Montaione vacation rentals
Vacation rentals in Montaione by owner — compare homes, condos and cabins, message verified hosts, and book direct with no service fees.
Montaione in Tuscany, Italy, offers a quintessential Italian experience with its scenic vineyards and historic landmarks like Sacro Monte di San Vivaldo. From traditional Tuscan cuisine to serene nature trails, travelers can enjoy a unique regional charm. Houfy allows you to explore these experiences. Visit local wineries to taste some of the finest Chianti wines or explore the medieval streets of this quaint town. Whether cycling through the rolling hills or unwinding in a local trattoria, Montaione promises a memorable visit.
Recommended Homes in Montaione
Handpicked properties we think you'll love in Montaione.
€4,157.00 EUR total for 4 nights
Sep 18 – 22, 2026
€729.00 EUR total for 5 nights
Oct 12 – 17, 2026
€396.00 EUR total for 3 nights
Sep 17 – 20, 2026
€231.00 EUR total for 3 nights
Sep 23 – 26, 2026
Vacation houses with pools in Montaione
Cool off in style with these amazing pool homes in Montaione.
€2,016.00 EUR total for 4 nights
Oct 2 – 6, 2026
€614.00 EUR total for 4 nights
Sep 28 – Oct 2, 2026
€5,766.00 EUR total for 6 nights
Oct 4 – 10, 2026
€779.00 EUR total for 4 nights
Oct 2 – 6, 2026
Pet friendly vacation rentals in Montaione
Bring your furry friend along! Browse pet-welcoming homes in Montaione.
€385.00 EUR total for 4 nights
Sep 27 – Oct 1, 2026
€657.00 EUR total for 3 nights
Sep 22 – 25, 2026
€2,226.00 EUR total for 7 nights
Sep 17 – 24, 2026
Why visit Montaione
Discover what makes Montaione a perfect vacation rental destination.
Medieval Charm
Explore Montaione's historic core.
Wander through the charming medieval streets of Montaione's historic center. Enjoy the Piazza della Repubblica, located just walking distance from most rentals, and immerse in local history.
Rolling Tuscan Hills
Discover scenic Tuscan vistas.
Just 10 minutes by car from Montaione, the Val d'Elsa countryside offers hiking trails with stunning views of vineyards and olive groves, perfect for a day's exploration.
Authentic Tuscan Cuisine
Taste regional dishes in local eateries.
Savor traditional Tuscan dishes such as ribollita at Il Caminetto, a local favorite just 5 minutes from the town center, offering authentic flavors at reasonable prices.
Golf and Leisure
Relax at Castelfalfi golf course.
Castelfalfi's 27-hole golf course is only 15 minutes from Montaione's heart, providing an inviting outdoor activity for both novice and seasoned golfers alike.
Where to stay in Montaione
The best areas and neighborhoods for your vacation rental in Montaione.
Montignoso
A scenic area known for its breathtaking views and beautiful vineyards, perfect for nature lovers and tranquility seekers.
Sughera
This charming hamlet is known for its lush landscapes and traditional Tuscan architecture, ideal for those seeking a quiet retreat.
Iano
An idyllic village that offers easy access to trails and local farm experiences, perfect for adventurers and families.
Castelfalfi
Famed for its luxury golf courses and olive oil production, this area blends leisure with stunning natural surroundings.
Find Montaione vacation rentals that suit your style
Villas and more — pick the kind of Montaione vacation rental you want, then book it direct with the host.
Montaione vacation rentals with free WiFi or air conditioning
Free WiFi, air conditioning and more — every Montaione vacation rental here is listed by a verified host and bookable direct, with the price the host set.
Top attractions in Montaione
All within driving distance of Montaione vacation rentals.
Church of San Regolo
This Romanesque church houses notable works of art, including a 14th-century statue of the Virgin Mary. · 0.3 miles
Bosco di Sant'Agnese
A lush forest ideal for hikes and nature walks, located just 3 miles from Montaione. · 3 miles
Benozzo Gozzoli Museum
Dedicated to the renowned fresco painter, this museum showcases a collection of religious art. · 6 miles
Tuscany Ride a Bike
Offers biking tours through vineyards and olive groves, providing a unique way to experience the region's flavors and landscapes. · 7 miles
Villa da Filicaja
A historic estate offering wine tours and tastings, highlighting the region's rich viticultural tradition. · 8 miles
Castelfalfi Golf Club
This golf club features one of the largest courses in Italy, set against the picturesque backdrop of the Tuscan countryside. · 6 miles
Best Time to Visit Montaione
Montaione offers warm summers and mild winters. Best months to visit are April to June and September to October with temps 60–80°F and pleasant weather.
The best time to visit Montaione is April to September, when the weather is at its best. For lower prices and fewer crowds, November to February is the best time to book.
Getting to and around Montaione
Exploring Montaione is best done by car, with convenient access to nearby cities and countryside.
- PISA INTERNATIONAL AIRPORT
- Located 38 miles west of Montaione, providing domestic and international flights.
- FLORENCE AIRPORT
- Approximately 31 miles from Montaione, offering flights to major European cities.
- CAR RENTAL OPTIONS
- Available at both Pisa and Florence airports, ideal for exploring the Tuscan countryside at your own pace.
- LOCAL ROADS
- Montaione is well-connected by scenic routes perfect for daytime drives to nearby attractions.
- CASTELFIORENTINO STATION
- Located 7 miles away with regular routes to Florence and Siena, offering an alternative for city excursions.
Similar vacation rentals near Montaione
Homes within 60 miles of Montaione, from verified hosts.
€1,566.00 EUR total for 3 nights
Sep 21 – 24, 2026
€403.50 EUR total for 3 nights
Sep 18 – 21, 2026
€492.90 EUR total for 3 nights
Sep 17 – 20, 2026
$1,168.00 USD total for 3 nights
Nov 2 – 5, 2026
€389.85 EUR total for 3 nights
Sep 17 – 20, 2026
€360.00 EUR €306.00 EUR total for 3 nights
Sep 29 – Oct 2, 2026
€443.50 EUR total for 3 nights
Sep 23 – 26, 2026
€648.00 EUR €591.60 EUR total for 3 nights
May 1 – 4, 2027
€180.00 EUR €162.00 EUR total for 3 nights
Sep 22 – 25, 2026
€425.00 EUR total for 3 nights
Sep 17 – 20, 2026
€642.00 EUR total for 3 nights
Oct 2 – 5, 2026
Explore near Montaione
Cities and towns within driving distance of Montaione, each bookable direct with the host.
Direct with the host
Message the host before you book. Ask questions, confirm details, and deal with the person who owns the property.
Verified hosts
Every host completes identity verification before a listing goes live.
Itemised pricing
Every charge is shown before you pay — including the API connection fee, where one applies.
More vacation rental destinations around Montaione
Frequently asked questions
Quick answers about booking vacation rentals in Montaione and what direct booking on Houfy actually means.
Vacation rental prices in Montaione range from €70 to €250 per night depending on the properties' amenities and location.
Yes, many rentals in Montaione allow pets. It's best to check the individual listing on Houfy for specific pet policies.
Popular areas include the tranquil Montignoso for nature lovers and the luxury-focused Castelfalfi, known for its golf and leisure activities.
The best time to visit Montaione is from April to June or September to October when the weather is mild and the landscape is vibrant.
Options include rustic farmhouses, modern villas, and cozy apartments. Listings on Houfy range in size and style to suit your needs.
Rentals often offer more space and privacy compared to hotels, ideal for families and groups, and come with kitchens for self-catering convenience.
Experience local traditions at Festa di San Regolo in August and visit artisanal workshops for unique crafts and souvenirs.
Houfy is a direct booking platform, allowing guests to book accommodations directly with the host at the listed price.
Yes, Houfy is a trusted platform for booking rentals, providing direct communication with hosts and transparent pricing.