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Check prices for these dates

In two weeks
12 Jun - 14 Jun
In two months
24 Jul - 26 Jul
In three months
21 Aug - 23 Aug
In four months
18 Sep - 20 Sep

Our top choices for Montaione holiday rentals

Exterior

Casa di Alice

Casa di Alice
Barberino Tavarnelle
8.0 out of 10, Very good, (1 review)
"Very good "
Canada
richard
The price is 2.783.637 ₫
3.184.480 ₫ total
includes taxes & fees
3 Jun - 4 Jun
Casa di Alice
Deluxe Apartment, 1 Bedroom | Minibar, in-room safe, laptop workspace, soundproofing

Borgo San Giusto

Borgo San Giusto
Empoli
9.4 out of 10, Exceptional, (41 reviews)
"Lovely location and excellent staff. Restaurant on site is amazing! "
United Kingdom
Paul
The price is 3.340.330 ₫
3.766.222 ₫ total
includes taxes & fees
3 Jun - 4 Jun
Borgo San Giusto
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 7.311.549 ₫
8.165.296 ₫ total
includes taxes & fees
3 Jun - 4 Jun
Villa il Fedino
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
The price is 1.932.938 ₫
2.126.232 ₫ total
includes taxes & fees
2 Jun - 3 Jun
Residence Il Paradiso
Aerial view

Riserva di Fizzano Residence

Riserva di Fizzano Residence
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (31 reviews)
"The view was so incredible and the pool just like a dream. "
Canada
Sarah
The price is 6.510.972 ₫
7.223.186 ₫ total
includes taxes & fees
27 Jun - 28 Jun
Riserva di Fizzano Residence
Villa, Air conditioning, Courtyard View | Exterior

Villa Montecastello

Villa Montecastello
Monteriggioni
The price is 5.634.024 ₫
6.289.285 ₫ total
includes taxes & fees
2 Jun - 3 Jun
Villa Montecastello
Seasonal outdoor pool, pool umbrellas, pool loungers

Villa San Filippo

Villa San Filippo
4.0 star property
Barberino Tavarnelle
8.4 out of 10, Very good, (42 reviews)
"Conveniently situated between Florence and Siena in the heart of the Chianti region with stunning views. Friendly relaxed hosts who provide a substantial breakfast. Beautiful large swimming pool to cool off at the end of the day."
United Kingdom
Andrew
The price is 1.925.325 ₫
2.301.576 ₫ total
includes taxes & fees
3 Jun - 4 Jun
Villa San Filippo
Comfort Room | Premium bedding, free WiFi

Room Rent Morrona

Room Rent Morrona
Terricciola
9.0 out of 10, Wonderful, (6 reviews)
"Ottima struttura "
Italy
Marzia
The price is 2.029.251 ₫
2.232.177 ₫ total
includes taxes & fees
29 May - 30 May
Room Rent Morrona
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 2.226.970 ₫
2.449.667 ₫ total
includes taxes & fees
29 May - 30 May
Affittacamere e Ristorante Ariete
Apartment, Patio | Living area | Flat-screen TV

La Ripadoro

La Ripadoro
Chianni
The price is 3.382.085 ₫
4.638.884 ₫ total
includes taxes & fees
29 May - 30 May
La Ripadoro
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 1.723.165 ₫
2.017.960 ₫ total
includes taxes & fees
29 May - 30 May
Antica Dimora Leones
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, (243 reviews)
"Property was close to Florence but yet nice country setting. Everything was clean and comfortable "
United States
Shawn Karl
The price is 2.568.993 ₫
3.254.568 ₫ total
includes taxes & fees
4 Jun - 5 Jun
Fattoria il Milione Agriturismo
Triple Room | Room service – dining

B&B Il Moscondoro

B&B Il Moscondoro
Montopoli in Val d'Arno
8.0 out of 10, Very good, (8 reviews)
"B&b nella campagna toscana, esperienza piacevole, il plus è il silezio totale che ha accompagnato il mio sonno"
Italy
Davide
The price is 2.644.317 ₫
2.908.871 ₫ total
includes taxes & fees
2 Jun - 3 Jun
B&B Il Moscondoro
1 bedroom, in-room safe, desk, free cots/infant beds

B&B Cindy

B&B Cindy
Cascina
8.2 out of 10, Very good, (133 reviews)
"Great stay near Pisa"
United Kingdom
A
The price is 2.087.651 ₫
2.296.477 ₫ total
includes taxes & fees
31 May - 1 Jun
B&B Cindy
Exterior

Il Castello di San Ruffino

Il Castello di San Ruffino
Casciana Terme Lari
9.2 out of 10, Wonderful, (30 reviews)
"Really cool experience to stay at a castle. Perfect destination for celebrations."
United States
daniel
The price is 3.106.582 ₫
3.539.720 ₫ total
includes taxes & fees
7 Jun - 8 Jun
Il Castello di San Ruffino
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
"A wonderful place to visit. Will be back soon"
sarah 1-night trip
Posted 2 days ago
Castelfalfi

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.

How many holiday rentals are there in Montaione?

With 43 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 Casciana Thermal Baths. 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.