Find hotels in Monsigliolo from $105

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Check prices for these dates

This weekend
May 22 - May 24
Next weekend
May 29 - May 31

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Our top choices for Monsigliolo hotels

Seasonal outdoor pool

AGRITURISMO SANT'AGOSTINO

AGRITURISMO SANT'AGOSTINO
San Giovanni d'Asso
$134 nightly
The price is $147
Jun 19 - Jun 20
Total with taxes and fees
AGRITURISMO SANT'AGOSTINO
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
$70 nightly
The price is $84
May 21 - May 22
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, (108 reviews)
"The location is sublime and the facility is AMAZING"
United States
Steven
$210 nightly
The price is $235
Jun 17 - Jun 18
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
$248 nightly
The price is $277
Jun 3 - Jun 4
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
$151 nightly
The price is $170
May 26 - May 27
Total with taxes and fees
Villa Schiatti
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
$103 nightly
The price is $123
Jun 16 - Jun 17
Total with taxes and fees
Locanda del Molino
Hiking

Palazzo Brandano

Palazzo Brandano
Trequanda
9.6 out of 10, Exceptional, (86 reviews)
"A beautiful place! Breathtaking "
United States
Anabel
$122 nightly
The price is $138
Jun 15 - Jun 16
Total with taxes and fees
Palazzo Brandano
Seasonal outdoor pool, pool umbrellas, sun loungers

Agriturismo SOLE

Agriturismo SOLE
Trequanda
$321 nightly
The price is $357
Jun 20 - Jun 21
Total with taxes and fees
Agriturismo SOLE
Terrace/patio

VioVillas Agriturismo Glamping Arezzo

VioVillas Agriturismo Glamping Arezzo
Arezzo
$99 nightly
The price is $116
May 24 - May 25
Total with taxes and fees
VioVillas Agriturismo Glamping Arezzo
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
$313 nightly
The price is $347
Jun 16 - Jun 17
Total with taxes and fees
Poggio Paradiso Resort & Spa
Terrace/patio

Podere Spedalone

Podere Spedalone
1.0 star property
Pienza
9.4 out of 10, Exceptional, (44 reviews)
"Amazing food, amazing views"
United States
Juan
$202 nightly
The price is $227
Jun 18 - Jun 19
Total with taxes and fees
Podere Spedalone
Sundeck

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
$81 nightly
The price is $93
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 $132
Jun 9 - Jun 10
Total with taxes and fees
Hotel La Terrazza di Montepulciano
Property entrance

Villa Svetoni Wine Resort

Villa Svetoni Wine Resort
Montepulciano
9.6 out of 10, Exceptional, (80 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
$291 nightly
The price is $325
May 24 - May 25
Total with taxes and fees
Villa Svetoni Wine Resort
Exterior

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
$108 nightly
The price is $125
Jun 3 - Jun 4
Total with taxes and fees
Hotel Boutique Castiglione del Lago
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 $145
May 28 - May 29
Total with taxes and fees
Cortona Resort - Le Terre Dei Cavalieri
Exterior

Fondaco del Moro

Fondaco del Moro
Civitella in Val di Chiana
9.4 out of 10, Exceptional, (42 reviews)
"amazing property in quite location"
United Kingdom
Khalil
$75 nightly
The price is $83
May 24 - May 25
Total with taxes and fees
Fondaco del Moro
Aerial view

Le Tre Isole

Le Tre Isole
3.0 star property
Magione
8.0 out of 10, Very Good, (39 reviews)
"Wonderful place to stay. Very nice people, great rooms and facilities. Close to everything nearby: cities, restaurants, beach. Delicious breakfast is presented with kindness and care. We highly recommend staying at Le Tre Isole."
Italy
William
$89 nightly
The price is $103
Jun 4 - Jun 5
Total with taxes and fees
Le Tre Isole
Terrace/patio

Borgo Tre Rose

Borgo Tre Rose
3.0 star property
Montepulciano
9.0 out of 10, Wonderful, (90 reviews)
"Beautiful location staff amazing and food great"
United Kingdom
Annette
$136 nightly
The price is $155
Jun 10 - Jun 11
Total with taxes and fees
Borgo Tre Rose
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 Monsigliolo Hotel Reviews

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"All aspects of service are superlative! The spa, restaurants and bar are excellent. The location in Cortona is very nice. Historic features of the hotel are impressive, as is the restoration."
Steven 5-night trip
Posted 4 hours ago
Monastero di Cortona Hotel & Spa

More cheap stays in Monsigliolo

Hotel La Terrazza di Montepulciano

Hotel La Terrazza di Montepulciano

Via Pié al Sasso 16 Montepulciano SI
$116 nightly
The price is $132 total per night from Jun 9 to Jun 10
$132 total
Jun 9 - Jun 10
Total with taxes and fees
9.4/10 Exceptional! (203 reviews)

Why book with Expedia?

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Frequently asked questions

What is the best area to stay in Monsigliolo?
The best area to stay in Monsigliolo is directly within the village of Monsigliolo itself, as it offers a tranquil and authentic Tuscan experience.

Monsigliolo is a small, charming village characterized by its traditional stone buildings, narrow streets, and picturesque views of the surrounding countryside. It's an ideal base for exploring the Valdichiana region, with easy access to larger towns like Cortona and Montepulciano. The village centers around a small piazza and a historic church, providing a peaceful setting.

Couples looking for a romantic and quiet escape will find Monsigliolo particularly appealing. The area provides a sense of seclusion and a slower pace of life, great for enjoying local cuisine, wine, and the scenic beauty of Tuscany without the crowds of larger tourist hubs. Many accommodations here offer private terraces and stunning vistas.

For travelers seeking a relaxed base for exploring Tuscany's culinary and wine regions, Monsigliolo is an excellent choice.
When is the best time to go to Monsigliolo?
The best times to visit Monsigliolo are during the spring (April to June) and autumn (September to October) months.

Spring offers pleasant temperatures, typically ranging from 60°F to 75°F (15°C to 24°C), and the Tuscan landscape is lush with blooming wildflowers. This season is ideal for outdoor activities like hiking and cycling through the rolling hills and vineyards surrounding Monsigliolo, and it's also a great time to enjoy wine tours before the summer crowds arrive.

Autumn provides a different kind of beauty, with cooler temperatures, generally between 55°F and 70°F (13°C to 21°C), and the vineyards displaying their rich, golden hues during the grape harvest season.
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 Monsigliolo.
How can I save on a Monsigliolo hotel booking with Expedia?
With Expedia, you earn OneKeyCash™* on eligible Monsigliolo 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 Monsigliolo hotel?
Prices for hotels in Monsigliolo often vary, but you can find a great deal from $105 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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