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House vacation rentals in San Gimignano

Find and book unique houses on Airbnb

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Popular amenities for San Gimignano house rentals

House rentals with a pool

Top guest favorite
Home in Montebenichi
5 out of 5 average rating, 59 reviews

[Little Escape] 4 Beds + Private Panoramic Pool

SusanRating, 5 stars3 weeks ago
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!
Top guest favorite
Home in San Gimignano
4.98 out of 5 average rating, 40 reviews

Tuscany:Stone house, private pool and garden

MarceloRating, 5 stars1 week ago
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
Guest favorite
Home in Gambassi Terme
4.97 out of 5 average rating, 35 reviews

Country House Nazzano near San Gimignano - Lu.co

SharonRating, 5 stars1 month ago
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.
Top guest favorite
Home in San Gimignano
5 out of 5 average rating, 14 reviews

"Zafferano" of Podere la Fonte

ClaudioRating, 5 stars2 weeks ago
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.
Top guest favorite
Home in Volterra
4.93 out of 5 average rating, 180 reviews

Podere Collina

DeanRating, 5 stars3 weeks ago
Amazing location and responsive host. Incredible pool with an outstanding view. House, especially the Kitchen, was well well stocked with amenities needed. Highly recommended!
Superhost
Home in San Gimignano
4.84 out of 5 average rating, 44 reviews

Uliveta, cosy villa in country of San Gimignano

NaiyaRating, 5 stars8 months ago
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!
Superhost
Home in San Gimignano
4.92 out of 5 average rating, 13 reviews

Authentic tuscan barn 3 bedrooms 3 bathrooms

MichelleRating, 5 stars1 month ago
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!
Guest favorite
Home in Barberino Tavarnelle
4.97 out of 5 average rating, 69 reviews

Chianti House Stunning view 20 min. from Florence

ThompsonRating, 5 stars2 days ago
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

Superhost
Home in Montespertoli
4.83 out of 5 average rating, 120 reviews

I Limoni Apartment in Tuscany

PamelaRating, 5 stars2 weeks ago
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!
Top guest favorite
Home in Figline e Incisa Valdarno
4.96 out of 5 average rating, 105 reviews

Torretta Apartment

DebbieRating, 5 stars1 week ago
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!
Top guest favorite
Home in Bagno A Ripoli
4.99 out of 5 average rating, 163 reviews

Tuscany .Countryhouse on the Florence's hills

StephanieRating, 5 stars4 days ago
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!
Guest favorite
Home in Gaiole in Chianti
4.86 out of 5 average rating, 264 reviews

Charming estate with views

LéaRating, 5 stars4 days ago
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 !
Top guest favorite
Home in Villa a Sesta
4.98 out of 5 average rating, 436 reviews

Raffaella's House nel Chianti

AshleyRating, 5 stars1 week ago
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!
Superhost
Home in Rietine
4.85 out of 5 average rating, 208 reviews

Gaiole in Chianti Poggio Casabianca

AlexRating, 5 stars1 month ago
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!
Guest favorite
Home in Gambassi Terme
4.86 out of 5 average rating, 103 reviews

Casa nel cuore della Toscana

MariekeRating, 5 stars1 month ago
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!
Guest favorite
Home in Caldine
4.94 out of 5 average rating, 154 reviews

Independent loft on the Florence's Hills

MarcialRating, 5 stars3 weeks ago
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

Superhost
Home in San Gimignano
4.69 out of 5 average rating, 49 reviews

Historical Palace 13° century San Gimignano

KevinRating, 5 stars8 months ago
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
Guest favorite
Home in Castelmuzio
4.93 out of 5 average rating, 42 reviews

Casa Ora d"Oro - Panoramic Views

Jason AllenRating, 5 stars3 weeks ago
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!
Top guest favorite
Home in Pontassieve
4.96 out of 5 average rating, 82 reviews

La casina ridente in Toscana con vista mozzafiato

FelipeRating, 5 stars2 weeks ago
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.
Top guest favorite
Home in Poggibonsi
4.92 out of 5 average rating, 59 reviews

Agriturismo Podere San Martino (apartment for two)

PaulineRating, 5 stars1 week ago
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).
Superhost
Home in Gambassi Terme
4.67 out of 5 average rating, 72 reviews

Corbezzolo stone cottage, Mummialla

DanielRating, 5 stars9 months ago
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 :)
Top guest favorite
Home in Monteroni d'Arbia
5 out of 5 average rating, 14 reviews

Golden View - Casale da sogno in Toscana

KshitijaRating, 5 stars4 days ago
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.
Superhost
Home in San Gimignano
4.88 out of 5 average rating, 84 reviews

"La cantina"

BožidarRating, 5 stars1 month ago
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.
Top guest favorite
Home in Gambassi Terme
5 out of 5 average rating, 56 reviews

La Cipressina Relax in Tuscany

HannaRating, 5 stars1 week ago
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

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Siena
  5. San Gimignano
  6. House rentals