Villa Simone
Villa Simone, a Luxury Villa with pool in San Gimignano in Tuscany, Italy
Last-Minute
Book 15 days or less before the arrival date and receive a 20 % discount off the published rental rates.
This Offer is valid only for stays of 4 nights minimum and can not be combined with any other special offers.
Special Offers
Book your vacation for the period from 01 April 2026 to 30 April 2026 and save 10% (minimum 4 nights). Offer valid until 28 February 2026.
Book your vacation for the period from 01 May 2026 to 31 May 2026 and save 5% (minimum 4 nights). Offer valid until 28 February 2026.
Amenities
- Swimming Pool
- House in the Countryside
- Panoramic View Hill
- Our Exclusive
- Best Price Guarantee
- Tennis
- Farm with Production
- Stone Building
- Garden, Terrace
- Outdoor Lighting
- Parking
- Wi-Fi
- Baby Bed
- Wedding
- Wellness
- Maid Service
- Cancellation Cover
- Independent
- Private Swimming Pool
- Fenced Pool
- Garden Furniture
- Private Outdoor Area
- Barbecue
- Al Fresco
- Panoramic View
- Air Conditioning
- Heating
- Kitchen
- Fridge
- Freezer
- Stove
- Oven
- Microwave
- Dishwasher
- Toaster
- Coffee Machine
- Washing Machine
- Tumble Dryer
- Shower
- Whirlpool Bathtub
- Sauna
- Hairdryer
- Fireplace
- Satellite Tv
- Smart Tv
- Pets Allowed on Request
- No Smoking
- Fire Extinguisher
Property Description
Villa Simone is a beautiful luxury stone villa rental in Tuscany dating back to the 15th century. It was built around a one-thousand-year old watchtower, on a quiet, panoramic spot in the hills near the medieval town of San Gimignano.
The villa has been restored in 2023 to preserve its original characteristics, and transformed into a luxury villa with all amenities. It is furnished in characteristic Tuscan style, offers welcoming, bright interiors, and can accommodate up to 14 people in 7 bedrooms.
The villa is surrounded by vineyards and olive trees, and offers wonderful views of the surrounding Tuscan countryside. Outside, guests can take advantage of a large, well-tended garden and beautiful private pool with deck chairs and umbrellas: the perfect place for relaxing and cooling off with friends and family on hot summer days. There is an area furnished with table and chairs for dining outside, with enchanting panoramic views of the Chianti hills. There is also a tennis court at guests’ disposal.
This large luxury villa rental with pool in San Gimignano is located on a large farm that produces excellent olive oil and wines, including the famous Vernaccia di San Gimignano. The Chianti area is renowned all over the world for its food, wine, art and history.
The strategic location is perfect for a relaxing vacation, and for exploring the Chianti hills’ characteristic medieval villages like Volterra, Certaldo, Castelfiorentino, Colle Val d'Elsa, Castelfalfi; as well as the beautiful art cities such as Florence, Siena, Pisa, Lucca and Arezzo.
At guests’ disposal:
- 7 bedrooms: the villa comfortably accommodates 14 people
- large room with billiard table
- private, fully-equipped garden
- exclusive use of large swimming pool (16 x 8 m)
- tennis court
- gym and welness area with sauna and Jacuzzi
- barbecue
- parking within the grounds
- panoramic view
- wi-fi internet
Access to the property is via an unpaved road in good condition and suitable for all vehicles.
Distances: San Gimignano with all kinds of shops 5 km, Certaldo 15 km, Volterra 25 km, Siena 40 km, Florence approx. 50 km, Pisa (airport) 75 km.
Interior Description
450 m2.
Ground floor: entrance, large hall with dining and living area (Smart TV), billiards room, kitchen (oven, freezer, dishwasher, microwaves, toaster, boiler, wine cooler), store-room with washing machine and dryer, double bedroom with ensuite bathroom with shower, toilet, welness area with sauna and Jacuzzi.
1st floor: 4 double bedroms each with ensuite bathroom with shower, 1 double bedroom with ensuite bathroom with shower (without window), twin-bedded room with ensuite bathrom with shower (without window), gym.
Air conditioning is available in all of the rooms.
Licence or registration number
CIN: IT052028B5CBRW3PZK
Photo Gallery
DETAILED MAP San Gimignano, Tuscany, Italy
This is a map of the general area near the villa or apartment, it is not the exact location of the property. The map is intended to be used as a reference only. Exact directions to the villa or apartment will be sent after the booking is complete.
Availability
- Available
- Booked
- Pending
Prices
Our official Prices are in Euros. Other Currencies are Listed for Reference Only.
| Season | Start Date | End Date | Arrival Day | Min. Nights | Daily | Weekly |
|---|---|---|---|---|---|---|
| Easter | Apr 01, 2026 | Apr 06, 2026 | Any | 4 | $ 1756 | $ 11170 |
| Low | Apr 06, 2026 | Apr 12, 2026 | Any | 4 | $ 1407 | $ 8939 |
| Low | Apr 12, 2026 | Apr 30, 2026 | Any | 4 | $ 1338 | $ 8492 |
| Medium | Apr 30, 2026 | May 23, 2026 | Any | 4 | $ 1669 | $ 10610 |
| Medium | May 23, 2026 | May 30, 2026 | Any | 4 | $ 1756 | $ 11170 |
| High | May 30, 2026 | Jun 27, 2026 | Saturday | 7 | n.a. | $ 14892 |
| Top | Jun 27, 2026 | Jul 11, 2026 | Saturday | 7 | n.a. | $ 19859 |
| Super Top | Jul 11, 2026 | Aug 22, 2026 | Saturday | 7 | n.a. | $ 22063 |
| Top | Aug 22, 2026 | Aug 29, 2026 | Saturday | 7 | n.a. | $ 19859 |
| High | Aug 29, 2026 | Oct 03, 2026 | Saturday | 7 | n.a. | $ 14892 |
| Medium | Oct 03, 2026 | Oct 10, 2026 | Saturday | 7 | n.a. | $ 11170 |
| Oct 10, 2026 | Oct 17, 2026 | Any | 4 | $ 1756 | $ 11170 | |
| Low | Oct 17, 2026 | Nov 01, 2026 | Any | 4 | $ 1407 | $ 8939 |
Local Policies
Arrival between 16:00 and 19:00
Departure between 08:00 and 10:00
Pool open from 1 April to 1 November
To be paid on the spot
Not included in the rental price:
Final Cleaning (mandatory): 300.00€
Refundable Security Deposit by credit card (mandatory): 2000.00€
Heating: 5.00€ per cubic meter
Babycot (on request): 50.00€ per child
Pets (on request): 100.00€
Late Arrival (on request): 150.00€
Tourist tax (mandatory): 2.50€ per person per day
Included in the rental price:
Bed Linen and Towels (initial set)
Electricity
Internet Wifi
Pool towels
Testimonials
Wir hatten einen wundervollen Aufenthalt! Das Haus verbindet perfekt historischen Charme mit modernem Komfort. Die Lage inmitten der toskanischen Hügel ist traumhaft – mit einem herrlichen Blick über Weinberge und Olivenhaine. Besonders beeindruckt hat uns die liebevolle Restaurierung, die großzügigen Räume und der wunderschöne Poolbereich. Ideal für Familien oder Gruppen, die Ruhe, Stil und italienisches Lebensgefühl suchen. Wir kommen gerne wieder!
Would you recommend this property to a friend? Yes
Fantastisk sted, ryddig, rent og ordentlig og et veldig sjarmerende bygg. Mange fasiliteter på stedet som svømmebasseng, tennis, trimrom, badstu, jacuzzi, biljard osv. Stort og overdekt langbord ute for hyggelig samvær og måltider. Stort kjøkken for felles matlaging og også stor gassgrill rett på utsiden. Soverommene var ganske store og alle med eget bad. Det er 150 meter til Panizzi vingård med prøvesmaking og utsalg. Kort kjøretur til San Gimignano for handling eller sightseeing. Vi var to familier med til sammen fire voksne og åtte voksne ungdommer.
Would you recommend this property to a friend? Yes
Great for a group - nice mix of charming and updated in good location near quaint San Gimignano. We had some confusion about how to work the soaking tub, but they were responsive and willing to help ( I would recommend some clear signage about what the four valves do versus just verbal instructions on check in). We would have liked access to cleaning supplies like a broom, counter spray, cleaning towels. Some of the bathrooms were out of soap when we arrived. We were able to get most of these things at a store. Overall we would recommend and stay again.
Would you recommend this property to a friend? Yes
The Villa was amazing and the pictures matched so expectations were met. Each en-suite bedroom was modern and spacious with well thought out design. There are three different living rooms so people can have their own space if wanted and the grounds are beautiful. Huge pool with plenty of lounging chairs and umbrellas and a very large dining g table inside and outside. The kitchen was equipped with anything needed for cooking, but I would highly recommend the chef you can hire- it’s a husband and wife and their daughter helped two of the nights. They bring everything they need and completely clean up, and they are delightful people. The food was delicious!!
Would you recommend this property to a friend? Yes
Such a beautiful and well equipped villa. Emma who looked after us was wonderful and couldn’t of done more. Thank you for a fantastic week.
Would you recommend this property to a friend? Yes
Wow! This place is incredible, beyond the description and photos. It’s HUGE, so much space, so comfortable for a large group - each bedroom feels like a master, beautiful pool, kitchen, location. Sunsets under the covered verandah - I could have never left. Easy trip to the supermarket and town of San Gimignano. Emma was super helpful. This villa is truly a dream.
Would you recommend this property to a friend? Yes
My family of twelve — two grandparents, three daughters, three sons-in-law, and four grandchildren — recently spent a week at Villa Simone. Over the years, we’ve stayed in several villas throughout Italy, each with its own charm, but I suspect our time at Villa Simone will always stand out as our favorite.
The house is perfectly suited for a group like ours, and the grounds are simply stunning. With panoramic views, a large pool, a tennis court, and a pool table, there was always something for everyone to enjoy. The estate produces excellent wines and olive oils, and Posarelli helped us arrange a truffle hunt that delighted all who participated. The grandchildren were especially enchanted by the little dog who found the truffles — which we later ate!
Our time at the villa was effortless and carefree. Emma, the onsite property manager, went above and beyond to ensure we had a truly memorable stay.
Five stars are not enough for Villa Simone. We hope to return — and soon.
Would you recommend this property to a friend? Yes
Villa Simone was the perfect place for our family of 10 to spend time in beautiful Tuscany. The house was simply superb - the highlight being the incredible pool! We used the villa as a central location to visit the many great towns in the area, What truly made our stay a most memorable one were the over-the-top chefs that were assigned to the villa.. If you have the opportunity to stay here - don't pass it up. It gets our unqualified endorsement!
Artie Tepper- June 2025
Would you recommend this property to a friend? Yes
Villa Simone was incredible. It far exceeded our expectations and I would gladly recommend it to anyone staying in the area. Reserving was an easy process and everyone from booking to the concierge, were extremely helpful. Thanks to all for contributing to a vacation of a lifetime!!!
Would you recommend this property to a friend? Yes
Wir waren sehr begeistert von der Unterkunft! Sie war genau wie auf den Bildern dargestellt. Die Zimmer und die Einrichtung waren neu und alles war sehr gepflegt. Der Whirlpool, die Sauna, der Billardtisch, der Fitnessraum und der große TV im Wohnzimmer lassen keine Wünsche mehr übrig. Außerdem hatte jedes Schlafzimmer sein eigenes Badezimmer - ein Luxus der nicht sein muss, aber sehr angenehm ist. Sehr begeistert waren wir auch von dem Tennisplatz mit Flutlichtanlage, auf dem wir bis spät in die Nacht spielen konnten. Der Außenpool ist ebenfalls ein Highlight. Insgesamt ist alles in einem sehr guten und gepflegten Zustand, was auch den erhöhten Preis rechtfertigt. Die Unterkunft hat unsere Erwartungen deutlich übertroffen und wir können sie für größere Gruppen sehr empfehlen.
Would you recommend this property to a friend? Yes
Un’esperienza davvero fantastica. La casa è meravigliosa in ogni suo angolo, la piscina, il campo da tennis e la sala biliardo sono delle ciliegine su di una torta già grandiosa. Lo staff è gentilissimo e super disponibile. Torneremo con molto piacere se ci dovessimo ricapitare.
Would you recommend this property to a friend? Yes
Villa very spacious with nice bedrooms and bathrooms
Would you recommend this property to a friend? Yes
Our family of 10 just spent 7 weeks at Villa Simone. It was an outstanding villa, private, gated and quiet. Modern rooms, spacious and clean. It had everything we needed for our vacation. The views of the Tuscan valley from the Villa were spectacular. The grandchildren loved the swimming pool, tennis court, billiard room and spa. The adults loved the Panizzi Winery within walking distance. We will definitely rent the Villa again for a Tuscan vacation!
Would you recommend this property to a friend? Yes
A luxury villa which was actually even better than in the pictures on the website! Our family of 13 had a wonderful holiday at the villa which catered to all our needs.
The owners were wonderful and most helpful to answer our questions at all times.
Thank you! Hope to come back one day!
Would you recommend this property to a friend? Yes
Great place. Modern and clean
Would you recommend this property to a friend? Yes
Wir waren 3 Familien mit 6 Kindern (8-12 Jahre) und haben 5 schöne Tage in der Villa und Umgebung genossen. Emma war sehr freundlich und jederzeit erreichbar. Die Villa ist genauso schön wie auf den Bildern, alles perfekt sauber, bequeme Betten und jedes Schlafzimmer mit eigenem Bad. Billardtisch und Tennisplatz waren der Hit. Das Schwimmbad war Ende Oktober wie zu erwarten schon sehr kalt, hat uns aber nicht davon abgehalten trotzdem kurz hineinzuspringen. Danke für alles
Would you recommend this property to a friend? Yes
Very nice and big house with a everything you need.
Wonderful furniture en very good rooms and bathrooms. Everything is great.
The bedroom next to the upstairs Livingroom has a problem when it is windy. The glass is not kitted and make a big noise.
Would you recommend this property to a friend? Yes
We loved the Villa, the grounds and the staff.
Would you recommend this property to a friend? Yes
Nice house for discovering Tuscany
Would you recommend this property to a friend? Yes
Great place with lots of space, pool table and large outdoor pool. Highly recommended.
Would you recommend this property to a friend? Yes
Villa come in foto, abbiamo soggiornato per 4 notti potendo usufruire di tutti i servizi.
In 7/8 minuti di macchina si raggiunge San Gimignano, bellissimo borgo.
La posizione è strategica, in un ora sei a Firenze verso nord, Siena verso sud e Cecina verso ovest.
Grazie per l’ospitalità
Would you recommend this property to a friend? Yes
We had a wonderful stay at the Villa Simone with an extended family of 10. Our only issue was the lack of air conditioning (temperatures in the high 30s), and a couple of things needing fixing- an absent shower door in one en suite and an absent shower head in another. Loads of space including a snooker table, lovely outside area with tennis court and pool. We would stay there again.
Would you recommend this property to a friend? Yes
Fabulous spacious villa close to San Gimignano with pleasing grounds,
tennis court and swimming pool, both floodlit. Super bedrooms and modern
bathrooms.
Would you recommend this property to a friend? Yes
