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

Historic Centre of Florence
CA $1,341
per person
Nov 8 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
9.6/10 Exceptional! (592 reviews)
Excellent staff. Extremely helpful. Booked reservations for us and always happy to help. Hotel is nice and well maintained. Room was spacious for Italy. Shower was only tight squeeze

Reviewed on Sep 18, 2026

Grand Hotel Cavour

Grand Hotel Cavour

Historic Centre of Florence
Save 100% on your flight
CA $1,709
per person
Nov 8 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
9.2/10 Wonderful! (1,004 reviews)
Lovely hotel and great position in Florence. Staff were friendly and helpful. Breakfast was lovely plenty of choice. Wouldn’t hesitate to stay there again. Perfect for the usual sightseeing !

Reviewed on Sep 15, 2026

Aurum Firenze

Aurum Firenze

Historic Centre of Florence
Save 100% on your flight
CA $1,438
per person
Oct 22 - Oct 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Florence (FLR)
7.6/10 Good! (1,003 reviews)
Brilliant location, no more than 15-20 maximum minutes to walk to all the main sites. The staff worked hard and were very friendly and helpful.

Reviewed on Sep 17, 2026

Hotel Duomo Firenze

Hotel Duomo Firenze

Historic Centre of Florence
CA $1,775
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
9.2/10 Wonderful! (1,001 reviews)
I can’t understand how the property even considers selling a room the size I was in under a staircase with a shower which barely trickles.

Reviewed on Sep 19, 2026

Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

Save 100% on your flight
CA $3,063
per person
Nov 8 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
9/10 Wonderful! (367 reviews)

Ready to book your vacation to Montaione?

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Montaione Hotel Deals

Castelfalfi

Castelfalfi

Loc. Castelfalfi Montaione FI
CA $1,153
CA $1,284 total
Oct 21 - Oct 22
includes taxes & fees
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

Castelfalfi
Boccioleto Resort&Spa

Boccioleto Resort&Spa

Via Collegalli Montaione FI
Fully refundableReserve now, pay when you stay
CA $120
CA $141 total
Sep 28 - Sep 29
includes taxes & fees
9.2/10 Wonderful! (127 reviews)
"The property was located in a central area we could reach all small towns"

Reviewed on Sep 8, 2026

Boccioleto Resort&Spa
Tenuta Castellare di Tonda

Tenuta Castellare di Tonda

Via Cerroni Montaione FI
CA $145
CA $164 total
Oct 21 - Oct 22
includes taxes & fees
8/10 Very good! (52 reviews)
"We thought they would be serving dinner every night but there was no chef! So no Dinner service. Good A/C. Breakfast buffet was great, bartender made sandwiches and salads at lunch time. Be prepared to drive windy dark roads at night to find restaurants, 10-20 minutes away. Also we were charged additional ..."

Reviewed on Jul 4, 2026

Tenuta Castellare di Tonda
See all 551 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

Monastery of San Vivaldo

9.2/10 (5 reviews)
Monastery of San Vivaldo is just one of the places to see in San Vivaldo, so why not enjoy the other things to explore during your travels? Discover the beautiful countryside and wineries in this relaxing area.
See properties

What to do in Montaione

Tuscany in 1 day: Pisa, San Gimignano and Siena with Lunch

Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch

CA $79
per adult
78% of travellers recommend
Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch
Tootbus Tuscany Intercity Multi-day Pass

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

CA $55
per adult
Tootbus Tuscany Multi-Day Tours from Florence: Explore at Your Own Pace
Wine Tasting "San Gimignano"

Wine Tasting "San Gimignano"

CA $57
per adult
Wine Tasting "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 $1,341 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.