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 £2,006
includes taxes & fees
13 Aug - 14 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 £1,649
includes taxes & fees
9 Aug - 10 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 £808
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
The price is £8,472
includes taxes & fees
13 Aug - 14 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 £115
includes taxes & fees
9 Aug - 10 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 £326
includes taxes & fees
11 Aug - 12 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, (149 reviews)
"Lovely property, nicely appointed, would be happy to stay there again."
United States
David K.
The price is £323
includes taxes & fees
31 Aug - 1 Sept
Luxury Villa in the Florentine hills
Exterior

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

Nice apartment in villa with A/C, WIFI, pool, TV, terrace and panoramic view, close to San Gimig...
Montaione
10.0 out of 10, Exceptional, (5 reviews)
"We spend a great time, marvellous place and people"
United States
Carole G.
The price is £141
includes taxes & fees
21 Aug - 22 Aug
Nice apartment in villa with A/C, WIFI, pool, TV, terrace and panoramic view, close to San Gimig...
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 £159
includes taxes & fees
10 Aug - 11 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.
The price is £2,061
includes taxes & fees
31 Aug - 1 Sept
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 £509
includes taxes & fees
9 Aug - 10 Aug
Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany
Exterior

12. Portion of Villa Il Conventino with Pool and Wi-Fi

Portion of Villa Il Conventino with Pool and Wi-Fi
San Casciano in Val di Pesa
The price is £3,061
additional charges may apply
13 Aug - 14 Aug
Portion of 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
The price is £303
includes taxes & fees
28 Aug - 29 Aug
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
The price is £763
includes taxes & fees
24 Aug - 25 Aug
"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 £11,158
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 £692
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 £1,054
includes taxes & fees
31 Aug - 1 Sept
Villa Cielo Toscano in San Miniato with Exclusive Pool
Property grounds

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

Wonderful private villa with private pool, WIFI, A/C, TV, patio, pets allowed and panoramic view
San Miniato
The price is £975
includes taxes & fees
23 Aug - 24 Aug
Wonderful 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
The price is £2,111
includes taxes & fees
30 Aug - 31 Aug
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 £285
includes taxes & fees
6 Sept - 7 Sept
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

Palazzo Montebello

Palazzo Montebello

8/10 Good
"I traveled with my husband and daughter and stayed 4 nights from 7/25-7/29. I had requested earlier check-in by contacting the hotel directly through Expedia as long hours in the flight and then, train. The hotel staff indicated they didn’t receive my message. They made us wait for 2.5 hours. The lady who was at the reception desk wasn’t really friendly. She also forgot about us after told us to wait. I went to ask her about our room at 2:45pm, she started asking for my name again. I also didn’t appreciate her talking with her colleague in Italian while attending me. The hotel was beautiful. Our room was nice though waste of space with a long closet. The air conditioning wasn’t working properly as room would not get cool enough. When asked for a fan, they didn’t provide one as not available. They told me that we can change the room but that would cause major inconvenience. The room doesn’t have an iron. It is provided based on the availability. The front desk staff on the subsequent days were friendly and helpful. The hotel is about 15 mins walk from the train station and 25-30 mins from Duomo."
Vaidehi 4-night trip
Posted less than an hour ago
Palazzo Montebello

Find out more about Montespertoli

Montespertoli Villas information

Number of reviews
206
Accommodation
1938 Villas
Lowest Price
£115
Highest Price
£11,158

Frequently asked questions

How much do villas in Montespertoli cost?
You'll pay between £115 and £11,158 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.

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