Montaione

Travel Guide

Rolling hills, a winding road, and scattered trees.
Rolling hills, vineyards, and a small town nestled in the valley.
Rolling green hills, a calm pond, and a clear sky.
A historical building with a covered porch, columns, and a bell tower, surrounded by trees and a grassy area.
Rolling hills, a valley, and distant mountains.
Castelfalfi

Castelfalfi

5 out of 5
Località Castelfalfi Montaione FI
Fully refundable
$826 nightly
The price is $919 total per night from Oct 23 to Oct 24
$919 total
Oct 23 - Oct 24
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 ...
Castelfalfi
Boccioleto Resort&Spa

Boccioleto Resort&Spa

4 out of 5
Via Collegalli Montaione FI
$71 nightly
The price is $85 total per night from Nov 8 to Nov 9
$85 total
Nov 8 - Nov 9
Total with taxes and fees
Book a stay at this golf hotel in Montaione. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.2/10 Wonderful! (130 reviews)
"The property was located in a central area we could reach all small towns"

Reviewed on Sep 8, 2026

Boccioleto Resort&Spa
Borgo san Benedetto

Borgo san Benedetto

Via Collerucci, 29 Montaione FI
$152 nightly
The price is $174 total per night from Nov 4 to Nov 5
$174 total
Nov 4 - Nov 5
Total with taxes and fees
Book a stay at this family-friendly hotel in Montaione. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Castelfalfi Golf Course and Castello ...
Borgo san Benedetto
See all 547 properties in Montaione
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.
Calanchi Apartments

Calanchi Apartments

Via Sughera 44 Sughera FI
Book a stay at this family-friendly vacation home in Montaione. Enjoy free WiFi, free parking, and a rooftop terrace. Popular attractions Castelfalfi Golf Course ...
8/10 Very Good! (1 review)
"great property with staff and reception ready to help wt a moments notice. Awesome pool and a gorgeous view of the hillside. Also features a beautiful sunset scenic view. Many bugs in the area and some may get into the rooms."

Reviewed on Sep 10, 2026

Calanchi Apartments
Charming 2 bed 2 bath apt in Castelfalfi with WiFi, AC, near shops & dinning

Charming 2 bed 2 bath apt in Castelfalfi with WiFi, AC, near shops & dinning

Castelfalfi Città Metropolitana di Firenze
Stay at this apartment in Montaione. Enjoy free WiFi, a fitness center, and laundry facilities. Popular attractions Castelfalfi Golf Course and Pieve di Santa ...
10/10 Exceptional! (1 review)
"Best stay in Castelfalfi"

Reviewed on Aug 12, 2026

Charming 2 bed 2 bath apt in Castelfalfi with WiFi, AC, near shops & dinning
Villa near San Gimignano, with pool, air conditioning, and beautiful views

Villa near San Gimignano, with pool, air conditioning, and beautiful views

Palagio Montaione
Stay at this villa in Montaione. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Castelfalfi Golf Course and Pieve di Santa Maria a Chianni ...
Villa near San Gimignano, with pool, air conditioning, and beautiful views
See all properties in Montaione
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.

Stay near popular Montaione attractions

Castelfalfi Golf Course

9.6/10 (11 reviews)
Enjoy a round of golf in Castelfalfi at Castelfalfi Golf Course. Discover the beautiful countryside in this relaxing area.
See properties

Things to do

San Gimignano: Evening Flavors Dinner & Wine tasting

San Gimignano: Evening Flavors Dinner & Wine tasting

$65
per adult
San Gimignano: Evening Flavors Dinner & Wine tasting
Tootbus Tuscany Intercity Multi-day Pass

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

$39
per adult
Tootbus Tuscany Multi-Day Tours from Florence: Explore at Your Own Pace
Private Wine & Oil Tasting with Lunch

Private Wine & Oil Tasting with Lunch

$78
per adult
Private Wine & Oil Tasting with Lunch
San Gimignano Sunset Belvedere Dinner and Wine Tasting

San Gimignano Sunset Belvedere Dinner and Wine Tasting

$72
per adult
San Gimignano Sunset Belvedere Dinner and Wine Tasting
San Gimignano: Lunch or Dinner at a Winery with Wine Tasting

San Gimignano: Lunch or Dinner at a Winery with Wine Tasting

$124
per adult
San Gimignano: Lunch or Dinner at a Winery with Wine Tasting
Full-Day Chianti Bike Tour from Siena

Full-Day Chianti Bike Tour from Siena

$75
per adult
100% of travellers recommend
Full-Day Chianti Bike Tour from Siena
See all activities in Montaione

Frequently asked questions

Is Montaione worth visiting?
Montaione is worth visiting for its standout attractions, including the Castelfalfi Golf Course and the historic Monastery of San Vivaldo. Travelers can also enjoy a variety of Italian and European dining experiences, offering local flavors.
When is the best time to visit Montaione?
The best time to visit Montaione is from May through September, when the weather is warm and pleasant, ideal for exploring the region. For fewer crowds and better value, the quieter months of December through March are a good bet, with cooler temperatures.
What is Montaione known for?
Montaione is known for its Castelfalfi Golf Course, offering travelers a chance to play amidst scenic Italian landscapes. It is also home to the historic Monastery of San Vivaldo, providing a cultural experience. This city in Italy offers a blend of recreation and heritage.
What is a good itinerary length for Montaione?
A good itinerary length for Montaione is two to three days to visit the Castelfalfi Golf Course and the Monastery of San Vivaldo, plus enjoy a dining experience at a local's home. For a longer trip of four to five days, travelers can also explore more of the Tuscan countryside, perhaps with horseback riding.
What are the top things to do in and around Montaione?
Montaione and its surroundings offer a mix of golf, historical sites, and local experiences:


How do I plan a trip to Montaione?
To plan your trip to Montaione, book flights, hotels, and rental cars in advance. Consider activities like a dining experience with a cooking demo or horseback riding. Explore Castelfalfi Golf Course or the Monastery of San Vivaldo. Always pair outdoor plans with indoor backups for weather flexibility.
What cuisines can you find in Montaione?
In Montaione you can find Italian cuisine, featuring classic dishes such as pasta, pizza, rich risottos, and delicious tiramisu. Travelers can also enjoy a variety of Mediterranean-inspired European options, alongside fresh seafood preparations. These choices offer a diverse culinary experience during your visit.
Can I book a refundable hotel in Montaione?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Montaione 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 Montaione with Expedia?
Expedia makes it easier to plan your Montaione 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 Montaione?
The best choice depends on your travel style. Hotels in Montaione 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 Montaione trip on Expedia?
Once you've booked your Montaione 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 Montaione trip?
Expedia offers customer support before, during, and after your Montaione 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 Montaione?
If it's your first trip to Montaione, 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 Montaione 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 Montaione hotel.

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

Cities near Montaione

A vineyard with rows of grapevines, olive groves, and scattered buildings on a hillside.

Gambassi Terme

A historic town with medieval architecture, including a prominent tower and a church with a dome.

Volterra

Rolling hills, vineyards, and scattered buildings in a hilly landscape.

Castelfiorentino

A swimming pool with lounge chairs and tall trees in the background.

Palaia

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