Rolling hills, a winding road, and scattered trees.

Montaione Holiday Rentals

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Check prices for these dates

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

Our top choices for Montaione holiday rentals

Dining

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

Villa 'Eleonora' with Private Pool, Private Garden and Wi-Fi
San Vivaldo
The price is HK$21,445
HK$24,320 total
includes taxes & fees
26 Jun - 27 Jun
Villa 'Eleonora' with Private Pool, Private Garden and Wi-Fi
Exterior detail

Podere Settefrati Holiday Home with Private Pool and Jacuzzi

Podere Settefrati Holiday Home with Private Pool and Jacuzzi
Montaione
The price is HK$9,770
HK$11,425 total
includes taxes & fees
28 Jun - 29 Jun
Podere Settefrati Holiday Home with Private Pool and Jacuzzi
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.
The price is HK$1,246
HK$2,279 total
includes taxes & fees
28 Jun - 29 Jun
2-BR 1 bath abode in the Chianti hills!
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.
The price is HK$1,122
HK$2,128 total
includes taxes & fees
26 Jun - 27 Jun
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.
The price is HK$668
HK$979 total
includes taxes & fees
27 Jun - 28 Jun
La Casina of Via Cresci, 14
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 HK$2,221
HK$2,479 total
includes taxes & fees
30 Jun - 1 Jul
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 HK$2,425
HK$2,703 total
includes taxes & fees
26 Jun - 27 Jun
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 HK$583
HK$641 total
includes taxes & fees
26 Jun - 27 Jun
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 HK$1,804
HK$2,002 total
includes taxes & fees
2 Jul - 3 Jul
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 HK$520
HK$607 total
includes taxes & fees
26 Jun - 27 Jun
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 HK$962
HK$1,094 total
includes taxes & fees
2 Jul - 3 Jul
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 HK$1,501
HK$1,678 total
includes taxes & fees
22 Jul - 23 Jul
Relais Villa Olmo
1 bedroom, in-room safe, desk, free cots/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 HK$607
HK$668 total
includes taxes & fees
26 Jun - 27 Jun
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 HK$593
HK$705 total
includes taxes & fees
29 Jun - 30 Jun
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 HK$1,038
HK$1,177 total
includes taxes & fees
28 Jun - 29 Jun
B&B La Fonte del Machiavelli
Exterior

Villa Mucellena

Villa Mucellena
Casole d'Elsa
The price is HK$947
HK$1,059 total
includes taxes & fees
28 Jun - 29 Jun
Villa Mucellena
Living area

La Ripadoro

La Ripadoro
Chianni
The price is HK$1,092
HK$1,469 total
includes taxes & fees
26 Jun - 27 Jun
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 HK$574
HK$650 total
includes taxes & fees
6 Jul - 7 Jul
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 HK$1,187
HK$1,323 total
includes taxes & fees
27 Jun - 28 Jun
Palazzo Pacini
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 HK$1,474
HK$1,648 total
includes taxes & fees
26 Jun - 27 Jun
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 holiday rentals in Montaione on Expedia! You can easily find your home rentals, villas, holiday apartments in Montaione using one of the methods below:

  • View our selection of featured holiday 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 holiday rentals in Montaione?

Yes, there are holiday rentals close to the most popular sights in Montaione, or you can select a more secluded 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 holiday rentals that Montaione has to offer?

Calanchi Apartments: This highly rated holiday home rental in Montaione offers an outdoor pool, a rooftop terrace and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of garden in this rental home to help you unwind.

How many holiday rentals are there in Montaione?

With 41 Expedia holiday rentals, you're guaranteed 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 wider area.

What’s a holiday rental in Montaione like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Montaione. Holiday rentals feature extras like kitchens and laundry facilities so your stay will be comfortable. If you're concerned about cleanliness, holiday rentals can offer a sense of seclusion away from shared hotel lifts and busy concierge desks while still allowing you to travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for family gatherings.