Visit Villa del Monte: 2026 Travel Guide for Villa del Monte, San Gimignano

Castelfalfi

Loc. Castelfalfi Montaione FI

$816 nightly

$909 total

Oct 21 - Oct 22

Total with taxes and fees

Book a stay at this luxury hotel in Montaione. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...

9.6/10 Exceptional! (184 reviews)

"Our stay was perfect. We were given an upgrade due to the fact that it was our honeymoon. The staff was very kind and they work hard at pampering all guests. Property and rooms are extremely clean. Not sure if we went at a good time but the hotel was not crowded at all. Easy access to spa and other ..."

Reviewed on Sep 17, 2026

Fattoria di Vegi

Località Vegi, 16 Castellina in Chianti SI

$316 nightly

$354 total

Oct 21 - Oct 22

Total with taxes and fees

Stay at this hotel in Castellina in Chianti. Enjoy free breakfast, free WiFi, and an attached winery. Popular attractions Lilliano Estate Winery and Castello ...

10/10 Exceptional! (25 reviews)

"What an amazing hotel. The attention to detail on the refurb of the property is phenomenal. Once the tennis court, spa etc are completed this will easily be high hundreds per night. We visited all the other properties in the surrounding area and nothing came close to this hotel. The food and drinks ..."

Reviewed on Sep 16, 2026

Poderi Arcangelo

Localita Capezzano San Gimignano SI

$127 nightly

$145 total

Oct 7 - Oct 8

Total with taxes and fees

Book a stay at this family-friendly farm stay in San Gimignano. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff in our ...

9/10 Wonderful! (369 reviews)

"The room had very little of the basic necessities. On arrival we had to carry all our luggage up a steep slope and climb stairs with no railings for leverage."

Reviewed on Sep 18, 2026

See all 6,807 properties in Villa del Monte

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.

hu Firenze Certosa camping in town

Via San Cristofano 2 Impruneta FI

Stay at this campground in Impruneta. Enjoy free parking, an outdoor pool, and a 24-hour front desk. Popular attractions Ponte Vecchio and Cathedral of Santa ...

8.6/10 Excellent! (104 reviews)

"Don't needs to worry about check in. It is 24 hours, but in not in the check in details"

Reviewed on Sep 14, 2026

Fattoria il Milione Agriturismo

Via Di Giogoli 12 Florence FI

Book a stay at this family-friendly residence in Florence. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...

8.2/10 Very Good! (263 reviews)

"Great location easy access to Firenze"

Reviewed on Aug 25, 2026

Chianti Village Morrocco

Strada Morrocco 36/A Barberino Tavarnelle FI

Book a stay at this family-friendly residence in Barberino Tavarnelle. Enjoy an outdoor pool, breakfast (surcharge), and room service. Popular attractions Poggio ...

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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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Things to do

Florence Day Trip: Medieval Villages & Cooking Class

$185

per adult

86% of travellers recommend

Tootbus Tuscany Intercity Multi-day Pass

Tootbus Tuscany Multi-Day Tours from Florence: Explore at Your Own Pace

$40

per adult

Discover Chianti Through its Wines

$52

per adult

Lunch with Wine Tasting at Poggio ai Laghi Winery

$41

per adult

Organic Wine Tour&Tasting overlooking Chianti Classico Vineyards

$41

per adult

Private Wine & Oil Tasting with Lunch

$79

per adult

See all activities in Villa del Monte

Frequently asked questions

When is the best time to visit Villa del Monte?

The best time to visit Villa del Monte is from May through September. For travelers seeking fewer crowds and better value, the cooler months of December through March are a good option, offering a more relaxed experience.

Can I book a refundable hotel in Villa del Monte?

Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Villa del Monte by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.

Why book a trip to Villa del Monte with Expedia?

Expedia makes it easier to plan your Villa del Monte trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.

Should I stay in a hotel or vacation rental in Villa del Monte?

The best choice depends on your travel style. Hotels in Villa del Monte can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.

How can I manage my Villa del Monte trip on Expedia?

Once you've booked your Villa del Monte trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.

What if I need help during my Villa del Monte trip?

Expedia offers customer support before, during, and after your Villa del Monte trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.

How can Expedia help me plan my first trip to Villa del Monte?

If it's your first trip to Villa del Monte, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.

How can I save on my Villa del Monte hotel booking with Expedia?

Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Villa del Monte hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

Villa del Monte

Travel Guide