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
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Montespertoli villas

A villa with a swimming pool, surrounded by lush greenery and vineyards.

1. Villa with Guesthouse: Private Pool, Air Conditioning, 13 Bedrooms for up to 30 Guests

Villa with Guesthouse: Private Pool, Air Conditioning, 13 Bedrooms for up to 30 Guests
Montespertoli
The price is £5,148
includes taxes & fees
14 Oct - 15 Oct
Villa with Guesthouse: Private Pool, Air Conditioning, 13 Bedrooms for up to 30 Guests
A building with a large entrance, potted plants, and a statue in the foreground.

2. 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 £1,700
includes taxes & fees
30 Sept - 1 Oct
Villa Milani with Shared Pool, Private Terrace & Wi-Fi
A courtyard with a paved area, potted plants, and a grassy lawn.

3. Luxury Villa: Air-Co & Swimmingpool in Chianti/Sleeps 21 or more in extra suites

Luxury Villa: Air-Co & Swimmingpool in Chianti/Sleeps 21 or more in extra suites
Montespertoli
10.0 out of 10, Exceptional, (42 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 £1,539
includes taxes & fees
24 Sept - 25 Sept
Luxury Villa: Air-Co & Swimmingpool in Chianti/Sleeps 21 or more in extra suites
A garden with outdoor seating, a shade structure, and a view of the surrounding landscape.

4. Rooster House, cooking classes and opera

Rooster House, cooking classes and opera
Tavarnelle Val di Pesa
The price is £115
includes taxes & fees
24 Sept - 25 Sept
Rooster House, cooking classes and opera
A swimming pool with blue lounge chairs and umbrellas, surrounded by greenery and a view of distant hills.

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

"Villa Bellavista" with Private Pool, Private Whirlpool & Wi-Fi
Certaldo
The price is £4,736
includes taxes & fees
12 Oct - 13 Oct
"Villa Bellavista" with Private Pool, Private Whirlpool & Wi-Fi
A two-story building with a red roof, multiple windows, and a gravel driveway.

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 £1,562
includes taxes & fees
30 Sept - 1 Oct
Villa 'Martignana' with Private Pool, Private Garden and Wi-Fi
An open wooden door leading to a balcony with a round table and two chairs, overlooking a garden with trees and flowers.

7. 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 £334
includes taxes & fees
24 Sept - 25 Sept
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
An outdoor patio with a table and chairs, surrounded by greenery and a view of distant hills.

8. Luxury Villa in the Florentine hills

Luxury Villa in the Florentine hills
Florence
9.8 out of 10, Exceptional, (150 reviews)
"The villa is a nicely restored rustic home with a beautiful landscape. I would definitely stay there again!"
United States
melissa r.
The price is £296
includes taxes & fees
12 Oct - 13 Oct
Luxury Villa in the Florentine hills

9. Tenuta le Viste - beautiful Villa overlooking Florence

Tenuta le Viste - beautiful Villa overlooking Florence
scandicci
9.6 out of 10, Exceptional, (4 reviews)
"Beautiful house"
France
STEPHANE B.
Tenuta le Viste - beautiful Villa overlooking Florence
A table set for tea with a view of a garden and hills.

10. Tuscan Sky Villa in San Miniato with Private Pool

Tuscan Sky Villa in San Miniato with Private Pool
San Miniato
The price is £570
includes taxes & fees
24 Sept - 25 Sept
Tuscan Sky Villa in San Miniato with Private Pool
A covered balcony with a brick railing, a bench, and a view of lush greenery.

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 £500
includes taxes & fees
1 Oct - 2 Oct
Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany
A stone building with an arched entrance, surrounded by gravel, potted plants, and trees.

12. Villa Montecastello

Villa Montecastello
Monteriggioni
8.0 out of 10, Very good, (3 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 £143
includes taxes & fees
25 Sept - 26 Sept
Villa Montecastello
A multi-story building with a stone pathway leading to the entrance, surrounded by lush greenery and flowering plants.

13. VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37

VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37
Firenze
The price is £11,171
includes taxes & fees
28 Sept - 29 Sept
VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37
An outdoor patio with a table and chairs, surrounded by potted plants and overlooking a scenic view of hills and buildings.

14. 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, (3 reviews)
"We had a wonderful stay! The kids loved the layout, and we were very comfortable!"
United States
Rebecca P.
The price is £285
includes taxes & fees
23 Sept - 24 Sept
Tuscan Villa 15 min from Florence, Parking, Garden
An outdoor patio with a round table, chairs, a sofa, and a potted plant.

15. Molino In Chianti - Villa with Private Pool

Molino In Chianti - Villa with Private Pool
Mercatale Val Di Pesa
The price is £1,189
includes taxes & fees
29 Sept - 30 Sept
Molino In Chianti - Villa with Private Pool
A stone building with a courtyard, potted plants, and a paved walkway.

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

Tuscan Villa with Private Pool, Terrace and Wi-Fi
Capraia e Limite
The price is £3,253
includes taxes & fees
28 Sept - 29 Sept
Tuscan Villa with Private Pool, Terrace and Wi-Fi
A rural property with stone buildings, a garden, and a view of rolling hills.

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

Villetta Leonardo: Independence, Garden & Relaxation in Tuscany
Montaione
The price is £378
includes taxes & fees
29 Sept - 30 Sept
Villetta Leonardo: Independence, Garden & Relaxation in Tuscany
A person in a swimming pool with a view of a vineyard and hills.

18. "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 £1,103
includes taxes & fees
23 Sept - 24 Sept
"A Casa di Franca Villa con piscina"
A two-story building with a stone staircase leading to a wooden door. There is a small outdoor table and a potted plant on the porch.

19. 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 £378
includes taxes & fees
1 Oct - 2 Oct
Villa Il Signorino
An outdoor seating area with a sofa, chairs, and a table, surrounded by greenery and a stone wall.

20. 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
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

Find out more about Montespertoli

Montespertoli Villas information

Number of reviews
213
Accommodation
1880 Villas
Lowest Price
£115
Highest Price
£11,171

Frequently asked questions

How much do villas in Montespertoli cost?
You'll pay between £115 and £11,171 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 1880 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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