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Holiday home rentals in Asciano

Find and book unique holiday home rentals on Airbnb

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Popular amenities for holiday home rentals in Asciano

Family-friendly holiday home rentals

Guest favourite
Holiday home in Passignano sul Trasimeno
5 out of 5 average rating, 25 reviews

Antico Casale Tiravento - App. con balcone

Marcel SarahRating, 5 stars1 week ago
Antonella, Andreas und nicht zu vergessen Lullu sind perfekte und so entspannte Gastgeber. Sie haben uns jeden Morgen den Start in den Tag mit frischem Brot, Croissants & Kaffee versüßt. Die Wohnung ist bestens und hochwertig ausgestattet. Wir haben uns sofort sehr wohl gefühlt. Der Garten lädt zum Verweilen ein und wird besonders gepflegt. Vielen Dank für diesen besonderen Aufenthalt!
Guest favourite
Holiday home in Cortona
4.98 out of 5 average rating, 46 reviews

La Pergola | Farm House with fantastic view

Rasmus RudRating, 5 stars11 months ago
Autentisk fungerende bolig med fantastisk udsigt. Dejlig placering ugeneret og tæt på vandrerute gør det dejligt at have hund med.
Guest favourite
Holiday home in Cortona
4.87 out of 5 average rating, 260 reviews

Wonderful Casa Idilio Cortona

AnnaRating, 5 stars3 weeks ago
Perfectly located apartment in old town - with a gorgeous terrace to enjoy some peace outdoors. Simone was most helpful and kind with his instructions and brought me coffee for the moka when I asked was there any coffee. Excellent restaurants and bars nearby. It was a wonderful weekend medieval festival in Cortona - so memorable. Grazie
Top guest favourite
Holiday home in Bolsena
4.98 out of 5 average rating, 173 reviews

The view with a room - Piazza dei Monaldeschi

EricaRating, 5 stars2 weeks ago
Our stay at Giulio & Emanuela’s place was truly magical. Giulio was very proactive and responsive with giving us directions and instructions on how to get there. They were always there for us if needed and extremely friendly, welcoming, and helpful. Could not rave about this gem more. The place and the surrounding neighborhood are something special, and I hope to be back again someday!
Guest favourite
Holiday home in Faella
4.93 out of 5 average rating, 112 reviews

Appartamento storico Il Prato a Castelfranco

AnneRating, 5 stars4 days ago
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
Top guest favourite
Holiday home in Roccatederighi
4.92 out of 5 average rating, 37 reviews

Holiday in an antique farm, Pergola

AaronRating, 5 stars2 weeks ago
If you have the chance to stay at Peruzzo, stop reading reviews and book it already! The farm is stunning, peaceful and you feel like you are staying at a friend's place rather than an Airbnb. If you have kids, Peruzzo is a perfect place for them to run around and see all of the farm animals. Giuila and Elisa were incredibly hospitable and welcoming, giving detailed and fantastic recommendations for things to do in Tuscany. The area is also a much quieter and less touristy part of Tuscany, with mostly locals. Most of the restaurants we went to were very quiet, but the food was incredible and cheap. We met many other guests that have been going to Peruzzo with their family every year for 20+ years and we can totally see why, we miss it already. We will definitely be coming back again the next time we are in Italy.
Guest favourite
Holiday home in Porto
4.95 out of 5 average rating, 130 reviews

La Dimora del Lago - Lake views Tuscany and Umbria

MurrayRating, 5 stars4 days ago
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.
Guest favourite
Holiday home in Buonconvento
4.91 out of 5 average rating, 55 reviews

farm in the countryside for groups

FrançoiseRating, 5 stars1 month ago
Nous avons passé un excellent séjour en Toscane. La maison est en pleine campagne, calme et paisible. Nous avons juste regretté qu’il n’y ait pas un kit de base (sel, poivre, huile, sucre et de quoi faire une lessive ) pour le premier jour car nous n’avions pas pensé à tout et les commerces ne sont pas tout prêts. En dehors de ce détail, tout était très bien.

Holiday home rentals with a patio

Top guest favourite
Holiday home in Orvieto
4.99 out of 5 average rating, 95 reviews

Casa Isla, near Orvieto, amazing views + pool

GeorgiRating, 5 stars1 month ago
We had wonderful stay at Casale Zeno. The pristine environment is exactly what we needed and the beautiful sceneries surrounding the property were divine. Jo and Tony are very friendly hosts and it was pleasure staying at their place. We really appreciate all the small details provided in the accommodation along with the super comfortable mattress and pillows. The house is a perfect base for exploring Orvieto and the fantastic region around it. We would happily come back and recommend it. Thank you for a magical stay!
Superhost
Holiday home in Torrita di Siena
4.83 out of 5 average rating, 18 reviews

Pian'D'olmo, antico casale nel cuore della Toscana

ClaudiaRating, 5 stars3 weeks ago
La estadía en esta casa fue realmente espectacular. Todo precioso, limpio, práctico e incluso mejor que lo que se ve en las fotos. Además la casa estaba equipada con todo lo necesario y hasta cosas extras como para cocinar, descansar, abrigarse y todo lo imprescindible para el baño y el resto de los espacios. Pasamos una increíble estadía con nuestra familia, fue el cierre ideal del viaje a Italia. Un lugar maravilloso con muchísima tranquilidad y cerca de muchos pueblos hermosos que visitar. No tuvimos ningún problema con el hospedaje y aún así Frederic estuvo siempre atento a que estuviéramos cómodos. Recomiendo este hospedaje en un 100%. De los mejores en que me he quedado. Muchas gracias por todo Frederic. De verdad estuvo todo impecable.
Top guest favourite
Holiday home in Cantagallina
4.96 out of 5 average rating, 45 reviews

Il Cipresso, one bedroom apartment near Trasimeno!

GrahamRating, 5 stars1 week ago
An absolutely wonderful place, this was the best Air-BNB we have ever stayed in. The owners are lovely and put so much love and attention to detail into every aspect, not just the property but the gardens too. We felt extremely welcome and comfortable right from the start and throughout our stay. The thoughtful arrangement of properties and trees and hedges ensures all guests have privacy when they want it but at the same time easy access to all facilities and to the owners. The pool was spotlessly clean and we enjoyed using it most days between trips out and the thoughtful provision of garden games made our stay the best. Rosi, Stefano and Valentina are the perfect hosts, we would love to return and highly recommend this fabulous place.
Superhost
Holiday home in Greve in Chianti
4.9 out of 5 average rating, 20 reviews

Cuculo - Rifugium

KlioRating, 5 stars2 months ago
Beautiful apartment in the countryside. Spacious and clean. The access by car was a little difficult but definitely recommended.
Top guest favourite
Holiday home in Umbertide
5 out of 5 average rating, 16 reviews

Casa Torre

JoannaRating, 5 stars8 months ago
We had a magical stay at this house! He surroundings are breathtaking and lots of space for my kids to run around and explore the natural beauty. We felt right at home in this house and it was the perfect base for us to go out exploring everyday. We can only hope to return on our future travels.
Superhost
Holiday home in Radda in Chianti
5 out of 5 average rating, 31 reviews

Tuscany Country House, Central Chianti, Pano Views

KyleRating, 5 stars1 month ago
We found Peggy’s place to be the perfect spot for exploring Tuscany. The instructions made it for easy to find & only a few short minutes drive from Panzano where we had lunch at Dario’s (a must in our opinion). Also highly recommend Montese Cooking Experience in San Gimignano.
Guest favourite
Holiday home in Gaiole in Chianti
4.96 out of 5 average rating, 28 reviews

The Piccola Villa of Borgo Argenina

MeghanRating, 5 stars1 month ago
This was our favorite place we stayed in Italy and we went to three other locations. The view is unbeatable and so much to do nearby. We went to a few wineries and ate at Malborghetto (Highly recommend for an authentic experience and small town feel!). We hope to come back! Communication with hosts was great. amenities such as the pool, breakfast, the kitchen, were awesome. Thanks so much for a wonderful stay!
Top guest favourite
Holiday home in Pienza
4.95 out of 5 average rating, 79 reviews

Pienzalettings

EllenRating, 5 stars1 week ago
Lovely suave in the historic section.

Holiday home rentals with a washing machine and dryer

Top guest favourite
Holiday home in Figline e Incisa Valdarno
5 out of 5 average rating, 43 reviews

Casa colonica nel verde con piscina Solatìo

ArnoRating, 5 stars2 weeks ago
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!
Guest favourite
Holiday home in Centro Storico
4.91 out of 5 average rating, 275 reviews

Melarancio Residence

TasneemRating, 5 stars3 weeks ago
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.
Superhost
Holiday home in Ulignano
4.72 out of 5 average rating, 18 reviews

★ Relaxing apartment & stunning view of Tuscany ★

Anna-LenaRating, 5 stars10 months ago
Wir waren schon zum zweiten Mal dort und es war wie auch schon beim ersten Mal einfach nur perfekt. Diegos Anwesen ist wunderschön mit Blick auf San Gimignano, es ist ruhig und sehr idyllisch sodass man richtig gut abschalten kann. Das Apartment war super, ist gut ausgestattet mit allem was man braucht. Wir haben uns sehr wohl gefühlt und würden uns freuen nächstes Jahr ein drittes Mal zu kommen. Danke an Giorgia für die gute Kommunikation und den flexiblen Check-In.
Top guest favourite
Holiday home in Chianni
5 out of 5 average rating, 19 reviews

Villa Sottosopra - Il Limone

TinaRating, 5 stars1 week ago
Wir hatten eine wundervolle Zeit bei Lena. Die Apartments sind sehr hochwertig ausgestattet und der Blick beim Frühstück über die Toskana ist einfach atemberaubend schön. Wer die Chance hat bei Lena und ihren geliebten 4 Beinern zu übernachten - wird sich gleich wie zu Hause fühlen und eine wunderbare , ganz besondere Zeit haben, sodass man am Ende gar nicht mehr abreisen möchte.
Guest favourite
Holiday home in Centro Storico
4.93 out of 5 average rating, 179 reviews

TOSCANELLA STUDIO RUBINO

BilbaoRating, 5 stars1 month ago
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!
Guest favourite
Holiday home in Casole d'Elsa - Siena
4.91 out of 5 average rating, 23 reviews

Elegante Agriturismo immerso nella natura, Aria

PatriziaRating, 5 stars2 months ago
Wir hatten über Ostern einen Tour durch die Toskana geplant und wurden von Romina direkt sehr herzlich empfangen. Die Unterkunft liegt sehr abgelegen und ist mit dem Auto über Feldwege erreichbar. Durch die Beschreibungen von Romina konnten weiter das Gelände aber direkt finden. Wir sind mit dem E-Auto angereist und konnten unser Auto problemlos vor Ort laden. Von dort haben wir Siena, San Gimignano und Volterra besichtigt, was alles zwischen 30-50 Minuten mit dem Auto entfernt liegt. Ansonsten hatten wir auch dort eine schöne Zeit durch die Ruhe vor Ort. Romina und Riccardo haben eine Olivenplantage und stellen eigene Produkte her. Darunter nicht nur Olivenöl, sondern auch Honig und Ätherische Öle. Romina hat uns alles gezeigt und wir durften Öl und Honig probieren. Wir haben direkt auch Ölivenöl und Honig gekauft, um es mit nach Hause zu nehmen. Wir würden jeder Zeit wieder kommen. Vielen Dank für den schönen Aufenthalt!
Guest favourite
Holiday home in Poggibonsi
4.93 out of 5 average rating, 54 reviews

App.Cavallo - Megognano,2/A

MattiaRating, 5 stars1 week ago
Abbiamo soggiornato presso la struttura di Flaminia insieme a nostra figlia di 13 anni e ci siamo trovati molto bene. Flaminia è cordiale, attenta e molto disponibile. I letti davvero molto comodi e il loro bio lago una favolosa sorpresa. L’appartamento era in linea con le foto ed è stato uno splendido soggiorno. Grazie Flaminia 🥰
Guest favourite
Holiday home in Montespertoli
5 out of 5 average rating, 7 reviews

Casa Vacanze Rondini Blu - Appartamento Uva

ErikaRating, 5 stars2 months ago
A perfect Tuscany stay. We really enjoyed our stay. Thank you!

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Siena
  5. Asciano
  6. Holiday home rentals