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Our top choices for Monteguidi hotels

Hotel Il Castello

Hotel Il Castello
Certaldo Alto
9.6 out of 10, Exceptional, (7)
"What a great little hotel! The town is rather small and not much shops like San Gimignano, but this hotel is clean, rooms are roomy and the garden dining is out of this world. Beautiful with views of the sunset and amazing food. One of my favorite. The town has several restaurants too and some good museums. "
United States
Thomas
$139 nightly
The price is $159
Jan 4 - Jan 5, 2026
Total with taxes and fees
Hotel Il Castello

Hotel Albergo Italia

Hotel Albergo Italia
2.0 star property
Poggibonsi
8.4 out of 10, Very Good, (46)
"When I arrived the hotel was closed. I have had to sleep in the car"
United States
Martin
Hotel Albergo Italia

Hotel Villa San Giorgio

Hotel Villa San Giorgio
3.0 star property
Poggibonsi
9.0 out of 10, Wonderful, (105)
"Loved the breakfast amazing !!! Such a beautiful place woujd love to go in summer and lay by the pool "
Australia
Kylie
$58 nightly
The price is $64
Dec 28 - Dec 29
Total with taxes and fees
Hotel Villa San Giorgio

Hotel Toscana Ambassador

Hotel Toscana Ambassador
4.0 star property
Poggibonsi
8.2 out of 10, Very Good, (317)
"Wonderful breakfast. Good location!"
Canada
Karen
$65 nightly
The price is $72
Jan 6 - Jan 7, 2026
Total with taxes and fees
Hotel Toscana Ambassador

Hotel Ristorante Alcide

Hotel Ristorante Alcide
4.0 star property
Poggibonsi
8.0 out of 10, Very Good, (478)
"I highly recommended "
Canada
George
$51 nightly
The price is $56
Jan 4 - Jan 5, 2026
Total with taxes and fees
Hotel Ristorante Alcide

Villa San Lucchese

Villa San Lucchese
4.0 star property
Poggibonsi
9.4 out of 10, Exceptional, (336)
"Beautiful place Great service "
United States
patricia
Villa San Lucchese

Agriturismo Nerbona

Agriturismo Nerbona
Colle di Val d'Elsa
9.6 out of 10, Exceptional, (18)
"Very nice place"
United States
JULISSA
$97 nightly
The price is $110
Dec 29 - Dec 30
Total with taxes and fees
Agriturismo Nerbona

Tenuta Sant'Ilario

Tenuta Sant'Ilario
Gambassi Terme
9.4 out of 10, Exceptional, (33)
"Amazing location and property! Owner and staff super nice! I am sure we will be back!"
Australia
Ilaria
Tenuta Sant'Ilario

Fattoria di Corsignano

Fattoria di Corsignano
Castelnuovo Berardenga
9.2 out of 10, Wonderful, (28)
"Amazing stay at the wineyard. The service was outstanding, and the area and surroundings are beautiful. Highly recommended!"
Norway
Vegard
$209 nightly
The price is $234
Jan 9 - Jan 10, 2026
Total with taxes and fees
Fattoria di Corsignano

ApartHotel Anghel

ApartHotel Anghel
Siena
8.4 out of 10, Very Good, (335)
"Would recommend staying here and will hopefully be back!"
Canada
Lisa
$61 nightly
The price is $72
Jan 18 - Jan 19, 2026
Total with taxes and fees
ApartHotel Anghel

B&B Ponte a Nappo

B&B Ponte a Nappo
San Gimignano
9.4 out of 10, Exceptional, (56)
"Beautiful private property with very comfortable suites with awesome views of San Gimignano and the breathtaking valley. Highly recommend, staff was very accommodating and friendly. "
United States
Mary
$143 nightly
The price is $164
Dec 29 - Dec 30
Total with taxes and fees
B&B Ponte a Nappo

Hotel Torciano Vecchio Asilo

Hotel Torciano Vecchio Asilo
San Gimignano
9.6 out of 10, Exceptional, (54)
"Great boutique hotel in the middle of Tuscany. Wonderful views. The staff was very friendly and accommodating. We really loved the complimentary wine tasting at their nearby winery! We only wish their rooftop deck would’ve been open for even better views. The hotel and winery are family owned and it’s very clear that they value every guest!"
United States
Necola
$238 nightly
The price is $269
Jan 2 - Jan 3, 2026
Total with taxes and fees
Hotel Torciano Vecchio Asilo

Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano
4.0 star property
Siena
9.8 out of 10, Exceptional, (186)
"The best in Siena."
Canada
David
$282 nightly
The price is $313
Jan 9 - Jan 10, 2026
Total with taxes and fees
Hotel Certosa Di Maggiano

Casale San Galgano

Casale San Galgano
Chiusdino
10.0 out of 10, Exceptional, (20)
"Peace and nature at its best"
United States
Jose Manuel
Casale San Galgano

Four Points by Sheraton Siena

Four Points by Sheraton Siena
4.0 star property
Scacciapensieri
8.8 out of 10, Excellent, (579)
"Comfortable rooms, excellent breakfast, lovely pool, and service!"
United States
Anonymous traveler
$134 nightly
The price is $151
Jan 6 - Jan 7, 2026
Total with taxes and fees
Four Points by Sheraton Siena

Hotel La Vecchia Cartiera

Hotel La Vecchia Cartiera
3.0 star property
Colle di Val d'Elsa
8.4 out of 10, Very Good, (203)
"The staff was very welcoming. Lovely quiet place. Close to a lot of good restaurants. "
Canada
Sheila
Hotel La Vecchia Cartiera

Hotel Le Renaie

Hotel Le Renaie
3.0 star property
San Gimignano
8.6 out of 10, Excellent, (28)
"Das Hotel ist sehr schön ruhig gelegen, und von den vorderen Balkonen hat man einen tollen Ausblick auf die Berge. Das Frühstück hat eine gute Auswahl und war echt lecker. Leider ist das Haus sehr hellhörig und ich konnte nur mit Ohropax schlafen. "
Germany
Sabrina
$142 nightly
The price is $164
Dec 28 - Dec 29
Total with taxes and fees
Hotel Le Renaie

Palace Hotel Due Ponti

Palace Hotel Due Ponti
3.0 star property
Due Ponti
8.2 out of 10, Very Good, (51)
"Nice place to stay. Fairly close to the medieval area. No need to worry about any ZTL issue. "
United States
joseph
Palace Hotel Due Ponti

Cappuccina Country Resort

Cappuccina Country Resort
4.0 star property
San Gimignano
8.6 out of 10, Excellent, (92)
"Great stay. Very good experience. "
Canada
Vince
$147 nightly
The price is $170
Jan 16 - Jan 17, 2026
Total with taxes and fees
Cappuccina Country Resort

Villa Ermellina Siena, a Tribute Portfolio Hotel

Villa Ermellina Siena, a Tribute Portfolio Hotel
4.0 star property
Camollia
9.0 out of 10, Wonderful, (7)
"Unique and cozy prot"
United States
Kristine
$124 nightly
The price is $140
Jan 6 - Jan 7, 2026
Total with taxes and fees
Villa Ermellina Siena, a Tribute Portfolio Hotel
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Top Monteguidi Hotel Reviews

More cheap stays in Monteguidi

Frequently asked questions

What is the best area to stay in Monteguidi?
The best area to stay in Monteguidi, Tuscany, is within the village itself or the immediate surrounding countryside, offering a tranquil and authentic Tuscan experience.

Monteguidi is a small, historic hilltop village that provides a peaceful retreat. The village center features a charming main square, a historic church, and narrow cobblestone streets. Accommodations here often include restored traditional stone houses, offering a sense of history and local life. It's an ideal base for couples seeking a quiet escape and a taste of rural Italy, with opportunities for scenic walks right from their doorstep.

For solo travelers looking for a calm and reflective stay, the agriturismos and villas scattered just outside the village offer a wonderful option. These properties are typically set amidst vineyards and olive groves, providing expansive views and a serene environment.
When is the best time to go to Monteguidi?
The best time to visit Monteguidi, Tuscany, is during the shoulder seasons of late spring (April to early June) and early autumn (September to October).

These periods offer pleasant weather, with warm, sunny days ideal for exploring the Tuscan countryside without the intense heat of mid-summer. You'll find the landscape lush and green in spring with wildflowers blooming, while autumn brings the rich colors of the harvest season. These months also generally see fewer crowds compared to the peak summer months, allowing for a more relaxed experience of the local attractions and vineyards.

For couples seeking a romantic getaway, late spring is particularly appealing with its mild temperatures and blooming scenery, great for scenic drives through the rolling hills and enjoying al fresco dining. Early autumn also suits couples well, offering opportunities for wine tasting tours during the harvest and cozy evenings by a fireplace.

Travelers looking for a more relaxed pace and a better value will appreciate these shoulder seasons. Accommodation and flight prices tend to be more favorable than in July and August, and you'll have an easier time securing reservations at popular restaurants and attractions.
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 Monteguidi.
How can I save on a Monteguidi hotel booking with Expedia?
With Expedia, you earn OneKeyCash™* on eligible Monteguidi 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 Monteguidi hotel?
Prices for hotels in Monteguidi often vary, but you can find a great deal from $77 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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