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

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Our top choices for Montespertoli villas

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, (39 reviews)
"Excellent in every way. Highly recommend"
United States
Ed M.
The price is HK$16,990
HK$19,237 total
includes taxes & fees
1 Jul - 2 Jul
Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites

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 HK$16,181
HK$16,199 total
includes taxes & fees
25 Jun - 26 Jun
Villa Milani with Shared Pool, Private Terrace & Wi-Fi

Luxury,Charming,in true Chianti, sleeps 21 or +people with Sw-Pool,Wi-Fi,Airco

Luxury,Charming,in true Chianti, sleeps 21 or +people with Sw-Pool,Wi-Fi,Airco
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 HK$15,281
HK$16,646 total
includes taxes & fees
13 Jul - 14 Jul
Luxury,Charming,in true Chianti, sleeps 21 or +people with Sw-Pool,Wi-Fi,Airco

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$1,488
HK$1,663 total
includes taxes & fees
22 Jun - 23 Jun
Villa Montecastello

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 HK$2,247
HK$3,542 total
includes taxes & fees
20 Jul - 21 Jul
Luxury Villa in the Florentine hills

The three owls of san gimignano

The three owls of san gimignano
San Gimignano
The price is HK$963
HK$1,143 total
includes taxes & fees
22 Jun - 23 Jun
The three owls of san gimignano

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 HK$2,511
HK$3,320 total
includes taxes & fees
28 Jun - 29 Jun
La Lunaria di Lajatico

Rooster House, cooking classes and opera

Rooster House, cooking classes and opera
Toscana
The price is HK$889
HK$1,078 total
includes taxes & fees
28 Jun - 29 Jun
Rooster House, cooking classes and opera

Casa dei Renai by Rentbeat

Casa dei Renai by Rentbeat
Signa
The price is HK$507
HK$2,298 total
includes taxes & fees
7 Jul - 8 Jul
Casa dei Renai by Rentbeat

Villa Franco

Villa Franco
Castelfranco di Sotto
The price is HK$2,695
HK$4,725 total
includes taxes & fees
25 Jun - 26 Jun
Villa Franco

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 HK$2,215
HK$2,215 total
includes taxes & fees
21 Jun - 22 Jun
Villa 'Podere Sofia' with Mountain View, Private Terrace and Wi-Fi

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 HK$7,677
HK$8,774 total
includes taxes & fees
14 Jul - 15 Jul
Villa Orsini Peccioli - Historic villa with swimming pool for exclusive use

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 HK$2,830
HK$4,016 total
includes taxes & fees
28 Jun - 29 Jun
Villa Il Signorino

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

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.
The price is HK$1,294
HK$2,607 total
includes taxes & fees
21 Jun - 22 Jun
Tuscan Villa 15 min from Florence, Parking, Garden

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 HK$4,074
HK$4,481 total
includes taxes & fees
28 Jun - 29 Jun
My Exclusive Italy - Classic Suite in a Luxury Wine Estate

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 HK$2,688
HK$3,586 total
includes taxes & fees
28 Jun - 29 Jun
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~

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 HK$4,989
HK$5,488 total
includes taxes & fees
28 Jun - 29 Jun
My Exclusive Italy - Exclusive Suite with view in a Luxury Wine Estate

AGRITURISMO in FLORENTINE HILLS-CHIANTI. 100% Travelers Recommend.

AGRITURISMO in FLORENTINE HILLS-CHIANTI. 100% Travelers Recommend.
Pontassieve, Florence
10.0 out of 10, Exceptional, (14 reviews)
"Beautiful, quiet and peaceful."
United States
Tim G.
AGRITURISMO in FLORENTINE HILLS-CHIANTI. 100% Travelers Recommend.

VILLA FIESOLANA - Twelve Bedroom Villa, Sleeps 34

VILLA FIESOLANA - Twelve Bedroom Villa, Sleeps 34
Pontassieve
10.0 out of 10, Exceptional, (2 reviews)
"This place is magical!!!!! The host was amazing and so communicative - readily available on the property and was able to answer questions as well as drive us to get food in town and to the train station! Ample space for guests and the property is beautiful. The pool area is great and comes with fun floats / fun activities for near the pool. The ambiance of the outdoor dining area is lovely and the check in/out process was easy. Couldn’t recommend this place more!!!"
United States
Lyndsey S.
The price is HK$29,681
HK$34,173 total
includes taxes & fees
22 Jun - 23 Jun
VILLA FIESOLANA - Twelve Bedroom Villa, Sleeps 34
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
231
Accommodation
1973 Villas
Lowest Price
HK$1,078
Highest Price
HK$34,173

Frequently asked questions

How much do villas in Montespertoli cost?
You'll pay between HK$1,078 and HK$34,173 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 1973 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.

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