Title: Villa Simone - Luxury Villa with swimming pool Reviews, Deals & Photos 2026 - Expedia.co.uk [See all properties](http://www.expedia.co.uk/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Villa Simone - Luxury Villa with swimming pool Villa in San Gimignano with private pool and kitchen ## Photo gallery for Villa Simone - Luxury Villa with swimming pool ![Exterior - Villa Simone - Luxury Villa with swimming pool (San Gimignano)](https://images.trvl-media.com/lodging/40000000/39420000/39413200/39413118/1c25e8b6.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Fireplace - Villa Simone - Luxury Villa with swimming pool (San Gimignano)](https://images.trvl-media.com/lodging/40000000/39420000/39413200/39413118/6ed620dc.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Pool - Villa Simone - Luxury Villa with swimming pool (San Gimignano)](https://images.trvl-media.com/lodging/40000000/39420000/39413200/39413118/b903c34c.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Outdoor dining - Villa Simone - Luxury Villa with swimming pool (San Gimignano)](https://images.trvl-media.com/lodging/40000000/39420000/39413200/39413118/f50de175.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Dining - Villa Simone - Luxury Villa with swimming pool (San Gimignano)](https://images.trvl-media.com/lodging/40000000/39420000/39413200/39413118/f1b31e55.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Perched on a panoramic spot in the Chianti hills, Villa Simone is a beautifully restored 15th-century Tuscan stone villa. With its private pool, tennis court and well-tended garden, this villa offers the perfect blend of relaxation and fun for up to 14 guests. ## Reviews 10 Exceptional ### Entire home 7 bedrooms8 bathroomsSleeps 144844 sq ft ## Popular amenities - Pool - Hot tub - Kitchen - Washing machine - Dryer - Free Wi-Fi ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire home to yourself and will only share it with other guests in your party. ### Villa Simone - Luxury Villa with swimming pool Villa Simone is a beautiful stone villa rental in Tuscany dating back to the 15th century. It sits on a panoramic spot in the Chianti hills near San Gimignano. Built around a watchtower, the villa has been restored in 2023 to preserve its original characteristics. It is furnished in Tuscan style, offers all amenities and can accommodate up to 14 people in 7 bedrooms. Outside, guests can take advantage of a well-tended garden, private pool with deck chairs and umbrellas, an area for dining outside, and a tennis court: it is the perfect place for a fun, relaxing vacation immersed in the Chianti countryside. The area is renowned all over the world for its food, wine, art and history. The house is a perfect base for exploring the characteristic villages and art cities of the Chianti and Tuscany, such as Certaldo, Volterra, San Gimignano, Colle Val d’Elsa, Florence, Siena, and Castelfiorentino. At guests’ disposal: 7 bedrooms; 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 shops of all kinds 5 km, Certaldo 15 km, Volterra 25 km, Siena 40 km, Florence approx. 50 km, Pisa (airport) 75 km. Please carefully check if there are any extra costs to be paid on site! \===== ACCOMMODATION 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. The following might be to be paid extra: Babycot, Final Cleaning, Heating, Late Arrival, Pets, Refundable Security Deposit by credit card, Tourist tax. ## Property amenities ### Pool/Spa - Hot tub - Private pool - Sauna ### Internet - Available in the villa: Free WiFi ### Parking and transport - Parking on site ### Kitchen - Coffee/tea maker - Dishwasher - Freezer - Hob - Microwave - Oven - Refrigerator - Toaster ### Bedrooms - 7 bedrooms ### Bathroom - 7.5 private bathrooms - Bidet - Hair dryer - Shower ### Living spaces - Fireplace - Living room - Separate dining area ### Entertainment - Cable/satellite channels ### Outdoor areas - Barbecue grill - Garden ### Laundry - Laundry facilities - Washing machine ### Comfort - Air conditioning - Heating ### Pets - No pets allowed ### Suitability/Accessibility - Smoke-free property ### Services and conveniences - Phone ### Location highlights - Near a health/beauty spa ### Things to do - Arcade/game room ### Safety features - Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector) - Smoke detector not reported (host has not indicated whether there is a smoke detector on the property) - Fire extinguisher ### General - Garden - Unit size: 4,844 square feet ## Similar properties ![Villa | 4 bedrooms](https://images.trvl-media.com/lodging/75000000/74980000/74978900/74978897/e30711cb.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Villa Caterina 6 in San Gimignano San Gimignano - Free Wi-Fi - Outdoor space - Barbecue grill - Toys/games [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-02-28&endDate=2026-03-01&selected=74978897&PinnedHotelID=74978897&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/35000000/34150000/34148900/34148862/cfe23a5f.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Villa in a panoramic position in San Gimignano San Gimignano - Pool - Pet-friendly - Free Wi-Fi - Air-conditioning 10 Exceptional 23 reviews [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-02-28&endDate=2026-03-01&selected=34148862&PinnedHotelID=34148862&HadPinnedHotel=true®ionId=-1&adults=2) ![Seasonal outdoor pool, pool loungers](https://images.trvl-media.com/lodging/17000000/16160000/16156600/16156530/a3628bac.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Villa Dora San Gimignano - Pool - Kitchen - Parking included - Free Wi-Fi [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-02-28&endDate=2026-03-01&selected=16156530&PinnedHotelID=16156530&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33600000/33591100/33591047/6b08a103.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Casa Filippo, with panoramic views over the hills of San Gimignano San Gimignano - Pool - Kitchen - Washing machine - Free Wi-Fi 8.0 Very good 3 reviews [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-02-28&endDate=2026-03-01&selected=33591047&PinnedHotelID=33591047&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/35000000/34350000/34349700/34349631/8b92bfe0.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Stunning private villa for 6 people with WIFI, private pool, TV and panoramic view Casale - Pool - Kitchen - Washing machine - Free Wi-Fi 10 Exceptional 1 review [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-02-28&endDate=2026-03-01&selected=34349631&PinnedHotelID=34349631&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/22000000/21990000/21982500/21982430/40f6e3e1.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Beautiful private villa for 7 people with private pool, TV, patio and panoramic view San Gimignano - Pool - Kitchen - Washing machine - Outdoor space [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-02-28&endDate=2026-03-01&selected=21982430&PinnedHotelID=21982430&HadPinnedHotel=true®ionId=-1&adults=2) ![Property grounds](https://images.trvl-media.com/lodging/21000000/20910000/20906500/20906476/8b0c1e72.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### MONTEGONFOLI 4, Apartment for 4 adults with amazing views on San Gimignano san gimignano - Pool - Hot tub - Free Wi-Fi - Parking available 9.4 Exceptional 24 reviews [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-02-28&endDate=2026-03-01&selected=20906476&PinnedHotelID=20906476&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor pool](https://images.trvl-media.com/lodging/32000000/31920000/31918700/31918635/534502d2.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Casa Uliveta, villa with a view and with a veranda ideal for families or friends San Gimignano - Pool - Free Wi-Fi - Parking available - Laundry room 10 Exceptional 2 reviews [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-02-28&endDate=2026-03-01&selected=31918635&PinnedHotelID=31918635&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/36000000/35840000/35839900/35839841/4a2a6142.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Fienile apartment, ideal for 2 couples. 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Fees may include applicable taxes: - Heating fee: EUR 5 per cubic metre We have included all charges provided to us by the property. ### Optional extras - Late check-in fee: EUR 150 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 Parties and events are allowed on site 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 Safety features at this property include a fire extinguisher This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation Property Registration Number IT052028B5CBRW3PZK 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. ### We should mention All guests, including children, must be present at check-in and show their government-issued photo ID card or passport Cash transactions at this property cannot exceed EUR 5000, due to national regulations; for further details, please contact the property using the information in the booking confirmation ### Property is also known as Vrbo Property Villa Vrbo Property San Gimignano Vrbo Property Villa San Gimignano Villa Simone Holiday Rental in San Gimignano Chianti 1062001 ## About the area San Gimignano is home to this villa. Ornithological Museum and Museum San Gimignano 1300 are cultural highlights, and some of the area's activities can be experienced at Sovestro in Poggio Winery and Fattoria San Donato. Ra-Ma snc and The SottoVico Garden are also worth visiting. [Visit our San Gimignano travel guide](https://www.expedia.co.uk/San-Gimignano.dx11091) [View more Villas in San Gimignano](https://www.expedia.co.uk/San-Gimignano-Villas.d11091-aaVillas.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C43.49398%2C10.98529&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=usXJKrX6x8mM-zgoud2GssHmp8M=) San Gimignano, Tuscany ### Getting around - Barberino Val d'Elsa Station 23 min drive - Peretola Airport (FLR) 77 min drive ### Restaurants - Bistrot Magnino 11 min drive - Riccapizza 11 min drive - Gustavo - Bar Enoteca 11 min drive - Ristorante Fuoriluogo 9 min drive - Ristorante La Stella 11 min drive ## Frequently asked questions ### Does Villa Simone - Luxury Villa with swimming pool have a pool? ### Is Villa Simone - Luxury Villa with swimming pool pet-friendly? ### How much is parking at Villa Simone - Luxury Villa with swimming pool? ### What time is check-in at Villa Simone - Luxury Villa with swimming pool? ### What time is check-out at Villa Simone - Luxury Villa with swimming pool? ### Where is Villa Simone - Luxury Villa with swimming pool located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Villa Simone - Luxury Villa with swimming pool Reviews ## Reviews ### Exceptional All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative. [More information](https://www.expedia.co.uk/lp/b/content-guidelines) 10 - Excellent 15 8 - Good 1 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ## Reviews This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Wesley S. 25 Oct 2023 #### Review for stay from 16 October 2023 to 20 October 2023 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. ##### Wesley S. This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Dito A. 23 Jun 2025 #### Review for stay from 07 June 2025 to 14 June 2025 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!!! ##### Dito A. This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Erika M. 7 Aug 2025 #### Review for stay from 12 July 2025 to 19 July 2025 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. ##### Erika M. This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Monica M. 6 Oct 2025 #### Review for stay from 20 September 2025 to 27 September 2025 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. ##### Monica M. This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Julie B. 26 Sept 2025 #### Review for stay from 13 September 2025 to 20 September 2025 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!! ##### Julie B. This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Walter R. 15 Jul 2025 #### Review for stay from 05 July 2025 to 12 July 2025 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. ##### Walter R. This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Christian S. 31 Oct 2025 #### Review for stay from 12 October 2025 to 17 October 2025 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! ##### Christian S. This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Tor H. 20 Oct 2025 #### Review for stay from 28 September 2025 to 05 October 2025 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. ##### Tor H. This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Michael W. 10 May 2025 #### Review for stay from 21 April 2025 to 25 April 2025 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. ##### Michael W. This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Giancarlo M. 6 Sept 2024 #### Review for stay from 12 August 2024 to 18 August 2024 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. ##### Giancarlo M. This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Giancarlo M. 6 Sept 2024 #### Review for stay from 12 August 2024 to 18 August 2024 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. ##### Giancarlo M. This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Raphaela K. 17 Nov 2023 #### Review for stay from 28 October 2023 to 01 November 2023 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 ##### Raphaela K. This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Andreas L. 20 Sept 2022 #### Review for stay from 15 September 2022 to 18 September 2022 Great place with lots of space, pool table and large outdoor pool. Highly recommended. ##### Andreas L. This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Elia B. 31 Aug 2022 #### Review for stay from 24 August 2022 to 28 August 2022 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 ##### Elia B. This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### S L M. 9 Jul 2022 #### Review for stay from 23 June 2022 to 26 June 2022 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. ##### S L M. This review was submitted before 2018 and has not been verified. ### 8/10 Good 25 Aug 2007 #### Review for stay from 25 August 2007 to 01 September 2007 Fabulous spacious villa close to San Gimignano with pleasing grounds, tennis court and swimming pool, both floodlit. Super bedrooms and modern bathrooms. ---