
Vacation home rentals in Siena
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Top-rated vacation home rentals in Siena
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Family-friendly vacation home rentals

Antico Casale Tiravento - Apartment with balcony
Antonella, Andreas and not to forget Lullu are perfect and so relaxed hosts. They sweetened our mornings with fresh bread, croissants & coffee. The apartment is well equipped and of high quality. We felt very comfortable right away. The garden invites you to linger and is particularly well maintained. Thank you for this special stay!

"IL FIENILE" rustic stone house
Our stay at Marina and Paolo’s hilltop home in the Tuscan hills was nothing short of magical. The house is a true piece of paradise, immaculately clean, with breathtaking views that left us in awe every day. Marina and Paolo were incredibly kind hosts, making us feel completely at home. The swimming pool was fantastic, and the entire experience immersed us in the charm of Tuscan life. We highly recommend this gem to anyone looking for an unforgettable getaway!

Historic apartment Il Prato in Castelfranco
Fab pool! Very comfortable accommodation with friendly host. We really enjoyed our family time there. Train station 10 minutes away with free parking. Very good coop near also

Charming home Crete Senesi
We had the most wonderful time here, the host was very kind snd helpful, we even met a few of the neighbours, all really friendly and helpful. The views and peacefulness of this house/area made it so special. Waking up to birdsong and roosters everyday. Everything was perfect, thank you.

PIERFANTINI private Chianti house ♿️ 🏊♂️ 🐶
The home is beautiful, clean, peaceful. We loved the pool! The location was a bit challenging to get to, things that are close in kilometers take a long time to get to because of narrow, twisty roads. The upstairs apartment had AC, but the bottom one did not. We stayed cool anyway with all the windows open! All five of us loved the water pressure in the showers! eating our breakfast out on the pergola each morning, watching the birds swoop in for drinks in the pool was delightful! It felt safe and peaceful!

"Loggiato" (Porch) 2/4p, terrace, pool, garden
We had a wonderful stay! The place was absolutely perfect – clean, beautifully furnished, and equipped with everything we needed. The peaceful location in the middle of the Tuscan countryside was ideal for relaxing. Communication with the host was smooth and friendly. We’d love to come back – 100% recommended!

La Dimora del Lago - Lake views of Tuscany and Umbria
Jan's place could not have been better! As advertised..and even better..and Jan was incredibly responsive to everything..INCLUDING being proactive before checkin. She anticipated everything and even when I had one question, she was immediately responsive. Of all my Air Bnb experiences, this was probably my best. She made local recommendations for restaurants, stories and services...all turned out to be accurate. We met Jan and (her husband Emilio--a Doctor--and good to know) and felt more like good friends in their home rather than "tenants." And as a bonus, Jan has researched her property history and has documentation to prove that Leonardo DaVinci -that one--had a role in the areas development. Just a nice touch. Am VERY happy.

Holiday Tuscany in the Strettoio
Absolutely beautiful air bnb. The views and surroundings are breathtaking, we loved swimming in the pool whilst looking over the Italian countryside. Leonardo was a great host, always responded quickly and made us feel welcome. We will definitely come back for another stay.
Vacation home rentals with a patio

Il Gelsomino, apartment between Tuscany and Umbria
I cannot recommend this place enough!! We stayed here for a couple of nights and the location is absolutely amazing. It was so quiet, peaceful and being surrounded by beautiful views and nature was just the best feeling. This place is run by Valentina and her parents Rosi and Stefano who are just the sweetest people. They made us feel right at home and were so kind and welcoming. Thank you all so much for having this amazing place! We cannot wait to return one day.

Pian'D'olmo, an ancient farmhouse in the heart of Tuscany
We had a great stay and Frederic was always reachable. The house and garden are beautiful and it’s perfect for 4 people.

Cuculo - Rifugium
Beautiful apartment in the countryside. Spacious and clean. The access by car was a little difficult but definitely recommended.

★ Relaxing apartment & stunning view of Tuscany ★
We went there for the second time and it was just perfect as the first time. Diego's property is beautiful overlooking San Gimignano, it is quiet and very idyllic so you can really unwind. The apartment was great, is well equipped with everything you need. We felt very comfortable and would love to come a third time next year. Thanks to Giorgia for the good communication and flexible check-in.

Villa Sottosopra - Il Limone
We had a wonderful time at Lena's. The apartments are very high quality and the view over Tuscany at breakfast is simply breathtakingly beautiful. Those who have the chance to stay with Lena and her beloved 4-legged friends will feel right at home and have a wonderful, very special time, so that you don't want to leave at the end.

Fontarcella, H&R- mediterranean home with jacuzzi
The place was a 10/10! We felt incredibly comfortable, the communication was great and very friendly. We would 100% recommend it. We were able to relax, it was very clean and the kitchen was perfectly equipped. Thanks for everything!

Elegant farmhouse overlooking Pienza
Apart from the stunning location and beautiful well equipped house, Laura was a delight to deal with. She was responsive and informative. Our guests loved it as much as we did. Thank you Laura.

Apartment in a wine estate in Tuscany
We felt very comfortable during our stay at the end of June. The hosts were very friendly, helpful and gave good tips for activities. We particularly liked the relaxed atmosphere, the beautiful pool and the good wines ☀️
Vacation home rentals with a washer and dryer

Elegant farmhouse surrounded by nature, Terra
We stayed ar Romina's and Riccardo with a couple of friends. We enjoyed our lovely apartment and beautiful peaceful property surrounded by olive trees and herbs. Our hosts were super friendly and helpful, especially since airline lost one of our friends' luggage. Romina helped us communicate with DHL and went above and beyond to make sure it was delivered. Riccardo gladly explained the kind of plants they were growing and harvesting for essential oils. We enjoyed the company of Luna the cat who came visit but was politely staying outside. Wildlife is abundant and nature unspoiled - truly a magical place! The area is quite remote so it may not be convenient to everyone. The closest little town is Casole d'Elsa where you can find 2-3 restaurants and a pharmacy, larger supermarkets are within 20min drive. It's a great starting point to visit Siena, San Gimignano, Volterra. The apartment is well equipped with small stove, dishwasher, fridge and microwave. Highly recommend!

Farmhouse in the countryside with swimming pool Solatìo
We absolutely loved our stay at Marco’s beautiful place! The apartment is stylish, comfortable, and fully equipped with everything you might need. The swimming pool and stunning views of the Tuscan countryside created the perfect setting to relax, read a book, or enjoy a glass of wine. What truly made our stay exceptional, though, was Marco himself—his warm personality and genuine hospitality made us feel incredibly welcome. We highly recommend staying at Marco’s and would love to come back someday!

Poggio al Casone - Barrique basic apartment
Micheal & Ottavia were excellent hosts, gracious, kind & always nearby to answer any questions.

Melarancio Residence
We enjoyed our stay at this apartment. Having an elevator was a blessing on days we were exhausted and air conditioning in every room meant we didn’t have to melt the few days we had really hot weather. Location is super convenient with the Mercato Centrale, Firenze SMN station, and the Medici chapel just around the corner from us. The grocery store downstairs was well stocked and there’s also a dollar store, pharmacy, and gym nearby.

RED into the heart of Florence
Casasafer is a modern AirBnB with all that you need for a memorable stay in Florence. Step out the door, walk for a few mins in any direction, and you'll likely find yourselves in one of Florence's many wonderful must-see places. The duplex apartment we stayed in was very pleasant, opening into a cozy dining room with an adequate kitchen on the side, an open air sit-out for sunny days, and a mezzanine loft with a comfortable large double bed that fit two adults and two lite kids. There was also a sofa-bed in the dining room we could've used. The common basement area is also another zone that one can spend time in, especially if you are a frazzled parent who needs to maybe read a book far from the madding kids. Overall, the sort of place you can always safely recommend. Our special thanks also to Claudia, whose care for the little details like a bit of a snack and a good bottle of local wine to welcome us, and helpful tips for places to visit, food to try, gave our trip a local touch.

TOSCANELLA RUBY STUDIO
We had an excellent stay at this apartment in Florence! The space is simple yet very practical, comfortable, and equipped with everything needed. The building is old, charming, and authentic — a true piece of the city’s history. Having an elevator was a big plus. The apartment is cozy, well laid out, and perfect for relaxing after a day of exploring. The neighborhood is wonderful, full of life, with many art galleries, bars, and cozy cafes. The neighbors are friendly and the street is especially beautiful — ideal for peaceful walks. Everything combined made our experience in Florence truly special. Highly recommend!

SienaEntire TuscanProperty PoolHottub OutdrKitchen
My family came from the UK, Germany, and the US to Liesbeth's place for a grand reunion. We had three young children and they absolutely loved the property, the pony, Polly, the swings, the pond, and the trampoline. Even though it was too cold to swim, we loved hanging around and wandering through the olive groves. I think if it was warmer, we would have had a tough decision whether to stay and enjoy all the outdoor cooking and swimming opportunities or venture out to Siene and other areas. The three apartments were great though it was tough to pick a central kitchen and living room to congregate. The beds were comfy and there were tons of bathrooms and showers. We explored Siene three times because it was only a 30 minute drive. The Etruscan necropoli close by was a cool hike as well as walking along the river near Colle D'Elsa. It was the perfect home base for all the area offers as well as a great spot to stay home and spend time together; a long stay is highly recommend.

App.Cavallo - Megognano,2/A
Flaminia and Luigi are very welcoming! The view of the place is fantastic. Room is very clean and spacious, we enjoyed our stay here!
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- Santa Maria Novella
- Duomo di Firenze
- Lake Trasimeno
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Basilica of Santa Maria Novella
- Gulf of Baratti
- Mugello Circuit
- Ponte Vecchio
- Cala Violina
- Fortezza da Basso
- Uffizi Gallery
- Parco delle Cascine
- Piazza della Repubblica
- Piazzale Michelangelo
- Mercato Centrale
- Marina di Grosseto beach
- Kite Beach Fiumara
- Pitti Palace
- Stadio Artemio Franchi
- Giardino Bardini
- Cavallino Matto
- Avignonesi Winery Fattoria Le Capezzine
- Medici Chapels
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
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