Find hotels in Ossaia from $133

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Check prices for these dates

This weekend
Jun 5 - Jun 7
Next weekend
Jun 12 - Jun 14

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Our top choices for Ossaia hotels

Hiking

Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort
5.0 star property
Trequanda
9.6 out of 10, Exceptional, (111 reviews)
"The location is sublime and the facility is AMAZING"
United States
Steven
$120 nightly
The price is $136
Jul 2 - Jul 3
Total with taxes and fees
Borgo Sant'Ambrogio Resort
Property entrance

Villa Svetoni Wine Resort

Villa Svetoni Wine Resort
Montepulciano
9.6 out of 10, Exceptional, (81 reviews)
"This resort is amazing, the rooms are large and it’s in such a peaceful relaxing location while still close to surrounding towns. We had dinner at The restaurant Osmosi, Michelin star rated, was the most amazing meal. The staff make you feel so welcome. Can’t wait to go back. "
Canada
Sherrie
$284 nightly
The price is $317
Jun 9 - Jun 10
Total with taxes and fees
Villa Svetoni Wine Resort
Aerial view

La Torre ai Mari

La Torre ai Mari
3.0 star property
Sarteano
9.6 out of 10, Exceptional, (28 reviews)
"The owner is very nice, the place is clean and quiet. Small but nice pool, great for hot days. No aircon and need of a car to eat (restaurant is closed) are the only two minor items."
Spain
Marco
$117 nightly
The price is $133
Jun 3 - Jun 4
Total with taxes and fees
La Torre ai Mari
Free daily continental breakfast

HOTEL PLANET INTERNATIONAL

HOTEL PLANET INTERNATIONAL
Arezzo
$66 nightly
The price is $80
Jun 15 - Jun 16
Total with taxes and fees
HOTEL PLANET INTERNATIONAL
Lobby sitting area

Locanda Vesuna

Locanda Vesuna
3.0 star property
Trequanda
9.2 out of 10, Wonderful, (57 reviews)
"A wonderful place to stay! So peaceful and relaxing, the property is beautiful! Oscar & Teresa are the greatest - so welcoming and made our trip special, they went above and beyond. The food was delicious, the room was great and I would highly recommend staying at this amazing inn if you are visiting the area!"
United States
Daryl
$146 nightly
The price is $164
Jun 2 - Jun 3
Total with taxes and fees
Locanda Vesuna
Lobby sitting area

Tenuta Santo Pietro

Tenuta Santo Pietro
Pienza
9.6 out of 10, Exceptional, (124 reviews)
"Beautiful villa! Everything was so cozy and inviting. The staff was very attentive and friendly- they went out of their way to accommodate us for breakfast since we were exhausted and slept in. Food was incredible, chef made and always served with a smile and light conversation. 100% would recommend and would love to return in the future ! Location was perfect as well and made trips to nearby towns/ sightseeing a breeze!!!"
United States
Jamie
$229 nightly
The price is $257
Jul 1 - Jul 2
Total with taxes and fees
Tenuta Santo Pietro
Property grounds

Poggio Paradiso Resort & Spa

Poggio Paradiso Resort & Spa
Torrita di Siena
10.0 out of 10, Exceptional, (22 reviews)
"Excellent room and food. Great location!"
United States
Saurabh
$315 nightly
The price is $348
Jun 17 - Jun 18
Total with taxes and fees
Poggio Paradiso Resort & Spa
Outdoor pool, sun loungers

Cortona Resort - Le Terre Dei Cavalieri

Cortona Resort - Le Terre Dei Cavalieri
Cortona
9.8 out of 10, Exceptional, (73 reviews)
"I will be back again! Lovely place. Restaurant is excellent too!"
United States
Dana
$126 nightly
The price is $145
Jun 8 - Jun 9
Total with taxes and fees
Cortona Resort - Le Terre Dei Cavalieri
Seasonal outdoor pool

Nuovo Etruria Resort

Nuovo Etruria Resort
Montepulciano
9.2 out of 10, Wonderful, (86 reviews)
"Great staff - fantastic breakfast buffet!"
Canada
Luc
$110 nightly
The price is $126
Jun 7 - Jun 8
Total with taxes and fees
Nuovo Etruria Resort
Couples treatment rooms, massages

Residenza Dei Ricci Relais

Residenza Dei Ricci Relais
Chiusi
10.0 out of 10, Exceptional, (38 reviews)
"Very nice B&B"
United States
chi
$164 nightly
The price is $182
Jun 4 - Jun 5
Total with taxes and fees
Residenza Dei Ricci Relais
Indoor pool, open 9:00 AM to midnight, sun loungers

Albergo San Biagio

Albergo San Biagio
3.0 star property
Montepulciano
8.8 out of 10, Excellent, (219 reviews)
"Excellent stay!"
United States
Rodolfo
$60 nightly
The price is $71
Jun 7 - Jun 8
Total with taxes and fees
Albergo San Biagio
Exterior

Relais Villa Monte Solare Wellness & SPA

Relais Villa Monte Solare Wellness & SPA
Panicale
9.4 out of 10, Exceptional, (107 reviews)
"Beautiful location! A little remote but perfect for returning to after a day of travel. Dinner at the restaurant was also delicious. "
Canada
Jane
$219 nightly
The price is $241
Jun 25 - Jun 26
Total with taxes and fees
Relais Villa Monte Solare Wellness & SPA
Exterior

Fondaco del Moro

Fondaco del Moro
Civitella in Val di Chiana
9.6 out of 10, Exceptional, (46 reviews)
"Beautiful setting, felt like we were staying in a castle! The beds were comfortable and the property was amazing. Highly recommend this place."
Canada
Heather
$75 nightly
The price is $83
Jun 2 - Jun 3
Total with taxes and fees
Fondaco del Moro
Poolside bar

Poggio Piglia

Poggio Piglia
Chiusi
9.6 out of 10, Exceptional, (53 reviews)
"Amazing stay — very clean, great rooms, and excellent service. "
United States
Marco
$330 nightly
The price is $363
Jun 11 - Jun 12
Total with taxes and fees
Poggio Piglia
Balcony view

Hotel La Terrazza di Montepulciano

Hotel La Terrazza di Montepulciano
2.0 star property
Montepulciano
9.2 out of 10, Wonderful, (206 reviews)
"Very clean and the owner was very delightful "
Canada
Chad
$117 nightly
The price is $133
Jun 15 - Jun 16
Total with taxes and fees
Hotel La Terrazza di Montepulciano
Superior Room | Minibar, in-room safe, desk, laptop workspace

Hotel La Darsena

Hotel La Darsena
3.0 star property
Passignano sul Trasimeno
8.0 out of 10, Very Good, (56 reviews)
"Great rest stop on our way to Rome. There is no direct access to the lake (it's about a 2 km walk/drive from the hotel), but the hotel is clean and nice. Staff were extremely helpful and friendly, and the free continental breakfast was wonderful! Great selection of pastries, and two very excellent coffee/cappuccino machines. Overall, a great place to rest, in a quiet, peaceful area."
United States
Jose
$73 nightly
The price is $83
Jun 8 - Jun 9
Total with taxes and fees
Hotel La Darsena
Minibar, in-room safe, desk, blackout drapes

Hotel I Due Cigni

Hotel I Due Cigni
3.0 star property
Montepulciano
9.4 out of 10, Exceptional, (440 reviews)
"This is very comfortable and well maintained hotel with a friendly staff, good breakfast, and is very convenient for visiting the Montepulciano area."
United States
Kevin
$89 nightly
The price is $102
Jul 1 - Jul 2
Total with taxes and fees
Hotel I Due Cigni
Exterior

Locanda del Molino

Locanda del Molino
4.0 star property
Cortona
9.6 out of 10, Exceptional, (37 reviews)
"family run business with great hospitality and excellent food"
United Kingdom
stefania
$98 nightly
The price is $117
Jul 1 - Jul 2
Total with taxes and fees
Locanda del Molino
Terrace/patio

Tuscany Living - Terra Antica

Tuscany Living - Terra Antica
Montepulciano
10.0 out of 10, Exceptional, (10 reviews)
"Clean room and great staff"
United States
Erik
$285 nightly
The price is $318
Jun 14 - Jun 15
Total with taxes and fees
Tuscany Living - Terra Antica
Breakfast, lunch, dinner and brunch served

Porsenna Resort

Porsenna Resort
Castiglione del Lago
9.4 out of 10, Exceptional, (47 reviews)
"Fantastic stay!"
United States
Lynn
$129 nightly
The price is $146
Jun 2 - Jun 3
Total with taxes and fees
Porsenna Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Ossaia Hotel Reviews

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"Beautiful property - great location. Staff was wonderful. They organized transportation for us and the driver was fantastic - ask for Tony!"
Jamie 3-night trip
Posted 1 day ago
Monastero di Cortona Hotel & Spa

More cheap stays in Ossaia

Hotel La Terrazza di Montepulciano

Hotel La Terrazza di Montepulciano

Via Pié al Sasso 16 Montepulciano SI
$117 nightly
The price is $133 total per night from Jun 15 to Jun 16
$133 total
Jun 15 - Jun 16
Total with taxes and fees
9.2/10 Wonderful! (206 reviews)

Why book with Expedia?

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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 can I save on a Ossaia hotel booking with Expedia?
With Expedia, you earn OneKeyCash™* on eligible Ossaia hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
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 $133 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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