A rural landscape with olive groves, scattered houses, and rolling hills in the background.

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Our top choices for Montespertoli villas

Villa Milani with Shared Pool, Private Terrace & Wi-Fi

Villa Milani with Shared Pool, Private Terrace & Wi-Fi
Montespertoli
10.0 out of 10, Exceptional, (1 review)
"The Villa was charming and absolutely bursting with character. We loved exploring the house and the grounds! It was quiet and relaxing, but still only a short drive from Florence, Sienna, San Gimignano and other favorite towns of Tuscany. A memorable stay in an absolutely unique villa!"
United States
Scott M.
The price is ¥366,214
¥366,584 total
includes taxes & fees
Jul 14 - Jul 15
Villa Milani with Shared Pool, Private Terrace & Wi-Fi

Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites

Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites
Montespertoli
10.0 out of 10, Exceptional, (40 reviews)
"Excellent in every way. Highly recommend"
United States
Ed M.
The price is ¥348,322
¥393,843 total
includes taxes & fees
Jul 11 - Jul 12
Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites

Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!

Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!
Montespertoli
10.0 out of 10, Exceptional, (12 reviews)
"Amazing Property! The house was impeccably clean, with spacious bedrooms and comfortable beds. Our gracious host Nicola spoiled us with his generosity. He went beyond our expectations to ensure that our stay was perfect. He and his wife welcomed us with a delicious homemade apple cake. He drove us to the nearby town of Montespertoli to pick-up groceries and provisions. He recommended a local chef to cook for us at the villa. The meal was amazing and memorable. We will be back!"
United States
Elise D.
The price is ¥313,489
¥358,642 total
includes taxes & fees
Jul 10 - Jul 11
Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!

Villa Montecastello

Villa Montecastello
Monteriggioni
7.0 out of 10, Good, (2 reviews)
"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 ¥29,299
¥32,782 total
includes taxes & fees
Jul 17 - Jul 18
Villa Montecastello

Rooster House, cooking classes and opera

Rooster House, cooking classes and opera
Toscana
The price is ¥18,245
¥22,115 total
includes taxes & fees
Jul 5 - Jul 6
Rooster House, cooking classes and opera

Luxury Villa in the Florentine hills

Luxury Villa in the Florentine hills
Florence
9.8 out of 10, Exceptional, (147 reviews)
"Beautiful property and great experience "
United States
edward p.
The price is ¥46,074
¥70,954 total
includes taxes & fees
Jul 26 - Jul 27
Luxury Villa in the Florentine hills

Villa 'Podere Sofia' with Mountain View, Private Terrace and Wi-Fi

Villa 'Podere Sofia' with Mountain View, Private Terrace and Wi-Fi
Gaiole in Chianti
The price is ¥43,126
¥43,863 total
includes taxes & fees
Jul 5 - Jul 6
Villa 'Podere Sofia' with Mountain View, Private Terrace and Wi-Fi

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 ¥56,165
¥73,207 total
includes taxes & fees
Jul 20 - Jul 21
La Lunaria di Lajatico

The three owls of san gimignano

The three owls of san gimignano
San Gimignano
The price is ¥32,460
¥37,084 total
includes taxes & fees
Jul 15 - Jul 16
The three owls of san gimignano

Casa dei Renai by Rentbeat

Casa dei Renai by Rentbeat
Signa
The price is ¥10,523
¥47,301 total
includes taxes & fees
Jul 7 - Jul 8
Casa dei Renai by Rentbeat

My Exclusive Italy - Classic Suite in a Luxury Wine Estate

My Exclusive Italy - Classic Suite in a Luxury Wine Estate
Rignano sull'Arno
The price is ¥83,577
¥91,935 total
includes taxes & fees
Jul 5 - Jul 6
My Exclusive Italy - Classic Suite in a Luxury Wine Estate

Villa Il Signorino

Villa Il Signorino
GREVE IN CHIANTI
9.4 out of 10, Exceptional, (3 reviews)
"Nice place 👌 "
United States
Avi A.
The price is ¥58,054
¥83,855 total
includes taxes & fees
Jul 4 - Jul 5
Villa Il Signorino

Tuscan Villa 15 min from Florence, Parking, Garden

Tuscan Villa 15 min from Florence, Parking, Garden
Pian di Mugnone
10.0 out of 10, Exceptional, (2 reviews)
"Très belle maison bien équipée et dans un lieu calme et une très jolie région.Accueil très chaleureux avec des petits présents.Merci pour toutJean-Pierre"
United States
Jean-Pierre M.
Tuscan Villa 15 min from Florence, Parking, Garden

Villa Franco

Villa Franco
Castelfranco di Sotto
The price is ¥55,487
¥96,917 total
includes taxes & fees
Jul 19 - Jul 20
Villa Franco

Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~

Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
Impruneta
10.0 out of 10, Exceptional, (3 reviews)
"Super quaint, beatiful, designed, comfortable, not lacking anything house and location. Very informative and accessable host. Listen to the instructions on how to go to Firenze. No need to take your car tyere!"
United States
Maria H.
The price is ¥55,142
¥72,835 total
includes taxes & fees
Jul 5 - Jul 6
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~

Villa Marina with private pool, Borgo del Silenzio

Villa Marina with private pool, Borgo del Silenzio
Lajatico
Villa Marina with private pool, Borgo del Silenzio

My Exclusive Italy - Presidential Suite with view in a Luxury Wine Estate

My Exclusive Italy - Presidential Suite with view in a Luxury Wine Estate
Rignano sull'Arno
The price is ¥140,862
¥154,948 total
includes taxes & fees
Jul 5 - Jul 6
My Exclusive Italy - Presidential Suite with view in a Luxury Wine Estate

Villa Orsini Peccioli - Historic villa with swimming pool for exclusive use

Villa Orsini Peccioli - Historic villa with swimming pool for exclusive use
Peccioli
10.0 out of 10, Exceptional, (6 reviews)
"Great stay"
United Kingdom
rosie g.
The price is ¥142,158
¥162,503 total
includes taxes & fees
Jul 14 - Jul 15
Villa Orsini Peccioli - Historic villa with swimming pool for exclusive use

Country House with heated pool near the center

Country House with heated pool near the center
Careggi Rifredi
9.8 out of 10, Exceptional, (16 reviews)
"Our stay at the Country House was a dream come true for our family. It was the Tuscan countryside villa we hoped for within 15min of the city center. Our host, Giacomo, could not have been more welcoming and accommodating. Truly made our stay special. If you're visiting Florence and want a peaceful place to return to at night, the Country House is your place. We will be back."
United States
Kevin B.
The price is ¥55,289
¥87,356 total
includes taxes & fees
Jul 9 - Jul 10
Country House with heated pool near the center

My Exclusive Italy - Exclusive Suite with view in a Luxury Wine Estate

My Exclusive Italy - Exclusive Suite with view in a Luxury Wine Estate
Rignano sull'Arno
The price is ¥102,360
¥112,596 total
includes taxes & fees
Jul 5 - Jul 6
My Exclusive Italy - Exclusive Suite with view in a Luxury Wine Estate
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 Montespertoli Hotel Reviews

Find out more about Montespertoli

Montespertoli Villas information

Number of reviews
233
Accommodation
1982 Villas
Lowest Price
¥22,115
Highest Price
¥393,843

Frequently asked questions

How much do villas in Montespertoli cost?
You'll pay between ¥22,115 and ¥393,843 per night for a villa in Montespertoli. Whatever your budget, a fantastic stay is just a click or two away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in Montespertoli?
Pick from 1982 villas in Montespertoli. Whether you're taking a trip with the little ones or planning a weekend escape with some friends, Expedia can help you find the right space for your squad.
Why book your villa in Montespertoli with Expedia?
Booking a villa in Montespertoli is as easy as deciding on your travel dates and choosing an option suited to your needs. Looking for something upscale or budget friendly, or a stay that also offers a kitchen? Use Expedia's search filters to narrow your results and find your ideal match.
How can I find cheap villas in Montespertoli?
Expedia is here to help you easily locate cheap villas in Montespertoli. Simply use our filter tool to select star rating, budget and amenities to refine your search and find a great place to stay in a matter of clicks.
What is there to do near my villa in Montespertoli?
There are loads of fantastic things to sink your teeth into in Montespertoli. Drop by popular attractions like Vine and Wine Museum, Castle of Poppiano and Montespertoli City Hall. Piazza Machiavelli, Azienda Agricola Ammirabile and Montegufoni Castle also lure many visitors.