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House holiday rentals in San Gusmè

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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

Italian Interior

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 stars3 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!
Superhost
Home in Pievescola
4.93 out of 5 average rating, 106 reviews

Antico Borgo Ripostena – n. 9 Oil Mill

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 stars1 week 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.
Top Guest favourite
Home in San Gusmè
5 out of 5 average rating, 13 reviews

The Coast

MichaelRating, 5 stars3 weeks ago
Can’t speak highly enough of elivra and her friends. So helpful and fabulous. Elivra you are a real champ and wonderful person. If airbnb awarded gold medals to their hosts you’d have a drawer full Thank you Michael and Fiona
Superhost
Home in Casale
4.88 out of 5 average rating, 178 reviews

Infinity view

LeonieRating, 5 stars1 week ago
The most amazing place and lucia was a great host! We can only recommend this place for holidays :)

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 Bucine
4.96 out of 5 average rating, 80 reviews

The Biricocolo Cottage

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
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 Lecchi in Chianti
4.96 out of 5 average rating, 223 reviews

"La Casa di Maria Luce"® with panoramic terrace

FrancineRating, 5 stars1 month ago
Absolutely wonderful host! Marie Lucia is a true gem! Very accommodating perfect location for our events! Will definitely be back and have forwarded this place already to our friends for future visits! Thanks for having us in La Casa!!!
Top Guest favourite
Home in Radda in Chianti
4.93 out of 5 average rating, 138 reviews

Casa Dante

SarahRating, 5 stars1 week ago
A wonderful peaceful place in Tuscany. Spent most of our evenings out on the balcony, admiring the beautiful view. Home was well appointed and comfortable inside, and the host was very responsive to any questions or issues. Radda was also lovely, with good food, wine and a local tap room with interesting options! Would strongly recommend a stay here.
Top Guest favourite
Home in Siena
4.99 out of 5 average rating, 178 reviews

Podere Piazza house with panoramic view

NicoleRating, 5 stars1 month ago
Can’t say enough about how great this house was! The views! The house is absolutely adorable! From a story book! Outdoor space was incredible! Loved making dinner in the kitchen (kinda made from local market which Sophia recommended which was amazing! I wish I could stay there for a week!!!
Top Guest favourite
Home in Castelnuovo Berardenga
4.98 out of 5 average rating, 60 reviews

My cozy home in Chianti

MikeRating, 5 stars7 months ago
Sabrina was the perfect host. Helped us with anything we needed. She met us in person several times.
Top Guest favourite
Home in San Gimignano
4.99 out of 5 average rating, 190 reviews

Garden House

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

Top Guest favourite
Home in Castiglion Fiorentino
5 out of 5 average rating, 35 reviews

Hidden gem in Tuscany

MitchellRating, 5 stars3 weeks ago
Where to start? I truly can't say enough good things about this property. It exceeded expectations in every way. From start to finish, our time here was a delight. Amanda was responsive, helpful, and accommodating. The location is remote, and a bit of adventure to get to, but Amanda had communicated that and we were prepared with the proper rental car that made it a breeze. The house is beautifully appointed, has every amenity, and lots of perfect spaces for both quiet moments and areas to gather with your group. The outdoor spaces and pool area are lovely, beautifully landscaped, and the views are spectacular. Book this place; you won't be sorry.
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!
Guest favourite
Home in Asciano
4.97 out of 5 average rating, 33 reviews

Family Forest - Pool in the 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 stars5 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.
Top Guest favourite
Home in Badia a Ruoti
4.98 out of 5 average rating, 48 reviews

Il Casone - Country house with pool & wide garden

LizRating, 5 stars1 month ago
My friends & I spent 5 days at Il Casone in May, and what a delight it was. The Villa is both isolated and a short drive to various levels of towns and shops, cafes, and restaurants as needed. And of course a well equipped kitchen to cater for yourself. We were met by Roberta, the hosts father, and had a wonderful introduction and tour of the garden, the history and stories of the house and area, eventually we were allowed inside! It was a great welcome and Roberto was a good help to us many times we had questions the Villa is nicely renovated, farmhouse style and has everything you need it is very clean and good for people, like me, who might have mobility issues as it is all on one level and has wall in showers. While there we did a full day tour of the Chianti region which was great. They picked us up at the Villa and we visited two places to taste and also had lunch - do this! We loved our rural Idyll and would recommend Matteo’s Villa enthusiastically! Thanks Matteo & Robert
Top Guest favourite
Home in Pontassieve
4.96 out of 5 average rating, 82 reviews

The charming cottage in Tuscany with breathtaking views

SamiRating, 5 stars5 days ago
So Beautyful location and views. House is charming and clean. we recommend.
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!
Guest favourite
Home in Montebenichi
4.9 out of 5 average rating, 70 reviews

Ancient stone house in Chianti

ThaoRating, 5 stars3 weeks ago
We rented the whole property to include the additional third room and we had a great time. Located in a remote and very quiet setting, the property provides an authentic Tuscan experience. It has a magnificent garden with a great view and a great pool. We saw wild boars and horses afar from the terrace every day. The outdoor dining area is spacious and very relaxing. Our hosts, Emilio and Simona, are very nice, responsive and accommodating during our entire stay. Thank you Emilio and Simona for your warm hospitality.

Destinations to explore

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