Montaione Vacations from $943

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to $1,045 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Your Montaione Vacation

When a break in the city is calling, answer it with a vacation package to Montaione. The neighborhood of Capannoli, which is great for walking, nature and history, makes an awesome base for your adventures. If your trip to Montaione includes some sightseeing, don't miss popular attractions like Castelfalfi Golf Course, Monastery of San Vivaldo and Teatro del Popolo. Whatever your travel plans or the size of your budget, organizing your ultimate tailored Montaione vacation is simple with Expedia.

The Latest Montaione vacation packages

Price found within the past 48 hours. Click for updated prices.
Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
Oct 14 - Oct 20
found 9 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.6/10 Good! (1,012 reviews)
It’s a great location. Most of the attractions are in the walking distance. The marketplace and the central train station are 5 minutes walking distance.

Reviewed on Jul 24, 2025

Hb Hotels Orchidea Blu

Hb Hotels Orchidea Blu

3 out of 5
Torre Pedrera
per person
Sep 5 - Sep 10
found 1 day ago
Roundtrip flight included
New York (JFK) to Bologna (BLQ)
8/10 Very Good! (13 reviews)
Grand Hotel Cavour

Grand Hotel Cavour

4 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
Sep 25 - Oct 1
found 7 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.2/10 Wonderful! (1,002 reviews)
Muy bonita bien, situada muy buen desayuno, el personal muy atento

Reviewed on Jul 24, 2025

Palazzo Firenze by Baglioni Hotels & Resorts

Palazzo Firenze by Baglioni Hotels & Resorts

5 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
Sep 25 - Sep 30
found 18 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.4/10 Exceptional! (228 reviews)
I VERY MUCH ENJOYED THE STAY

Reviewed on Jul 18, 2025

Tenuta di Artimino Member of Meliá Collection

Tenuta di Artimino Member of Meliá Collection

4 out of 5
Save 100% on your flight
per person
Sep 25 - Oct 1
found 7 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.4/10 Exceptional! (117 reviews)
Property is beautiful everywhere you turn, straight out of a movie! Hotel is located at the top of a mountain and you get to over see the vineyards and cities., absolutely beautiful views. The only downside is the hotel only has 2 restaurants that offer diner and they alternate on which night they are opened, you also need reservations in advance and even then tables with a view are not guaranteed.

Reviewed on Jul 25, 2025

Don't see what you're looking for?
See all available trips from Columbus to Montaione
View all trips

Discover the most popular places to visit in Montaione

Castelfalfi Golf Course

Enjoy a round of golf in Castelfalfi at Castelfalfi Golf Course. Discover the beautiful countryside in this relaxing area.

Castelfalfi Golf Course

Monastery of San Vivaldo

You can learn about the history of San Vivaldo with a trip to Monastery of San Vivaldo. Discover the beautiful countryside and wineries in this relaxing area.

Monastery of San Vivaldo

What to do in Montaione

Students and family friendly tours

Tuscany Vespa Tour from Florence with Wine Tasting

$235
per adult
100% of travellers recommend
Tuscany Vespa Tour from Florence with Wine Tasting
San Gimignano: Chianti wine tasting and lunch

San Gimignano: Chianti wine tasting and lunch

$82
per adult
San Gimignano: Chianti wine tasting and lunch
Full-Day Tour of San Gimignano, Siena & Chianti

San Gimignano, Siena and Chianti - Small Group Tour

$140
per adult
86% of travellers recommend
San Gimignano, Siena and Chianti - Small Group Tour
See all activities in Montaione

Montaione Hotel Deals

Castelfalfi

Castelfalfi

5 out of 5
Loc. Castelfalfi, Montaione, FI
$727 nightly
The price is $811 total per night from Aug 1 to Aug 2
$811 total
Aug 1 - Aug 2
Total includes taxes and fees
9.4/10 Exceptional! (148 reviews)
"Es un lugar maravilloso y único. Puedes moverte a cualquier lugar de la Toscana y es cerca. Es el segundo año que regresamos para el cumpleaños de mi esposo. este lugar tiene Magia..."

Reviewed on Jun 5, 2025

Castelfalfi
Boccioleto Resort&Spa

Boccioleto Resort&Spa

4 out of 5
Via Collegalli, Montaione, FI
Fully refundableReserve now, pay when you stay
$134 nightly
The price is $154 total per night from Jul 30 to Jul 31
$154 total
Jul 30 - Jul 31
Total includes taxes and fees
9.2/10 Wonderful! (98 reviews)
"We were just looking for a way to get away from the inner city, Rome, Florence, etc. this is the nicest place in the north we had stayed with the most hospitality in the north definitely recommended stay in the countryside of Tuscany here rather than in Florence Rome, we love it so much. We booked ..."

Reviewed on Jun 30, 2025

Boccioleto Resort&Spa
Castellare di Tonda Resort & Spa

Castellare di Tonda Resort & Spa

Via Cerroni, Montaione, FI
7.8/10 Good! (47 reviews)
Great place to relax and recharge!
"The reception was extremely helpful with all our queries even before we got to the property and really helped make sure we had a comfortable stay. The apartment came with amazing views and the basic necessities. The pool was a very nice size and kept clean for us to enjoy. We also booked a horse ..."

Reviewed on Jul 28, 2020

Get rates
Castellare di Tonda Resort & Spa
See all 607 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.

Find the Best Montaione Vacation Packages

Montaione Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Closest Airport
Peretola Airport (FLR)
Population
2,800
Max Temp Winter
50ºF
Max Temp Summer
85ºF
Top Sights
Montegufoni Castle, Castello Sonnino and Castle of Oliveto

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Montaione vacation package cost?
You can pick up a vacation package to this top destination from $943 on Expedia. However, how much your vacation to Montaione costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Montaione?
You can generally find lower rates and greater availability in September, November and December. Check out our cheap Montaione vacation packages and you could score some excellent off-season deals.
How many days is enough for Montaione?
With a well-organized schedule, you can easily visit the most popular Montaione attractions in a few days. But if you want to explore off the beaten track or take day trips, think about booking your Montaione vacation for longer.
Is it worth booking a vacation package to Montaione?
Montaione has all the ingredients you need for an amazing break — views, nature and hiking are just the start. Whether you'd like to visit attractions like Castelfalfi Golf Course and Monastery of San Vivaldo, or venture off the beaten track, you'll have plenty to see and do on your Montaione vacation.
How to find the best Montaione package deals?
Begin your search for a Montaione package deal by entering your preferred travel dates and destination under our "Packages" tab. Then add some filters, like "Popular locations" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the ideal Montaione package deal right away, simply tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Montaione adventure off to a flying start.
Is it cheaper to book a Montaione vacation as a package?
You can enjoy significant savings on your next Montaione retreat by booking a tailored vacation package. Click on the "Package" heading, then select your destination and travel dates to browse some great hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Montaione?
If you have your Montaione travel dates locked in, book early to bag some unbeatable deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spur-of-the-moment getaways? Our last-minute deals are ideal for impromptu escapes.
How to plan a trip to Montaione?

  1. Choose your travel dates: The things you want to do in Montaione and your preferred season can help you decide when to go.
  2. Set a budget: Factor in expenses such as food, flights and transportation when calculating how much to put aside for your trip to Montaione. Then, select a property that fits your budget, whether that's a wallet-friendly stay or a high-end retreat.
  3. Explore Montaione using Expedia's trip planning tool: Gain insights into the leading attractions and best hotels for your trip to Montaione. You can also save your favorite places, collaborate with family and friends and organize all your plans in one place.
  4. Decide how many days away: Start by compiling a list of the activities and sights you'd like to get to in Montaione. Then, estimate how long you'll need at each, as well as any travel time.
  5. Bundle your airfare and accommodations: After you've nailed down your dates and duration, lock in the right Montaione vacation package for you.
  6. Book activities and experiences in advance: Whether it's entrance to a major attraction or a walking tour, you won't have to worry about missing out on Montaione's best offerings. Find all the fun things to do in Montaione with our dedicated travel guide.

Does Expedia offer Book Now, Pay Later Montaione vacation packages?
If you're like us, you love traveling the world but don't love the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the overall cost of your Montaione break over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.