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House holiday rentals in San Gusmè

Find and book unique houses on Airbnb

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Popular amenities for San Gusmè house rentals

House rentals with a pool

Guest favourite
Home in Arezzo
4.9 out of 5 average rating, 166 reviews

Interno Italiano

LloydRating, 5 stars8 months ago
What a wonderful experience! The description of the home was excelled by the reality. It was very clean and tastefully decorated — Anna has an eye for design and art. the three bedrooms easily accommodated us. The large patio with its charming table and vine screened roof was a charming place to enjoy our morning cappuccino. the home is situated in a agricultural community built in 1788, situated in extensive vineyards. The buildings have been thoroughly renovated into a series of private homes. The community contained renters like us, but also young communities and older retirees. We had a chance to get to know people in the neighborhood, who were uniformly friendly. the AirBnB is about 25 minutes away from Arezzo by car. The best place to park we found was in the short term parking at the train station. From there it was just a short walk to the Old Town. Anna was a wonderful and charming host. We recommend this property highly!
Guest favourite
Home in Montaione
4.94 out of 5 average rating, 104 reviews

Cercis - La Palmierina

JenniferRating, 5 stars4 days ago
We had an absolutely amazing time at Daniela’s place - it was clean, had stunning views and was quick access to Pisa, Florence & Siena. Beautiful pool and lovely terrace with amazing views and sunsets. The kitchen also had everything we needed, including local olive oil and pasta & local wine as a welcoming gift. Daniela went above and beyond providing us with lilos and a pump for the pool too. Overall, 10/10 stay!
Guest favourite
Home in Orvieto
4.99 out of 5 average rating, 211 reviews

Vineyards Paradise

KristineRating, 5 stars2 weeks ago
Our stay at Piero’s home was the highlight of our family’s three week Italy trip! It is one of the most beautiful homes we have stayed at and the spectacular vineyards, gardens, and pool really added something special. We plan to definitely return/stay again! Thank you Piero for sharing your special home!
Superhost
Home in Pievescola
4.93 out of 5 average rating, 106 reviews

Antico Borgo Ripostena – n. 9 Frantoio

DanielRating, 5 stars2 weeks ago
Martina’s entire estate is very peaceful and extremely beautiful. Just remember that it is really off the beaten path. She was so passionate about the property and making people feel right at home. It was one of the more beautiful places we stayed in all of Italy. Make sure to bring food up there with you before going. It is at least 35 min to town, but this is one of those places it is almost not worth leaving. Wish we had more time to stay there.
Guest favourite
Home in San Miniato
4.92 out of 5 average rating, 133 reviews

Private villa/swimming pool in Tuscany

MārcisRating, 5 stars2 weeks ago
Everything was absolutely perfect! ⭐️ Location: Ideal base for exploring Tuscany — you’re right in the heart of it all. Whether you’re heading to Florence, Pisa, or the charming hill towns, everything is within easy reach. House: Well-equipped and comfortable, with all the listed amenities in perfect working order. After long days of sightseeing, the pool was a refreshing retreat. The panoramic view over the valley is truly breathtaking. Host: Lorenzo is an outstanding host — friendly, responsive, and fluent in English. He was proactive and helpful throughout our stay. The house includes a detailed guidebook he created with handpicked recommendations for local shops, markets, restaurants, farms, and sights. It made planning our days effortless. Bottom line: If this listing is available — don’t hesitate. Book it. 10/10 would recommend!
Superhost
Home in Figline Valdarno
4.96 out of 5 average rating, 107 reviews

The Owl: view, pool and garden

StephenRating, 5 stars1 month ago
We stayed 5 amazing days at Il Gufo and loved every minute. Jacopo is an amazing host and went out of his way throughout to make our stay great. Even meeting us locally and showing us the way to the house. We highly recommend staying at The Owl. The location, high in a valley provides spectacular views and is perfect to relax and unwind. We do not know what was better. The location, accommodations or the fact that we met Jacopo and became immediate friends. That combination made for the greatest memories. Also Luba, their beautiful dog, immediately loved us and greeted us ever time we returned. A little secret, he is an amazing chef and if you get a chance to go to his restaurant do it. Also his dinner recommendations were great. We had dinner at Corte Dei Frati 2 times. Thank you Jacopo for making our 30th Anniversary trip so amazing. We feel privileged to have met you and we will return on our next trip to Italy. You are an amazing person and host. Love Steve & Vicki
Superhost
Home in Anghiari
4.88 out of 5 average rating, 140 reviews

Tuscan dream in the ancient Tobacco's villa, sauna

JacquelineRating, 5 stars1 month ago
The house is beautiful and unlike anything else. What made the experience amazing was one of the hosts, Daniela. Daniela greeted us upon check in, walked us around the house and went above and beyond and booked us a wine tour where he graciously translated everything in English during the entire experience. Daniela made the place feel like home and I couldn’t recommend him and the experience he provides more.
Guest favourite
Home in Certaldo
4.91 out of 5 average rating, 130 reviews

Paluffo Stillo House

LeahRating, 5 stars2 weeks ago
Don’t hesitate to book this beautiful Airbnb which was thoughtfully restored to reflect the history of the area. You won’t want to leave. We explored Certaldo Alto and Montefioralle- both amazing sites. The pool area was perfection and we couldn’t get enough of the landscape! Couldn’t stayed a week!!!

Weekly house rentals

Superhost
Home in Monte San Savino
4.82 out of 5 average rating, 202 reviews

In Tuscany between Siena Arezzo, near Chianti

FrancesRating, 5 stars1 month ago
We had a perfect break in Lorenza’s lovely house. It was extremely spacious and exceptionally clean. The garden is beautiful and well maintained with lots of areas to sit in and enjoy the peaceful environment. Our dogs loved their walks in the woods nearby and they enjoyed meeting all the feline residents! Lorenza and her husband are a lovely friendly couple who have put a lot of thought into ensuring their guests have a great holiday.
Top Guest favourite
Home in Castelnuovo Berardenga
4.97 out of 5 average rating, 35 reviews

Casa il Cipresso

DebbieRating, 5 stars2 weeks ago
Guilia, Donatella & Antonio were excellent to deal with responding very quickly to any questions. This is the cleanest air b & b I have ever stayed in and very well equipped (lots of coat hangers!!) The view from the patio at the rear of the property is so beautiful and peaceful. All we wanted to do was sit and enjoy the nature. Village centre only 5 minutes by car where there is several restaurants (best to make reservation) of varying price ranges. You can also walk into village. If you cross the main road at the bottom of the track to the air b & b you can walk on a track through the olive trees and come out in the village centre save walking on road). Small but excellent supermarket (closed on Sunday) 10 minute by car. Lots of interesting places to visit nearby. Enjoy your stay.
Top Guest favourite
Home in San Quirico d'Orcia
4.99 out of 5 average rating, 207 reviews

Alma Vignoni - Vignoni Val d'Orcia - Bagno Vignoni

HildeRating, 5 stars3 weeks ago
If you are looking for a little piece of heaven look no further. Vignoni Alto is peaceful and incredibly beautiful. Stefano met us and showed us everything about the apartment and the historic hamlet. His instructions and recommendations were very helpful. The apartment is not far from the restaurants in Bagno Vignoni. Stefano really is a perfect host—responsive, friendly and proactive. Our only regret was that after a week we had to leave.
Top Guest favourite
Home in Vaiano
5 out of 5 average rating, 242 reviews

The MOONLIT & SUNNY COTTAGE near Florence

Jan-JaapRating, 5 stars1 week ago
We really enjoyed our stay at Alessandro’s place 🇮🇹✨ The house was clean, nicely decorated and had everything we needed 🏡 The area was peaceful, yet well located to explore the region 🚗 Alessandro was responsive, thoughtful and easy to communicate with 🙌🏼 BEST AIRBNB 5/5 ⭐️⭐️⭐️⭐️⭐️
Top Guest favourite
Home in Montalcino
4.97 out of 5 average rating, 239 reviews

Montalcino - Casa Gelsomino - giardino e relax

PaulRating, 5 stars1 week ago
Massi is a lovely guy. Really responsive and helpful. His place has a great location being in the middle of town. One minute from the town square. The house is well appointed. And comfortably housed two couples.
Top Guest favourite
Home in Lecchi in Chianti
4.96 out of 5 average rating, 223 reviews

"La Casa di Maria Luce"® con terrazza panoramica

VanessaRating, 5 stars1 month ago
Maria war eine grandiose Gastgeberin, hat sich ganz liebevoll um uns gekümmert und uns in unserer Ausflugsplanung ausdauernd unterstützt. In der Wohnung fehlt es wirklich an nichts und alles ist sehr sauber und gepflegt. Die Terrasse ist großartig und bietet schon morgens beim ersten Kaffee und bis in den Abend hinein ein sonniges Plätzchen, sowie Schatten für den der ihn sucht unter der Überdachung vom Esstisch. Ich hatte eine tolle Zeit bei Maria mit meinem Papa! Von Herzen danke dafür liebe Maria ♡
Guest favourite
Home in Scrofiano
4.97 out of 5 average rating, 150 reviews

Jenny's Barn

FalcoRating, 5 stars1 week ago
Traumhafte Auszeit mit Panoramablick! Diese Airbnb-Unterkunft war ein absoluter Glücksgriff! Der Ausblick war einfach atemberaubend und hat uns jeden Morgen aufs Neue begeistert. Wer Ruhe und Entspannung sucht, ist hier genau richtig – die Lage ist wunderbar ruhig und idyllisch. Die Wohnung selbst ist fantastisch ausgestattet und bietet wirklich alle Annehmlichkeiten, die man sich wünschen kann. Es war super praktisch, dass grundlegende Dinge wie Öl, Essig etc. vorhanden waren. Das spart nicht nur Geld, sondern auch den ersten Einkauf. Das einzige, was etwas gewöhnungsbedürftig war, war das Bett. Aber das ist natürlich Geschmackssache und hat unsere positive Erfahrung in keiner Weise getrübt. Wir können diese Unterkunft uneingeschränkt empfehlen und würden jederzeit wiederkommen!
Top Guest favourite
Home in San Gimignano
4.99 out of 5 average rating, 190 reviews

casa del giardino

ShelseaRating, 5 stars4 days ago
We had an amazing time at Mario & Cristina’s place. The house was absolutely beautiful, (and has a really cool history; it was fun to stay in such a historic building) and the garden was so so lovely! (We loved hanging out with Signore Tartaruga! 🐢) Located right in beautiful medieval San Gimignano, close to everything you need (especially the world’s best gelato at Dondoli’s!) It was a wonderful stop on our honeymoon and San Gimignano will have a special place in our hearts forever! Grazie mille Mario e Cristina! We hope we can return one day!

Private house rentals

Guest favourite
Home in Castelmuzio
4.98 out of 5 average rating, 40 reviews

Casa Ora d"Oro - Panoramic Views

Jason AllenRating, 5 stars2 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 favourite
Home in Bucine
4.96 out of 5 average rating, 80 reviews

La Casetta Biricocolo

PaulRating, 5 stars3 weeks ago
Serene, tranquil, verdant: a profoundly beautiful place. We just loved it. Chiara and her mother could not have been more friendly and helpful. We were there a few days for a wedding nearby. We can't wait to return for a full holiday. Well done super hosts! Thank you. Paul and Bridget
Guest favourite
Home in Asciano
4.97 out of 5 average rating, 33 reviews

Family Forest - Piscina nelle Crete Senesi

SylviaRating, 5 stars1 week ago
The area is incredible, peaceful and the view spectacular. Asciano has the delightful charm of an Italian village. The people were friendly and welcoming. Even got greeted by their local police who offered up their number in case we needed anything. I felt safe, and it felt as if I lived there for years. I’d say this is a piece of heaven on earth. Bellezza maestosa! Non vedo l'ora di visitare di nuovo la Toscana e la città di Asciano! Grazie!
Guest favourite
Home in Rosennano
4.92 out of 5 average rating, 79 reviews

LA RONDINAIA. AMAZING VIEW ABOVE THE CHIANTI

JanisRating, 5 stars6 days ago
At first we wondered if the location would be too remote, but that was not the case. Perfect in every way. We will definitely be back.
Superhost
Home in Castelnuovo Berardenga
4.82 out of 5 average rating, 79 reviews

La casa di Francesca "locazione turistica "

SimoneRating, 5 stars1 month ago
Ci ha colto mostrato la casa con dettaglio e un profumo di lavanda spettacolare (ce li ha anche omaggiati) 🔝
Top Guest favourite
Home in Pontassieve
4.96 out of 5 average rating, 82 reviews

La casina ridente in Toscana con vista mozzafiato

FelipeRating, 5 stars1 week 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 favourite
Home in Radda in Chianti
5 out of 5 average rating, 20 reviews

Villa le Scope 5*

ColeRating, 5 stars2 weeks ago
Beautiful home. Extremely clean. Riccardo was extremely responsive and made our check in process very easy. Definitely would stay again!
Superhost
Home in Lucignano
4.85 out of 5 average rating, 39 reviews

La Casetta

LauraRating, 5 stars1 month ago
Beautiful, peaceful stay. Amazing, secluded location. The hosts were very friendly and welcoming - made us feel right at home. Lots of great walks around, including the nearby winery. The only downside is it does get rather cold in the stone apartment but during warmer weather the coolness in the apartment would probably be perfect. They provided a portable heater & a hot water bottle though which was nice. Thank you Tebea for being such a lovely host!

Destinations to explore

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