
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
Nice little apartment and lovely host - thank you!

“Casa Torre” in the heart of San Casciano
I would love to own this apartment. Perfect.

"Red Rose" apartment with view of Siena.
The place and the attention Marta offers are excellent. A good place to base yourself to visit Tuscany.

TOUCH the DOME! Romantic Terraced Penthouse
Unbeatable view! Liana checked in on us multiple times to make sure we didn’t need anything throughout the week. The instruction book was very clear with helpful instructions and great nearby recommendations. Highly recommend!

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.

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!!

Suite Aria at Villa Santa Lucia Nuova
We were there at the end of the season. It was very beautiful, relaxing and peaceful. All of the host were awesome!! They were extremely helpful and friendly. The landscaping was immaculate. We would highly recommend this place and would definitely stay here again!! It felt like home.
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
Beautiful property and a spotless, stylish room. The host was incredibly kind and attentive—made us feel right at home. Would definitely stay again!

Panoramic loft with terrace near Ponte Vecchio
This was the perfect place to stay! Just minutes to the bridge leading to city center along with some fun spots right outside the door. Lots of steps but WORTH IT! The view from the terrace was great and the apartment itself was better than we could’ve asked for! Would definitely recommend this spot to anyone else planning a trip to Florence!

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!

Chianti Patio Apartment
What a beautiful place to stay! It was absolutely perfect and was 100% worth it to get the authentic feel for Tuscany. Thanks so much!

Farmhouse 9 kms to Florence-2+1
We loved our stay at La Presura. The place is beautiful, quiet and peaceful. The pool is a big advantage in this very hot month of June. The host at the reception was very kind and the glass of wine offered on arrival was very appreciated. We will recommend without hesitation. Thank you!

Farmhouse near Florence - Fienile
It was in an incredibly beautiful location but it was kind of far from town and you would definitely need a car to get there. The distance and the means of getting there were extremely worth it as you got to be in the countryside and admire the natural beauty. Giovanni and Michela were very good at communicating all instructions and even gave us tips for what to do in the area. The apartment was very nice and clean. The upstairs patio and its views were breathtaking.
Apartment rentals with a hot tub

Apartment with garden in the heart of Tuscany
Paola is a great host! Everything was clean and perfect and the view was breathtaking! I 100% recommend!

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!

.2 La Casa sui Tetti dell 'Oltrarno
Apartment as described. Very clean and comfortable. The center is a 10-minute walk away. Always top-notch and very kind communication. When I return to Florence, if there is the possibility, I will return to this apartment.

Pepi Garden Loft with Jacuzzi Pool
From booking to checking out, things could not have been smoother. Everything was as described and Alessandra was a very responsive and reasonable host. The area was also fantastic- 10 minutes walk to the Duomo and the restaurants and bars in the small Piazza five minutes’ walk away were excellent. Hope to return soon!

[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.
Quick stats about apartment rentals in San Casciano In Val di Pesa
Total rentals
10 properties
Nightly prices starting at
$83 NZD 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