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

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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 Montespertoli villas

Exterior

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 £1,881
includes taxes & fees
27 Jun - 28 Jun
Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites
Exterior

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 £1,562
includes taxes & fees
25 Jun - 26 Jun
Villa Milani with Shared Pool, Private Terrace & Wi-Fi
Villa, Air conditioning, Courtyard View | 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 £156
includes taxes & fees
24 Jun - 25 Jun
Villa Montecastello
Outdoor dining

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 £333
includes taxes & fees
20 Jul - 21 Jul
Luxury Villa in the Florentine hills
Exterior

The three owls of san gimignano

The three owls of san gimignano
San Gimignano
The price is £113
includes taxes & fees
23 Jun - 24 Jun
The three owls of san gimignano
2 outdoor pools, pool umbrellas, pool 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 £288
includes taxes & fees
28 Jun - 29 Jun
La Lunaria di Lajatico
Property grounds

Rooster House, cooking classes and opera

Rooster House, cooking classes and opera
Toscana
The price is £107
includes taxes & fees
23 Jun - 24 Jun
Rooster House, cooking classes and opera
Outdoor dining

Casa dei Renai by Rentbeat

Casa dei Renai by Rentbeat
Signa
The price is £221
includes taxes & fees
7 Jul - 8 Jul
Casa dei Renai by Rentbeat
Exterior detail

Villa Franco

Villa Franco
Castelfranco di Sotto
The price is £461
includes taxes & fees
23 Jun - 24 Jun
Villa Franco
Iron/ironing board, WiFi, bed sheets

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 £214
includes taxes & fees
23 Jun - 24 Jun
Villa 'Podere Sofia' with Mountain View, Private Terrace and Wi-Fi
Exterior

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 £851
includes taxes & fees
14 Jul - 15 Jul
Villa Orsini Peccioli - Historic villa with swimming pool for exclusive use
Exterior

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 £395
includes taxes & fees
23 Jun - 24 Jun
Villa Il Signorino
Outdoor dining

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
Outdoor dining

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 £274
includes taxes & fees
2 Jul - 3 Jul
Tuscan Villa 15 min from Florence, Parking, Garden
Exterior

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 £432
includes taxes & fees
23 Jun - 24 Jun
My Exclusive Italy - Classic Suite in a Luxury Wine Estate
Outdoor dining

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 £348
includes taxes & fees
23 Jun - 24 Jun
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
Exterior

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 £530
includes taxes & fees
25 Jun - 26 Jun
My Exclusive Italy - Exclusive Suite with view in a Luxury Wine Estate
Property grounds

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.
The price is £432
includes taxes & fees
24 Jun - 25 Jun
AGRITURISMO in FLORENTINE HILLS-CHIANTI. 100% Travelers Recommend.
Property grounds

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 £3,297
includes taxes & fees
23 Jun - 24 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

Art Hotel Villa Agape

Art Hotel Villa Agape

10/10 Excellent
"This property is absolutely beautiful and amazing! If you want to relax while enjoying a beautiful scenic view, this is for you. If you want to walk around and explore, you can do that too. The staff are incredible and treated us very well. The shuttle to and from the hotel is a great amenity. The only complaint that we have is that the bedroom walls are a little thin and you can hear neighbors if you have them. Other than that, everything else about this place is awesome. It's up in the hills and out of the hustle and bustle of Florence and is quiet. We would absolutely stay here again."
Lonnie 4-night trip
Posted 9 hours ago
Art Hotel Villa Agape

Find out more about Montespertoli

Montespertoli Villas information

Number of reviews
2
Accommodation
1939 Villas
Lowest Price
£156
Highest Price
£288

Frequently asked questions

How much do villas in Montespertoli cost?
You'll pay between £156 and £288 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 1939 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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