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
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

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 ￥397,118
￥397,486 total
includes taxes & fees
Sep 1 - Sep 2
Villa Milani with Shared Pool, Private Terrace & Wi-Fi
Pool

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

"Villa Bellavista" with Private Pool, Private Whirlpool & Wi-Fi
Certaldo
The price is ￥1,729,669
￥1,818,469 total
includes taxes & fees
Aug 13 - Aug 14
"Villa Bellavista" with Private Pool, Private Whirlpool & Wi-Fi
Property grounds

3. Rooster House, cooking classes and opera

Rooster House, cooking classes and opera
Toscana
The price is ￥20,223
￥24,084 total
includes taxes & fees
Sep 9 - Sep 10
Rooster House, cooking classes and opera
Outdoor dining

4. 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 ￥51,882
￥64,751 total
includes taxes & fees
Aug 22 - Aug 23
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
Outdoor dining

5. 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 ￥45,963
￥72,070 total
includes taxes & fees
Aug 29 - Aug 30
Luxury Villa in the Florentine hills
Exterior

6. 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 ￥396,849
￥442,427 total
includes taxes & fees
Aug 31 - Sep 1
Villa 'Martignana' with Private Pool, Private Garden and Wi-Fi
Exterior

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

Cosy apartment in villa with A/C, pool, WIFI, 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 ￥26,475
￥30,204 total
includes taxes & fees
Aug 21 - Aug 22
Cosy apartment in villa with A/C, pool, WIFI, TV, terrace and panoramic view, close to San Gimig...
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 ￥30,446
￥34,043 total
includes taxes & fees
Aug 13 - Aug 14
Villa Montecastello
Terrace/patio

9. 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 ￥86,770
￥109,192 total
includes taxes & fees
Aug 16 - Aug 17
Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany
Pool

10. "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 traveler
The price is ￥95,849
￥163,665 total
includes taxes & fees
Aug 24 - Aug 25
"A Casa di Franca Villa con piscina"
Exterior

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

Villetta Leonardo: Independence, Garden & Relaxation in Tuscany
Montaione
The price is ￥47,066
￥65,084 total
includes taxes & fees
Aug 28 - Aug 29
Villetta Leonardo: Independence, Garden & Relaxation in Tuscany
Exterior

12. VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37

VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37
Firenze
The price is ￥2,395,038
￥2,395,038 total
includes taxes & fees
Aug 18 - Aug 19
VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37
Exterior

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

Tuscan Villa with Private Pool, Terrace and Wi-Fi
Capraia e Limite
The price is ￥373,217
￥453,008 total
includes taxes & fees
Aug 30 - Aug 31
Tuscan Villa with Private Pool, Terrace and Wi-Fi
Exterior

14. 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 ￥146,932
￥182,782 total
includes taxes & fees
Aug 22 - Aug 23
NEW Dreaming in Pian dei Giullari Villa with private stunning swimming Pool!
Property grounds

15. Villa Zara, exclusive villa with private pool in Tuscany

Villa Zara, exclusive villa with private pool in Tuscany
San Miniato
10.0 out of 10, Exceptional, (1 review)
"Overall it was perfect!"
United States
Nelson V.
Villa Zara, exclusive villa with private pool in Tuscany
Outdoor dining

16. Tuscan Sky Villa in San Miniato with Exclusive Private Pool

Tuscan Sky Villa in San Miniato with Exclusive Private Pool
San Miniato
The price is ￥164,179
￥217,496 total
includes taxes & fees
Aug 31 - Sep 1
Tuscan Sky Villa in San Miniato with Exclusive Private Pool
Terrace/patio

17. Apartments Florence - Villa Fonte Morgana with pool

Apartments Florence - Villa Fonte Morgana with pool
Impruneta
10.0 out of 10, Exceptional, (1 review)
"What a beautiful villa! We thoroughly enjoyed our stay in Tuscan countryside. All rooms were comfortable and large. We were surprised by the lack of body soap and shampoo."
United States
Christine B.
Apartments Florence - Villa Fonte Morgana with pool
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 ￥29,416
￥57,913 total
includes taxes & fees
Sep 6 - Sep 7
Tuscan Villa 15 min from Florence, Parking, Garden
Outdoor dining

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

Villa 'Molino' with Private Pool, Private Terrace and Wi-Fi
Mercatale Val Di Pesa
The price is ￥254,250
￥254,985 total
includes taxes & fees
Aug 24 - Aug 25
Villa 'Molino' with Private Pool, Private Terrace and Wi-Fi
Exterior

20. 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 ￥64,348
￥91,190 total
includes taxes & fees
Sep 1 - Sep 2
Villa Il Signorino
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

Hotel Delle Nazioni

Hotel Delle Nazioni

8/10 Good
"The staff was very nice and helpful. The breakfast was delicious and available at 7am - 10 am which was very convenient. Elevator is a little old but works well. Rooms were comfortable and clean. The hotel locations is right in front of the train terminal which is fantastic. However, be aware that there are lots of homeless, and I mean A LOT, of people and pick pockets that will make you uncomfortable and give you a sense of an unsecured place. But this is happening everywhere you go these days…"
GABRIEL 3-night trip
Posted less than an hour ago
Hotel Delle Nazioni

Find out more about Montespertoli

Montespertoli Villas information

Number of reviews
2
Accommodation
1982 Villas
Lowest Price
￥34,043
Highest Price
￥223,231

Frequently asked questions

How much do villas in Montespertoli cost?
You'll pay between ￥34,043 and ￥223,231 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 1982 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.