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
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 €2,342
includes taxes & fees
5 Aug - 6 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 €1,912
includes taxes & fees
6 Aug - 7 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
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
The price is €9,891
includes taxes & fees
14 Aug - 15 Aug
"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 €135
includes taxes & fees
11 Aug - 12 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 €382
includes taxes & fees
10 Aug - 11 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 €378
includes taxes & fees
29 Aug - 30 Aug
Luxury Villa in the Florentine hills
Exterior

8. Nice apartment in villa with pool, WIFI, A/C, TV, terrace, panoramic view, close to San Gimignano

Nice apartment in villa with pool, WIFI, A/C, TV, terrace, panoramic view, close to San Gimignano
Montaione
10.0 out of 10, Exceptional, (5 reviews)
"We spend a great time, marvellous place and people"
United States
Carole G.
Nice apartment in villa with pool, WIFI, A/C, TV, terrace, panoramic view, close to San Gimignano
Villa, Air conditioning, Courtyard View | Exterior

9. 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 €185
includes taxes & fees
5 Aug - 6 Aug
Villa Montecastello
Exterior

10. 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.
Villa 'Martignana' with Private Pool, Private Garden and Wi-Fi
Terrace/patio

11. 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 €594
includes taxes & fees
17 Aug - 18 Aug
Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany
Exterior

12. 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 €3,574
includes taxes & fees
11 Aug - 12 Aug
Villa Il Conventino with Pool and Wi-Fi
Exterior

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

Villetta Leonardo: Independence, Garden & Relaxation in Tuscany
Montaione
Villetta Leonardo: Independence, Garden & Relaxation in Tuscany
Pool

14. "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
"A Casa di Franca Villa con piscina"
Exterior

15. VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37

VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37
Firenze
The price is €13,027
includes taxes & fees
16 Aug - 17 Aug
VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37
Exterior

16. 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 €771
includes taxes & fees
3 Sept - 4 Sept
NEW Dreaming in Pian dei Giullari Villa with private stunning swimming Pool!
Outdoor dining

17. Villa Cielo Toscano in San Miniato with Exclusive Pool

Villa Cielo Toscano in San Miniato with Exclusive Pool
San Miniato
The price is €1,310
includes taxes & fees
31 Aug - 1 Sept
Villa Cielo Toscano in San Miniato with Exclusive Pool
Property grounds

18. Stunning private villa with private pool, WIFI, A/C, TV, patio, pets allowed and panoramic view

Stunning private villa with private pool, WIFI, A/C, TV, patio, pets allowed and panoramic view
San Miniato
The price is €1,154
includes taxes & fees
23 Aug - 24 Aug
Stunning private villa with private pool, WIFI, A/C, TV, patio, pets allowed and panoramic view
Exterior

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

Tuscan Villa with Private Pool, Terrace and Wi-Fi
Capraia e Limite
Tuscan Villa with Private Pool, Terrace and Wi-Fi
Outdoor dining

20. 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 €350
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.
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
"Fab hotel! Great pool for relaxing after a day sightseeing!"
stephanie 6-night trip
Posted 2 hours ago
IQ Hotel Firenze

Find out more about Montespertoli

Montespertoli Villas information

Number of reviews
205
Accommodation
1938 Villas
Lowest Price
€135
Highest Price
€13,027

Frequently asked questions

How much do villas in Montespertoli cost?
You'll pay between €135 and €13,027 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 1938 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.