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House holiday rentals in San Gusmè

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Popular amenities for house rentals in San Gusmè

House rentals with a pool

Top guest favourite
Home in Castiglion Fiorentino
5 out of 5 average rating, 36 reviews

Hidden gem in Tuscany

MitchellRating, 5 stars1 month 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 Cavriglia
4.93 out of 5 average rating, 80 reviews

Wonderful country house

MichaelRating, 5 stars1 week ago
We had a brilliant week at Jakob and Margit’s house. Margit was so friendly and helpful (and gave us some wine and fresh eggs!). The views from the gardens are incredible and having the swimming pool was perfect. The local area has lots of great vineyards to visit and the house is close to Florence/Siena/Arezzo for day trips. It had everything we needed like a washing machine etc.
Guest favourite
Home in Rosennano
4.93 out of 5 average rating, 80 reviews

LA RONDINAIA. AMAZING VIEW ABOVE THE CHIANTI

KaterinaRating, 5 stars1 week ago
Sebastiano’ place a real heaven in the heart of Chianti mountains in Tuscany. Amazing project, wonderful nature and history everywhere around. Place is so peaceful and unique. Just a dream which came true!
Guest favourite
Home in Gaiole in Chianti
4.86 out of 5 average rating, 264 reviews

Charming estate with views

AndrewRating, 5 stars2 weeks ago
Incredible stay and Bernardino and his family were incredibly welcoming and pleasant. They helped us check in later and were there to help us with any questions we had. Absolutely would recommend to anyone looking for a peaceful Tuscan retreat.
Top guest favourite
Home in Barberino Tavarnelle
4.97 out of 5 average rating, 72 reviews

Podere Tignano, 4-bedroom villa in the Chianti!

MeganRating, 5 stars3 weeks ago
How can we even put into words what an incredible experience this was! Antonella was kind and helpful, and her home is just stunning. She made us feel so at home even with our limited Italian. She prepared us a home cooked, four-course meal one night and it was absolutely delicious. She even gave us the leftovers so we could have them for breakfast the next day. The villa was breathtaking and in a perfect location to visit beautiful towns in Tuscany like Pienza, Montepulciano and San Gimignano. We especially loved the pool and visiting with the animals. This was a bucket list stay for us and worth every penny!
Superhost
Home in Figline Valdarno
4.96 out of 5 average rating, 108 reviews

The Owl: view, pool and garden

JasonRating, 5 stars1 month ago
What a great place to stay while visiting Tuscany. The home is a renovated medieval watchtower located up a dirt road, tucked on a hilltop overlooking the valley. Jacopo, the host, was so kind, hospitable and responsive during our 5-day visit. Would definitely recommend this place to explore Tuscana.
Top guest favourite
Home in San Gusmè
5 out of 5 average rating, 14 reviews

The Coast

MichaelRating, 5 stars1 month 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, 179 reviews

Infinity view

JannisRating, 5 stars1 week ago
We spent a week in this house and were completely satisfied. The location is quiet and idyllic, with a wide view of the Tuscan landscape - a real highlight, especially from the infinity pool. The pool is very well maintained and offers enough space for swimming and relaxing. The house is clean, well equipped and tastefully furnished – modern. Kitchen, bathroom and bedroom were in perfect condition. The hostess was very friendly, easily accessible and responded quickly to questions. The check-in went smoothly, all important information was provided in advance. Feel free to come back anytime!

Weekly house rentals

Top guest favourite
Home in Castelnuovo Berardenga
4.97 out of 5 average rating, 35 reviews

Casa il Cipresso

DebbieRating, 5 stars3 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.
Guest favourite
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!
Guest favourite
Home in Asciano
4.94 out of 5 average rating, 36 reviews

Family Forest - Pool in the Crete Senesi

JánRating, 5 stars1 week ago
The apartment really enchanted us, the rooms are nice, clean with air conditioning, stylish, in the living room a large TV, kitchen with everything that should be here. The "resort" itself was on a hill with beautiful views, a huge garden, a swimming pool, all stylish Tuscan, the surroundings beautiful, peace, quiet, peace, everything you need here you will find. As the Italians say, it's "Tutto bene" here
Guest favourite
Home in Castellina in Chianti
4.98 out of 5 average rating, 99 reviews

Explore Chianti from a Charming Stone House

ShelbyRating, 5 stars1 week ago
Best part of our Italy trip! We loved our stay at Casa Marinella, and Monica has thought of every detail to make for a wonderful and peaceful vacation! Relax by the pool and enjoy breathtaking views. Be sure to stop by Gelateria di Castellina for a scoop of cremino gelato and try the fiorentina steak at Osteria La Sosta di Pio VII.
Top guest favourite
Home in Radda in Chianti
5 out of 5 average rating, 20 reviews

Villa le Scope 5*

ColeRating, 5 stars3 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, 20 reviews

The Montebenichi Dovecote

AlexRating, 5 stars1 month ago
This is an absolutely stunning place, on so many levels. The villa and surroundings look exactly like the pictures, but they can’t truly do justice to the tranquil beauty of the landscape and the comfort of the house. We loved this place. The beds are comfortable, and the kitchen well equipped. It was a bit cold for the pool, but we braved it a few times - hard to resist with the stunning view. The house is a quick walk to the tiny yet utterly charming town of Montebenichi, with its one lovely little restaurant (with wonderful food). There are other walks in the area, including down the road towards the nearby wolf sanctuary - the wolves add to the magical atmosphere with their baying at intervals during the day. The road to the house is narrow at times, and intimidating at first, but gets easier as you get familiar with the twists and turns. The overall location is perfect for exploring Tuscany, a quick drive to many of the top sites. This place delivers on the Tuscan dream vacation.
Guest favourite
Home in Montebenichi
4.9 out of 5 average rating, 70 reviews

Ancient stone house in Chianti

ThaoRating, 5 stars1 month 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.
Top guest favourite
Home in Monteroni d'Arbia
5 out of 5 average rating, 14 reviews

Golden View - Dream farmhouse in Tuscany

KshitijaRating, 5 stars6 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.

Private house rentals

Top guest favourite
Home in Loc. Casalini - Comune Panicale
4.99 out of 5 average rating, 95 reviews

Cottage surrounded by nature

AlanRating, 5 stars1 week ago
Stayed here last week for 5 days. On arrival we were met with a welcome basket of food a bottle of wine a bottle of homemade olive oil and also bottles of water on arrival. The pictures don’t do it justice it felt like a place out of a fairytale, the property is surrounded by tons of olive trees and greenery. If you want a quiet relaxing holiday this is place to go. Rosella was amazing with quick responses and extremely welcoming, we are definitely going again next year.
Top guest favourite
Home in Bucine
4.96 out of 5 average rating, 80 reviews

The Biricocolo Cottage

PaulRating, 5 stars1 month 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 San Casciano In Val di Pesa
4.84 out of 5 average rating, 93 reviews

Tuscan Villa Featured Conde Nast Best Villas Italy

JanetRating, 5 stars2 months ago
This 500 year old house is ideally situated in Tuscany and the Chianti region. It is a perfect place for day trips to other towns, for wine, tasting excursions, and for visiting Florence. The idyllic setting gives you a sense of country life in Italy, and the views from the patio and house are stunning. There are spectacular wineries within 5 to 10 minutes of the house. We found the house very comfortable and enjoyed our stay very very much. Rose and Pier couldn’t have been more helpful in planning our stay and excursions. We found through them fabulous restaurants, and wineries that we would not have discovered on our own. They were also incredibly responsive when we had questions. Our only confusion about the house was that the listing showed three bathrooms, but one was in the laundry room in a separate building . Just something to know. Thank you to Rose for a lovely vacation ! It was the perfect place to explore Tuscany from!
Top guest favourite
Home in Monte San Savino
5 out of 5 average rating, 33 reviews

Beautiful villa with pool in secluded location

NeilRating, 5 stars8 months ago
We had a lovely stay here. The location was perfect—exactly what we were looking for. Peaceful, quiet, surrounded by nature, with classic rustic, yet elegant furnishings. The villa is gorgeous with attention to design & detail. For 6 women, it was perfect for us each to have our own bedroom and space to relax. Each room had its own unique view and touch. There are also plenty of common spaces throughout the house for connecting together. The kitchen is large enough and fully equipped for plenty of great meals to be prepared and enjoyed together. The dining room is nice to enjoy a more elegant meal. The outdoor spaces are beautiful. We used the outdoor terrace for watching the sunset, enjoying brunch, and making pizzas. The washing machine and dryer are easy to use. The pool area is beautiful and there are plenty of outdoor spaces to go for a walk and enjoy the surrounding nature. The hospitality was unmatched from Tristan & Angela. I will absolutely book again and hope to return soon!
Top guest favourite
Home in Badia a Ruoti
4.98 out of 5 average rating, 49 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, 83 reviews

The charming cottage in Tuscany with breathtaking views

PoojaRating, 5 stars2 days ago
Stella is a beautiful person and a perfect host. Everything immediately felt like home. She explained everything very nicely. The location was serene and she gave a lot of information on things to do in that area. Would love to come again for sure.
Top guest favourite
Home in San Giovanni d'Asso
5 out of 5 average rating, 62 reviews

Country chic house in a village,private pool,wiFi

PennyRating, 5 stars1 month ago
Lorenzo met us on the street to walk us to the villa and showed us everything with a very warm welcome! The views are breathtaking! We found the location to be an excellent base to visit all of the surrounding towns. Having Grazia Franchini (see the host’s guidebook) prepare and serve dinner for us in the villa after a fabulous day of Brunello wine tastings was such a treat! Would definitely return to the area and stay here again but next time will set aside a day just to relax by the pool!
Top guest favourite
Home in Magione
5 out of 5 average rating, 20 reviews

Beach House, on the shores of Lake Trasimeno

Juan DiegoRating, 5 stars2 weeks ago
To assess this property, we must start with the HOST, a professional in every sense. From the minute 0 of the reservation, until the departure; always attentive, very kind and very professional. It is a pleasure to meet serious people and this gives value to the application. The beach house is a paradise in Italy. Easy access, attention to detail, peace, nature, comfort. Our trip was as a family with our two poodles and I think they were the ones who enjoyed the property the most, seeing them run and jump through the green areas of the property and live with many birds, rabbits is priceless. Our daughter enjoyed her stay studying and with the peace and tranquility of the place, it was not difficult for her to concentrate. We, on the other hand, did some sightseeing in the area, all very close and well connected by road. It is a very well-kept, safe property and above all, enjoying its sunset, sitting on a lounger, enjoying a good wine (from the area) is a unique experience. Thank you Maurizio.

Destinations to explore

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