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Find hotels in Ossaia from $83

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Oct 24 - Oct 25
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Oct 25 - Oct 26
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Oct 30 - Nov 1
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Nov 6 - Nov 8

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Our top choices for Ossaia hotels

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.

1. Hotel San Luca

Hotel San Luca
Cortona Old Town
United States
Frances
$87 nightly
$105 total
Oct 26 - Oct 27
Total with taxes and fees
Hotel San Luca
A couple in a hot tub with a cityscape view through large windows.
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.
A hotel entrance with an arched doorway, a sign with the name 'Albergo I Michele', and a potted plant to the right.

2. Hotel San Michele

Hotel San Michele
Cortona Old Town
United States
Asha
$120 nightly
$137 total
Nov 2 - Nov 3
Total with taxes and fees
Hotel San Michele
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 historic stone building with a sign reading "Hotel Italia."
A lobby with a reception desk, a fireplace, and a large arched doorway leading outside.

3. Hotel Italia

Hotel Italia
Cortona Old Town
United States
Fernando
$105 nightly
$119 total
Nov 24 - Nov 25
Total with taxes and fees
Hotel Italia
An outdoor dining area with a table set with food and wine, surrounded by outdoor seating and a large house in the background.
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.
A restaurant with round tables set for dining, large windows with curtains, and a view of the countryside.

4. Borgo Tre Rose

Borgo Tre Rose
Montepulciano
United States
Jinhee
$73 nightly
$85 total
Nov 2 - Nov 3
Total with taxes and fees
Borgo Tre Rose
An outdoor seating area with tables and chairs, potted plants, and a view of the sea.
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.
A spacious room with a fireplace, multiple seating areas, and large windows allowing natural light.

5. Villa Santa Margherita

Villa Santa Margherita
Cortona Old Town
United States
George F
$107 nightly
$120 total
Nov 20 - Nov 21
Total with taxes and fees
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 pool area with lounge chairs, a hot tub, and a view of mountains.
A narrow hallway with a stone wall and a clock.

6. Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa
Cortona Old Town
United States
MICHELLE
$246 nightly
$276 total
Nov 8 - Nov 9
Total with taxes and fees
Monastero di Cortona Hotel & Spa
A stone building with a rustic charm, featuring a welcoming entrance and a small outdoor seating area.
A cozy living room with a fireplace, a sofa, a dining table, and various decorative items.
An outdoor dining area with tables covered in patterned tablecloths, surrounded by greenery.
A swimming pool with a stone wall and potted plants, surrounded by greenery and a clear sky.

7. Locanda del Molino

Locanda del Molino
Cortona
Canada
Rochelle
$81 nightly
$93 total
Nov 3 - Nov 4
Total with taxes and fees
Locanda del Molino
Two people seated at a round table outdoors, with a candle and food on the table, and a large tree in the background.
A two-story building with a stone staircase leading to a door, a scooter parked in front, and a garden with potted plants.
A bedroom with a bed, a chair, a table with a candle, and a wardrobe.
A spacious hallway with wooden flooring, a wooden cabinet with a mirror, and two candle lanterns.

8. Cortona Resort Spa

Cortona Resort Spa
Cortona
United States
Candice
$160 nightly
$177 total
Nov 23 - Nov 24
Total with taxes and fees
Cortona Resort Spa
A courtyard with stone buildings, a gravel path, and potted plants.
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 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.

9. B&B San Francesco

B&B San Francesco
Cortona Old Town
United Kingdom
Esther
$93 nightly
$104 total
Nov 19 - Nov 20
Total with taxes and fees
B&B San Francesco
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.

10. Hotel Villa Marsili

Hotel Villa Marsili
Cortona Old Town
United States
fares
$194 nightly
$218 total
Nov 2 - Nov 3
Total with taxes and fees
Hotel Villa Marsili
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.
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.

11. Locanda Poggioleone

Locanda Poggioleone
Castiglione del Lago
United States
Mary
$100 nightly
$115 total
Oct 29 - Oct 30
Total with taxes and fees
Locanda Poggioleone
A person in a white robe standing by a window with a view of mountains.
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.
A couple dining at a table with a scenic view of mountains and a lake.

12. Locanda agli Amici

Locanda agli Amici
Cortona
United Kingdom
David
$97 nightly
$111 total
Nov 4 - Nov 5
Total with taxes and fees
Locanda agli Amici
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 hallway with a wooden door, a console table with a vase and a framed picture, and a red rug.
A modern kitchen with a coffee machine, a refrigerator, and a dining area with two round tables and wicker chairs.

13. Park Hotel Montigeto

Park Hotel Montigeto
Passignano sul Trasimeno
European Union
hanane
$91 nightly
$103 total
Oct 26 - Oct 27
Total with taxes and fees
Park Hotel Montigeto
A nighttime swimming pool area with lounge chairs and umbrellas, surrounded by stone buildings and trees.
A restaurant with wooden beams, large windows with white curtains, and multiple seating areas.
A neatly made bed with a headboard, two bedside tables, and a wall-mounted artwork.
Villa Paradiso with a stone wall entrance, a metal gate, and a signboard.

14. Hotel Villa Paradiso

Hotel Villa Paradiso
Passignano sul Trasimeno
United Kingdom
Keith
$84 nightly
$97 total
Oct 27 - Oct 28
Total with taxes and fees
Hotel Villa Paradiso
Restaurant
Front of property
Room
Reception

15. Agriturismo Parco Fiorito

Agriturismo Parco Fiorito
Tuoro sul Trasimeno
Brazil
Anonymous traveler
$154 nightly
$171 total
Oct 25 - Oct 26
Total with taxes and fees
Agriturismo Parco Fiorito
A historic building with a courtyard, surrounded by lush greenery and trees.
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.
A well-maintained garden with tall cypress trees, a lawn, and a building with a tiled roof.

16. Equo Suites

Equo Suites
Castiglione del Lago
Australia
Alistair
$115 nightly
$131 total
Nov 24 - Nov 25
Total with taxes and fees
Equo Suites
A waterfront hotel with a swimming pool, a boat dock, and a view of the water.
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.
A waterfront hotel with multiple balconies, a calm river, and a dock with boats.

17. Hotel Lidò

Hotel Lidò
Passignano sul Trasimeno
United States
Brian
$92 nightly
$105 total
Nov 22 - Nov 23
Total with taxes and fees
Hotel Lidò
A cozy wooden cabin room with a bed, pillows, a TV, and a view of the outdoors.
A stone-walled room with a stone bench, a bathtub with a pink light, and a window with a view.
A modern indoor pool area with wooden benches, a hot tub, and large windows offering views of the surrounding greenery.
A buffet with various food items and a mirror reflecting the room's architecture.

18. I Capricci di Merion Resort & Spa

I Capricci di Merion Resort & Spa
Tuoro sul Trasimeno
United States
Israel
$156 nightly
$172 total
Oct 26 - Oct 27
Total with taxes and fees
I Capricci di Merion Resort & Spa
A room with a dining table, two glasses of champagne, and a bowl of snacks.
A reception area with a wooden reception desk, a black leather chair, and a red carpet.
A spacious living area with a blue sofa, wooden staircase, and a dining area with multiple chairs and tables.
A bedroom with a bed, a desk, a chair, a ceiling fan, a TV, and a window with curtains.

19. Hotel Trasimeno

Hotel Trasimeno
Passignano sul Trasimeno
United Kingdom
Christopher
$72 nightly
$83 total
Nov 2 - Nov 3
Total with taxes and fees
Hotel Trasimeno
A hotel entrance with a sign reading "ALBERGO" and various potted plants and flowers.
A building with a sign reading "ALBERGO" and a flower box with pink flowers.
A breakfast setting with pastries, a coffee cup, and a knife on a table.
A hallway with a white reception desk, a red carpet, a large mirror, and a potted plant.

20. La Torre

La Torre
Contrada Castello
Italy
Rita
$75 nightly
$88 total
Nov 11 - Nov 12
Total with taxes and fees
La Torre
View all properties

Compare top hotels in Ossaia

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

Hotel San Luca

Cortona Old Town
View
A couple in a hot tub with a cityscape view through large windows.

Hotel San Michele

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

Hotel Italia

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

Borgo Tre Rose

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

Villa Santa Margherita

Cortona Old Town
View
8.6
Excellent
449 reviews
9.0
Wonderful
295 reviews
9.0
Wonderful
299 reviews
9.0
Wonderful
104 reviews
10.0
Exceptional
25 reviews
$87 nightly
$105 total
Oct 26 - Oct 27
Total with taxes and fees
$120 nightly
$137 total
Nov 2 - Nov 3
Total with taxes and fees
$105 nightly
$119 total
Nov 24 - Nov 25
Total with taxes and fees
$73 nightly
$85 total
Nov 2 - Nov 3
Total with taxes and fees
$107 nightly
$120 total
Nov 20 - Nov 21
Total with taxes and fees
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Top Ossaia Hotel Reviews

Nuovo Etruria Resort

Nuovo Etruria Resort

8/10 Good
"When we arrived the gate to the hotel was locked. Called the hotel and then a person drove up and helped us to check in. He was very nice. The hotel is very old, but a decent place to stay for a night."
John 1-night trip
Posted 2 days ago
Nuovo Etruria Resort
Poggio Paradiso Resort & Spa

Poggio Paradiso Resort & Spa

10/10 Excellent
"The included breakfast was fantastic each morning!! They even got us a pastry and coffee prior to opening the last morning because we had to leave early."
Rob 3-night trip
Posted 3 days ago
Poggio Paradiso Resort & Spa
Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

10/10 Excellent
"Absolutely beautiful! Astonishing views! If you are looking for peace and quiet with great service this is the place."
Maribel 2-night trip
Posted 3 days ago
Relais Villa Grazianella - UNA Esperienze
Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"Amazing service and care. Especially Sara, Mathilda, Fredrico and Allesandro. The manager was so helpful as well. A must stay!"
Karim 4-night trip
Posted 4 days ago
Monastero di Cortona Hotel & Spa
Hotel Villa Ricci

Hotel Villa Ricci

10/10 Excellent
"It's a lovely hotel, but it is the staff that make it truly special. Attentive and cheerful, I felt well looked after from the moment I walked in. Wonderful stay, I'll definitely be back."
Doralba 2-night trip
Posted 6 days ago
Hotel Villa Ricci
Hotel Minerva

Hotel Minerva

8/10 Good
"Very good restaurant. Mattresses could be more comfortable and rooms are not soundproofed, but we would come back because it is a good hotel, excellent breakfast and big rooms."
Fabienne 2-night trip
Posted 7 days ago
Hotel Minerva
Albergo San Biagio

Albergo San Biagio

10/10 Excellent
"Enjoyed the hotel to the max. The staff were super helpful and great. The space was comfy and clean. I also enjoyed fresh grapes right from my balcony."
Jessica 4-night trip
Posted 9 days ago
Albergo San Biagio
Hotel Continentale

Hotel Continentale

10/10 Excellent
"The location of this hotel is excellent!"
Thanh 2-night trip
Posted 11 days ago
Hotel Continentale
Hotel Panoramic Montepulciano

Hotel Panoramic Montepulciano

8/10 Good
"Ok."
Yuanjun 1-night trip
Posted 2 weeks ago
Hotel Panoramic Montepulciano

More cheap stays in Ossaia

Hotel La Terrazza di Montepulciano

Hotel La Terrazza di Montepulciano

Via Pié al Sasso 16 Montepulciano SI
$112 nightly
$128 total
Oct 29 - Oct 30
Total with taxes and fees
9.4/10 Exceptional! (218 reviews)
Hotel La Terrazza di Montepulciano
Locanda Granducato

Locanda Granducato

località paccianese 48 Chiusi SI
$118 nightly
$132 total
Nov 24 - Nov 25
Total with taxes and 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
Get ratesResidence Peloni
IL Molinaccio di Montepulciano

IL Molinaccio di Montepulciano

VIA ANTICA CHIUSINA 12 Montepulciano SI
Get ratesIL Molinaccio di Montepulciano

Frequently asked questions

When is the best time to go to Ossaia?
The best time to go to Ossaia, Tuscany, is during the spring (April to June) and fall (September to October) months.Spring offers pleasant temperatures, ideal for exploring the Tuscan countryside, visiting vineyards, and enjoying outdoor activities without the heat of summer. The landscapes are lush and green, and wildflowers are in bloom, creating beautiful scenery. This period is particularly good for couples seeking a romantic getaway, with opportunities for leisurely drives and al fresco dining.Fall provides a similar experience with comfortable temperatures, and it's also harvest season, especially for grapes and olives. This means you can experience local festivals and enjoy fresh, seasonal produce.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Ossaia.
How much is the nightly rate at a Ossaia hotel?
Prices for hotels in Ossaia often vary, but you can find a great deal from $83 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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