Find hotels in Ossaia from $83

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May 22 - May 24
In two weeks
May 29 - May 31

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Our top choices for Ossaia hotels

Deluxe Villa, 4 Bedrooms, Private Pool, Valley View | Premium bedding, down comforters, pillowtop beds, desk

Villa Tiberini Wine Relais

Villa Tiberini Wine Relais
Torrita di Siena
$222 nightly
The price is $244
May 22 - May 23
Total with taxes and fees
Villa Tiberini Wine Relais
Free daily continental breakfast

HOTEL PLANET INTERNATIONAL

HOTEL PLANET INTERNATIONAL
Arezzo
$98 nightly
The price is $115
May 17 - May 18
Total with taxes and fees
HOTEL PLANET INTERNATIONAL
Hiking

Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort
5.0 star property
Trequanda
9.8 out of 10, Exceptional, (107 reviews)
"The location is sublime and the facility is AMAZING"
United States
Steven
$150 nightly
The price is $168
May 21 - May 22
Total with taxes and fees
Borgo Sant'Ambrogio Resort
Lobby sitting area

Tenuta Santo Pietro

Tenuta Santo Pietro
Pienza
9.6 out of 10, Exceptional, (122 reviews)
"Great countryside stay"
Canada
Josh
$249 nightly
The price is $278
Jun 12 - Jun 13
Total with taxes and fees
Tenuta Santo Pietro
Front of property

Villa Schiatti

Villa Schiatti
4.0 star property
Castiglion Fiorentino
9.0 out of 10, Wonderful, (47 reviews)
"Over all it was good but we had a limited of liquor and food choice."
United States
Soudabeh
$153 nightly
The price is $173
May 20 - May 21
Total with taxes and fees
Villa Schiatti
Hiking

Palazzo Brandano

Palazzo Brandano
Trequanda
9.6 out of 10, Exceptional, (85 reviews)
"A beautiful place! Breathtaking "
United States
Anabel
$111 nightly
The price is $125
Jun 9 - Jun 10
Total with taxes and fees
Palazzo Brandano
Seasonal outdoor pool, pool umbrellas, sun loungers

Agriturismo SOLE

Agriturismo SOLE
Trequanda
$341 nightly
The price is $379
Jun 9 - Jun 10
Total with taxes and fees
Agriturismo SOLE
Property grounds

Poggio Paradiso Resort & Spa

Poggio Paradiso Resort & Spa
Torrita di Siena
10.0 out of 10, Exceptional, (19 reviews)
"Excellent room and food. Great location!"
United States
Saurabh
$310 nightly
The price is $343
May 19 - May 20
Total with taxes and fees
Poggio Paradiso Resort & Spa
Exterior

Locanda del Molino

Locanda del Molino
4.0 star property
Cortona
9.6 out of 10, Exceptional, (36 reviews)
"family run business with great hospitality and excellent food"
United Kingdom
stefania
$110 nightly
The price is $130
May 18 - May 19
Total with taxes and fees
Locanda del Molino
Property entrance

Villa Svetoni Wine Resort

Villa Svetoni Wine Resort
Montepulciano
9.6 out of 10, Exceptional, (76 reviews)
"Clean rooms and a fantastic staff."
United States
jeffrey
$279 nightly
The price is $312
May 17 - May 18
Total with taxes and fees
Villa Svetoni Wine Resort
Terrace/patio

VioVillas Agriturismo Glamping Arezzo

VioVillas Agriturismo Glamping Arezzo
Arezzo
$100 nightly
The price is $117
May 18 - May 19
Total with taxes and fees
VioVillas Agriturismo Glamping Arezzo
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
$272 nightly
The price is $299
May 19 - May 20
Total with taxes and fees
Poggio Piglia
Lobby

Santa Caterina Hotel & Bike

Santa Caterina Hotel & Bike
3.0 star property
Chianciano Terme
9.6 out of 10, Exceptional, (98 reviews)
"Used as an overnight stop to S Italy, this hotel was very convenient for the A1 and excellent value for money. The owner/manager is welcoming, helpful and speaks good English. Generous breakfast with delicious fresh pasties made by the owners brother."
United Kingdom
M Roderick
$82 nightly
The price is $94
Jun 3 - Jun 4
Total with taxes and fees
Santa Caterina Hotel & Bike
Balcony view

Hotel La Terrazza di Montepulciano

Hotel La Terrazza di Montepulciano
2.0 star property
Montepulciano
9.4 out of 10, Exceptional, (203 reviews)
"Very clean and the owner was very delightful "
Canada
Chad
$116 nightly
The price is $133
Jun 9 - Jun 10
Total with taxes and fees
Hotel La Terrazza di Montepulciano
Exterior

Equo Suites

Equo Suites
Castiglione del Lago
9.2 out of 10, Wonderful, (5 reviews)
"Beyond expectations! It is a hidden gem, peaceful and tranquil. We enjoyed our stay at the suite, which offered adequate space, comfort and convenience. Staff are professional, friendly and helpful. We look forward to coming back. "
United States
Mei
$141 nightly
The price is $159
May 18 - May 19
Total with taxes and fees
Equo Suites
Outdoor pool, sun loungers

Cortona Resort - Le Terre Dei Cavalieri

Cortona Resort - Le Terre Dei Cavalieri
Cortona
9.8 out of 10, Exceptional, (72 reviews)
"I will be back again! Lovely place. Restaurant is excellent too!"
United States
Dana
$127 nightly
The price is $146
May 20 - May 21
Total with taxes and fees
Cortona Resort - Le Terre Dei Cavalieri
Exterior

Fondaco del Moro

Fondaco del Moro
Civitella in Val di Chiana
9.6 out of 10, Exceptional, (41 reviews)
"amazing property in quite location"
United Kingdom
Khalil
$71 nightly
The price is $78
May 17 - May 18
Total with taxes and fees
Fondaco del Moro
Panoramic Suite | View from room

Hotel Boutique Castiglione del Lago

Hotel Boutique Castiglione del Lago
4.0 star property
Contrada Castello
9.8 out of 10, Exceptional, (48 reviews)
"Paolo and his family were wonderful hosts. Mateo made sure our parking location was ok and took our bags from parking area to hotel. Large, clean room. Very convenient location. Easy walking around town. Wonderful breakfast"
United States
Lawrence
$106 nightly
The price is $123
May 17 - May 18
Total with taxes and fees
Hotel Boutique Castiglione del Lago
Family Penthouse (Il Sarale) | Egyptian cotton sheets, premium bedding, individually decorated

B&B Il Sarale

B&B Il Sarale
Città di Castello
10.0 out of 10, Exceptional, (2 reviews)
"Perfekt. Lovely place. Great views from the house. Clean facilities. Nice dog and cats. We will definitely come back "
Denmark
Maria
$217 nightly
The price is $239
May 17 - May 18
Total with taxes and fees
B&B Il Sarale
Superior Triple Room | Balcony

La Gustea Hotel & Cucina

La Gustea Hotel & Cucina
4.0 star property
Sarteano
9.0 out of 10, Wonderful, (37 reviews)
"The staff was friendly and helpful"
United States
carol
$122 nightly
The price is $139
May 18 - May 19
Total with taxes and fees
La Gustea Hotel & Cucina
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

Nuovo Etruria Resort

Nuovo Etruria Resort

10/10 Excellent
"I loved this property and will recommend to anyone who wants to stay in Montepulciano. The staff was excellent, very good customer service, very clean, good breakfast, and view is beautiful."
Taranjit 1-night trip
Posted 2 days ago
Nuovo Etruria Resort

More cheap stays in Ossaia

Hotel La Terrazza di Montepulciano

Hotel La Terrazza di Montepulciano

Via Pié al Sasso 16 Montepulciano SI
$116 nightly
The price is $133 total per night from Jun 9 to Jun 10
$133 total
Jun 9 - Jun 10
Total with taxes and fees
9.4/10 Exceptional! (203 reviews)

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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.

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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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