Rolling hills, a winding road, and scattered trees.

Montaione Vacation Rentals

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Check prices for these dates

In two weeks
Jul 10 - Jul 12
In two months
Aug 21 - Aug 23
In three months
Sep 18 - Sep 20
In four months
Oct 16 - Oct 18

Our top choices for Montaione vacation rentals

Property entrance

Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (100 reviews)
"This is a lovely gem. Includes parking which is hard to find. Family owned and its a truly beautiful place. Breakfast was amazing as well!! Recommend!! "
United States
rose
The price is ₩435,639
₩486,186 total
includes taxes & fees
Jun 30 - Jul 1
Villa il Fedino
Free daily buffet breakfast

Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (75 reviews)
"We had a wonderful experience! The staff was kind and very helpful. Our room was stunning and very spacious for a family of 5! The breakfast was amazing, and all of the activities on site were very fun - we especially enjoyed the cooking class! I would absolutely love to return here. I recommend looking into and booking on-site activities in advance so you can get the most out of your experience!"
United States
Julia
The price is ₩475,633
₩530,179 total
includes taxes & fees
Jun 26 - Jun 27
Terre di Baccio
Outdoor dining

Affittacamere e Ristorante Ariete

Affittacamere e Ristorante Ariete
Ponsacco
9.0 out of 10, Wonderful, (2 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
The price is ₩114,270
₩125,697 total
includes taxes & fees
Jul 3 - Jul 4
Affittacamere e Ristorante Ariete
Aerial view

Riserva di Fizzano Residence

Riserva di Fizzano Residence
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (32 reviews)
"Great place to stay in Tuscany! Very nice breakfast also!"
United States
Janet
The price is ₩353,983
₩392,885 total
includes taxes & fees
Jul 2 - Jul 3
Riserva di Fizzano Residence
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
The price is ₩99,029
₩115,914 total
includes taxes & fees
Jun 27 - Jun 28
Antica Dimora Leones
Exterior

B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes

B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes
San Casciano in Val di Pesa
9.2 out of 10, Wonderful, (27 reviews)
"The beautiful place, very comfortable, the incredible attention, the breakfast felt like in Homewith a lot of love We hope to return one day"
Mexico
Raymundo
The price is ₩188,729
₩214,585 total
includes taxes & fees
Jul 12 - Jul 13
B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes
Restaurant

Relais Villa Olmo

Relais Villa Olmo
Impruneta
9.4 out of 10, Exceptional, (246 reviews)
"Delightful location, comfortable bed, excellent food."
Canada
Rupert
The price is ₩295,368
₩330,160 total
includes taxes & fees
Jul 22 - Jul 23
Relais Villa Olmo
1 bedroom, in-room safe, desk, free cribs/infant beds

B&B Cindy

B&B Cindy
Cascina
8.2 out of 10, Very Good, (134 reviews)
"Great stay near Pisa"
United Kingdom
A
The price is ₩119,024
₩130,930 total
includes taxes & fees
Jun 26 - Jun 27
B&B Cindy
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
The price is ₩135,888
₩159,951 total
includes taxes & fees
Jul 19 - Jul 20
Villa San Filippo
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
The price is ₩203,536
₩230,873 total
includes taxes & fees
Jun 28 - Jun 29
B&B La Fonte del Machiavelli
Exterior

Villa Mucellena

Villa Mucellena
Casole d'Elsa
The price is ₩185,680
₩207,739 total
includes taxes & fees
Jun 28 - Jun 29
Villa Mucellena
Apartment, Patio | Living area | Flat-screen TV

La Ripadoro

La Ripadoro
Chianni
The price is ₩214,964
₩289,008 total
includes taxes & fees
Jun 26 - Jun 27
La Ripadoro
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
The price is ₩112,743
₩127,520 total
includes taxes & fees
Jul 6 - Jul 7
Chianti Village Morrocco
Terrace/patio

Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (99 reviews)
"A nice blend of old world charm and modern conveniences. It is far from "
United States
John
The price is ₩233,544
₩260,402 total
includes taxes & fees
Jun 27 - Jun 28
Palazzo Pacini
Villa, Air conditioning, Courtyard View | Exterior

Villa Montecastello

Villa Montecastello
Monteriggioni
10.0 out of 10, Exceptional, (1 review)
"Amazing stay! Teh apartment is HUGE and GORGEOUS. The whole villa is amazing. The view , unbeatable. The host , super warm. Highly recommend!"
United States
Alvaro
The price is ₩289,094
₩323,240 total
includes taxes & fees
Jul 12 - Jul 13
Villa Montecastello
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

Castelfalfi

Castelfalfi

10/10 Excellent
"The property has so much to offer. The amenities and the grounds are impeccable. The 2 restaurants are well managed and the food was excellent. Compliments the 2 sommeliers like Maurizio. The highlight of our stay was the spa and pool at the spa. The landscape is beautiful. Overall, my wife and I had a great time at Castelfalfi and we plan to return."
Renzo 4-night trip
Posted 2 days ago
Castelfalfi

Find out more about Montaione

Search for Vacation rentals in Montaione on Expedia.co.uk! You can easily find your home rentals, villas, Vacation apartments in Montaione using one of the methods below:

  • View our selection of featured Vacation rentals in Montaione
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Look no further and take a look at our great range of rental properties in Montaione!

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 44 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 Chianti Observatory, or get out into nature at a spot like Sentierelsa Trail. 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.