
Locanda Poggioleone
A stone building with a rustic charm, featuring a welcoming entrance and a small outdoor seating area.
A bedroom with a bed, a table with lemons, a window with curtains, and a radiator.
A cozy living room with a fireplace, a sofa, a dining table, and various decorative items.
A restaurant with a long communal table, wooden chairs, stone walls, and various kitchen utensils displayed on the walls.

15. Locanda del Molino

Locanda del Molino
Cortona
Canada
Rochelle
₩101,921
₩124,027 total
includes taxes & fees
Oct 27 - Oct 28
Locanda del Molino
A courtyard with stone buildings, a gravel path, and potted plants.
A cobblestone street with terracotta planters and a sign indicating the location of the Chiesa di San Francesco.
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.

16. B&B San Francesco

B&B San Francesco
Cortona Old Town
United Kingdom
Esther
₩107,225
₩146,243 total
includes taxes & fees
Oct 25 - Oct 26
B&B San Francesco
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 restaurant with round tables set for dining, large windows with curtains, and a view of the countryside.
A courtyard with a brick building, surrounded by well-maintained lawns and potted plants.

17. Borgo Tre Rose

Borgo Tre Rose
Montepulciano
United States
Jinhee
₩97,356
₩113,048 total
includes taxes & fees
Nov 2 - Nov 3
Borgo Tre Rose
A grand banquet hall with ornate ceiling, long tables set for a formal event, and elaborate floral centerpieces.
A large pool with a curved edge, surrounded by a courtyard with a building featuring arched windows and columns.
A long banquet table with gold candelabras, white flowers, and gold tableware.
A historic stone building with arched doorways and a courtyard at twilight.

18. Relais La Corte dei Papi

Relais La Corte dei Papi
Cortona
United Kingdom
Frithjof
₩455,705
₩507,233 total
includes taxes & fees
Nov 9 - Nov 10
Relais La Corte dei Papi
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.

19. Locanda agli Amici

Locanda agli Amici
Cortona
United Kingdom
David
₩134,366
₩153,759 total
includes taxes & fees
Nov 4 - Nov 5
Locanda agli Amici
A cozy wooden cabin room with a bed, pillows, a TV, and a view of the outdoors.
A modern indoor pool area with wooden benches, a hot tub, and large windows offering views of the surrounding greenery.
A gravel pathway flanked by neatly trimmed hedges leading to a gate.
A stone-walled room with a stone bench, a bathtub with a pink light, and a window with a view.

20. I Capricci di Merion Resort & Spa

I Capricci di Merion Resort & Spa
Tuoro sul Trasimeno
₩213,715
₩235,087 total
includes taxes & fees
Oct 18 - Oct 19
I Capricci di Merion Resort & Spa
View all properties

Hotels recommended for families in Ossaia

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 bathroom with a bathtub, a table with a vase of flowers, and a view of the countryside through a window.
A hotel entrance with an arched doorway, a sign with the name 'Albergo I Michele', and a potted plant to the right.

Hotel San Michele

Hotel San Michele
Cortona Old Town
₩159,805
₩181,742 total
includes taxes & fees
Nov 2 - Nov 3
Hotel San Michele
A rustic outdoor dining area with stone walls, a table, and wicker chairs.
A swimming pool with lounge chairs and umbrellas, surrounded by a brick pathway and greenery.
A stone building with a large arched doorway, surrounded by greenery and a hillside in the background.
A bedroom with a large bed, wooden ceiling beams, a window with a view of greenery, and a small table with a bowl.

Relais Villa Baldelli

Relais Villa Baldelli
Cortona
₩156,970
₩184,676 total
includes taxes & fees
Oct 14 - Oct 15
Relais Villa Baldelli
A building with a stone pathway leading to an arched entrance, flanked by potted plants and lit by ground lights.
A hotel room with a fireplace, two armchairs, a bed, and a dresser.
A table set for a tea service with a tiered tray of pastries, a teapot, and various cups and saucers.
An outdoor dining area with tables and chairs, a garden with a lawn and potted plants, and a building with multiple windows and balconies.

Hotel Villa Marsili

Hotel Villa Marsili
Cortona Old Town
₩307,053
₩349,672 total
includes taxes & fees
Oct 18 - Oct 19
Hotel Villa Marsili
A building with multiple floors, a staircase leading to the entrance, and a small garden area with a palm tree and bushes.
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.
A balcony with potted plants and a view of the sea.

Villa Santa Margherita

Villa Santa Margherita
Cortona Old Town
₩142,560
₩186,601 total
includes taxes & fees
Oct 31 - Nov 1
Villa Santa Margherita
A dining area with a table and chairs, large windows with curtains, and a view of a landscape.
A reception area with a wooden console table, two wall clocks, and a staircase leading to an upper level.
A window view of a town with buildings, trees, and parked cars.
A balcony with two lounge chairs, a small table with a drink, and a scenic view.

Hotel San Luca

Hotel San Luca
Cortona Old Town
₩107,693
₩130,376 total
includes taxes & fees
Oct 27 - Oct 28
Hotel San Luca
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."

Hotel Italia

Hotel Italia
Cortona Old Town
₩150,480
₩169,251 total
includes taxes & fees
Nov 12 - Nov 13
Hotel Italia
A stone building with outdoor seating and a fountain.
A bedroom with a bed, a dining table, and a TV. There is a balcony with a view of greenery.
A rectangular swimming pool with clear blue water, surrounded by white lounge chairs and umbrellas, set against a backdrop of trees and a clear sky.
A stone building with multiple windows and a courtyard.

Villa Borgo San Pietro

Villa Borgo San Pietro
Cortona
₩158,443
₩186,296 total
includes taxes & fees
Oct 14 - Oct 15
Villa Borgo San Pietro
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 person standing at the entrance of a building with a stone staircase leading up to a door.

Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux
Cortona
₩509,927
₩566,877 total
includes taxes & fees
Nov 11 - Nov 12
Il Falconiere - Relais e Chateaux
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Top Ossaia Hotel Reviews

Hotel Continentale

Hotel Continentale

10/10 Excellent
"The location of this hotel is excellent!"
Thanh 2-night trip
Posted 14 hours ago
Hotel Continentale
Precise Tale Poggio Alla Sala

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!"
DAvid 3-night trip
Posted 1 day ago
Precise Tale Poggio Alla Sala
Nuovo Etruria Resort

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."
Andrew 1-night trip
Posted 2 days ago
Nuovo Etruria Resort
Il Gentiluomo Hotel & SPA

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."
terri 3-night trip
Posted 2 days ago
Il Gentiluomo Hotel & SPA
Palazzo Brandano

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."
Peter 4-night trip
Posted 3 days ago
Palazzo Brandano
Poggio Paradiso Resort & Spa

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."
Kelsey 3-night trip
Posted 3 days ago
Poggio Paradiso Resort & Spa
Hotel Panoramic Montepulciano

Hotel Panoramic Montepulciano

8/10 Good
"Ok."
Yuanjun 1-night trip
Posted 4 days ago
Hotel Panoramic Montepulciano
Agriturismo La Sovana

Agriturismo La Sovana

8/10 Good
"Wonderful"
Robert 2-night trip
Posted 4 days ago
Agriturismo La Sovana
Albergo San Biagio

Albergo San Biagio

10/10 Excellent
"It was a great relaxing stay. Very quiet. Clean room. Superb dinner. Breakfast was tasty. Didn’t have the energy to use the indoor pool."
Eyal 1-night trip
Posted 8 days ago
Albergo San Biagio

More cheap stays in Ossaia

Hotel La Terrazza di Montepulciano

Hotel La Terrazza di Montepulciano

Via Pié al Sasso 16 Montepulciano SI
₩148,923
₩169,772 total
Oct 14 - Oct 15
includes taxes & fees
9.4/10 Exceptional! (215 reviews)
Hotel La Terrazza di Montepulciano
Locanda Granducato

Locanda Granducato

località paccianese 48 Chiusi SI
₩182,160
₩203,354 total
Oct 14 - Oct 15
includes taxes & fees
7/10 Good! (2 reviews)
Locanda Granducato
La Locanda di Casalmustia

La Locanda di Casalmustia

Piazza della Pieve 3 Trequanda SI
Get rates
8.6/10 Excellent! (44 reviews)
La Locanda di Casalmustia
Hotel Sangallo

Hotel Sangallo

Via Dei Fiori 30 Montepulciano SI
Get rates
8/10 Very Good! (59 reviews)
Hotel Sangallo
Residence Peloni

Residence Peloni

Via Polidori 50 Arezzo AR
Get ratesResidence Peloni
Agriturismo Godiolo

Agriturismo Godiolo

VIA DI MARTIENA 24 Montepulciano SI
Get ratesAgriturismo Godiolo

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 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 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.

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