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

Search Villas in Montespertoli

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

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

Our top choices for Montespertoli villas

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 NZ$3,969
includes taxes & fees
13 July - 14 July
Villa Milani with Shared Pool, Private Terrace & Wi-Fi
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, (40 reviews)
"Excellent in every way. Highly recommend"
United States
Ed M.
The price is NZ$4,137
includes taxes & fees
10 July - 11 July
Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites
Outdoor dining

Casa dei Renai by Rentbeat

Casa dei Renai by Rentbeat
Signa
The price is NZ$514
includes taxes & fees
7 July - 8 July
Casa dei Renai by Rentbeat
Property grounds

Rooster House, cooking classes and opera

Rooster House, cooking classes and opera
Toscana
The price is NZ$240
includes taxes & fees
8 July - 9 July
Rooster House, cooking classes and opera
Villa, Air conditioning, Courtyard View | Exterior

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 NZ$371
includes taxes & fees
12 July - 13 July
Villa Montecastello
Outdoor dining

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 NZ$477
includes taxes & fees
7 July - 8 July
Villa 'Podere Sofia' with Mountain View, Private Terrace and Wi-Fi
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 NZ$785
includes taxes & fees
19 July - 20 July
Luxury Villa in the Florentine hills
Exterior

The three owls of san gimignano

The three owls of san gimignano
San Gimignano
The price is NZ$443
includes taxes & fees
24 July - 25 July
The three owls of san gimignano
Garden

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 NZ$738
includes taxes & fees
12 July - 13 July
La Lunaria di Lajatico
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 NZ$763
includes taxes & fees
7 July - 8 July
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
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 NZ$911
includes taxes & fees
7 July - 8 July
Villa Il Signorino
Exterior

NEW Dreaming in Pian dei Giullari Villa with private stunning swimming Pool!

NEW Dreaming in Pian dei Giullari Villa with private stunning swimming Pool!
Oltrarno
10.0 out of 10, Exceptional, (1 review)
"Struttura a dir poco fantastica. Siamo stati non bene benissimo e sicuramente ci ritorneremo.Approfitto anche per fare un ringraziamento a Serena e Venita per l’immensa disponibilità, professionalità e cordialità ricevuta."
United States
Giuseppe F.
The price is NZ$1,498
includes taxes & fees
13 July - 14 July
NEW Dreaming in Pian dei Giullari Villa with private stunning swimming Pool!
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 NZ$1,759
includes taxes & fees
14 July - 15 July
Villa Orsini Peccioli - Historic villa with swimming pool for exclusive use
Exterior detail

Villa Franco

Villa Franco
Castelfranco di Sotto
The price is NZ$1,051
includes taxes & fees
19 July - 20 July
Villa Franco
Exterior

CountryHouse con Piscina Privata 5 min dal centro

CountryHouse con Piscina Privata 5 min dal centro
Careggi Rifredi
9.8 out of 10, Exceptional, (17 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 NZ$959
includes taxes & fees
9 July - 10 July
CountryHouse con Piscina Privata 5 min dal centro
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 NZ$999
includes taxes & fees
7 July - 8 July
My Exclusive Italy - Classic Suite in a Luxury Wine Estate
Exterior

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

Villa Ludovica with private pool, Borgo del Silenzio

Villa Ludovica with private pool, Borgo del Silenzio
Lajatico
10.0 out of 10, Exceptional, (1 review)
"Mooie villa met alle accommodatie op een unieke ligging"
Netherlands
Carl P.
Villa Ludovica with private pool, Borgo del Silenzio
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 NZ$1,223
includes taxes & fees
7 July - 8 July
My Exclusive Italy - Exclusive Suite with view in a Luxury Wine Estate
Property grounds

Villa "Toscana A Fiesole" with Private Garden and Wi-Fi

Villa "Toscana A Fiesole" with Private Garden and Wi-Fi
Firenze
8.0 out of 10, Very good, (2 reviews)
"We had great expectations for our stay in Florence, and the communication with Stefania was great, the property has a lot of potential to be a great location, but is currently not as nice as explained. While the rooms are large and spacious, upon entering the space smelled like urine, we aired it out and sprayed multiple scents to assist, but it was tough. By opening the windows, it got better by the end of day 2... however that let in bugs and we got bitten up by mulitple spiders or mosquitos...
United States
Katie M.
The price is NZ$545
includes taxes & fees
18 July - 19 July
Villa "Toscana A Fiesole" with Private Garden and Wi-Fi
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Montespertoli Hotel Reviews

IQ Hotel Firenze

IQ Hotel Firenze

10/10 Excellent
"Beautiful, clean, modern hotel. Very helpful staff. Was a great stay and hope to be back!"
Candy 4-night trip
Posted 8 hours ago
IQ Hotel Firenze

Find out more about Montespertoli

Montespertoli Villas information

Number of reviews
207
Accommodation
1669 Villas
Lowest Price
NZ$240
Highest Price
NZ$4,137

Frequently asked questions

How much do villas in Montespertoli cost?
You'll pay between NZ$240 and NZ$4,137 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 1669 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.
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.

Explore a world of travel with Expedia