Montespertoli Villas ￥23,367

A rural landscape with olive groves, scattered houses, and rolling hills in the background.

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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

Montespertoli

￥1,070,937 total

includes taxes & fees

Oct 15 - Oct 16

A building with a large entrance, potted plants, and a statue in the foreground.

2. Villa Milani with Shared Pool, Private Terrace & Wi-Fi

Montespertoli

Scott M.

￥321,424 total

includes taxes & fees

Nov 1 - Nov 2

A villa with a swimming pool, surrounded by lush greenery and a scenic countryside view.

3. Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!

Montespertoli

￥336,407 total

includes taxes & fees

Nov 1 - Nov 2

A two-story building with a gravel driveway, a wooden door, and a small garden area with potted plants.

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

Montespertoli

Krista G.

￥346,574 total

includes taxes & fees

Nov 1 - Nov 2

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

Certaldo

￥985,436 total

includes taxes & fees

Oct 14 - Oct 15

A garden with outdoor seating, a shade structure, and a view of the surrounding landscape.

6. Rooster House, cooking classes and opera

Tavarnelle Val di Pesa

￥23,367 total

includes taxes & fees

Oct 3 - Oct 4

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~

Impruneta

Maria H.

￥67,816 total

includes taxes & fees

Oct 15 - Oct 16

An outdoor patio with a table and chairs, surrounded by greenery and a view of distant hills.

8. Luxury Villa in the Florentine hills

Florence

melissa r.

￥59,219 total

includes taxes & fees

Nov 1 - Nov 2

A two-story building with a red roof, multiple windows, and a gravel driveway.

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

Empoli

Vicki C.

￥296,767 total

includes taxes & fees

Oct 7 - Oct 8

10. Tenuta le Viste - beautiful Villa overlooking Florence

scandicci

STEPHANE B.

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

Certaldo - Firenze

Kelly C.

￥104,011 total

includes taxes & fees

Oct 2 - Oct 3

A stone building with an arched entrance, surrounded by gravel, potted plants, and trees.

12. Villa Montecastello

Monteriggioni

Alvaro

￥28,616 total

includes taxes & fees

Oct 4 - Oct 5

A stone building with a courtyard, potted plants, and a paved walkway.

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

Capraia e Limite

￥329,228 total

includes taxes & fees

Oct 2 - Oct 3

A multi-story building with a stone pathway leading to the entrance, surrounded by lush greenery and flowering plants.

14. VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37

Firenze

￥2,323,671 total

includes taxes & fees

Oct 8 - Oct 9

A table set for tea with a view of a garden and hills.

15. Tuscan Sky Villa in San Miniato with Private Pool

San Miniato

￥185,453 total

includes taxes & fees

Oct 7 - Oct 8

A rural property with stone buildings, a garden, and a view of rolling hills.

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

Montaione

￥78,720 total

includes taxes & fees

Oct 2 - Oct 3

A person in a swimming pool with a view of a vineyard and hills.

17. "A Casa di Franca Villa con piscina"

Gambassi Terme

"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...

Anonymous traveler

￥331,174 total

includes taxes & fees

Nov 1 - Nov 2

A modern house with a glass facade, a red couch, and a small garden area.

18. Country House with heated pool near the center

Careggi Rifredi

Jeannette B.

￥78,483 total

includes taxes & fees

Oct 14 - Oct 15

A stone building with a large arched entrance, potted plants, and outdoor seating.

19. Exclusive Estate | Personal Concierge & Heated Pool

impruneta

Charles S.

￥195,482 total

includes taxes & fees

Oct 26 - Oct 27

An outdoor patio with a round table, chairs, a sofa, and a potted plant.

20. Molino In Chianti - Villa with Private Pool

Mercatale Val Di Pesa

￥247,387 total

includes taxes & fees

Oct 3 - Oct 4

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Top Montespertoli Hotel Reviews

The Social Hub Florence Lavagnini

10/10 Excellent

"Great spot"

Art Hotel Villa Agape

10/10 Excellent

"The hotel its grounds are really beautiful. The breakfast is delicious and the staff is very friendly and helpful. It is quite a ways outside the historic center of Florence. They offer a shuttle service that operates from 9:00-1:00 and then again in the late afternoon until 8:00. We found it hard to make this schedule work with our plans. For example it is customary to have dinner at 7:00pm or later at the restaurants in the city so very hard to get the shuttle home. Taxis are expensive but we ended up taking quite a few so you may want to factor this in when making your plans. Still it’s a relaxing and quiet place to be away from the noise and hustle of the downtown."

The Social Hub Florence Belfiore

8/10 Good

"The Social Hub is a great hotel—modern, stylish, minimalist, and incredibly convenient. It’s especially well suited to the independent traveler who appreciates a contemporary, self-service approach. For me personally, being in Florence, I would have preferred a slightly more traditional and full-service hotel experience. The self check-in process and technology-driven approach are modern and very well executed, but they weren’t necessarily a highlight of my vacation. That is entirely a matter of personal preference rather than a criticism of the hotel itself. The rooms were very clean, comfortable, and thoughtfully designed, and the hotel itself has a really dynamic atmosphere. The rooftop was definitely a standout, with the pool, terrace, various bars, and food-truck-style counters creating a fantastic space to relax, have a drink, and enjoy the surroundings. Overall, it’s a very cool, modern concept and a great choice for travelers looking for independence, convenience, and a lively social atmosphere in Florence."

Find out more about Montespertoli

Montespertoli Villas information

Number of reviews	351
Accommodation	1921 Villas
Lowest Price	￥23,367
Highest Price	￥2,323,671

Frequently asked questions

How much do villas in Montespertoli cost?

You'll pay between ￥23,367 and ￥2,323,671 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 1921 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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Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Montespertoli villas

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

2. Villa Milani with Shared Pool, Private Terrace & Wi-Fi

3. Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!

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

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

6. Rooster House, cooking classes and opera

7. Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~

8. Luxury Villa in the Florentine hills

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

10. Tenuta le Viste - beautiful Villa overlooking Florence

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

12. Villa Montecastello

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

14. VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37

15. Tuscan Sky Villa in San Miniato with Private Pool

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

17. "A Casa di Franca Villa con piscina"

18. Country House with heated pool near the center

19. Exclusive Estate | Personal Concierge & Heated Pool

20. Molino In Chianti - Villa with Private Pool

Find vacation rentals that suit your style

Top Montespertoli Hotel Reviews

The Social Hub Florence Lavagnini

Find out more about Montespertoli

Montespertoli Villas information

Frequently asked questions

Explore a world of travel with Expedia