
Apartment holiday rentals in Asciano
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Top-rated apartment rentals in Asciano
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Elegant apartment Siena
Really one of the best, if not the best, accommodations we have stayed in through Airbnb. As for the check-in, it was very easy, with the help of photos and videos showing how to access the property. The area was very quiet, with easy parking right on the street of the house. As soon as we logged in, we were greeted both by a delicious scent, synonymous with the cleanliness of the house, and by a bottle of wine and pastries (the check is not from all hosts to welcome their guests so well). The house is well stocked with kitchen utensils and various condiments. The only pity is that it is in a basement, but despite this we had a really great time!

Casa degli Allegri
My stay at Antonio's Airbnb was an absolute dream, largely thanks to their incredible hospitality and super communicative nature. From the moment I booked, he was on top of everything, providing clear instructions and quickly answering any questions I had. But what truly set this experience apart were the thoughtful, personal touches. The curated playlist waiting for me was the perfect soundtrack to my trip, and their insider recommendations on local hotspots led me to some truly hidden gems I would never have discovered otherwise. It felt less like a rental and more like visiting a friend who genuinely wanted me to have the best time in Florence. I highly recommend Antonio's place for anyone looking for a seamless, enriching, and truly memorable stay!

Cottage 48 sqm, swimming pool, relaxation, surrounded by greenery
Had an amazing time with Sara & Simone - truly the best hosts we've come across. The place was fantastic, amazing views by the pool, great room, clean and all the amenities needed are available. Sara & Simone are great hosts, they made us breakfast one day which was amazing, fresh organic food with the best view. And all their local recommendations and reservations made our trip in Tuscany much nicer. Can't wait to come back again š

L'Oliviera, 2 bedrooms stylish apartment
Amazing Airbnb and wonderful location! Such a gem!

La Foresteria | Granary House
This place is even more beautiful than the photos show! We are travelling round Italy for our honeymoon and this has been our highlight. From the amazing grounds to the incredible food at the little restaurant itās all been perfect. Thank you Marian for excellent communication and being so accommodating. What a fantastic place - Grazie!!

Farmhouse Crete Senesi. Pool+magnificent view
Luana was a wonderful host. She met us upon arrival and showed us where everything was. The place is amazing! We ate two dinners at home where Luana cooked us a wonderful meal. Everything was perfect! We will be certainly stay there again.

The walnut tree view, Montepulciano
Luca is an amazing host! He is super friendly and responsive. His apartment is in a very good and peaceful place. The view is just amazing. Highly recommended!

Agriturismo Casavecchia, l'Olivo
We absolutely loved our stay and it exceeded our expectations. The staff were friendly and very helpful, the food was delicious and the apartment was a great size with all the amenities we needed. It was family friendly and our children loved the pool. Itās a beautiful location and very relaxing. We would love to come again. Thank you for making our holiday so lovely.
Pet-friendly apartment rentals

Cozy apartment in stunning National Park forest
Sweet, easy amd nice place

Adalberto Apartment inside the Manor of Fulignano
A beautiful apartment with stunning views. Easy access to many beautiful places to visit such as San Gimignano, Florence and Sienna. The apartment was clean and comfortable with amenities as listed. The views from the communal terrace were stunning and there was plenty of space to sit without being on top of other guests. We would highly recommend.

La Civetta - Stylish Retreat in Historic Center
Benedettaās place was perfect! Just what my family of 4 needed for a quick trip to Montepulciano. Would definitely recommend staying here!

Stylish Terrace on Boboli Gardens
We loved this space and when we come to Florence again we will most definitely book here. It was a cool, quiet oasis on the beautiful relaxing side of the Arno. The location was perfect with an easy walk to all the sites but also so quiet and peaceful. We loved the kitchen and cooked multiple days and sat on the sweet patio and enjoyed the local wine. The space was clean and cool and the layout was perfect for 2 people. Thereās also a couch bed if another person or one or two children were there. Our hosts were so accommodating and friendly! We have so much love for this special spot in Florence.

Panoramic attic in old town of Siena
Mirkos place is by far the standout for our trip in Italy. The view is just stunning and his placve has a very olde worlde Italian feel. Fits perfectly with the Siena vibe. Thank you Mirko!

Designer Apartment with Breathtaking Views
I enjoyed my stay at Dan's apartment. It was large (even more so when you factor in the adjacent terrace), beautifully furnished and well stocked. Appreciated the dishwasher and clothes washer. Having a second bathroom was an extra perk. Only slight downside was the walk into the center of town (25 min to the Ufizzi) as it rained nearly every day during my weeklong stay -- I imagine on dry/temperate days it's a pleasant walk along the river. Overall I would gladly stay again.

Palazzo del Taja - in the center with whirlpool
We absolutely loved this apartment, which is centrally located in a pedestrian area within easy walking distance of all the sights in Siena. The apartment has excellent air conditioningāessential during the summer monthsāand is in immaculate condition, with a modern and spacious feel. It had everything we needed for our stay, although we didnāt spend much time indoors as we were keen to enjoy everything beautiful Siena has to offer. Communication from Ricardo was excellent throughout. We had a hire car to explore the wonderful Tuscan countryside, and Ricardo helpfully arranged an underground parking space for us, just a 10-minute walk from the apartment, at a cost of ā¬15 per day. We would highly recommend both the apartment and Ricardo!

Cozy 1 BR w/ balcony near Piazza Del Campo
One of the most beautiful settings we stayed in all of Italy. The views from the apartment were unmatched and there was plenty of space for a couple staying in Siena for an extended time. Located on a quiet street, the apartment was a short walk to a more local neighborhood in Siena, away from the crowds in the central square. I will not hesitate to book this stay again the next time I visit Siena. Amazing value and wonderful hosts!
Apartment rentals with a pool

Chianti La Pruneta, Michelangelo apartment.
Lovely stay in this rural location. Comfortable, scenic, friendly hosts! Nice pool!! Clean and everything we needed! Massimo made us feel as comfortable as possible down to the details!! We loved Iris the dog too (and we think she loved us!) Recommend the meal which helped make my wifeās birthday very special.

Spinosa Apartment in Podere Capraia
We had a wonderful time at Albertoās and Lauraās - it turned out that we didnāt do as many trips into the surroundings as planned because we just wanted to enjoy the beauty of the garden and the amazing views. It was the perfect ending of a fantastic vacation in Italy - I hope we will be back next year :) We received a fantastic welcome, home made bread, jam and pasta - and immediately felt like home. Grazie! One thing to mention is that the apartment is kind of thin-walled towards the second apartment - that didnāt bother us at all, but might be of interest for fellow travellers who are sensitive to noises. All in all, certainly one of the best accommodations we have stayed in!

San Rocco ā Bellavista ā Castello di Bossi
The property is wonderful, surrounded by greenery and with a pool with an incredible view. The room was super clean and with all possible comforts. We interacted a lot with a very kind lady at the reception, very friendly and helpful. The wine we tasted was also exceptional , it's worth staying there for just one night! Extremely recommended

Casa Rebecca with a small private pool
Benedetta is an amazing and gracious host, the property was easy to locate and the room was beautiful, absolutely amazing Tuscan style with beautiful views and a private pool. She also recommended us a restaurant for dinner and that was one of the beat meals we had in Italy! 100% recommend

Tuscany accommodation with panoramic view terrace
Vincent is really a great host and super friendly. We love staying at this house, especially with the panoramic view of Tuscany. Highly recommened!

VILLA LE PERGOLE - Florence
Anna was a fantastic host, who treated us with the upmost respect and kindness. While her place is a bit difficult to find at first, once you're there, you're in one of the most beautiful scenes we've seen during our time in Italy. Also, it was close enough that we were still early able to travel into Florence each day we were there. Anna was so nice in providing us with breakfast each morning, which included apricot jam from her fruit trees and homemade bread. We would recommend this spot for anyone looking for a quiet place to stay outside of the busy city.

Ginestra: Private Pool Overlooking Florence
Rafaella's place was nothing short of amazing! We had such a great time her place had everything you could need and more. She and her husband were super responsive. My only wish is that I wish it was warmer so that we could have enjoyed their beautiful outdoor space more. They even gave our girls sweet easter eggs. Thanks for letting us stay in your lovely home.

Relaxation and peace in the countryside Cortona G
We spend 10 days at Emanueleās place. His wife and he were very nice to us and we felt like part of the family. Recommendation and insights about surrounding towns were top notch and we got to know authentic Tuscan cuisine and every one of them was amazing. The location itself is perfect to relax (pool) and bring the chaos of city life behind. We were also invited by our host to a typical Italian party and we felt very welcome and enjoyed great food and incredible company at the party. We are grateful for the amazing experiences and would highly recommend the place. Thank you very much Angela & Emanuele ā¤ļø
Quick stats about apartment rentals in Asciano
Total rentals
60 properties
Nightly prices starting at
$51Ā SGD before taxes and fees
Total number of reviews
2.3K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
30 properties have a pool
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- Santa Maria Novella
- Duomo di Firenze
- Ponte Vecchio
- Lake Trasimeno
- Lake Bolsena
- Basilica of Santa Maria Novella
- Cala Violina
- Fortezza da Basso
- Uffizi Gallery
- Parco delle Cascine
- Piazza della Repubblica
- Piazzale Michelangelo
- Marina di Grosseto beach
- Kite Beach Fiumara
- Mercato Centrale
- Pitti Palace
- Stadio Artemio Franchi
- Giardino Bardini
- Avignonesi Winery Fattoria Le Capezzine
- Medici Chapels
- Teatro Verdi
- Palazzo Vecchio
- The Boboli Gardens
- Cala Di Forno