
House vacation rentals in San Gimignano
Find and book unique houses on Airbnb
Top-rated house rentals in San Gimignano
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for San Gimignano house rentals
House rentals with a pool

[Little Escape] 4 Beds + Private Panoramic Pool
Our stay in Montebenichi was almost indescribable. Having been to Tuscany before, this time was pure magic. The flat is within the compound of a 12th century fortress village that is mostly inhabited by residents. Tommaso had stocked the kitchen with plenty of coffee, milk, water, juices, snacks and his grandmother's amazing Limoncello! The pool area has the most incredible view with an outdoor kitchen where Tommaso arranged for us to have a traditional Tuscan cooking class. He also made reservations for us at the village Michelin-rated restaurant that is just steps from the flat. One of our favorite things was hearing the wolves of Tuscany howl in the distance - no need to be afraid - it was pure magic. We saw very few tourists which made the experience even better. Moreover, Tommaso was THE BEST HOST we have ever had while staying at an Airbnb. His dedication to ensuring the perfect stay for us was truly a standout. We can not say enough good things about our stay!

Tuscany:Stone house, private pool and garden
This house is the perfect place for two families traveling together. It’s incredibly cozy, thoughtfully designed, and fully equipped with amenities that let you truly enjoy the beauty of the Tuscan countryside. From the moment we arrived, we felt at home. The hosts went above and beyond — welcoming us with fresh fruit, traditional sweets, bottled water, coffee, milk, and a selection of Tuscan wines, which we truly appreciated. They also provided high-quality Italian hygiene products, which added a thoughtful and luxurious touch to our stay. One of the highlights for us was the host’s responsiveness. Communication was always fast, helpful, and friendly — a detail that made a big difference. We didn’t get a chance to use the private pool due to our tight schedule, but the property still gave us a real sense of independence, comfort, and safety. I 100% recommend this property. It’s a peaceful, beautiful place — perfect for relaxing, connecting with nature, and creating memories

Country House Nazzano near San Gimignano - Lu.co
Miriam’s place is picture perfect - we felt like we were in a movie. The house has everything you could need and is very clean. There is another rental property attached to the house so there are other people close by but there are separate entrances to each place. The pool is a nice addition. The views are spectacular and Miriam was an extremely helpful host. Highly recommend this property if you want the perfect Tuscan experience.

"Zafferano" of Podere la Fonte
absoluut een aanrader. Het voelde een beetje als thuiskomen. Vriendelijke mensen, behulpzaam. Goede uitvalbasis naar bezichtigingen en steden. Eigen parkeerplaats, heerlijk zwembad. De accomodatie mooi gelegen tussen de wijngaarden en de gastvrijheid is echt geweldig. Wij hebben genoten.

Podere Collina
Amazing location and responsive host. Incredible pool with an outstanding view. House, especially the Kitchen, was well well stocked with amenities needed. Highly recommended!

Uliveta, cosy villa in country of San Gimignano
What an absolute gem of a place. Lovely three bed property, that was spacious and clean. The gardens and view were breath taking. Many vineyards which are at a walkable distances. The town was around a 40min walk but we didn't mind this as it was so peaceful. Concetta was such a welcoming host, and the best part was the lovely meal she prepared for on my birthday. It was well worth the extra money. Wish we could have stayed longer to explore more. Thank you concetta!

Authentic tuscan barn 3 bedrooms 3 bathrooms
This place is a gem! The most gorgeous location it’s almost hard to believe it’s real. Laura met us and gave us a tour of the house and how it worked. She was also responsive to questions throughout our stay. The grounds are very well maintained and the pool is one of the cleanest I’ve ever seen. It was a delight to return back every night after visiting some of the busier cities to a beautiful quiet property. I would definitely stay here again! Thank you for making our Tuscan dreams come true!

Chianti House Stunning view 20 min. from Florence
Tommaso was very responsive and fantastic! Check in was a breeze. The pool was great. Overall, it was a great stay for our trip in Tuscany!
Family-friendly house rentals

I Limoni Apartment in Tuscany
Excelente estadía, ¡superó mis expectativas! Tuvimos una maravillosa experiencia durante nuestra estancia. El alojamiento estaba impecablemente limpio, bien equipado y se veía tal como en las fotos. La cama era muy cómoda y el lunar tranquilo, ideal para descansar. La ubicación fue perfecta! Los anfitriones fueron muy amables y atentos, siempre disponible para responder cualquier duda y brindar recomendaciones locales. La comunicación fue fluida desde el primer momento. Sin duda volvería a hospedarme aquí. ¡Altamente recomendado para quienes buscan comodidad, limpieza y una atención excelente!

Torretta Apartment
I can not say enough about Alessandra and her amazing land! It was the most magical place we have ever been to. We are taking a 3 month trip, hitting up 21 cities in Europe and this is BY far the best! She was so kind and took us shopping and back to our train! She was always there when we needed her.thank you Alessandra we will see you next year!

Tuscany .Countryhouse on the Florence's hills
We stayed at Flora House as a family trip with my parents and had a wonderful time. The house is beautiful, peaceful, and perfect for a relaxing vacation. The kitchen is very well equipped, and we really enjoyed cooking meals together with fresh ingredients from the host’s farm. It was a great place to unwind and spend quality time as a family. Highly recommended!

Charming estate with views
Nous avons adoré notre séjour chez Bernardino ! Le paysage est magnifique, l’endroit est très propre et la piscine est un vrai plus pour se détendre. Bernardino est un hôte attentionné, toujours à l’écoute et prêt à aider à tout moment. Merci pour cette belle expérience !

Raffaella's House nel Chianti
Very peaceful and beautiful views from the rooms. Raffaella’s breakfast was very good and much appreciated! She gave amazing local food recommendations that are walkable from her house. She also helped us find parking in the city of Florence!

Gaiole in Chianti Poggio Casabianca
Valeria und Simone haben eine super schöne und saubere Wohnung! Wir haben uns von Anfang an sehr wohlgefühlt. Die Wohnung bietet einen super Ausgangspunkt für zahlreiche Wanderungen und Ausflüge. Während unseres Aufenthaltes haben wir immer gute Tipps und Ratschläge von den beiden bekommen. Unser Hund hat sich auch sehr wohlgefühlt und da das Grundstück komplett eingezäunt ist, konnte er sich frei bewegen. Wir würden jederzeit wiederkommen. Es war eine unglaublich schöne Zeit!

Casa nel cuore della Toscana
Wat hebben wij een werkelijk fantastisch verblijf gehad bij Anna!!! Zij en haar man hebben een klein paradijsje gecreëerd naast hun huis, achter een klein kapelletje aan het pelgrimspad op een prachtig groene heuvel! Het ligt heerlijk privé en rustig, terwijl alle bezienswaardigheden van Toscane dichtbij liggen. Verder is er ook in de heel nabije omgeving veel moois te ontdekken. Je kunt je er heerlijk terugtrekken; weg van alle toeristen op de hotspots. Zoooo fijn!!! Dit plekje heeft gewoon erg goede vibes, wat ons betreft! Dus, als je graag wat op jezelf bent en op zoek bent naar rust, authenticiteit en geen gedeelde buitenruimte met andere toeristen, dan kan ik alleen maar zeggen: 100% aanbevolen!!!! Wij voelden ons er helemaal thuis en hebben erg fijne herinneringen gemaakt tijdens onze vakantie. We komen zeker nog eens terug!

Independent loft on the Florence's Hills
Simonetta made us feel truly at home—like a home away from home. Her place radiates peace and tranquility, offering a beautiful view of the countryside while being just a short and convenient train ride from Florence. The setting is perfect for relaxing and unwinding, yet close enough to explore the city with ease. My wife and I enjoyed every moment of our stay and would return without hesitation.
House rentals with free parking

Historical Palace 13° century San Gimignano
Staying in a 13th Century Palace was a spectacular trip. The owners and Bianca were the Most Gracious hosts. We were in Awe staying in this Special location with such history, beauty and elegance. This is a must Stay anytime in Tuscany!!!!! We loved ALL. Do not hesitate to join Pierluigi & company. You too will leave refreshed and dancing with Joy Kevin

Casa Ora d"Oro - Panoramic Views
first I love his neighbors who checked us in. Cinzia was amazing. She not only showed us our place but took our kids to show us her farm. she also makes her own olive oil and gifted us with some! Wonderful Italian neighbors!! I contacted Rocky in advance and he provided me with specific recommendations for where we should go during a long drive we took. we went where he suggested and was not disappointed! Amazing quiet location with great near by wineries. would 100% recommend to everyone!

La casina ridente in Toscana con vista mozzafiato
Stella nos recebeu muito bem, foi simpática e prestativa. A casa estava muito limpa e organizada. O espaço e aconchegante. O lugar é extraordinário, muito bonito, com natureza exuberante e uma vista maravilhosa. Stella recomendou lugares para visitar e restaurantes da região que gostamos muito. Somente elogios, nenhuma reclamação.

Agriturismo Podere San Martino (apartment for two)
Onwijs fijn appartement dat goed koel blijft tijdens warme dagen. Uitzicht vanaf het prive terras was adembenemend en het appartement was smetteloos schoon. Alles behalve een weegschaal om de koffer te wegen was aanwezig, echter die was binnen een half uur geleend van de ontzettend vriendelijke eigenaresse (die overigens olijfolie en honing van eigen kweek aanbiedt).

Corbezzolo stone cottage, Mummialla
Un très bel endroit calme! Dommage qu’il ne faisait pas très beau et chaud lors de notre séjour, mais on s’est quand même baigné et on a profité de la vue merveilleuse! Pensez à apporter du chasse moustique, car il y en a beaucoup. On y retournerait demain matin si on le pouvait :)

Golden View - Casale da sogno in Toscana
This has to be one of the nicest Airbnbs we’ve stayed it. The accommodation was luxurious in an absolutely stunning area of Tuscany. The rolling fields and cypress tree made a spectacular setting for this beautiful house. We had hired a car and this place was a 20 minute drive from Siena. Our only regret was not staying here longer.

"La cantina"
Smještaj se nalazi na predivnoj lokaciji sa prekrasnim pogledom na brdašca. Kuča je predivna, romantična, bogato opremljena. Nismo očekivali takvu komociju, sa toliko puno suđa. Svakako svima preporučujemo da posjete i borave u ovom smještaju.

La Cipressina Relax in Tuscany
Wir haben uns sehr wohlgefühlt. Sogar an unser Baby wurde gedacht und extra Utensilien bereitgestellt. Die E-Ladestation konnten wir nicht gleich nutzen, aber einige Stunden später was schon ein Techniker da und hat das Problem behoben 👍 Die Lage ist super, viele Sehenswürdigkeiten sind schnell erreichbar. Wir hatten leider viele Moskitos, aber das ist ein natürliches Vorkommnis 😃 Die Waschmaschine war sehr praktisch besonders wenn man länger auf Reisen ist 👍 Vielen Dank für den tollen Aufenthalt
Quick stats about house rentals in San Gimignano
Total rentals
140 properties
Nightly prices starting at
G$2,092 GYD before taxes and fees
Total number of reviews
3.5K reviews
Family-friendly rentals
100 properties are a good fit for families
Pet-friendly rentals
60 properties allow pets
Rentals with a pool
80 properties have a pool
Destinations to explore
- Smoking-friendly rentals San Gimignano
- Rentals with an EV charger San Gimignano
- Cottage rentals San Gimignano
- Rentals with outdoor seating San Gimignano
- Fitness-friendly rentals San Gimignano
- Rentals with a hot tub San Gimignano
- Kid-friendly rentals San Gimignano
- Vacation home rentals San Gimignano
- Pet-friendly rentals San Gimignano
- Apartment rentals San Gimignano
- Rentals with a washer and dryer San Gimignano
- Farmstay rentals San Gimignano
- Condo rentals San Gimignano
- Hotel rentals San Gimignano
- Bed and breakfasts San Gimignano
- Rentals with pools San Gimignano
- Rentals with a patio San Gimignano
- Rentals with a fireplace San Gimignano
- Family-friendly rentals San Gimignano
- Villa rentals San Gimignano
- Rentals with breakfast San Gimignano
- Rentals with a fire pit San Gimignano
- Luxury rentals San Gimignano
- House rentals Province of Siena
- House rentals Tuscany
- House rentals Italy
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Santa Maria Novella
- Duomo di Firenze
- Ponte Vecchio
- Piazza del Duomo (Pisa)
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Gulf of Baratti
- Basilica of Santa Maria Novella
- Mugello Circuit
- Cala Violina
- Fortezza da Basso
- Uffizi Gallery
- Parco delle Cascine
- Piazza della Repubblica
- Piazzale Michelangelo
- Mercato Centrale
- Pitti Palace
- Stadio Artemio Franchi
- Giardino Bardini
- Avignonesi Winery Fattoria Le Capezzine
- Medici Chapels
- Spiaggia Libera
- Cavallino Matto
- Teatro Verdi
- Palazzo Vecchio
- Things to do San Gimignano
- Food and drink San Gimignano
- Things to do Province of Siena
- Nature and outdoors Province of Siena
- Food and drink Province of Siena
- Art and culture Province of Siena
- Sightseeing Province of Siena
- Tours Province of Siena
- Things to do Tuscany
- Entertainment Tuscany
- Sports activities Tuscany
- Tours Tuscany
- Wellness Tuscany
- Art and culture Tuscany
- Food and drink Tuscany
- Sightseeing Tuscany
- Nature and outdoors Tuscany
- Things to do Italy
- Nature and outdoors Italy
- Wellness Italy
- Tours Italy
- Sightseeing Italy
- Sports activities Italy
- Entertainment Italy
- Food and drink Italy
- Art and culture Italy