Montaione Vacation Packages

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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.

Top Montaione Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

4 out of 5
Historic Centre of Florence
per person
Oct 23 - Oct 29
found 10 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Florence (FLR)
9.6/10 Exceptional! (462 reviews)
Hands down the best place we have stayed. They accommodated to go breakfasts for our tours, arranged taxis, made cappuccino when we were heading out the door. Wonderful experience

Reviewed on Jun. 6, 2025

Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
per person
Sep 17 - Sep 23
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Florence (FLR)
7.6/10 Good! (1,000 reviews)
Very small rooms and bathrooms. Breakfast and breakfast staff were awesome and on the top floor. Hotel room small and nothing special. Great location and quiet…but good luck getting out of a car with luggage.

Reviewed on Aug. 4, 2025

Palazzo Firenze by Baglioni Hotels & Resorts

Palazzo Firenze by Baglioni Hotels & Resorts

5 out of 5
Historic Centre of Florence
per person
Sep 22 - Sep 28
found 16 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Florence (FLR)
9.4/10 Exceptional! (230 reviews)
I VERY MUCH ENJOYED THE STAY

Reviewed on Jul. 18, 2025

Bernini Palace

Bernini Palace

5 out of 5
Historic Centre of Florence
per person
Sep 29 - Oct 4
found 14 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Florence (FLR)
9.6/10 Exceptional! (1,003 reviews)
The staff were all very friendly and helpful.

Reviewed on Aug. 4, 2025

Tenuta di Artimino Member of Meliá Collection

Tenuta di Artimino Member of Meliá Collection

4 out of 5
per person
Sep 22 - Sep 28
found 9 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Florence (FLR)
9.2/10 Wonderful! (124 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

Ready to book your vacation to Montaione?

 

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Montaione Hotel Deals

Castelfalfi

Castelfalfi

5 out of 5
Loc. Castelfalfi, Montaione, FI
The price is CA $1,202 per night from Aug 31 to Sep 1
CA $1,202
CA $1,338 total
Aug 31 - Sep 1
includes taxes & 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
The price is CA $196 per night from Aug 31 to Sep 1
CA $196
CA $226 total
Aug 31 - Sep 1
includes taxes & fees
9.2/10 Wonderful! (101 reviews)
"Very nice Resort. Excellent dining staff and the meals were great! would highly recommend staying here."

Reviewed on Jul. 29, 2025

Boccioleto Resort&Spa
Borgo san Benedetto

Borgo san Benedetto

Via Collerucci, 29, Montaione, FI
The price is CA $276 per night from Aug 10 to Aug 11
CA $276
CA $313 total
Aug 10 - Aug 11
includes taxes & fees
9.4/10 Exceptional! (49 reviews)
"Absolutely outstanding experience. The apartment was beautifully furnished, very comfy and large. The grounds are exquisite, the staff was so helpful and kind. Casa Masi was divine. We would definitely stay here again. Thank you!"

Reviewed on Apr. 27, 2025

Borgo san Benedetto
See all 603 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.
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What to do in Montaione

Full-Day Tour of San Gimignano, Siena & Chianti

San Gimignano, Siena and Chianti - Small Group Tour

CA $191
per adult
86% of travellers recommend
San Gimignano, Siena and Chianti - Small Group Tour
San Gimignano: The Medieval City

San Gimignano: The Medieval City

CA $32
per adult
San Gimignano: The Medieval City
Wine tasting in San Gimignano

Wine tasting in San Gimignano

CA $48
per adult
Wine tasting in San Gimignano
See all activities in Montaione

Frequently asked questions

How much does a Montaione vacation package cost?
You'll find cheap prices from CA $1,584 on Expedia for your Montaione escape. However, factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Montaione costs.
What are the cheapest months to go to Montaione?
If you're hoping to score a cheap Montaione vacation package, consider travelling in February, March and November. You'll usually find lower rates on hotels and airfares during these months — perfect for travellers wishing to save money.
How many days is enough for Montaione?
To fully enjoy your Montaione vacation, we recommend staying for 4 days. Divide your time between visiting Agricola Tamburini Emanuela, Teatro del Popolo and other top attractions, in addition to exploring neighbourhoods like Alberi and Iano. If you've got some time to spare, add a day trip or tour to your Montaione vacation itinerary.
Is it worth booking a vacation package to Montaione?
Well known for its hiking, views and walking trails, a Montaione vacation is a hit with all kinds of travellers. Be sure to visit top sights like Castelfalfi Golf Course and Monastery of San Vivaldo, and consider renting some wheels for day trips to explore even more.
How to find the best Montaione package deals?
Begin your search for a Montaione package deal by entering your preferred trip dates and destination under our "Packages" tab. Then apply a few filters, like "Guest rating" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the ideal Montaione package deal right away, simply switch up 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 underway.
Is it cheaper to book a Montaione vacation as a package?
You can enjoy significant savings on your Montaione escape by booking a customized vacation package. Check the "Package" heading, then enter your destination and travel dates to see the best hotel prices and airfares. Bundling can save travellers 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 vacation dates finalized, book as early as you can to bag some unbeatable deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spontaneous trips? Our last-minute deals are perfect for travelling on a whim.
How to plan a trip to Montaione?

  1. Pick your dates: The things you plan to do in Montaione and your favourite season will help you decide when to travel.
  2. Figure out your budget: Make sure you have enough money to cover everything from transportation and food to activities and flights. Your hotel will likely be the largest expense during your trip to Montaione.
  3. Decide your trip length: Think about how much time you'd like to spend discovering Montaione. Plan your itinerary so you can get to all the attractions and activities you're interested in at a comfortable pace.
  4. Combine your accommodations and airfare: Once you've settled on your trip dates and duration, lock in the perfect Montaione vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.