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San Carlo - Holiday Villa Rental with private swimming pool in Chianti, Tuscany

Photo gallery for San Carlo - Holiday Villa Rental with private swimming pool in Chianti, Tuscany

Pool
Pool
Building Exterior, Garden
Balcony / Terrace / Patio, Garden, Pool
Garden, Pool

Reviews

9.8 out of 10
Exceptional
5 bedrooms4 bathroomsSleeps 103767.4 sq ft

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Free Wi-Fi
  • Air-conditioning
  • Outdoor space

Rooms & beds

5 bedrooms (sleeps 10)

Bedroom 1

1 Double Bed

Bedroom 2

2 Single Beds

Bedroom 3

2 Single Beds

Bedroom 4

2 Single Beds

Bedroom 5

1 Double Bed

4 bathrooms

Bathroom 1

Bidet · Toilet · Shower only

Bathroom 2

Bathtub · Bidet · Toilet · Shower only

Bathroom 3

Bidet · Toilet · Shower only

Bathroom 4

Bathtub · Bidet · Toilet

Spaces

Deck or patio
Kitchen
Separate dining area
Garden

About this property

San Carlo - Holiday Villa Rental with private swimming pool in Chianti, Tuscany

Welcoming farmhouse with private pool situated in quiet and panoramic location on hills surrounding Florence. This property is a short distance away from the village of Montagnana and from the nice town of San Casciano Val di Pesa. The interiors are nicely furnished in a rustic style and are suitable for large groups and families with children. Outside guests can enjoy use of large areas with a private, entirely fenced-in pool.
The charming Chianti Classico villages are in easy access within 35/50 km.
Distances: Montagnana with grocery, nice restaurant, gas station and post-office 1,5 km away, Cerbaia with general stores 3 km, San Casciano Val di Pesa 10 km away, Florence (airport) 20 km, San Gimignano 35 km, Siena 60 km away, Pisa (airport) 75 km, Lucca 80 km. The Tuscan coastline area (Livorno, Castigliocello, Cecina) is approx. 100 km away.
The nearest bus stop with connections to Florence is located just 700 meters away from the house.
At guests’ disposal: covered furnished terrace accessible from the kitchen, garden, fenced-in swimming-pool (11 x 6 m; min. depth 1,2 m – max. depth 1,8 m) area with garden furniture. The villa also provides a nice playing room (created by restoring former stables) with table-tennis, billiards, piano and gym equipment : treadmill, elliptical .
Washing machine available in the covered terrace. Internet connection (WI-FI, free).
Extra Services: 2 baby beds and 2 high-chairs are available upon request (free of charge).
The villa is provided with an automatic system to spread out a natural insecticide in the outer perimeter of the villa in order to prevent the presence of mosquitos.

Please carefully check if there are any extra costs to be paid on site!

===== ACCOMMODATION DESCRIPTION =====
350 m2
Ground floor (access via a furnished loggia with table and chairs): kitchen (oven, freezer, dishwasher, toaster, American coffee maker), living-room (satellite TV, DVD reader, hi-fi), dining-room, large playing room with table tennis, billiards and piano.
3 steps lower: bathroom with shower.
1st floor: living-room with large fireplace, 2 double bedrooms with air conditioning, 3 twin-bedded rooms with air conditioning (one of the bedrooms can be turned into doubles upon request), bathroom with Jacuzzi bathtub, bathroom with shower.
5 steps higher: bathroom with shower.

The following might be to be paid extra: Final Cleaning, Heating, Refundable Security Deposit in cash, Tourist tax.
Our prices include all fees. No hidden fees.

Add dates for prices

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House Rules

Check in after 5:00 PM
Minimum age to rent: 18
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

Optional extras

  • Heating fee: EUR 60 per night

The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change.

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
This property accepts cash
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
Please note that cultural norms and guest policies may differ by country and by property; the policies listed are provided by the property
Property Registration Number IT048030C2OFKPNZM5
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.

About the area

Montespertoli

Montespertoli is home to this villa. Pitti Palace and Uffizi Gallery are cultural highlights, and some of the area's notable landmarks include Ponte Vecchio and Cathedral of Santa Maria del Fiore. Boboli Gardens and Florence Botanical Gardens are also worth visiting.
View more Villas in MontespertoliOpens in a new window
Map
Montagnana, Tuscany

What's nearby

  • Azienda Agricola Ammirabile - 4 min drive - 2.9 km
  • Ponte Vecchio - 29 min drive - 23.2 km
  • Uffizi Gallery - 29 min drive - 23.2 km
  • Piazza di Santa Maria Novella - 30 min drive - 21.1 km
  • Cathedral of Santa Maria del Fiore - 32 min drive - 27.1 km

Getting around

  • Montelupo Capraia Station - 14 min drive
  • Villa Costanza Tram Stop - 28 min drive
  • Peretola Airport (FLR) - 29 min drive

Restaurants

  • ‪Ristorante Perbacco Di Cinelli Laura - ‬9 min drive
  • ‪L'Artevino - ‬9 min drive
  • ‪Agriturismo Borgo Divino - ‬11 min drive
  • ‪Punto Pranzo - ‬9 min drive
  • ‪Osteria Del Molino - ‬6 min drive

Frequently asked questions

Is San Carlo - Holiday Villa Rental with private swimming pool in Chianti, Tuscany pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at San Carlo - Holiday Villa Rental with private swimming pool in Chianti, Tuscany?

As of 7 Apr 2026, prices found for a 1-night stay for 2 adults at San Carlo - Holiday Villa Rental with private swimming pool in Chianti, Tuscany on 30 Apr 2026 start from £380, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at San Carlo - Holiday Villa Rental with private swimming pool in Chianti, Tuscany?

On-site parking is available at the property.

What time is check-in at San Carlo - Holiday Villa Rental with private swimming pool in Chianti, Tuscany?

Check-in begins at 5:00 PM.

What time is check-out at San Carlo - Holiday Villa Rental with private swimming pool in Chianti, Tuscany?

Checkout is at 10:00 AM.

Where is San Carlo - Holiday Villa Rental with private swimming pool in Chianti, Tuscany located?

Situated in Montespertoli, this villa is 1.8 mi (3 km) from Montegufoni Castle and within 9 miles (15 km) of Castello Sonnino and Monastary of Sorelle Clarisse. Arno River and Florence Charterhouse are also within 12 miles (20 km).

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 34 out of 41 reviews
Rating 8 - Good. 7 out of 41 reviews
Rating 6 - Okay. 0 out of 41 reviews
Rating 4 - Poor. 0 out of 41 reviews
Rating 2 - Terrible. 0 out of 41 reviews

9.6/10

Cleanliness

10/10

Check-in

9.8/10

Communication

10/10

Location

9.2/10

Listing accuracy

Reviews

From a partner site

10/10 Excellent

Katy P.

Review for stay from 28 May 2022 to 04 June 2022

Lovely villa, great outside space and cool house in the heat
From a partner site

10/10 Excellent

Edward F.

Review for stay from 19 July 2025 to 26 July 2025

San Carlo is and amazing property and it’s location is stunning, very well equipped and with excellent faxilities. The local restaurant (600 meters away) was amazing as was the cafe and ice cream outlets in the local village. Great pizza too. Fantastic pool and surrounding areas. Perfect for our family of 6. Littitia was amazing, so helpful and professional.
From a partner site

8/10 Good

Flea D.

Review for stay from 13 August 2022 to 20 August 2022

A rustic villa, a bit rough round the edges and in need of TLC. The location was good, a lovely restaurant within walking distance. Very peaceful and lovey views from the pool area.
From a partner site

8/10 Good

Jane G.

Review for stay from 30 July 2022 to 13 August 2022

We spent a fantastic 2 weeks at San Carlo and had some very hot weather so really enjoyed the pool area in particular. The house is a great base for Florence, Pisa and many of the historic hilltop towns of Tuscany and the scenery is spectacular.
From a partner site

10/10 Excellent

Danny D.

Review for stay from 24 August 2024 to 07 September 2024

We had a lovely time at this place. Great house with al the things we needed. Good beds! and Airco threw the hole building. Nice swimmingpool with a great patio. Sunbeds available and there is a lovely view over the valley. The place has lots of privacy. We are planning te go back there!
From a partner site

10/10 Excellent

Teresa E.

Review for stay from 24 May 2025 to 31 May 2025

This property was perfect for our family. Forty minutes from Florence. One of the most spectacular views and, on the day we were just too tired to do anything, a great pool by which to hang out. The rustic farmhouse was very cozy with plenty of room for our group ( we had 6 but it could accommodate more) plenty of bathrooms and very beautiful grounds. The host was extremely helpful, and assisted us when we needed help.
From a partner site

8/10 Good

Jan K.

Review for stay from 17 April 2022 to 23 April 2022

It was unfortunate that we came during a cold week in April because the central heat was turned off. The only heat was in the bedrooms upstairs with individual heaters. It was uncomfortably cold in the villa. We spent our days touring the countryside in our warm vehicle. I might enjoy a return trip in a warmer month.
Stayed 6 nights in Apr 2022
From a partner site

10/10 Excellent

Sammy L.

Review for stay from 01 October 2024 to 05 October 2024

We spent a short break at the villa with our family. The house is very spacious and full of character and is perfect for a family gathering or a group of friends. Our host was friendly and very helpful. We unfortunately, due to the weather, didn’t get an opportunity to use the swimming pool but we have no doubt it would be perfect in warmer weather. The house is also very conveniently located for visiting Florence. We drove to a neighbouring train station in Montelupo and got the train from there that run very frequently. It saves the hassle of parking in Florence! All in all, we had a lovely stay.
From a partner site

10/10 Excellent

Juan Carlos C.

Review for stay from 03 September 2022 to 10 September 2022

It has been a great experience to be at San Carlo. The Villa is superb, much better than in the photos. It is huge, very well decorated, with style and a very nice and good furniture. The owner is a very nice lady. Erik, the person in charge of our stay, was quite nice and diligent. Fantastic swimming pool. The countryside is superb, surrounding with olive trees. I may say that the porch may need a little of improvement with the furniture. There is just a nice table and chairs. Some sofas or something similar would help. This is not a criticism, the photos shows exactly what you receive, it is just a suggestion. So magnificent place and magnificent times, we will come back.
Verified

10/10 Excellent

Dijana S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

The best retreat for a reunion between friends

We cannot say enough good things about this holiday home rental! It was a group of 7 of us uniting from all different parts of the world for a weekend of catching up and hanging out. We wanted something that gave us the possibility to cook together and offered other activities on the property. The pool was such an amazing touch which we very much enjoyed! The ping pong table saw many intense matches, and we all slept so well. The place is very well equipped when it comes to cooking. Everyone was very comfortable between all of the common spaces (we spent time in every single space), and again, bedrooms were very comfortable. We have to also give a major shoutout to Erik, the caretaker on site; he was so lovely, welcoming and helpful! Overall, our group was so pleased with our experience here! Would definitely recommend this for a group looking for a lovely little retreat tucked in the hills of Tuscany!
Stayed 3 nights in Sep 2022
Response from VrboOwner on 12 Oct 2022
Dear Dijana thank you so much for taking the time to write such a great review
From a partner site

10/10 Excellent

Kerstin P.

Review for stay from 12 October 2024 to 19 October 2024

Ein ideales Objekt für uns als Großfamilie
From a partner site

10/10 Excellent

Carla M.

Review for stay from 08 April 2024 to 13 April 2024

Excelente lugar para quem está em família ou em amigos. Ótima localização para conhecer outros lugares e descansar ao final do dia. Perfeito conforme descrito no anúncio. Além de ser um excelente anfitrião!
From a partner site

10/10 Excellent

Inger L.

Review for stay from 24 June 2023 to 01 July 2023

Vår familj, vuxna, ungdomar och barn hade en underbar vecka. Vi lagade fantastiska måltider, och vilka COOP det finns i Italien! Köket och loggian var härliga. Terassen vid poolen och allt badande i poolen behövdes i värmen. Våra vackra sovrum och vardagsrum njöt vi av. Utflykter till Florens, Volterra, San Gimingano och vingårdar. Vi hade en riktig familjevecka. Kul med bordtennis och biljard. Toscana är det vackraste landskap som vi vet. Hoppas att kunna återvända. Ciao! Familjen Lindblad från Stockholm
From a partner site

10/10 Excellent

Adrian A.

Review for stay from 27 May 2023 to 03 June 2023

Es war eine sehr entspannte und erholsame Woche mit der gesamten Familie. Erik war ein sehr aufmerksamer und freundlicher Hausverwalter. Wir wären gerne noch eine Woche geblieben!!
Verified

8/10 Good

Adrian A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Relax

Es war eine sehr entspannte und erholsame Woche mit der gesamten Familie. Erik war ein sehr aufmerksamer und freundlicher Hausverwalter. Wir wären gerne noch eine Woche geblieben!!
Stayed 7 nights in May 2023
Response from VrboOwner on 30 Jun 2023
Thank you for taking the time to post your review following your recent visit to our Villa. We are delighted to note that you enjoyed your overall stay. Please be assured that I have passed your very kind comments to the owner. We look forward to the opportunity of welcoming you back to one of our properties soon. All the best, Daniela
From a partner site

10/10 Excellent

Danielle C.

Review for stay from 15 April 2023 to 22 April 2023

Nous étions 4 couples avec 2 adolescents. La maison est très spacieuse et offre de grands espaces autant à l'intérieur qu'à l'extérieur. A bonne distance de Florence, de Sienne et de San Gimignano. La décoration intérieur n'est pas moderne, mais correspond tout à fait au charme de ce type de maison italienne. La salle de jeu est un plus et la piscine même fraiche a fait le bonheur des plus courageux. Les autres ont pu se détendre au bord de la piscine sur les transats mis à notre disposition. Une salle de bain par famille ce qui est agréable. La literie est de qualité. La maison est très bien équipée, et si jamais il manquait quelque chose, Erick était toujours disponible pour nous rendre service. Il était d'une grande gentillesse.
From a partner site

10/10 Excellent

Maria M.

Review for stay from 11 April 2023 to 15 April 2023

Casa muito agradável bem situada sitio calmo e bonito . Casa agradável para umas férias em familia . Fomos bem recebidos pelo Eric
Verified

10/10 Excellent

Danielle C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Superbe semaine entre amis

Nous étions 4 couples avec 2 adolescents. La maison est très spacieuse et offre de grands espaces autant à l'intérieur qu'à l'extérieur. A bonne distance de Florence, de Sienne et de San Gimignano. La décoration intérieur n'est pas moderne, mais correspond tout à fait au charme de ce type de maison italienne. La salle de jeu est un plus et la piscine même fraiche a fait le bonheur des plus courageux. Les autres ont pu se détendre au bord de la piscine sur les transats mis à notre disposition. Une salle de bain par famille ce qui est agréable. La literie est de qualité. La maison est très bien équipée, et si jamais il manquait quelque chose, Erick était toujours disponible pour nous rendre service. Il était d'une grande gentillesse.
Stayed 7 nights in Apr 2023
Response from VrboOwner on 9 May 2023
Thank you for your 5 star review, we are happy that you had a great time and you enjoyed you stay at the property
Verified

8/10 Good

Mariana M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Casa muito bem situada

Casa muito agradável bem situada sitio calmo e bonito . Casa agradável para umas férias em familia . Fomos bem recebidos pelo Eric
Stayed 4 nights in Apr 2023
Response from VrboOwner on 3 May 2023
Thank you for your review, we are happy to know you had a good time.
From a partner site

10/10 Excellent

Dijana S.

Review for stay from 22 September 2022 to 25 September 2022

This property is magical! It was the backdrop for a reunion of 7 of us who live all over the world. The house is exactly what we were hoping for: a magical, rustic villa in the remote hills of Tuscany. We had plenty of space to cook together and share meals in the large dining room. More than enough bedrooms and bathrooms for everything. Plenty of lounge space and the ultimate bonus - the game room. The pool was perfection, even though we only had one nice day to use it. I also must mention the caretaker onsite - Erik - who is so incredibly friendly and helpful! We was so kind to our group and even provided extra ping pong balls after our intensive tournaments resulted in a broken ball. I cannot recommend this property enough! You will not regret it!
From a partner site

8/10 Good

Ellen M.

Review for stay from 09 July 2022 to 16 July 2022

Ein insgesamt schönes Anwesen. Die Einrichtung ist stilvoll für alle, die die Toskana und das Nichtperfekte mögen. Auf jeden Fall zu empfehlen. Gerade mit Kindern super, da ein großer sehr gepflegter Pool da ist.
Stayed 7 nights in Jul 2022
From a partner site

10/10 Excellent

Martin Huijzers H.

Review for stay from 04 June 2022 to 11 June 2022

Met onze kinderen en kleinkinderen hebben wij een fantastische week gehad in Casa San Carlo. Het huis ligt heel vrij en het uitzicht vanaf het zwembad is adembenemend. Je voelt je gelijk thuis als je aankomt. Dat is mede dankzij de hartelijke ontvangst door de eigenaresse en door de beheerder Eric. Hij staat voor je klaar en zorgt ervoor dat de tuin en het zwembad er pico bello bijliggen. De plek beviel zo goed dat we de meeste tijd in en rond het huis verbleven. De keuken leent zich uitstekend voor het maken van maaltijden, alles is aanwezig! De tafeltennistafel is veelvuldig gebruikt en er was buiten ruimte genoeg om spannende potjes jeu de boules te spelen. Bij het zwembad is het heerlijk vertoeven op de ligbedden of in de schaduw van het overdekte terras. Kortom een heerlijke plek waar we met pijn in ons hart afscheid van hebben genomen en waar we hopelijk nog eens terug zullen komen.
From a partner site

10/10 Excellent

Paul T.

Review for stay from 22 August 2020 to 29 August 2020

A very spacious and comfortable villa in a beautiful location. We had a wonderful week at San Carlo and would strongly recommend this villa. The local restaurant ll Focolare was wonderful and had a lovely outdoor garden area and served brilliant food and wine. The town of Montespertoli is a 10 minute car ride away and has a good Coop supermarket. Fantastic pool with very helpful step entry for the younger children. The lovely shaded pool side terrace was very popular with our whole family. A very big thank you to Erik who was always so willing to help us. For example, he arranged for a taxi to take us to the local town and responded very quickly to any small problems we had such as requiring a second cot by the pool area. He was so friendly and helpful and always available - he was brilliant. Thank you
Verified

10/10 Excellent

John M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

San Carlo summer

Very accurate photos and lovely old farmhouse, swimming pool larger than average. On a quiet road by a tiny hamlet so very peaceful. Rooms are large with tall ceilings so when outside is very hot is cool inside. All the rooms have air conditioning and a ceiling fan. Four bathrooms with bath or shower. The kitchen has a large space with all the utensils you would need. I loved the large wardrobes in most rooms and the fireplace upstairs is so big it has a seat inside! The house is old and in some places showing signs, a few suggestions overall to improve even more: a larger boiler so many people can shower at the same time. A full pool ball set so the game is useable. The piano needs tuning. A full supply of bin bags/toilet rolls for the duration of the stay. Otherwise the experience here was wonderful.
From a partner site

10/10 Excellent

John M.

Review for stay from 25 July 2020 to 08 August 2020

Very accurate photos and lovely old farmhouse, swimming pool larger than average. On a quiet road by a tiny hamlet so very peaceful. Rooms are large with tall ceilings so when outside is very hot it’s cool inside. All the bedrooms have air conditioning and a ceiling fan. Four bathrooms with bath or shower. The kitchen is a large space with all the utensils you would need. I loved the large wardrobes in most rooms and the fireplace upstairs is so big it has a seat inside! A few suggestions overall to improve even more: a larger boiler so many people can shower at the same time. A full pool ball set so the game is useable. The piano needs tuning. A full supply of bin bags/toilet rolls for the duration of the stay. Otherwise the experience here was wonderful

About the host

Hosted by Posarelli Villas

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