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Apartment holiday rentals in Asciano

Find and book unique apartments on Airbnb

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Popular amenities for Asciano apartment rentals

Weekly apartment rentals

Guest favourite
Flat in Pogi
4.94 out of 5 average rating, 89 reviews

Borgo Iesolana Suite Superior

RobertRating, 5 stars3 weeks ago
5 Stars – A Tuscan Dream Come True! Our stay at Francesco’s private resort-style retreat in the hills of Tuscany was absolutely magical. The location is stunning—peaceful, picturesque, and the perfect escape into the beauty of the Italian countryside. The rustic room had so much charm and comfort, and the property itself was amazing, with not one but two beautiful pools to relax by. One of the highlights was the on-site restaurant. The free breakfast was far beyond the typical offering—not just muffins, but a full, authentic Italian breakfast that we looked forward to each morning. Dinner was just as impressive, showcasing delicious local flavors and warm hospitality. It was also a great jumping-off point for exploring the region—we took a lovely day trip to Siena with ease. This place is a hidden gem, and we’d return in a heartbeat. Highly recommended for anyone looking to experience the best of Tuscany!
Top guest favourite
Flat in Montalcino
4.96 out of 5 average rating, 68 reviews

Focolare for 4 people with swimming pool in Montalcino

LudovicoRating, 5 stars1 month ago
Giancarlo’s place in Tuscany is a gem with incredible views a comfortable home and great access to the surroundings which are special and unique! Would recommend renting a car to visit the area.
Superhost
Flat in San Giovanni d'Asso
5 out of 5 average rating, 20 reviews

Podere Ferranino #Cimabue Townhouse

CoreyRating, 5 stars2 weeks ago
Amazin relaxation! Great space, gorgeous view, and they even have an electric charging station!
Guest favourite
Flat in Castiglione del Lago
4.91 out of 5 average rating, 143 reviews

Ulivo - Charming apartment in the countryside

CharlotteRating, 5 stars1 week ago
Wow, what a beautiful apartment this was. Nestled in the countryside by the Tuscany/Umbria border is this gorgeous farmhouse owned by Simona and Yens and what a find it was! The rolling hills are captivating and if you want to switch off, enjoy visiting beautiful villages, eat lovely food and really rest, this is the place to do it. We were welcomed by their two friendly dogs and received lots of tips about the local area from Yens on arrival. The apartment is spacious and serene. From spending evenings on the patio eating al fresco, watching the stars or having morning swims, we had a wonderful time and would wholeheartedly recommend this to anyone and everyone seeking some peace and quiet. The farmhouse is remote but it's very easy to get anywhere by car and the drives are never dull with the countryside views. It's hard to put into words how relaxing this place is and so I suggest you book and find out, you won't regret it! Thank you so much Simona and Yens!
Guest favourite
Flat in Siena
4.89 out of 5 average rating, 131 reviews

Penthouse with a view of Siena

JamesRating, 5 stars4 days ago
Very well located, comfortable Airbnb, all within walking distance from car park (for those renting cars) and from all the restaurants and sites within town. The real highlight though was the balcony which was genuinely amazing with wonderful views of the city. Chiara was very helpful and everything worked smoothly. Would thoroughly recommend this place.
Guest favourite
Flat in Castelnuovo Berardenga
4.88 out of 5 average rating, 26 reviews

Colle ai Lecci: Design Apartment in Tuscany

JamesRating, 5 stars2 weeks ago
Beautiful property and a spotless, stylish room. The host was incredibly kind and attentive—made us feel right at home. Would definitely stay again!
Guest favourite
Flat in Siena
4.91 out of 5 average rating, 146 reviews

Pza il Campo area house - A/C + panoramic terrace

DavidRating, 5 starstoday
Beautiful location for an airbnb in a beautiful city. A stones throw from piazza del campo and the rest of the center of the city. Terrace outside is also a beautiful spot to enjoy a morning coffee or relax before going to sleep. AC worked great, would highly recommend this location.
Guest favourite
Flat in Montepulciano
4.82 out of 5 average rating, 104 reviews

Il Segreto di Agnaresi, 30 meters from Caffè Poliziano

TiffanyRating, 5 stars2 days ago
Lovely place in the center of Montepulciano in a classic Tuscan house. Made use of the kitchen and made breakfast and simple dinners and had a lovely stay.

Private apartment rentals

Guest favourite
Flat in Roccastrada
5 out of 5 average rating, 15 reviews

Apartment in a wine estate

Steven JohnRating, 5 stars1 month ago
We had a wonderful 4 day stay, thank you for your hospitality, to all the staff and family. First class, recommended restaurants plus made reservations for us, which were needed, and recommended sites to visit. Rooms were spacious and clean, grounds were beautiful, wine tasting and Stephan’s knowledge of wine making made the tour. We also had breakfast every morning, and one evening had a dinner, recommended. A beautiful couple, so glad we meet them. Hopefully we will be back again.
Guest favourite
Flat in Montalcino
4.95 out of 5 average rating, 88 reviews

Bruna's House

CarlRating, 5 stars1 week ago
This is a fantastic apartment. Perfect for two couples. Luciana and Fabio are very friendly and welcoming people. The apartment is very well equipped and furnished. It is in a great location, close to the fortress and several highly recommended restaurants. We've been there twice and we'll do it again.
Top guest favourite
Flat in Siena
4.97 out of 5 average rating, 32 reviews

Palazzo del Papa Standard Suites

TravisRating, 5 stars1 month ago
AMAZING stay. More beautiful than the photos. Spotless. 5 min drive to Siena. View of the wine country. Bed was more comfortable than my bed at home. Owner was extremely friendly and helpful.
Top guest favourite
Flat in Pienza
5 out of 5 average rating, 33 reviews

Live Like a Local & Private Concierge Service

MarydithRating, 5 stars1 week ago
I can’t say enough about our hosts! They were communicative from start to finish and our experience would not have been the same without them. Our favorite part was doing the cooking class and having dinner with them and their family.
Top guest favourite
Flat in San Gimignano
4.98 out of 5 average rating, 42 reviews

Herons Superior Apartment - Splendid view!

MicahRating, 5 stars3 weeks ago
Highly recommend anyone new to Italy to try San gimigano first. Staying here allowed us flexibility to explore other cities and had plenty of great spots in walking distance. Lorenzo provided fantastic recommendations and assisted with everything we asked for.
Guest favourite
Flat in Siena
4.86 out of 5 average rating, 43 reviews

Fine house with altana and panoramic terrace

JohnRating, 5 stars10 months ago
This was one of the most amazing Airbnb properties I've ever had the pleasure in experiencing. It's a penthouse apartment overlooking the tiled rooftops of Siena, with a view straight across to the famous church tower. Taking your morning coffee here with the pigeons is one of the most serene things you could imagine. Pure Italy. There's also a rooftop garden we could pull fresh cherry tomatoes and basil from for our cooking. It's located literally a 3-minute walk from the main piazza, and in the middle of all Sienna's shopping, walking, and dining attractions. Nicoletta was patient with our travel schedule, and met us on the later side of our check-in without a problem.
Top guest favourite
Flat in San Rocco a Pilli
5 out of 5 average rating, 55 reviews

Authentic Italian Apartment with Private Terrace

CatherineRating, 5 stars2 weeks ago
Such an amazing location overlooking the beautiful Tuscany countryside. Only a short drive to Siena and within an hour of many other Tuscany towns. The villa was extremely well appointed with a welcome pack along with coffee pods which were available for refill during our week stay. Would highly recommend staying here.
Guest favourite
Flat in Asciano
4.81 out of 5 average rating, 21 reviews

"L'Olivo" studio apartment with pool

KrzysztofRating, 5 stars4 weeks ago
A Peaceful Stay with Stunning Views at Casa Santa Caterina Our recent stay at Casa Santa Caterina was a truly tranquil experience, marked by breathtaking scenery and exceptional cleanliness. The hostess was incredibly kind and welcoming, adding a personal touch to our visit. A delightful bonus was her friendly Corgi, who was a joy to be around. The location itself is wonderfully quiet, perfect for those seeking a peaceful getaway. The views from the property are simply beautiful and contribute significantly to the serene atmosphere. We were also very impressed with how immaculately clean everything was. There are a couple of points for future guests to be aware of. Firstly, there is a €25 fee for bringing a dog, which wasn't mentioned in the property description. Including this information beforehand would be helpful for guests planning their budget.

Apartment rentals with a hot tub

Guest favourite
Flat in Montevarchi
4.91 out of 5 average rating, 104 reviews

Apartment with garden in the heart of Tuscany

Mary BethRating, 5 stars7 months ago
Paola is a great host! Everything was clean and perfect and the view was breathtaking! I 100% recommend!
Guest favourite
Flat in Centro Storico
4.88 out of 5 average rating, 165 reviews

Love Honeymoon Jacuzzi Piazza Signoria View Ac WiF

MatthewRating, 5 stars2 weeks ago
Our stay at Luca’s place in Florence was wonderful. The location was extremely convenient with main attractions like the uffizi and galleria dell’academia just a short walk away. The apartment is also located in a very nice square that is lively and fun, but not noisy from the room. There are many restaurants and shops just down the stairs. The room itself was all that we could have wanted. The whirlpool tub was a very nice feature, the bed was conformable, and the atmosphere of the room was very cozy. If we return to Florence, we would love to stay at Luca’s place again!
Guest favourite
Flat in Centro Storico
4.93 out of 5 average rating, 543 reviews

House of Delights - The Medici private leisure house

XavierRating, 5 stars2 weeks ago
Easy check in and out. Beautiful space and much bigger than expected. Great place to relax and explore if staying in the city. Really no negatives, book it and be happy.
Top guest favourite
Flat in Centro Storico
4.98 out of 5 average rating, 268 reviews

[Ponte Vecchio] Prestige and unique view

VieriRating, 5 stars6 days ago
Excellent location and beautiful apartment. Easy to get in self-check in and good communication with the host. Great kitchen, stocked with all the hardware you need. Common area was comfortable for the 4 of us. The view is amazing. Balconies on the water with close up views of Ponte Vecchio. Definitely one of the best places we've stayed in a 20 day trip in several cities.
Top guest favourite
Flat in Siena
4.94 out of 5 average rating, 109 reviews

Domus Nannini - L'Angolo di Paradiso Spa (Spa)

DanyelleRating, 5 stars3 weeks ago
After another Airbnb mishap, Gianluca was so accommodating to allow to book and check in late last minute. He even met us there personally to be sure we got in okay. He even had the fold out couch ready with linens and provided a few breakfast items. The place was better than we’d hoped, location was fantastic, updated and perfectly clean! We would absolutely stay here again. This place will be one of the highlights of our trip!
Top guest favourite
Flat in Siena
4.91 out of 5 average rating, 129 reviews

Villa'Colombaiolo di Marciano', 28

HannahRating, 5 stars3 weeks ago
We loved staying here and had the most fantastic time. They were super helpful and responsive to everything and we can’t wait to go back.
Guest favourite
Flat in Centro Storico
4.88 out of 5 average rating, 229 reviews

LUXURY APT IN THE CITY CENTER

MitchellRating, 5 stars1 month ago
Martina's place was a great rental in central Florence. Close enough to walk to major landmarks and the central train station. The place has everything you need and more. We were met by Martina and her friendly dog on arrival. She is very friendly and hospitable and took her time to show us her home and give us lots of information on the area and suggestions. I would recommend this rental to everyone!
Guest favourite
Flat in Centro Storico
4.9 out of 5 average rating, 206 reviews

AJ Luxury Duomo View

NicholasRating, 5 stars1 month ago
We loved our stay here. Right next to the Duomo and close to everything in Florence making it super easy to get around. Loved the inside of the apartment too and was overall amazing. Silvia was very helpful and great!

Quick stats about flat rentals in Asciano

  • Total rentals

    300 properties

  • Nightly prices starting at

    ₹1,727 before taxes and fees

  • Total number of reviews

    4.7K reviews

  • Family-friendly rentals

    170 properties are a good fit for families

  • Pet-friendly rentals

    130 properties allow pets

  • Rentals with a pool

    200 properties have a pool

Destinations to explore

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