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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Castelfalfi holiday rentals

A stone-walled room with a wooden desk, a chair, a TV, and a large window with curtains.

1. Tenuta Sant'Ilario

Tenuta Sant'Ilario
Gambassi Terme
9.4 out of 10, Exceptional, (37 reviews)
"Great place, difficult driving access but enjoyable"
United States
Sergio
The price is ฿4,215
฿4,750 total
includes taxes & fees
6 Nov - 7 Nov
Tenuta Sant'Ilario
A courtyard with stone buildings, a grassy area, and a brick wall.

2. Toscana Vacanze

Toscana Vacanze
MONTAIONE
Toscana Vacanze
A large outdoor swimming pool surrounded by lounge chairs and umbrellas, with a scenic view of hills and a cloudy sky.

3. Tenuta Quadrifoglio

Tenuta Quadrifoglio
Gambassi Terme
10.0 out of 10, Exceptional, (5 reviews)
"A lovely spot for relaxation .The appartments were lovely and comfortable .the only criticism was you do need a car to get any where. It is totally in the middle of nowhere. "
United Kingdom
Geraldine
The price is ฿4,334
฿4,880 total
includes taxes & fees
6 Nov - 7 Nov
Tenuta Quadrifoglio
A pool area with lounge chairs and umbrellas, surrounded by stone buildings and greenery.

4. Casa Vacanze Le Case

Casa Vacanze Le Case
San Gimignano
9.6 out of 10, Exceptional, (14 reviews)
"The property was perfect and the host was so nice and helpful. We would definitely stay there again."
United States
Andrew
The price is ฿2,949
฿3,433 total
includes taxes & fees
6 Nov - 7 Nov
Casa Vacanze Le Case
A table with a cheese board, bread, a bottle of wine, and a potted plant.

5. DomuS Miniato

DomuS Miniato
San Miniato
10.0 out of 10, Exceptional, (3 reviews)
"Klein aber fein. Sehr gepflegt und geschmackvoll eingerichtet mit Liebe zum Detail. Herrliche Aussicht vom kleinen Balkon. Nur die Parkplatzsuche war am späten Freitag Abend schwierig, weil gefühlt die halbe Jugend der Toscana nach San Miniato in den Ausgang geht."
United States
Thomas
The price is ฿3,590
฿4,024 total
includes taxes & fees
1 Dec - 2 Dec
DomuS Miniato
A courtyard with brick flooring, outdoor tables with umbrellas, and a brick fountain.

6. Borgo Antico Residence

Borgo Antico Residence
Certaldo Alto
9.6 out of 10, Exceptional, (5 reviews)
"Great place to relax take in the local culture and enjoy Tuscany."
United States
jane
The price is ฿2,154
฿3,429 total
includes taxes & fees
9 Nov - 10 Nov
Borgo Antico Residence
A bedroom with a large bed, two ottomans, a chandelier, and a view through an arched doorway to a dining area.

7. Borgo San Giusto

Borgo San Giusto
Empoli
9.4 out of 10, Exceptional, (47 reviews)
"A lovely overnight stay here! Staff were so accommodating to our limited Italian and the children. Would recommend"
United Kingdom
Lucy
The price is ฿2,841
฿3,239 total
includes taxes & fees
6 Dec - 7 Dec
Borgo San Giusto
A hotel room with a bed, a desk with a computer, a TV, and a bathroom visible in the background.

8. Affittacamere e Ristorante Ariete

Affittacamere e Ristorante Ariete
Ponsacco
7.2 out of 10, Good, (5 reviews)
"This place is a bit further out from Pisa, but we still had a really nice stay and made the most of it. It’s great value for money, which was a big plus. The hotel itself is a little old-fashioned, but honestly, the staff more than made up for it—they were super friendly and welcoming the whole time. The restaurant was also a highlight, with really tasty food that we enjoyed a lot. It’s a good spot if you’ve got a car and want to explore the nearby villages and surrounding area."
United Kingdom
Martina
The price is ฿2,476
฿2,724 total
includes taxes & fees
6 Nov - 7 Nov
Affittacamere e Ristorante Ariete
A historic stone building with a prominent tower, arched windows, and a tiled roof.

9. Materia Rooms San Gimignano

Materia Rooms San Gimignano
San Gimignano City Centre
10.0 out of 10, Exceptional, (1 review)
"Fantastic all around experience. The rooms were beautiful and clean and this unique mix of rustic modern Italian styling. Located right in the heart of the old city made it very easy to walk everywhere. The service was fantastic, I was able to message the team and within a minute I got the help and had my questions answered. I’d definitely stay there again."
Canada
Bradley
The price is ฿3,560
฿4,105 total
includes taxes & fees
6 Nov - 7 Nov
Materia Rooms San Gimignano
A view from a window overlooking a rural landscape with fields and a distant mountain range.

10. B&B Palazzo Tortoli

B&B Palazzo Tortoli
San Gimignano City Centre
9.2 out of 10, Wonderful, (67 reviews)
"Francesco, our host, is so nice and welcoming. We had the beat stay and our room had the most fantastic view. Excellent breakfast, place was super clean and quiet. We highly recommend."
Canada
Caroline
The price is ฿3,529
฿4,071 total
includes taxes & fees
1 Dec - 2 Dec
B&B Palazzo Tortoli
A table with a tray of pastries, a teapot, cups, and water bottles by a window with a view of greenery.

11. B&B Il Moscondoro

B&B Il Moscondoro
Montopoli in Val d'Arno
7.6 out of 10, Good, (10 reviews)
"HOTEL COMODO PER I CAMIONISTI , PER CHI VUOLE RIPOSARE CI VUOLE ALTRO , NIENTE DI ECCEZZIONALE , HO TROVATO GIA' INCASSATO IL PERNOTTO E QUESTO NON VA ' BENE"
Italy
Manuel
The price is ฿2,786
฿3,064 total
includes taxes & fees
6 Nov - 7 Nov
B&B Il Moscondoro
A building with a wooden door, windows with shutters, and flower boxes.

12. Donna Nobile

Donna Nobile
San Gimignano City Centre
8.2 out of 10, Very good, (168 reviews)
"Very easy checkin, friendly staff. Loved the kitchen area!"
Canada
Treena
The price is ฿2,683
฿3,140 total
includes taxes & fees
6 Nov - 7 Nov
Donna Nobile
A kitchen with exposed brick walls, a modern white cabinet, and a built-in black oven.

13. Room Rent Morrona

Room Rent Morrona
Terricciola
9.2 out of 10, Wonderful, (7 reviews)
"Ottima struttura "
Italy
Marzia
The price is ฿2,507
฿2,758 total
includes taxes & fees
6 Nov - 7 Nov
Room Rent Morrona
A yellow building with a dark door, potted plants, and a stone staircase leading to the entrance.

14. AlbergoDiffusoVolterra

AlbergoDiffusoVolterra
Volterra
8.6 out of 10, Excellent, (19 reviews)
"Lovely stay at a little gem in Volterra. Enrico the owner has created a great concept with different apartments around the city and the restaurant is serving delicious local plant based food. Don’t miss the cheesecake ❤️"
Sweden
Mia
The price is ฿4,190
฿6,273 total
includes taxes & fees
6 Nov - 7 Nov
AlbergoDiffusoVolterra
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Castelfalfi Hotel Reviews

Salvadonica - Borgo del Chianti

Salvadonica - Borgo del Chianti

10/10 Excellent
"Muy buena atención y ubicación inmejorable."
María Teresa 1-night trip
Posted 6 hours ago
Salvadonica - Borgo del Chianti

Find out more about Castelfalfi

Search for holiday rentals in Castelfalfi on Expedia! You can easily find your home rentals, villas, holiday apartments in Castelfalfi using one of the methods below:

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Look no further and take a look at our great range of rental properties in Castelfalfi!

Frequently asked questions

Are there holiday rentals in Castelfalfi?

Yes, there are holiday rentals close to the most popular sights in Castelfalfi, or you can select a more secluded option if you're looking for a relaxing stay. Castelfalfi is known for its golf courses and restaurants.

What can I see and do in Castelfalfi?

While exploring the area, visit family-friendly sights like Il Fiaschetto, or get outside and enjoy nature at Casciana Thermal Baths. In the wider area, you’ll find Castelfalfi Golf Course and Monastery of San Vivaldo.

What are holiday rentals like in Castelfalfi?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Castelfalfi. Holiday rentals offer amenities like WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about cleanliness, holiday rentals can provide a sense of privacy away from public hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive option for small groups.