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Ossaia Hotels

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Check prices for these dates

Tonight
Oct 13 - Oct 14
Tomorrow
Oct 14 - Oct 15
This weekend
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 room with a large window, a vase of red flowers, and a white umbrella outside.
A bathroom with a bathtub, a table with a vase of flowers, and a view of the countryside through a window.

1. Hotel San Michele

Hotel San Michele
Cortona Old Town
United States
Asha
P7,514
P8,545 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 stone pathway leading through an arched stone structure, surrounded by greenery and a lamp post.
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.

2. Relais Villa Baldelli

Relais Villa Baldelli
Cortona
United States
Peter
P7,322
P8,614 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 table set for a tea service with a tiered tray of pastries, a teapot, and various cups and saucers.
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.
A hotel room with a fireplace, two armchairs, a bed, and a dresser.

3. Hotel Villa Marsili

Hotel Villa Marsili
Cortona Old Town
United States
fares
P14,437
P16,161 total
includes taxes & fees
Nov 2 - Nov 3
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 spacious room with a fireplace, multiple seating areas, and large windows allowing natural light.

4. Villa Santa Margherita

Villa Santa Margherita
Cortona Old Town
United States
George F
P6,703
P8,598 total
includes taxes & fees
Nov 7 - Nov 8
Villa Santa Margherita
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 historic town with traditional architecture, a central courtyard with a swimming pool, and a view of distant mountains.
A narrow hallway with a stone wall and a clock.

5. Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa
Cortona Old Town
United States
MICHELLE
P16,842
P19,089 total
includes taxes & fees
Oct 25 - Oct 26
Monastero di Cortona Hotel & Spa
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.

6. Hotel San Luca

Hotel San Luca
Cortona Old Town
Ireland
Mariusz
P5,088
P6,160 total
includes taxes & fees
Oct 26 - Oct 27
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 lobby with a reception desk, a fireplace, and a large arched doorway leading outside.
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 historic stone building with a sign reading "Hotel Italia."

7. Hotel Italia

Hotel Italia
Cortona Old Town
United States
Fernando
P7,075
P7,958 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 stone building with multiple windows and a courtyard.
A stone building with a tiled roof, a small window, and a metal fence.

8. Villa Borgo San Pietro

Villa Borgo San Pietro
Cortona
Canada
Olga
P7,390
P8,690 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 standing at the entrance of a building with a stone staircase leading up to a door.
A person in a swimming pool with a view of trees and mountains through a window.

9. Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux
Cortona
United States
Qingwen
P23,976
P26,653 total
includes taxes & fees
Nov 2 - Nov 3
Il Falconiere - Relais e Chateaux
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a stone building in the background.
A large estate with a swimming pool, surrounded by lush greenery and hills.
A hallway with a checkered floor, arched windows, and a chandelier.
A buffet with various food items, a vase of flowers, and a mirror reflecting the room.

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

Villa di Piazzano - Small Luxury Hotel of the World
Cortona
United States
lynda
P39,510
P44,021 total
includes taxes & fees
Oct 15 - Oct 16
Villa di Piazzano - Small Luxury Hotel of the World
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 bedroom with a wooden headboard, two beds with pink and white bedding, a bedside table with a lamp, a small table with a bottle and glasses, and a window with a view of buildings.
A view through a window of a courtyard with a stone building, a clock tower, and a garden with a geometric flower bed.

11. B&B San Francesco

B&B San Francesco
Cortona Old Town
United Kingdom
Esther
P5,041
P6,876 total
includes taxes & fees
Oct 25 - Oct 26
B&B San Francesco
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 bedroom with a bed, bedside lamps, a window, and a rustic wooden ceiling.

12. Equo Suites

Equo Suites
Castiglione del Lago
Australia
Alistair
P7,357
P8,372 total
includes taxes & fees
Nov 9 - Nov 10
Equo Suites
A tranquil sunset over a calm body of water with a gazebo structure in the foreground.
A building with a rustic facade, a door with shutters, and a small outdoor seating area under a vine-covered archway.
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.

13. Cortona Resort - Le Terre Dei Cavalieri

Cortona Resort - Le Terre Dei Cavalieri
Cortona
United States
Jinhee
P9,334
P10,617 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.
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.
A view from a window with a brick wall, overlooking a green landscape with trees and a clear sky.

14. Locanda Poggioleone

Locanda Poggioleone
Castiglione del Lago
United States
Mary
P6,272
P7,179 total
includes taxes & fees
Oct 14 - Oct 15
Locanda Poggioleone
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 waterfront restaurant with outdoor seating, a view of a river, and buildings in the background.
A marina with boats docked, a waterfront building, and a cityscape in the background.

15. Hotel Lidò

Hotel Lidò
Passignano sul Trasimeno
United States
Brian
P6,302
P7,212 total
includes taxes & fees
Oct 16 - Oct 17
Hotel Lidò
A stone building with a rustic charm, featuring a welcoming entrance and a small outdoor seating area.
A swimming pool with a stone wall and potted plants, surrounded by greenery and a clear sky.
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.

16. Locanda del Molino

Locanda del Molino
Cortona
Canada
Rochelle
P4,816
P5,860 total
includes taxes & fees
Oct 27 - Oct 28
Locanda del Molino
An outdoor dining area with a table set with food and wine, surrounded by outdoor seating and a large house in the background.
A restaurant with round tables set for dining, large windows with curtains, and a view of the countryside.
A poolside dining setup with tables and chairs, a pool, and a sunset in the background.
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
P4,600
P5,341 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 long banquet table with gold candelabras, white flowers, and gold tableware.
A modern bathroom with a large freestanding bathtub, a glass shower enclosure, and ornate mirrors.
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
P21,426
P23,849 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 poolside area with lounge chairs and umbrellas, overlooking a scenic landscape.

19. Locanda agli Amici

Locanda agli Amici
Cortona
United Kingdom
David
P6,318
P7,229 total
includes taxes & fees
Nov 4 - Nov 5
Locanda agli Amici
A nighttime swimming pool area with lounge chairs and umbrellas, surrounded by stone buildings and trees.
A neatly made bed with a headboard, two bedside tables, and a wall-mounted artwork.
A spacious room with stone walls, wooden beams, and tiled flooring. There are several chairs and a table, along with potted plants.
A restaurant with wooden beams, large windows with white curtains, and multiple seating areas.

20. Hotel Villa Paradiso

Hotel Villa Paradiso
Passignano sul Trasimeno
United Kingdom
Keith
P5,228
P6,031 total
includes taxes & fees
Oct 18 - Oct 19
Hotel Villa Paradiso
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 room with a large window, a vase of red flowers, and a white umbrella outside.
A bathroom with a bathtub, a table with a vase of flowers, and a view of the countryside through a window.

Hotel San Michele

Hotel San Michele
Cortona Old Town
P7,514
P8,545 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 stone pathway leading through an arched stone structure, surrounded by greenery and a lamp post.
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.

Relais Villa Baldelli

Relais Villa Baldelli
Cortona
P7,322
P8,614 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 table set for a tea service with a tiered tray of pastries, a teapot, and various cups and saucers.
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.
A hotel room with a fireplace, two armchairs, a bed, and a dresser.

Hotel Villa Marsili

Hotel Villa Marsili
Cortona Old Town
P14,437
P16,161 total
includes taxes & fees
Nov 2 - Nov 3
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 spacious room with a fireplace, multiple seating areas, and large windows allowing natural light.

Villa Santa Margherita

Villa Santa Margherita
Cortona Old Town
P6,703
P8,598 total
includes taxes & fees
Nov 7 - Nov 8
Villa Santa Margherita
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.

Hotel San Luca

Hotel San Luca
Cortona Old Town
P5,088
P6,160 total
includes taxes & fees
Oct 26 - Oct 27
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 lobby with a reception desk, a fireplace, and a large arched doorway leading outside.
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 historic stone building with a sign reading "Hotel Italia."

Hotel Italia

Hotel Italia
Cortona Old Town
P7,075
P7,958 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 stone building with multiple windows and a courtyard.
A stone building with a tiled roof, a small window, and a metal fence.

Villa Borgo San Pietro

Villa Borgo San Pietro
Cortona
P7,390
P8,690 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 standing at the entrance of a building with a stone staircase leading up to a door.
A person in a swimming pool with a view of trees and mountains through a window.

Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux
Cortona
P23,976
P26,653 total
includes taxes & fees
Nov 2 - Nov 3
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 12 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
Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"Beautiful hotel up high in this hill town. Great service and restaurants."
Tarrant 1-night trip
Posted 3 days ago
Monastero di Cortona 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

More cheap stays in Ossaia

Hotel La Terrazza di Montepulciano

Hotel La Terrazza di Montepulciano

Via Pié al Sasso 16 Montepulciano SI
P7,002
P7,982 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
P8,565
P9,561 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
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8.6/10 Excellent! (44 reviews)
La Locanda di Casalmustia
Hotel Sangallo

Hotel Sangallo

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

Residence Peloni

Via Polidori 50 Arezzo AR
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Agriturismo Godiolo

Agriturismo Godiolo

VIA DI MARTIENA 24 Montepulciano SI
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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 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.
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 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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