Holiday houses in Sinalunga

Home in San Casciano In Val di Pesa

4.83 out of 5 average rating, 89 reviews

Tuscan Villa Featured Conde Nast Best Villas Italy

StaceyRating, 5 stars4 months ago

We had a wonderful stay for a family of 5 adults. The location is idyllic and we loved being in Rose and Pier’s villa set in amongst the vineyards and olive groves! It is a short drive to wineries and excellent food in Tuscany and truly felt like a home away from home. I highly recommend staying here, and we will come again for a future stay in Tuscany! Rose and pier are excellent hosts and greeted us with some very delicious gifts which was so thoughtful and so appreciated after a long travel day.

4.98 out of 5 average rating, 128 reviews

Home in Prato

Tofanello Orange Luxury and Modern Comfort with Outdoor Pool

JacRating, 5 stars4 months ago

Charming, quiet country setting full of peaceful hikes and relaxation. Ilonka and Rob provide a lovely environment with all necessary amenities, with attention to detail. Arezzo and Assisi are both with an hours drive, Cortana a bit further. We departed our stay fully recharged. Highly recommended for those looking for time away from the pace of today. Deepest gratitude to Ilonka and Rob for their hospitality.

4.98 out of 5 average rating, 51 reviews

Villa in Petrignano

Restored Farmhouse & Cottage with AC, Pool & WIFI

JeffreyRating, 5 stars7 months ago

For our family vacation, three couples and a 1-year old, the place was perfect. The ability to spend the heat of the day in the huge pool or inside the refreshing lodging made the stay excellent. The place is close to groceries, pharmaceuticals, restaurants, local sites, cities, etc. Ken was always responsive to whatever issue we brought up and his quick replies were greatly appreciated.

Villa in Figline Valdarno

4.98 out of 5 average rating, 44 reviews

The Castellaccio of Figline

JenniferRating, 5 stars5 months ago

There are not words for our wonderful stay at Daniele and Barbara's house. It's a whole family affair, with both parents taking care of us and the house. You can tell they all have the kindest souls and did their best to make us feel welcome and at home even with the language barrier! The house was very clean and had a beautiful view - I've never seen a more beautiful sunrise, honestly. The driveway is steep but we made it up just fine in our 9 passenger van. It is easy to find and it is very easy to access the downtown area. There are a lot of grocery options nearby and restaurants, as well. We tried to take the train one day but couldn't find parking - just a warning if you plan to do the same (though with a smaller car, you might be fine). The house is very close to some good wineries and easy to access Greve in Chianti, which was a nice visit. The house itself had very comfortable beds, clean bathrooms and nice water pressure in the showers. I would recommend this stay to anyone!

Home in Terranuova Bracciolini

4.96 out of 5 average rating, 24 reviews

Casa Canto alla Luna Pool WiFi Garden & Yard

AlbertoRating, 5 stars7 months ago

This place is simply amazing and Simona is probably the best host you can find, she makes you feel like a family friend and not just a guest. She made quite q few recommendations (even after leaving her place) that really made a difference. The house, the restaurant, the staff, the surrounding area, the swimming pool, everything is like coming out of one of those films that makes you want to go to Tuscany, so authentic and aesthetic. All the details are carefully looked after and this place makes you feel exactly as you expect when you choose Tuscany. Thanks a lot Simona, we really enjoyed these days and we expect to come back in the future.

5 out of 5 average rating, 30 reviews

Villa in Allerona

Vakantievilla Farmhouse Dolci Hills

DanielRating, 5 stars2 months ago

Absolutely wonderful stay. This place is truly breathtaking and the hospitality shown was incredible. Super comfortable bedding, very well stocked kitchen with all appliances. The attention to detail with the property is outstanding and it is so well finished, we felt lucky to be able to stay. Perfect stay, already want to visit again.

4.91 out of 5 average rating, 23 reviews

Villa in Loro Ciuffenna

Villa with pool & view near Florence and Arezzo

WilliamRating, 5 stars6 months ago

I’m a frequent Airbnb guest, in different locations around the world, and I don’t think I’ve had a better experience than here. Simone was spectacularly helpful and friendly , and the meal he made us all on one of our evenings was Michelin star standard. The villa itself was incredibly well equipped, with everything that you could ever wish for, especially in the kitchen which was so well equipped ( and I speak as someone who booked a villa in Sicily in June this year, where the kitchen was quite the opposite) The location was ideal, with a view of the Tuscan hills and the Arno valley to die for. I can’t recommend this villa, and especially Simone, more highly

4.8 out of 5 average rating, 166 reviews

Farm stay in Pienza

Vacation in Piandimaggio in Val d'Orcia.

LeonieRating, 5 stars2 weeks ago

Nice old farm house! Paolo was very friendly, even though our Italian is not too good. Note that Google knows "Agriturismo Pian di Maggio", so navigate there! The house has no house number, so searching for the listed address gets you to the correct (but long and mostly uninhibited) road ;)

5 out of 5 average rating, 4 reviews

Apartment in Scrofiano

Historic Tuscany Oasis 2BR, 2BA, Garden, A/C

KataRating, 5 stars7 months ago

This small old house in the 12th-13th century medieval village is tastefully furnished and excellently equipped. We think the two bathrooms are a big bonus, it was very useful for us. In addition, we would highlight the equipment of the kitchen and the quality of the bed mattresses.The host lady lives right next to the accomodation, a few steps away, which gives security. She was very flexible and patient with our late arrival. You can only park a little further from the house, but it seemed safe and a short walk would not hurt.Overall, we recommend this place to anyone looking for a quiet, romantic stay.

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Stay near Sinalunga's top sights

Coop24 locals recommend

Forcillo Ristorante Locanda & Camere19 locals recommend

La Toraia18 locals recommend

Centro Commerciale I Gelsi18 locals recommend

UCI Cinemas Sinalunga11 locals recommend

Sinalunga Stazione station8 locals recommend

Other great holiday rentals in Sinalunga

Apartment in Mercatale Valdarno

4.98 out of 5 average rating, 80 reviews

Panoramic view from stone Apartment- Pool and A/C

ClaireRating, 5 stars6 months ago

While looking for a place to stay it’s often difficult to choose. If we had known how fabulous this place was it would have been a no brainer! We all agreed that this is the best Airbnb we have ever stayed in on all of our travels. Massimiliano was a delight and so personable. He made excellent suggestions one being having a cooking lesson. If you have a chance ask for Francesca! The BEST! One last thing…we left with amazing recommendations for the next part of our trip. Thank you so much for a wonderful stay! Good luck with the harvest!

4.9 out of 5 average rating, 178 reviews

Cottage in Volterra

Podere Grignano, beautiful Tuscany

MarkRating, 5 stars2 months ago

Stefano and Roberta are two of the most absolute intrepid souls you will ever encounter. Their hospitality and generosity is without equal. Smartly appointed and expertly renovated, this exquisite example of an ancient farmhouse sits atop a stunning ridge line with vast views and expansive mountain scenery inspiring and enchanting at every turn. Right in the heart of Tuscany, this spectacular piece of the Italian wonderland does not disappoint!

5 out of 5 average rating, 7 reviews

Farm stay in Camucia

The Garden of Olives | Casa Ippocastano

ViktorijaRating, 5 stars6 months ago

Everything was perfect! Nice place to rest with a wonderful chill lounge and a pool. Federica and Enrica were responsive and helpful hosts. Thanks for the time and all the recomendations.

4.95 out of 5 average rating, 75 reviews

Villa in Asciano

Podere on the Crete Senesi

ChulaRating, 5 stars5 months ago

We spent a glorious and relaxing week at Sarchianello and could not recommend it more. The location was perfect for day trips to local places like Siena and Montalcino, and it was the ideal place to return to for an evening of eating and drinking. We loved our stay and were sorry to leave! It truly felt like a home away from home.

Villa in Terranuova Bracciolini

4.8 out of 5 average rating, 5 reviews

Casa al Fiume - Villa with exclusive pool

MarcRating, 5 stars103 months ago

We thoroughly enjoyed our stay and highly recommend. Barbara was gracious and great to work with. The house was charming and just as great as it looks on the listing. The property and grounds are amazing. The town nearby was fun to visit with everything you need and lots to see. You are also in easy driving range of the other main Tuscany towns. Overall an excellent experience. Thank you Barbara!

4.87 out of 5 average rating, 60 reviews

Home in Certaldo

Paluffo Tower House

ShelbyRating, 5 stars8 months ago

My family of 5 including an infant, toddler and teen, had the best time at il Paluffo. It is a stunning property, the natural pool is unique and refreshing, they offer a ton of activities, local recommendations, and communication was always easy. Claudia, the manager, simply the best! She recommended us an amazing public pool in the hills of Tuscany, great for kids, and suggested some of the best places to eat nearby. It felt like she always had our best interest at heart. We would absolutely stay here again and will recommend to everyone we know!

5 out of 5 average rating, 11 reviews

Villa in Murlo

Pompana Rustic Charm Casale

VioletaRating, 5 stars6 months ago

Everything was just perfect and even better than it looks in the pictures. Scenic views, beautiful bedrooms, both has it's private bathrooms - kitchen is fully equiped, we didn't miss anything at all! The village is super small, we didn't meet any people during our stay, it seemed that we were alone:) would definitelly recommend it to friends!