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House holiday rentals in Sinalunga

Find and book unique houses on Airbnb

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Popular amenities for house rentals in Sinalunga

House rentals with a pool

Superhost
Home in Asciano
4.88 out of 5 average rating, 144 reviews

A Charming House in Asciano - Siena

CristinaRating, 5 stars8 months ago
Very nice place with a great view, very quiet and relaxing. The apartment was clean and cozy. The only inconvenience were the squeaky doors.
Guest favourite
Home in Orvieto
4.99 out of 5 average rating, 211 reviews

Vineyards Paradise

KristineRating, 5 stars3 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!
Guest favourite
Home in Foiano della Chiana
4.94 out of 5 average rating, 115 reviews

La Lisa: country house surrounded by fields

PaulaRating, 5 stars3 weeks ago
La Lisa was a spectacular place to house the 12 adults and one baby in our group. Three apartments, each with a private kitchen, living room and bathroom, were connected together by a beautiful patio and swimming pool. Lorenzo gave us a wonderful information guide with local recommendations, including a private chef and bike rental recommendations. He communicated quickly while planning our stay as well as once we were on site Our group loved the soccer field, pool table, ping pong table, pizza oven, washing machine and grassy area for bocce ball. We had so much fun there!
Guest favourite
Home in Gaiole in Chianti
4.86 out of 5 average rating, 264 reviews

Charming estate with views

AndrewRating, 5 stars1 week 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.
Superhost
Home in Figline Valdarno
4.96 out of 5 average rating, 108 reviews

The Owl: view, pool and garden

JasonRating, 5 stars3 weeks 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.
Guest favourite
Home in Lecchi in Chianti
4.96 out of 5 average rating, 137 reviews

Casa di Lyndall - Entire house with exclusive pool

LiannaRating, 5 stars1 week ago
Yet another fabulous stay! Thank you Lyndall for sharing your special space. Getting in on the village pizza night was a surprise bonus and so fantastic to enjoy the local community. Until next time :)
Superhost
Home in Rietine
4.85 out of 5 average rating, 208 reviews

Gaiole in Chianti Poggio Casabianca

AlexRating, 5 stars4 weeks ago
Valeria and Simone have a super nice and clean apartment! We felt very comfortable right from the beginning. The apartment offers a great starting point for numerous hikes and excursions. During our stay, we always received good tips and advice from the two. Our dog also felt very comfortable and since the property is completely fenced, he could move freely. We would come back. It was an incredibly beautiful time!
Top guest favourite
Home in Subbiano
4.99 out of 5 average rating, 83 reviews

Romantic cosy flat - Toscana Italy

JoeRating, 5 stars2 weeks ago
Norma was an absolute treasure, and her home and family were lovely. The property sits overlooking a lovely castle and a beautiful church with great views on the other side. The property has a great pool with plenty of privacy or interaction with the family, I only wish I spoke more Italian to be able to sit and chat with her lovely in-laws! Norma offered great recommendations for day trips, and overall the local area was great to explore. My only advice would be the usual: rent a smaller car to make life easier! Sitting on the patio overlooking the castle, with a glass of wine, is a memory we will never forget, and is highly recommended. Whether during the day or after the sun has gone down and the fireflies comes out (weather permitting) it's a Tuscan treat you won't want to miss. We truly felt like a part of the family and would love to return to her home the next time we come back. Truly a wonderful experience!

Weekly house rentals

Guest favourite
Home in Scrofiano
4.94 out of 5 average rating, 16 reviews

Dimora Il Convento

ChristinaRating, 5 stars3 weeks ago
Fantastic views and privacy. We enjoyed the garden for breakfast, pool and evening wine. Nice bedrooms and two and half bathrooms. Plenty of space for the 4 of us.
Top guest favourite
Home in Castiglion Fiorentino
5 out of 5 average rating, 35 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 Castelmuzio
4.98 out of 5 average rating, 40 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 favourite
Home in Greve in Chianti
5 out of 5 average rating, 150 reviews

Love in Chianti

MichaelRating, 5 stars1 week ago
This Airbnb was, without a doubt, the best my wife & I have ever stayed at. The house was spotless, cozy, & perfectly located with breathtaking views of Tuscany—but what truly made it unforgettable was Riccardo & his amazing family. From the moment we arrived, Riccardo went above & beyond to make us feel at home. When our rental car plans fell through, he stepped in without hesitation, becoming our personal driver. He took us grocery shopping, showed us around Chianti, & even drove us to Florence twice. Riccardo was always responsive, kind, & genuinely cared about our experience. We didn’t just find a beautiful place to stay—we found warmth, hospitality, & a real connection that made us feel like family. This stay was worth every dollar & more. A true home away from home. If we ever return to Tuscany, it will definitely be with Riccardo.
Guest favourite
Home in Asciano
4.97 out of 5 average rating, 34 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 Scrofiano
4.96 out of 5 average rating, 57 reviews

The House of Olives

LeonoreRating, 5 stars1 week ago
The house is really beautiful and even better than in the pictures. The house accommodates really nice beds. We really enjoyed the place for 2 weeks and there are a lot of nice things to do in the area. The host and Vanessa are very helpful. They really want you to have the best stay and they even helped us with the repair shop for the car, cause we had car trouble. We really recommend this place to everyone and we hope to stop by one more time
Guest favourite
Home in Orvieto
4.95 out of 5 average rating, 234 reviews

The Loggia of San Giovenale

JenniferRating, 5 stars2 weeks ago
This is, hands down, the BEST place to stay in Orvieto. The view is the best spot in the entire town- no joke. We walked the entire town and not one single view is better. Tourists and locals would walk down to this private area to catch the sunset or marvel at the vineyard views. We knew they were jealous as they saw us open the door right there and go inside. You will also not find a more helpful and gracious host. The streets in Orvieto are VERY NARROW and difficult to navigate but Elisabetta rode eith us in our car to help us park. We had intended on using this as a base for driving around the area but we loved it so much, we left the car parked and just walked the town for two days. Book this now! You will not regret it. It is far better than the photos that don’t do it justice.
Top guest favourite
Home in Tavarnelle Val di Pesa
4.96 out of 5 average rating, 296 reviews

Casa Al Poggio & Chianti view

KathyRating, 5 stars2 weeks ago
Hands down our favorite part of our two weeks in Italy! Casa Al Poggio was our Tuscan home away from home. We went and did all the things… Florence, Cinque Terre, San Gimignano, Montepulciano, etc. But coming “home” to this place was the best. So peaceful and picturesque looking across the valley at the Badia Di Passignano. We cooked many meals in the well stocked kitchen and my husband loved the rustic BBQ. Fresh herbs in the garden and the smell of jasmine blooming on the patio. Book yourself extra time here…you won’t want to leave! Emanuele & Tamara are the kindest people. Take them up on all of their restaurant recommendations. Everyone one was a hit! We can’t wait to go back.

Private house rentals

Top guest favourite
Home in Monticchiello
5 out of 5 average rating, 41 reviews

Lovely home to dream

CadeRating, 5 stars5 days ago
This place is definitely a piece of Tuscany Italy. it will always hold a special place in my wife's and my heart with how beautiful and amazing the house was and the town it is located in. it seemed very well located, close to hot springs, multiple other cities, beautiful country side with horse back riding, world class winery's, ect. She is a great host and I would highly recommend this Airbnb to anybody looking for a one of a kind experience in Italy.
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, 19 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.
Top guest favourite
Home in Arezzo
5 out of 5 average rating, 12 reviews

Villa Medici Donnini Superior Apartment

RobertRating, 5 stars1 month ago
We had a wonderful week-long visit. I wish we had stayed longer. The villa is beautiful. It is spacious, clean, with modern amenities and appliances but also has some very nice antique furniture and decor. The outdoor patio is really amazing, with views of distant Tuscan hills and farms, olive and cypress trees - a great place to eat and relax outdoors. Nearby Arezzo is a great place to visit. There are many interested museums, churches and places to visit in the older section of the town (including the Basilica di San Francesco with frescoes by Piero della Francesca), but there are also more modern parts of town with shops and restaurants, and ample parking. The villa is also within easy driving distance of many other surrounding towns (such as Cortona) and places to visit. Our hosts were super helpful and friendly, and we especially enjoyed the olive oil that is provided and made from the trees growing on the property. We would definitely stay here again.
Top guest favourite
Home in Tuoro sul Trasimeno
5 out of 5 average rating, 53 reviews

the oasis of the foxes

AbbyRating, 5 stars2 weeks ago
Beautiful home in a more secluded area overlooking Lake Trasimeno. The trains and a highway are below but not invasive. The views are beautiful. The home was clean and tastefully updated but still clearly old and had a lot of character. We did not have a car and the train station is an hour walk away. There are a couple buses that pass through but not enough to be a reliable means of getting to and from the house. Even the taxi was busy and we had to be flexible on when we went to the train station but it worked out fine. We walked to and from Tuoro for groceries and visited La Puntabella for a great dinner with a view. It was an adventure and we enjoyed it despite our plan not being very good for this location. Sonia was patient and helpful in working out our means of travel and figuring out the bus schedule. Natolino reminded us of home and he is fun to watch and listen to.
Superhost
Home in Montepulciano
4.86 out of 5 average rating, 50 reviews

the birds view

AntonRating, 5 stars2 weeks ago
The apartment was in a great location. Sunsets have been etched in the retina forever :) What a great view! Easy to walk to all the restaurants and other attractions in Montepulciano.
Superhost
Home in Trequanda
4.68 out of 5 average rating, 109 reviews

“Podere Poggiolino” - a little dream in Tuscany.

MarisabelRating, 5 stars1 month ago
it was so beautiful and comfortable. the garden was amazing. I would definitely stay here again . I stayed here because I was attending a friend's wedding near by, although we were here a short time, it was memorable and we enjoyed it. We made it in late the day of check in , but Antonio still showed up and was helpful. thank you Margherita and Antonio!
Top guest favourite
Home in Cetona
5 out of 5 average rating, 51 reviews

Casa Dolce Toscana~Suite&View

ClaudiaRating, 5 stars6 days ago
Jolanta and her house are a real discovery! The place is wonderful, immersed in the village of Cetona, with a breathtaking view. Jolanta is as attentive and caring as a real mother. We felt welcomed and pampered and we will definitely be back soon to enjoy the wonderful surroundings more. We absolutely recommend it, we hope to see you soon!!

Destinations to explore

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