Montaione Vacation Rentals from $210: Search Short-Term Rentals

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

Farmhouse in the heart of the real chiantishire : This vacation home rental outside of Montaione is located in a rural location and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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Vacation Rentals in Montaione

2-BR 1 bath abode in the Chianti hills!

Mura, Montaione

Anke G.

$193 nightly

Dec 9 - Dec 10

Total with taxes and fees

2bed, 1bath Garden apt in Chianti!

Frazione Mura, Montaione

Cayit A.

$207 nightly

Dec 9 - Dec 10

Total with taxes and fees

Podere Settefrati, private pool and hot tub

Montaione

$1,167 nightly

Dec 20 - Dec 21

Total with taxes and fees

Sportland

Colle di Val d'Elsa

Giorgio

Borgo San Giusto

Empoli

Jonathan

$101 nightly

Dec 14 - Dec 15

Total with taxes and fees

Seasonal outdoor pool, open 10:00 AM to 7:30 PM, pool umbrellas

Poggio Degli Olivi

Monsummano Terme

Lynne

Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas

Fattoria il Milione Agriturismo

Florence

Jorge

$50 nightly

Dec 22 - Dec 23

Total with taxes and fees

Full-size fridge, oven, stovetop, espresso maker

Rocca Palazzaccio

Impruneta

"A lovely stay at this property with our 2 year old.The apartment had everything we needed and communication with the host was very good There are steep hills to access the property by car or foot so bear that in mind but we managed fine with a pram and a car its just worth noting Handy to have laundry facilities on site aswell. There is a coop just a few minutes down the road Lovely views and a clean pool which was perfect for our little one to use and toys there that he could play in the...

Lauren

$200 nightly

Dec 12 - Dec 13

Total with taxes and fees

Breakfast, lunch, dinner served; garden views

Marignolle Relais and Charme

Florence

Shelley

Seasonal outdoor pool, open 8:00 AM to 8:00 PM, sun loungers

Lebbiano Residence Bio Resort

Scandicci

"Vicino a Firenze e quindi alle principali via di scambi, ma in una tranquillità disarmante. Il silenzio è parte integrante della struttura, ma sia chiaro assolutamente positivo. La struttura è ubicata in una zona veramente bella e le stanze sono confortevoli, comode e con la possibilità di cucinare. Infine fatevi coccolare dalla colazione servita in compagnia di uno stupendo gattone rosso e dalla bella Camilla. ;-)"

Matteo

$123 nightly

Dec 20 - Dec 21

Total with taxes and fees

Daily self-serve breakfast (EUR 6 per person)

Beatabb

Guardistallo

Sheena

$76 nightly

Dec 12 - Dec 13

Total with taxes and fees

Comfort Room | Premium bedding, free WiFi

Room Rent Morrona

Terricciola

Marzia

Seasonal outdoor pool, open 8 AM to 8 PM, pool umbrellas, sun loungers

Tenuta Sant'Ilario

Gambassi Terme

Ilaria

$97 nightly

Dec 10 - Dec 11

Total with taxes and fees

Villa il Fedino

San Casciano in Val di Pesa

James

$137 nightly

Jan 7 - Jan 8, 2026

Total with taxes and fees

Palazzo al Torrione 2

San Gimignano City Centre

Leasly

$114 nightly

Dec 15 - Dec 16

Total with taxes and fees

Verena

Montecatini Terme

Claudio

$67 nightly

Jan 1 - Jan 2, 2026

Total with taxes and fees

Villa Scorzi

Calci

Don

$124 nightly

Dec 13 - Dec 14

Total with taxes and fees

Poggio Desto B&B

Quarrata

Victor

B&B Palazzo Tortoli

San Gimignano City Centre

April

$123 nightly

Jan 2 - Jan 3, 2026

Total with taxes and fees

Outdoor pool, pool umbrellas, sun loungers

Chianti Village Morrocco

Barberino Tavarnelle

Chris

$65 nightly

Dec 14 - Dec 15

Total with taxes and fees

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Top Montaione Hotel Reviews

Castelfalfi

10/10 Excellent

"Beautiful property "

Hotel le Macine

10/10 Excellent

"Beautiful hotel. I didn’t quite understand we’d have to do a “staff-less” check in but once we saw our room keys it was extremely easy. The hotel is beautiful and it is a very peaceful town with amazing Tuscan views. The restaurant seems to be one of the best ones in the area. We went to San Gimignano and didn’t get a chance to dine there. Would definitely stay again. "

Vallacchi b&b Authentic Acient Tuscany CountryHouse, family welcome

10/10 Excellent

"The Tuscan Country House is beautifully located in the Tuscan landscape. The pool is well maintained and offered relief from the Tuscan summer heat. Our host was ever so helpful and friendly and we loved their 2 dogs. We enjoyed our stay here and got to experience Tuscan live in an authentic country house. "

VallacchiB&B Tuscany Solution for Holiday tipical country house Family Friendly

10/10 Excellent

"The property sits in a very quiet area off the local roads accessed by a mile or so of gravel track. The owner Loredana, has been hosting for 25 years and has created a very comfortable apartment next door to her family home. The gardens are peaceful, packed with pomegranate, pear, apple and olive. The two dogs, the chickens and cats are friendly without invading your peace and quiet. The pool was great and just what we needed after the day trips. We arrived in the middle of a heatwave with temperatures up to 40 degrees. Despite this and with careful instruction, the old building remained cool enough without air conditioning to get a good night’s sleep. Centrally located we visited Lucca, San Gimignano, Sienna and Vinci. We shopped at the local grocery store in Corazzano and at Lidl in Castelfiorentino. We tended to eat out at lunch time and eat at the apartment at night. The only local meal we had was at Casa Lucullo about 3 miles away; excellent food and the only English family amongst many, many Italian families. We are a family of four; 50-something parents with 21,18 and 15 year old daughters. We thoroughly enjoyed ourselves and would highly recommend this property for its relaxing nature and central location. Things we didn’t do that are local options are wine tasting very close at hand and cycle hire in Castelfiorentino. "

LA VILLETTA IS A INDEPENDENT HOUSE WITH POOL PRIVATE GARDEN AND PANORAMIC VIEW

10/10 Excellent

"We loved our two-week stay at La Villetta and hope to return. It does have a million-dollar view in all directions, and the beautifully landscaped terraces with pavilions provide many places to relax and enjoy the views and surroundings.Paulo was a charming host who provided fresh eggs and La Villetta’s own fantastically good olive oil, and Andrea a responsive and helpful contact. The nearby small community of Montaione is a lovely old hill town with several good restaurants full of local patrons. I’Ciampa was our favorite, and we also enjoyed coffees and pastries at Pasticceria Filli several mornings.The house is charming and comfortable. It was clean and included some very nice touches, like an old pantry cabinet loaded with colorful ceramics, wine glasses, other essentials, and unexpected things like a soup tureen.La Villetta was the home base from which we visited Florence and other Tuscan towns via rental cars, plus a two-day trip to Pompei via train from Florence. Renting a smaller vehicle or vehicles (as opposed to an American full-sized SUV or truck) is a good idea since the local roads are quite narrow, steep, and full of hairpin turns."

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 $210 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.

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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?

Farmhouse in the heart of the real chiantishire: This vacation home rental outside of Montaione is located in a rural location and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals are there in Montaione?

With 47 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 Sentierelsa Trail. Monastery of San Vivaldo and Castelfalfi Golf Course are other places to visit while you're in town.

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.

Montaione Vacation Rentals

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Check prices for these dates

Vacation Rentals in Montaione

2-BR 1 bath abode in the Chianti hills!

2bed, 1bath Garden apt in Chianti!

Podere Settefrati, private pool and hot tub

Sportland

Borgo San Giusto

Poggio Degli Olivi

Fattoria il Milione Agriturismo

Rocca Palazzaccio

Marignolle Relais and Charme

Lebbiano Residence Bio Resort

Beatabb

Room Rent Morrona

Tenuta Sant'Ilario

Villa il Fedino

Palazzo al Torrione 2

Verena

Villa Scorzi

Poggio Desto B&B

B&B Palazzo Tortoli

Chianti Village Morrocco

Find vacation rentals that suit your style

Top Montaione Hotel Reviews

Castelfalfi

Find out more about Montaione

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