Rolling hills, a winding road, and scattered trees.

Montaione Vacation Rentals

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Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Montaione vacation rentals

Property grounds

2bed, 1bath Garden apt in Chianti!

2bed, 1bath Garden apt in Chianti!
Frazione Mura, Montaione
10.0 out of 10, Exceptional, (3 reviews)
"We had a wonderful time staying at the house. The location is beautiful and peaceful, surrounded by nature and the house itself is charming and well cared for. The swimming pool and the tennis court were fantastic and made our stay even more enjoyable. It was the perfect place to relax and enjoy the Tuscan atmosphere. We truly enjoyed our stay and would love to return one day"
Germany
Cayit A.
$290 nightly
The price is $292
Jul 31 - Aug 1
Total with taxes and fees
2bed, 1bath Garden apt in Chianti!
Exterior detail

La Casina of Via Cresci, 14

La Casina of Via Cresci, 14
Montaione
10.0 out of 10, Exceptional, (4 reviews)
"Cute villa- exactly as described. "
United States
Jo P.
$123 nightly
The price is $126
Jul 17 - Jul 18
Total with taxes and fees
La Casina of Via Cresci, 14
Dining

Villa 'Eleonora' with Private Pool, Private Garden and Wi-Fi

Villa 'Eleonora' with Private Pool, Private Garden and Wi-Fi
San Vivaldo
$2,066 nightly
The price is $2,069
Aug 6 - Aug 7
Total with taxes and fees
Villa 'Eleonora' with Private Pool, Private Garden and Wi-Fi
Pool

2-BR 1 bath abode in the Chianti hills!

2-BR 1 bath abode in the Chianti hills!
Mura, Montaione
8.0 out of 10, Very Good, (1 review)
"Check in Vorgang schwierig, da Gastgeber vergessen hat, dass wir kommen. Dann aber hat alles gut geklappt.Die Wohnung ist sehr renovierungsbedürftig, mein Mann hat erstmal die Klospülung repariert. Sonst hat sie ihren Charme und ist gut ausgestattet Gewürzen und anderen LebensmittelnToll gelegen mit Pool und Tennisplatz"
Germany
Anke G.
$290 nightly
The price is $292
Aug 1 - Aug 2
Total with taxes and fees
2-BR 1 bath abode in the Chianti hills!
Outdoor dining

Affittacamere e Ristorante Ariete

Affittacamere e Ristorante Ariete
Ponsacco
8.8 out of 10, Excellent, (3 reviews)
"This place is a bit further out from Pisa, but we still had a really nice stay and made the most of it. It’s great value for money, which was a big plus. The hotel itself is a little old-fashioned, but honestly, the staff more than made up for it—they were super friendly and welcoming the whole time. The restaurant was also a highlight, with really tasty food that we enjoyed a lot. It’s a good spot if you’ve got a car and want to explore the nearby villages and surrounding area."
United Kingdom
Martina
$74 nightly
The price is $82
Aug 7 - Aug 8
Total with taxes and fees
Affittacamere e Ristorante Ariete
Garden

Antica Dimora Leones

Antica Dimora Leones
Palaia
9.2 out of 10, Wonderful, (17 reviews)
"Wonderful and unique place to stay. Staff were terrific. The church bells ring through the night so bring earplugs if you’re a light sleeper!"
Canada
Brendan
$70 nightly
The price is $81
Jul 15 - Jul 16
Total with taxes and fees
Antica Dimora Leones
1 bedroom, in-room safe, desk, free cribs/infant beds

B&B Cindy

B&B Cindy
Cascina
8.2 out of 10, Very Good, (135 reviews)
"Great stay near Pisa"
United Kingdom
A
$75 nightly
The price is $83
Aug 3 - Aug 4
Total with taxes and fees
B&B Cindy
Seasonal outdoor pool, open 9:30 AM to 7:30 PM, pool umbrellas

Fattoria Podere i Luoghi

Fattoria Podere i Luoghi
Casale Marittimo
Fattoria Podere i Luoghi
Apartment, 1 Bedroom, Ground Floor (Garden) | Exterior

Residence Il Paradiso

Residence Il Paradiso
3.0 star property
Guardistallo
8.4 out of 10, Very Good, (26 reviews)
"Absolutely beautiful property among the pine trees. Nice little restaurant, ideal pools and play area for little kids. Location is perfect for exploring the region. Great beaches only 10-15 minutes away. The apartment was very clean and everything necessary for our stay was available. Would gladly visit again. Thank you Il Paradiso!"
Germany
Jason
$92 nightly
The price is $101
Jul 15 - Jul 16
Total with taxes and fees
Residence Il Paradiso
Superior Mobile Home | Terrace/patio

Camping Boschetto Di Piemma

Camping Boschetto Di Piemma
3.0 star property
San Gimignano
8.8 out of 10, Excellent, (86 reviews)
"Great experience, close to a beautiful city and castle on a hill. "
New Zealand
Anonymous traveler
$58 nightly
The price is $67
Jul 16 - Jul 17
Total with taxes and fees
Camping Boschetto Di Piemma
Exterior detail

Antica Dimora Patrizia

Antica Dimora Patrizia
Montecarlo
9.6 out of 10, Exceptional, (63 reviews)
"A very nice experience in a lovely town. The hostess was very accomadating. She let us arrive earlier than expected and was very informative for parking. Despite it was a Saturday and a holiday it was very quiet for a good nights sleep. Coffee at breakast was some of the best around."
Italy
JoAnn
$115 nightly
The price is $126
Jul 22 - Jul 23
Total with taxes and fees
Antica Dimora Patrizia
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas

Fattoria il Milione Agriturismo

Fattoria il Milione Agriturismo
4.0 star property
Florence
8.4 out of 10, Very Good, (254 reviews)
"Nice inn on a working farm located deep in the hills of suburban Florence."
United States
Allan
$91 nightly
The price is $116
Jul 16 - Jul 17
Total with taxes and fees
Fattoria il Milione Agriturismo
View from room

Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (115 reviews)
"Front desk was very helpful and very comfortable room. "
United States
Chris
$89 nightly
The price is $101
Jul 21 - Jul 22
Total with taxes and fees
Chianti Village Morrocco
Outdoor dining

B&B La Fonte del Machiavelli

B&B La Fonte del Machiavelli
San Casciano in Val di Pesa
9.2 out of 10, Wonderful, (83 reviews)
"It was a wonderful stay the bed was comfortable and the view was beautiful. "
United States
Ruben
$124 nightly
The price is $141
Jul 16 - Jul 17
Total with taxes and fees
B&B La Fonte del Machiavelli
Garden view

Villa San Filippo

Villa San Filippo
4.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (43 reviews)
"Good location between to San Gimignano and Florence, lose to the highway."
United States
ALEXANDER
$108 nightly
The price is $125
Jul 19 - Jul 20
Total with taxes and fees
Villa San Filippo
Property amenity

hu Firenze Certosa camping in town

hu Firenze Certosa camping in town
Impruneta
8.4 out of 10, Very Good, (84 reviews)
"Good location. The bed and pillows not so good ! "
United States
Sebastian
$52 nightly
The price is $61
Jul 16 - Jul 17
Total with taxes and fees
hu Firenze Certosa camping in town
Comfort Room | Premium bedding, free WiFi

Room Rent Morrona

Room Rent Morrona
Terricciola
9.2 out of 10, Wonderful, (7 reviews)
"Ottima struttura "
Italy
Marzia
$67 nightly
The price is $74
Aug 1 - Aug 2
Total with taxes and fees
Room Rent Morrona
Apartment, Patio | Living area | Flat-screen TV

La Ripadoro

La Ripadoro
Chianni
$223 nightly
The price is $245
Jul 20 - Jul 21
Total with taxes and fees
La Ripadoro
Exterior

Il Castello di San Ruffino

Il Castello di San Ruffino
Casciana Terme Lari
9.4 out of 10, Exceptional, (31 reviews)
"Really cool experience to stay at a castle. Perfect destination for celebrations."
United States
daniel
$133 nightly
The price is $151
Jul 19 - Jul 20
Total with taxes and fees
Il Castello di San Ruffino
2 outdoor pools, pool umbrellas, sun loungers

La Lunaria di Lajatico

La Lunaria di Lajatico
Lajatico
10.0 out of 10, Exceptional, (1 review)
"Umwerfend schöne Aussicht! Charmantes Dorf. Ruhige Lage. "
United Kingdom
Julia
$385 nightly
The price is $428
Jul 20 - Jul 21
Total with taxes and fees
La Lunaria di Lajatico
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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Top Montaione Hotel Reviews

Agriturismo Poggio Pistolese

Agriturismo Poggio Pistolese

10/10 Excellent
"Clean perfect location friendly staff"
Youssef 3-night trip
Posted 2 days ago
Agriturismo Poggio Pistolese

Find out more about Montaione

Everything you need to know about Montaione vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Montaione vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Montaione vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Montaione vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Montaione. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Montaione in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $126 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Montaione rentals

At Expedia, we put the best Montaione vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Montaione rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Montaione vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Montaione. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Montaione?

Yes, we give you a choice of vacation rentals close to popular points of interest in Montaione, or you can go with a more remote option if you're looking for a relaxing stay. Montaione is known for its wineries and golf courses. Make sure you have time to check out the spas and seafood restaurants during your trip.

What are some of the best vacation rentals that Montaione has to offer?

Calanchi Apartments: Visitors give good reviews to this Montaione vacation home rental, which offers an outdoor pool, a rooftop terrace, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the garden in this rental home to help you unwind.

How many vacation rentals are there in Montaione?

With 43 Expedia vacation rentals, you're sure to find just the right place for your Montaione stay.

What’s there to see and do in Montaione?

Explore the area and family-friendly sights such as Pasta Martelli, or get out into nature at a spot like Casciana Thermal Baths. Monastery of San Vivaldo and Castelfalfi Golf Course are a couple of places you'll find in the larger area.

What’s a vacation rental in Montaione like?

Vacation rentals are privately owned properties you can book for short or long periods in Montaione. Vacation rentals feature extras such as laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a clean environment, vacation rentals can offer a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for a family getaway.