Montespertoli Villas - Best Villa Montespertoli 2026

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

includes taxes & fees

3 Nov - 4 Nov

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

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

Montespertoli

Krista G.

includes taxes & fees

29 Nov - 30 Nov

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

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

Montespertoli

Scott M.

includes taxes & fees

4 Nov - 5 Nov

A courtyard with a building, potted plants, and a grassy area.

4. SwimmingPool ONLY FOR YOU in Villa with AirCon for 26/30 pax in 13 bedrooms

Toscana

includes taxes & fees

3 Nov - 4 Nov

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

5. Rooster House, Cooking Classes, and Opera

Tavarnelle Val di Pesa

includes taxes & fees

9 Nov - 10 Nov

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

6. VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37

Firenze

includes taxes & fees

3 Nov - 4 Nov

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

7. Exclusive Estate | Personal Concierge & Heated Pool

impruneta

Oli P.

includes taxes & fees

3 Nov - 4 Nov

A covered balcony with a brick railing, a bench, and a view of lush greenery.

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

Certaldo - Firenze

Kelly C.

includes taxes & fees

3 Nov - 4 Nov

A large, historic building with a tower, multiple arches, and a courtyard with outdoor seating.

9. VILLA MEDICEA - Seven Bedroom Villa, Sleeps 25

Careggi Rifredi

robert g.

includes taxes & fees

3 Nov - 4 Nov

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

10. "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 traveller

includes taxes & fees

3 Nov - 4 Nov

A stone patio with outdoor furniture, a stone wall, and a view of the countryside.

11. Golden Hour - Wedding in Florence

Toscana

A poolside area with lounge chairs and a pergola.

12. Bagno a Ripoli, Italy. Entire property: Villa

Toscana

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

13. Villa Montecastello

Monteriggioni

Alvaro

includes taxes & fees

16 Nov - 17 Nov

A poolside area with wicker furniture, a bottle of champagne, and a tray with snacks and drinks.

14. Villa 'Podere Bucigattolo' with Private Pool, Wi-Fi and Air Conditioning

Serravalle pistoiese

"Great villa for lager groups with great view. Very quite location. The road towards the villa is a bit narrow and makes going for a quick grocery trip a bit less easy. The beds and bathrooms are great although from the description we did not deduct that two rooms share a bathroom and are directly connected. The kitchen downstairs is well equipped but a bit small to accommodate 1 large group sharing the whole property. The host and her sister took great care of us and really nice to be able to...

Maarten O.

includes taxes & fees

4 Nov - 5 Nov

A pool area with a stone archway, lounge chairs, and a stone wall with greenery behind.

15. Villa with a Pool in Florence / Breakfast, Daily Housekeeping, Air Conditioning, Jacuzzi

Rignano sull'Arno

includes taxes & fees

3 Nov - 4 Nov

A large estate with a swimming pool, tennis court, and multiple guest rooms.

16. VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36

Colle Val D'Elsa

includes taxes & fees

29 Nov - 30 Nov

A hot tub with a wooden exterior, surrounded by lush greenery and a scenic view of hills.

17. Villa Dei Pavoni - Luxury Villa in the Hills of Florence

Toscana

Leopard I.

An outdoor seating area with a sofa, chairs, and a table, surrounded by greenery and a stone wall.

18. Florence Apartments - Villa Fonte Morgana with Pool

Impruneta

Christine B.

A terrace with stone walls, a view of the landscape, and outdoor furniture including a chair and a table.

19. Antico Borghetto di Tigliano: Cozy and ideal for families with children

Vinci

includes taxes & fees

3 Nov - 4 Nov

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Top Montespertoli Hotel Reviews

Hotel Albani Firenze

8/10 Good

"A lovely old hotel. We were upgraded to a large suite. As the seasons were changing, the cooling system was no longer functioning and it was very stuffy. Its location close to the main train station meant that it was very noisy all night and our window was very close to the street with loud talking and loud cars all night long. Other than that, I would say that the accommodations were superior. The breakfast was very good with high quality offerings and a variety of items from which to choose."

Bernini Palace

10/10 Excellent

"When we arrived it was evening the the Hotel Bernini Palace was twinkling! Such a beautiful lobby. Such a warm welcome by the staff. After a long journey we relaxed into their care and hospitality and our accommodations. Breakfast and the beautiful historical breakfast room was a treat. Service just perfect. Don't miss having a wonderful meal in the restaurant one evening. Delicious!"

Hu Firenze Camping In Town

10/10 Excellent

"Great convenient stay! We stayed with 3 kids. Perfect stay if you plan on spending most of your days sightseeing. Bus into town located directly across the road. Beds comfy enough..prob the easiest check in we have experienced so far.. definitely recommend. Super popular with many campers in vans and tents. The restaurant is super popular - American style fair - go into town for pasta - the pizzas and burgers were super popular. There are washing machines that work great. The dryers are hit and miss. The units are very clean. All in all woukd recommend for a family stay."

Find out more about Montespertoli

Montespertoli Villas information

Number of reviews	172
Accommodation	1878 Villas
Lowest Price	€127
Highest Price	€14,160

Frequently asked questions

How much do villas in Montespertoli cost?

You'll pay between €127 and €14,160 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 1878 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.

Room 1

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

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

4. SwimmingPool ONLY FOR YOU in Villa with AirCon for 26/30 pax in 13 bedrooms

5. Rooster House, Cooking Classes, and Opera

6. VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37

7. Exclusive Estate | Personal Concierge & Heated Pool

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