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
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Montespertoli villas

Exterior

1. 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 AU$3,846
includes taxes & fees
6 Aug - 7 Aug
Villa Milani with Shared Pool, Private Terrace & Wi-Fi
Exterior

2. 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)
"Absolutely fabulous! Beautiful location, exceptional host and the Tuscan countryside dream. Room for all 11 of our ladies, dreamy grounds. We all felt like we were living our Eat, Love, Pray best life!"
United States
Krista G.
The price is AU$3,109
includes taxes & fees
8 Aug - 9 Aug
Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites
Exterior

3. Wonderful Villa Pian dei Giullari with Pool – Elegance and Relaxation in the Heart of Florence

Wonderful Villa Pian dei Giullari with Pool – Elegance and Relaxation in the Heart of Florence
Oltrarno
The price is AU$1,551
includes taxes & fees
9 Aug - 10 Aug
Wonderful Villa Pian dei Giullari with Pool – Elegance and Relaxation in the Heart of Florence
Pool

4. "Villa Bellavista" with Private Pool, Private Whirlpool & Wi-Fi

"Villa Bellavista" with Private Pool, Private Whirlpool & Wi-Fi
Certaldo
"Villa Bellavista" with Private Pool, Private Whirlpool & Wi-Fi
Property grounds

5. Rooster House, cooking classes and opera

Rooster House, cooking classes and opera
Toscana
The price is AU$218
includes taxes & fees
8 Aug - 9 Aug
Rooster House, cooking classes and opera
Outdoor dining

6. 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 AU$612
includes taxes & fees
15 Aug - 16 Aug
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
Outdoor dining

7. Luxury Villa in the Florentine hills

Luxury Villa in the Florentine hills
Florence
9.8 out of 10, Exceptional, (148 reviews)
"Lovely property, nicely appointed, would be happy to stay there again."
United States
David K.
The price is AU$625
includes taxes & fees
29 Aug - 30 Aug
Luxury Villa in the Florentine hills
Villa, Air conditioning, Courtyard View | Exterior

8. 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 AU$295
includes taxes & fees
19 Aug - 20 Aug
Villa Montecastello
Exterior

9. Villa 'Martignana' with Private Pool, Private Garden and Wi-Fi

Villa 'Martignana' with Private Pool, Private Garden and Wi-Fi
Empoli
10.0 out of 10, Exceptional, (1 review)
"The villa is divided into 4 apartments and was perfect for our group of eleven. The property was beautiful and it is convenient to the Empoli train station."
United States
Vicki C.
The price is AU$3,957
includes taxes & fees
31 Aug - 1 Sept
Villa 'Martignana' with Private Pool, Private Garden and Wi-Fi
Terrace/patio

10. Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany

Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany
Certaldo - Firenze
2.0 out of 10, (1 review)
"House is very nice and clean , but not equipped for rental, kitchen is poorly equipped, towels are like napkins , no toilet paper, no soap , nothing "
United States
Kelly C.
The price is AU$977
includes taxes & fees
5 Aug - 6 Aug
Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany
Exterior

11. Villa Il Conventino with Pool and Wi-Fi

Villa Il Conventino with Pool and Wi-Fi
San Casciano in Val di Pesa
The price is AU$5,868
includes taxes & fees
8 Aug - 9 Aug
Villa Il Conventino with Pool and Wi-Fi
Exterior

12. Villetta Leonardo: Independence, Garden & Relaxation in Tuscany

Villetta Leonardo: Independence, Garden & Relaxation in Tuscany
Montaione
The price is AU$582
includes taxes & fees
28 Aug - 29 Aug
Villetta Leonardo: Independence, Garden & Relaxation in Tuscany
Pool

13. "A Casa di Franca Villa con piscina"

"A Casa di Franca Villa con piscina"
Gambassi Terme
10.0 out of 10, Exceptional, (1 review)
"Pros: La estancia en la casa fue muy bonita. Estaba cerca de Florencia, Siena, Sant Gimigano, etc. Viajamos toda la familia y los propietarios fueron muy acogedores. La piscina es un sitio perfecto para relajarse y bañarse después de ver la Toscana. Nuestros hijos y sobrinos jugaron porque tenían de todo. La casa muy equipada y limpia con televisión en todas las habitaciones. Los propietarios además nos ayudaron con un pequeño contratiempo que tuvimos. Nos sentimos como en casa, muchas...
Spain
Anonymous traveller
The price is AU$1,462
includes taxes & fees
24 Aug - 25 Aug
"A Casa di Franca Villa con piscina"
Exterior

14. VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37

VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37
Firenze
The price is AU$21,393
includes taxes & fees
16 Aug - 17 Aug
VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37
Exterior

15. 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 AU$1,287
includes taxes & fees
3 Sept - 4 Sept
NEW Dreaming in Pian dei Giullari Villa with private stunning swimming Pool!
Outdoor dining

16. Villa Cielo Toscano in San Miniato with Exclusive Pool

Villa Cielo Toscano in San Miniato with Exclusive Pool
San Miniato
The price is AU$2,022
includes taxes & fees
31 Aug - 1 Sept
Villa Cielo Toscano in San Miniato with Exclusive Pool
Exterior

17. Tuscan Villa with Private Pool, Terrace and Wi-Fi

Tuscan Villa with Private Pool, Terrace and Wi-Fi
Capraia e Limite
The price is AU$4,051
includes taxes & fees
30 Aug - 31 Aug
Tuscan Villa with Private Pool, Terrace and Wi-Fi
Outdoor dining

18. 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 AU$588
includes taxes & fees
30 Aug - 31 Aug
Tuscan Villa 15 min from Florence, Parking, Garden
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

25hours Hotel Florence Piazza San Paolino

25hours Hotel Florence Piazza San Paolino

8/10 Good
"Really cute and beautiful room and hotel overall, with artistic design and nice amenities. The lobby is really beautifully and thoughtfully designed, and the staff were super helpful and friendly. The hotel's location is also at the heart of the downtown at the historic center; making everything a walking distance. However, certain items in our room didn't work properly. For example the the toilet flush took extremely long to refill, and the pillows were a bit uncomfortable."
Kianoosh 3-night trip
Posted less than an hour ago
25hours Hotel Florence Piazza San Paolino

Find out more about Montespertoli

Montespertoli Villas information

Number of reviews
200
Accommodation
1632 Villas
Lowest Price
AU$218
Highest Price
AU$21,393

Frequently asked questions

How much do villas in Montespertoli cost?
Rates for villas in Montespertoli range between AU$218 and AU$21,393 per night. Whatever your budget, you're sure to find something that matches your needs on Expedia. This price was 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?
Choose from 1632 villas in Montespertoli. No matter if you're taking a trip with the kids or planning a weekend escape with your besties, Expedia will help you find the best space for your crew.
What is there to do near my villa in Montespertoli?
There are tons of awesome things to do and see in Montespertoli. Drop by attractions like Antinori nel Chianti Classico, Montegufoni Castle and Castle of Oliveto. Castello Sonnino, Castle of Poppiano and San Casciano Museum are also visited by many.