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Apartment holiday 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

Guest favourite
Apartment in San Casciano In Val di Pesa
4.97 out of 5 average rating, 68 reviews

Le Massucce 3 Farmhouse in Chianti

EllenRating, 5 stars1 day ago
Nice little apartment and lovely host - thank you!
Top Guest favourite
Apartment in San Casciano In Val di Pesa
5 out of 5 average rating, 12 reviews

“Casa Torre” in the heart of San Casciano

IreneRating, 5 stars1 day ago
I would love to own this apartment. Perfect.
Guest favourite
Apartment in Monteroni d'Arbia
4.96 out of 5 average rating, 248 reviews

"Red Rose" apartment with view of Siena.

MauricioRating, 5 stars2 days ago
The place and the attention Marta offers are excellent. A good place to base yourself to visit Tuscany.
Top Guest favourite
Apartment in Centro Storico
4.93 out of 5 average rating, 107 reviews

TOUCH the DOME! Romantic Terraced Penthouse

KatieRating, 5 stars3 days ago
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!
Top Guest favourite
Apartment in Florence
4.96 out of 5 average rating, 74 reviews

Cozy design house with view

AineRating, 5 stars1 week ago
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.
Superhost
Apartment in San Casciano In Val di Pesa
4.92 out of 5 average rating, 77 reviews

flat "Lucia" - relax and tuscany countryside

MarijaRating, 5 stars2 weeks ago
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!
Guest favourite
Apartment in Centro Storico
5 out of 5 average rating, 25 reviews

Loggia in the Santo Spirito district

MyaRating, 5 stars1 week ago
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!!
Guest favourite
Apartment in San Casciano In Val di Pesa
4.93 out of 5 average rating, 14 reviews

Suite Aria at Villa Santa Lucia Nuova

DeanRating, 5 stars7 months ago
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

Guest favourite
Apartment 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!
Guest favourite
Apartment in Poggibonsi
4.95 out of 5 average rating, 62 reviews

Il Casale di Villore, Poggibonsi, Siena, Tuscany, Morellino Apt.

OllieRating, 5 stars5 days ago
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.
Guest favourite
Apartment 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
Apartment in Centro Storico
4.96 out of 5 average rating, 91 reviews

Panoramic loft with terrace near Ponte Vecchio

SethRating, 5 stars2 weeks ago
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!
Guest favourite
Apartment in Bagno A Ripoli
4.98 out of 5 average rating, 57 reviews

Penthouse in small medieval castle near Florence

SaraRating, 5 stars1 month ago
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!
Guest favourite
Apartment in Greve in Chianti
4.91 out of 5 average rating, 55 reviews

Chianti Patio Apartment

CaseyRating, 5 stars1 week ago
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!
Guest favourite
Apartment in La Presura
4.9 out of 5 average rating, 100 reviews

Farmhouse 9 kms to Florence-2+1

Marie-ÈveRating, 5 stars1 day ago
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!
Guest favourite
Apartment in Pontassieve
4.89 out of 5 average rating, 216 reviews

Farmhouse near Florence - Fienile

AlinaRating, 5 stars2 weeks ago
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

Guest favourite
Apartment 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
Apartment 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
Apartment 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
Apartment 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!
Superhost
Apartment in Centro Storico
4.8 out of 5 average rating, 709 reviews

.2 La Casa sui Tetti dell 'Oltrarno

FrancescoRating, 5 stars2 weeks ago
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.
Superhost
Apartment in Centro Storico
4.8 out of 5 average rating, 276 reviews

Pepi Garden Loft with Jacuzzi Pool

TraceyRating, 5 stars1 week ago
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!
Top Guest favourite
Apartment 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
Apartment 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.

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

Destinations to explore