
Montaione Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, 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.
Top Montaione Vacation Deals
Price found within the past 48 hours. Click for updated prices.


Villa Tolomei Hotel & Resort
Oltrarno
Price was CA $3,248, price is now CA $2,491 per person
CA $2,491
per person
Dec 29 - Jan 3
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Florence (FLR)
8.8/10 Excellent! (445 reviews)
The property was lovely. A former 15th(?) century monastery located on a hilltop overlooking parts of Florence. Surrounded by olive and fruit trees, and gardens. It's past the Roman gate, about a 30 euro cab ride from the center of town. Though they didn't tell us until we asked, there's a shuttle that will take you down the hill to the Roman Gate where taxis and busses can be found.
We arrived just after the hotel restaurant had closed for the afternoon by a minute. They were kind/professional enough to serve us something from the cold selections; and it was delicious. The breakfast buffet the next day was outstanding with excellent selection and quality. The usual 3 or 4 hot items: scrambled eggs, breakfast meat, roasted tomatoes. Where it really excelled were the cold items. Fresh juices, local yogurts, fruits, meats, cured salmon. Perfectly executed pastry, and breads with honeycomb stood out. Dinner was a mixed bag.
The big downside was that we arrived in October. Apparently, the property has to commit each year to the local authorities when they will close the pool, and switch from A/C to heat in the rooms. We booked through Expedia and therefore information on things may be incomplete. No mention that the pool was closed. It was almost worse that it was too warm to sleep well at night. We had even contacted the front desk after the first night and they said they'd send someone to look at it. Which we learned later made no sense BC it was off for the season.
Reviewed on Nov 6, 2026


Montaione Hotel Deals

Castelfalfi
Località Castelfalfi Montaione FI
The price is CA $1,155 per night from Nov 10 to Nov 11
CA $1,155
CA $1,287 total
Nov 10 - Nov 11
includes taxes & fees

Boccioleto Resort&Spa - Place of Charme
Via Collegalli Montaione FI
The price is CA $75 per night from Nov 8 to Nov 9
CA $75
CA $92 total
Nov 8 - Nov 9
includes taxes & fees
9.2/10 Wonderful! (134 reviews)
"Beautiful property in Tuscany with a lovely pool and complimentary breakfast."
Reviewed on Oct 17, 2026

Borgo san Benedetto
Via Collerucci, 29 Montaione FI
The price is CA $222 per night from Dec 2 to Dec 3
CA $222
CA $253 total
Dec 2 - Dec 3
includes taxes & fees
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
What to do in Montaione

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

San Gimignano: Evening Flavors Dinner & Wine tasting
CA $89
per adult
Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.









