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House vacation rentals in Sinalunga

Find and book unique houses on Airbnb

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Popular amenities for Sinalunga house rentals

House rentals with a pool

Superhost
The outdoor space features a sparkling swimming pool surrounded by a stone terrace. Sun loungers are arranged along the edge, while a lush green lawn and trees provide a natural backdrop. Scenic views of the countryside are visible beyond the pool area.
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 favorite
A rectangular pool glistens under the sun, surrounded by a stone deck with several sun loungers positioned alongside. Umbrellas provide shade for relaxation. Lush greenery borders the area, and the building's rustic facade is visible in the background, enhancing the serene atmosphere.
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!
Superhost
A clear stone pool is surrounded by lush greenery, with gentle slopes visible in the background. A sun umbrella offers shade nearby, while a well-maintained terrace provides a serene atmosphere. The scene captures the tranquil setting, ideal for relaxation and enjoying the surrounding nature.
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 favorite
A private pool is set within a well-kept garden, surrounded by lush greenery and gently sloping grass. The octagonal pool is framed by stone pathways and features a small tree at its center. The tranquil outdoor space invites relaxation and enjoyment.
Home in Gaiole in Chianti
4.86 out of 5 average rating, 263 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.
Guest favorite
A private pool is surrounded by sun loungers, set on a wooden deck. The pool area features natural stone paving and is enclosed by a child-proof fence. Lush greenery and olive trees outline the space, providing a serene environment for relaxation.
Home in Lecchi in Chianti
4.96 out of 5 average rating, 136 reviews

Casa di Lyndall - Entire house with exclusive pool

TerriRating, 5 stars7 months ago
This home is the epitome of a classic villa in the chianti region. Lecchi is very a small village that is walkable to a market, bar & cafe, and one of the best dinner spots we visited in our entire trip to Italy - the Malborghetto restaurant is a must! We rented a car for this week of our trip, and would highly recommend doing so. There are many nearby villages with great trattorias and shopping options - and gorgeous views everywhere you turn. Casa di Lyndall is a roomy, well appointed home with all the amenities you could need. Very clean, and very comfortable, and the view out the front windows is beyond compare. Lyndall was very responsive and provided us with excellent recommendations of things to do during our stay. Clementina greeted us when we arrived and was so sweet and helpful. There is nothing we would change about our stay!
Superhost
A stone pathway leads to a charming rustic building, surrounded by greenery and blooming flowers. To the side, a flat stone table under a large tree provides a serene outdoor space, inviting relaxation amidst nature.
Home in Rietine
4.85 out of 5 average rating, 208 reviews

Gaiole in Chianti Poggio Casabianca

AlexRating, 5 stars3 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 got good tips and advice from the two. Our dog also felt very comfortable and since the property is completely fenced, he was able to move freely. We would come back back. It was an incredibly beautiful time!
Top guest favorite
A private swimming pool is framed by landscaped greenery, with steps leading into the clear water. The expansive water surface reflects the distant view of Lake Trasimeno and the surrounding landscape under a partly cloudy sky.
Home in San Feliciano
4.9 out of 5 average rating, 143 reviews

Casa dei 5 Sensi - Trasimeno view

RobertoRating, 5 stars3 weeks ago
What a beautiful place! Great view of the lake. Sergio was incredibly friendly and responsive. He gave us local recommendations and even made us a fruit salad. I will definitely be booking with Sergio again the next time we are in Umbria.
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.

Weekly house rentals

Guest favorite
The spacious living area features wooden beams and a stone accent wall, creating a warm ambiance. A decorative carpet lies on the polished floor, complemented by a comfortable sofa and a stylish lamp. The room includes a media console and a shelf displaying artful decor.
Home in Scrofiano
4.93 out of 5 average rating, 15 reviews

Dimora Il Convento

ChristinaRating, 5 stars2 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.
Guest favorite
The villa is positioned on a hillside, offering panoramic views of the rolling Tuscan countryside at sunset. Olive trees are scattered throughout the landscaped garden, with a covered terrace visible, inviting outdoor relaxation and dining. Warm light bathes the scene, enhancing the natural beauty.
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 favorite
The image depicts a tranquil swimming pool with sparkling turquoise water, reflecting the surrounding greenery and a distant stone building. Tall cypress trees line the area, enhancing the serene landscape, while sun loungers are arranged neatly near the pool's edge.
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 favorite
A charming stone house is set amid olive trees, showcasing a rustic façade with wooden shutters. The outdoor space features a grassy area, inviting relaxation while enjoying the serene landscape of the Tuscan countryside under a partly cloudy sky.
Home in Scrofiano
4.96 out of 5 average rating, 57 reviews

The House of Olives

LeonoreRating, 5 stars6 days 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
Top guest favorite
Rustic wooden windows are open, framing a scenic view of rolling hills, cypress trees, and distant buildings. Natural light pours into the room, highlighting the stone sill and surrounding walls.
Home in Monticchiello
5 out of 5 average rating, 39 reviews

Lovely home to dream

NadinRating, 5 stars2 weeks ago
Sarah was in touch with us before arrival, recommended restaurants and inform us about the parking place, as you can't park inside the old town. the apartment was as in the pictures, beautiful view
Top guest favorite
A modern kitchen is highlighted by sleek gray cabinetry and a spacious wooden dining table. Red metal chairs complement the design. Full amenities are visible, including a stainless steel oven and a kitchen sink, creating a functional and inviting cooking environment.
Home in Torrita di Siena
4.98 out of 5 average rating, 46 reviews

Casa Ilda A/C, Wi-Fi Private parking

NicolasRating, 5 stars1 week ago
Great place! Beautiful area and close to the activities we had planned. Very clean and spacious apartment - clear instructions.
Superhost
A warm living area features arched windows allowing natural light to fill the space. A wooden coffee table is positioned in the center, surrounded by a comfortable sofa and a rattan chair. Shelving units display decorative items and a small plant sits atop the table.
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!
Guest favorite
A small pot with a green plant is placed on a stone windowsill. Behind it, a colorful bird decoration on a stake reads 'WELCOME.' The view reveals traditional terracotta roofs and distant hills under a partly cloudy sky.
Home in Sinalunga
4.84 out of 5 average rating, 37 reviews

Tuscany Cottage

AlessandroRating, 5 stars1 month ago
Great base to visit the surroundings of Sinalunga, well-equipped house with all the necessary amenities, quiet and quiet area, definitely recommended!

Private house rentals

Top guest favorite
The living area features exposed stone walls and wooden beams, creating a rustic ambiance. A spacious sectional sofa is complemented by a round accent chair. A round mirror reflects light from the window, while a decorative fireplace adds warmth to the space.
Home in Castiglion Fiorentino
5 out of 5 average rating, 35 reviews

Hidden gem in Tuscany

MitchellRating, 5 stars4 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.
Top guest favorite
The stone facade of the house blends with the surrounding greenery, showcasing a rustic charm. A sloped roof with tiles enhances the traditional design. Two windows are framed by wooden shutters, while a wooden fence outlines the grassy area in front.
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
Guest favorite
A serene swimming pool reflects the twilight sky, with vibrant hues as the sun sets in the distance. A silhouette of a statue stands gracefully near the pool's edge, while a sun lounger awaits nearby, adding to the tranquil ambiance.
Home in Arezzo
4.88 out of 5 average rating, 24 reviews

Colonial house immersed in a natural park.

MarieRating, 5 stars10 months ago
We spent two weeks at Rolando and Patrizia's with our two one-year-old and three-year-old children. The place is absolutely beautiful with a sublime view. They had a lot of little touches for our children throughout the stay. It was always a pleasure to chat with them. Accommodating, very considerate. The kids were always happy to see them. As for the house, it is very nice and easy to live in. The two terraces are a real plus. And again the views filled us throughout our stay.
Top guest favorite
A cozy dining area is seen through open double doors, revealing a view of the green garden outside. Wooden chairs surround a table, while a rustic cabinet adds to the charm of the space. Natural light enhances the warm ambience.
Home in Castiglione d'Orcia
4.96 out of 5 average rating, 93 reviews

Da nonna Ornella - nest in Val d'Orcia

준우Rating, 5 starstoday
Apart from the fact that communication was a little disappointing (this can also be communicated through a translator), it was really the best accommodation. I want to give a perfect score to everything from the location to the host. Our honeymoon was perfect because of the fantastic scenery and the warm and considerate kind diva. It's too far, but if I get the chance, I definitely want to come back. We pay respect, gratitude, and tribute to Diva for giving us the best experience. You are the best, Diva!
Top guest favorite
A charming exterior of a residence is presented, featuring whitewashed walls and brown-shuttered windows. The surrounding greenery provides shade, and a wooden bench is placed near the entrance, contributing to a welcoming facade.
Home in Montepulciano
5 out of 5 average rating, 22 reviews

Casa di Mela

BeritRating, 5 stars6 days ago
We loved our visit at the accommodation! Beautiful city, lovely flat, great area. Very clean and nice to live in, the benches in front are perfect for concluding the evening with a glass of vino nobile di montepulciano. Modern stove and kitchen allow for easy cooking, always a blast. 5/5.0
Guest favorite
An outdoor dining area features a table set with plates and a centerpiece of apples. Surrounding the table, four beige chairs invite relaxation. A wrought-iron railing provides an unobstructed view of the scenic landscape, bathed in bright sunlight.
Home in Cortona
4.95 out of 5 average rating, 19 reviews

House of Roses

CathyRating, 5 stars2 weeks ago
Denyse's place was perfect for our 6 day vacation in Cortona. We wanted a restful spot with easy access for day trips. For 2 couples it was wonderful with one large bedroom and bath on different floors, up to date kitchen and best of all -- the rooftop terrace. Since the place is next to the city wall -- we had sweeping views of the Tuscan valley and the historic buildings. Easy walking distance to plazas and restaurants (be prepared for some uphill). Someone from Together in Tuscany was usually at the Tourist Info center so it was wonderful to stop there and speak to Isabella if we had any questions or issues. . She was very responsive on What's App too. Denyse always responded promptly before and during our visit as well. They also arranged a walking tour of Cortona for us. This place was a gem and I highly recommend it to anyone who needs a peaceful and restorative vacation.
Top guest favorite
The image displays a panoramic view of Montepulciano, showcasing an array of rustic buildings with terracotta roofs. The landscape features rolling hills in the background, and a green garden is visible in the foreground, enhancing the historic charm of the area.
Home in Montepulciano
4.95 out of 5 average rating, 19 reviews

Hortus Conclusus House

FionaRating, 5 stars2 weeks ago
Amazing place and would definitely be our number one place to stay when we return. Clean and spotless with luxuries like slippers are provided and some breakfast items too. Even a UK-Italy plug converter! Loved it! Thank you to Lucia, Luca and your mum! xx
Top guest favorite
A welcoming dining area features a wooden table set with plates and glassware, accompanied by fresh fruit. A bouquet of flowers sits on an adjoining console, while a television displays scenic imagery against a warm, yellow wall illuminated by wall-mounted lighting.
Home in Pienza
5 out of 5 average rating, 53 reviews

Pienza Center - Stylish Apt, 6 Guests, A/C & WiFi

ShirleyRating, 5 stars2 weeks ago
We loved our stay in this apartment. It was perfect for the three of us - clean and very well stocked for us with extra amenities!!!! We really appreciated that. We love Pienza, and very much enjoyed our stay here. Thank you!!!

Destinations to explore

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