Rolling hills, a winding road, and scattered trees.

Montaione Vacation Rentals

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Check prices for these dates

In two weeks
Jul 24 - Jul 26
In two months
Sep 4 - Sep 6
In three months
Oct 2 - Oct 4
In four months
Oct 30 - Nov 1

Our top choices for Montaione vacation rentals

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
The price is P4,597
P5,057 total
includes taxes & fees
Jul 17 - Jul 18
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
The price is P4,289
P4,999 total
includes taxes & fees
Jul 15 - Jul 16
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, (134 reviews)
"Great stay near Pisa"
United Kingdom
A
The price is P4,789
P5,268 total
includes taxes & fees
Jul 18 - Jul 19
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
The price is P5,156
P5,952 total
includes taxes & fees
Jul 13 - Jul 14
Fattoria Podere i Luoghi
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 P6,026
P6,629 total
includes taxes & fees
Jul 13 - Jul 14
Residence Il Paradiso
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
The price is P3,735
P4,319 total
includes taxes & fees
Jul 12 - Jul 13
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
The price is P7,158
P7,873 total
includes taxes & fees
Jul 11 - Jul 12
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
The price is P5,949
P7,531 total
includes taxes & fees
Jul 13 - Jul 14
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
The price is P6,082
P6,831 total
includes taxes & fees
Jul 12 - Jul 13
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
The price is P8,189
P9,289 total
includes taxes & fees
Jul 17 - Jul 18
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
The price is P5,467
P6,435 total
includes taxes & fees
Jul 19 - Jul 20
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, (83 reviews)
"Good location. The bed and pillows not so good ! "
United States
Sebastian
The price is P3,401
P3,953 total
includes taxes & fees
Jul 12 - Jul 13
hu Firenze Certosa camping in town
Premium bedding, free WiFi

Room Rent Morrona

Room Rent Morrona
Terricciola
9.2 out of 10, Wonderful, (7 reviews)
"Ottima struttura "
Italy
Marzia
The price is P4,151
P4,566 total
includes taxes & fees
Aug 1 - Aug 2
Room Rent Morrona
Living area

La Ripadoro

La Ripadoro
Chianni
The price is P17,871
P20,363 total
includes taxes & fees
Aug 6 - Aug 7
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
The price is P8,647
P9,793 total
includes taxes & fees
Jul 16 - Jul 17
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
The price is P19,333
P25,635 total
includes taxes & fees
Jul 12 - Jul 13
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

Tenuta Castellare di Tonda

Tenuta Castellare di Tonda

8/10 Good
"We thought they would be serving dinner every night but there was no chef! So no Dinner service. Good A/C. Breakfast buffet was great, bartender made sandwiches and salads at lunch time. Be prepared to drive windy dark roads at night to find restaurants, 10-20 minutes away. Also we were charged additional fees for early checkin and late checkout, I found this to be excessive. We found their local white wine is not very good (buttery, and perfumy)"
Richard 3-night trip
Posted 6 days ago
Tenuta Castellare di Tonda

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
  • Use the map to find apartments and other holiday homes in the Montaione neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Montaione while they last

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 41 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.