
Apartment holiday rentals in San Casciano In Val di Pesa
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Top-rated apartment rentals in San Casciano In Val di Pesa
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Popular amenities for San Casciano In Val di Pesa apartment rentals
Weekly apartment rentals

Le Massucce 3 Farmhouse in Chianti
The apartment is part of a house where the owner also lives, with its own independent entrance. Not new but well maintained, spacious, clean and above all fresh. Benedetta is very kind and welcoming

“Casa Torre” in the heart of San Casciano
This was a wonderful spot for our short stay in San Casciano. Michele and Maria are wonderful hosts, and were very accomodating with our last-minute booking. The place is great—beatifully renovated, clean (including no cigarette smell!), private, and mostly quiet except sometimes in the late evening when folks are out on the town. We thorougly enjoyed our stay and hope to be back again!

Casa Poggio a Badia & Chianti view
Tammy and Eme were wonderful hosts. My wife and I booked for quite a long stay as part of a sabbatical in Italy. We couldn’t have asked for a better experience. Casa al Poggio is in a quiet location, surrounded by spectacular countryside, between two small towns, each charming in its own way, and with easy access to both Florence and Siena. Tammy and Eme offered great recommendations regarding places to explore in the local area and a host of tips that helped us get the most out of our stay. We absolutely intend to return and stay with them again.

"Red Rose" apartment with view of Siena.
Nice welcome from Lorenzo, Marta's father. Own private garden, very quiet location. Right for relaxing.

Cozy design house with view
Beautiful place to stay if you’re looking for something further out to enjoy a more scenic stay outside the city! Easy enough to get the bus into the city of Florence for the day also so best of both worlds! The decor and design of the place was beautiful also.

GirandolChianti...Grandparents' house
Very good stay in San Casciano in Val di Pesa to discover the region. We tested the bus to Florence or the tram from the Villa Costanza car park. The apartment is very spacious and well-equipped, the beds are comfortable. Only downside: the parking space reserved for the apartment is inaccessible with a large car, but there is space nearby easily.

flat "Lucia" - relax and tuscany countryside
A place that made our vacation truly special! Peaceful and cozy, this charming spot is perfect for a romantic Tuscan experience. The location was ideal—not only for visiting Florence but also for exploring other beautiful towns in the region. The hosts were incredibly kind, always available, and provided helpful and precise information throughout our stay. The bed was comfortable, the atmosphere warm and inviting, and the view helped us feel connected to nature. Getting to the house was a scenic experience in itself—lined with cypress trees, vineyards, and breathtaking sunsets. The surrounding nature is stunning. The garden in front of the house was perfect for relaxing after a full day of sightseeing. In the evenings, we could watch the stars, enjoy the presence of fireflies, and during the day, spot many different butterflies. We enjoyed every moment of our stay. Highly recommended! Thank you for everything!

Loggia in the Santo Spirito district
We had the most amazing stay at Sibilla's apartment! It is STUNNINGLY decorated and almost makes it feel like you are staying in the Medici Chapel itself. The apartment had everything we needed, and the plant room/ sunroom was glorious to enjoy in the mornings/returning after a day's exploring. We met both Niccolo and Sibilia and both were so friendly and helpful. The area surrounding the apartment is perfect, with central Florence being a 20 minute walk away, and the restaurants/shops/wine bars of Santo Spirito being literally on your doorstep. This is the most enjoyable Air BnB we have ever stayed in, and would come back in a heartbeat! Grazie mille!!
Private apartment rentals

Borgo Iesolana Suite Superior
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!

Il Casale di Villore, Poggibonsi, Siena, Tuscany, Morellino Apt.
We had a wonderful few days here while touring Italy. The pool is fantastic as well as the additional facilities such as boules and table tennis. There is plenty of outdoor seating to enjoy the sunset on an evening. We would love to come back here again and would highly recommend.

Colle ai Lecci: Design Apartment in Tuscany
We had an unforgettable time here - the nature as well as the facility itself are beautiful, a bit rustic with a few renovations, about which Ana can tell a lot. You can spread out on the grounds, have enough privacy if desired and can watch the most beautiful sunsets. The pool between the olive trees is also fantastic. From here, we were able to visit some cities such as Florence and Siena, and Ana also had great tips for suitable restaurants. We will be happy to come back!

Penthouse in small medieval castle near Florence
Amazingly friendly hosts! So far this was our favorite experience on our vacation! We did the wine tasting followed by cooking class while staying here, I can’t recommend it enough! The air bnb was like nothing I’ve ever seen before, so unique and cute!

Between the Historic Center of Florence and Chianti
We had a lovely stay, Cosimo was very helpful and the apartment was perfect. Exactly as seen in the photos, completely clean and comes with all amenities needed for a short stay. The terrace was the stand out feature - nice open space with a table and chairs and got plenty of sun throughout the day. It is a 3 minute walk to the bus stop, and then a 20 minute bus ride to the centre of Florence. There are also nice restaurants in the town centre as well as a supermarket for essentials, all in walking distance. Would 100% recommend, well worth the price.

Chianti Patio Apartment
We originally planned to stay at Bryan’s place over the weekend just to explore nearby Florence, but the charm of his home completely stole the show. Florence felt like the cherry on top instead of the other way around. Nestled in a huge, lush garden bursting with hundreds of flowers and all kinds of trees, and staying in a cozy apartment that felt like a little museum, we had such a wonderful, memorable experience that left us feeling truly happy. Bryan was not only super friendly and easy to talk to, but also incredibly welcoming and helpful. Next time we’re in Florence or any nearby town, there’s no question - we’ll be coming back here!

"L'Antico Giardino" Apartment Impruneta Chianti
Monica, our host was wonderful- cheerful and helpful. Every need was met and she gave great information about the area. She responded immediately anytime we needed something or had a question. Thank you Monica

Farmhouse 9 kms to Florence-2+1
We loved the place. So peaceful yet close enough to the city of Florence and towns of Tuscany
Apartment rentals with a hot tub

Love Honeymoon Jacuzzi Piazza Signoria View Ac WiF
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!

House of Delights - The Medici private leisure house
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.

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

Pepi Garden Loft with Jacuzzi Pool
We had a wonderful stay. The patio and hot tub were amazing. Walk to everything. No need for a car. Lots of restaurants and attractions close by. Grocery store around the corner. Outdoor hot tub was lovely after a day of steps.

.2 La Casa sui Tetti dell 'Oltrarno
Superb spot close to river. Bed is confortable. Yes, stairs could be a challenge for some only it is clearly stated. At the end of the day, it’s alright!

[Ponte Vecchio] Prestige and unique view
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.

Villa'Colombaiolo di Marciano', 28
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.

LUXURY APT IN THE CITY CENTER
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!
Quick stats about apartment rentals in San Casciano In Val di Pesa
Total rentals
10 properties
Nightly prices starting at
$77 AUD before taxes and fees
Total number of reviews
210 reviews
Wi-Fi availability
10 properties include access to Wi-Fi
Popular amenities
Kitchen, Wi-Fi and Pool
Local attractions
Cinque Di Vino, Cantinetta del Nonno and Piscina del Chianti
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- Santa Maria Novella
- Duomo di Firenze
- Ponte Vecchio
- Piazza del Duomo (Pisa)
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Basilica of Santa Maria Novella
- Mugello Circuit
- Fortezza da Basso
- Uffizi Gallery
- Parco delle Cascine
- Piazza della Repubblica
- Piazzale Michelangelo
- Mercato Centrale
- Pitti Palace
- Stadio Artemio Franchi
- Giardino Bardini
- Medici Chapels
- Spiaggia Libera
- Cavallino Matto
- Teatro Verdi
- Palazzo Vecchio
- The Boboli Gardens
- Spiaggia Marina di Cecina
- Santa Maria della Scala