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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 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 2.718.420 ₫
3.077.231 ₫ total
includes taxes & fees
5 Nov - 6 Nov
Tenuta Sant'Ilario
A dining area with a brick wall, a table with chairs, a vase of flowers, and a window with curtains.

2. Toscana Vacanze

Toscana Vacanze
MONTAIONE
The price is 3.838.160 ₫
6.923.310 ₫ total
includes taxes & fees
30 Oct - 31 Oct
Toscana Vacanze
A garden with a round table and wicker chairs under a tree.

3. Antica Dimora Leones

Antica Dimora Leones
Palaia
9.2 out of 10, Wonderful, (20 reviews)
"What a truly special place to stay in Tuscany. Zamira was a wonderful and kind hostess, and we couldn’t have asked for more. Breathtaking views from the hotel, delicious breakfast, and some great restaurants in walking distance. Would 100% go back and would highly recommend it to fellow travellers"
United Kingdom
Thomas
The price is 1.594.756 ₫
1.870.223 ₫ total
includes taxes & fees
28 Oct - 29 Oct
Antica Dimora Leones
An outdoor cafe area with tables and chairs, a red awning, and buildings with signs in the background.

4. 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 2.882.410 ₫
3.228.647 ₫ total
includes taxes & fees
9 Nov - 10 Nov
DomuS Miniato
A well-maintained garden with a central fountain, surrounded by lush greenery and flowering plants.

5. 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 3.321.732 ₫
3.740.754 ₫ total
includes taxes & fees
6 Nov - 7 Nov
Tenuta Quadrifoglio
A bedroom with a large bed, two ottomans, a chandelier, and a view through an arched doorway to a dining area.

6. 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 2.277.669 ₫
2.592.429 ₫ total
includes taxes & fees
25 Oct - 26 Oct
Borgo San Giusto
A courtyard with brick flooring, outdoor tables with umbrellas, and a brick fountain.

7. Borgo Antico Residence

Borgo Antico Residence
Certaldo Alto
10.0 out of 10, Exceptional, (4 reviews)
"Great place to relax take in the local culture and enjoy Tuscany."
United States
jane
The price is 1.651.266 ₫
2.628.340 ₫ total
includes taxes & fees
26 Oct - 27 Oct
Borgo Antico Residence
A pool area with lounge chairs and umbrellas, surrounded by stone buildings and greenery.

8. 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 2.379.004 ₫
2.761.778 ₫ total
includes taxes & fees
3 Nov - 4 Nov
Casa Vacanze Le Case
An open wooden door leading to an outdoor patio with a table and chairs.

9. Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (114 reviews)
"Great location, beautiful room with a terrace and the best breakfast we had in Italy! "
United States
Angel
The price is 2.365.952 ₫
3.472.490 ₫ total
includes taxes & fees
17 Nov - 18 Nov
Palazzo al Torrione 2
A kitchen with exposed brick walls, a modern white cabinet, and a built-in black oven.

10. Room Rent Morrona

Room Rent Morrona
Terricciola
9.2 out of 10, Wonderful, (7 reviews)
"Ottima struttura "
Italy
Marzia
The price is 1.921.783 ₫
2.113.961 ₫ total
includes taxes & fees
24 Oct - 25 Oct
Room Rent Morrona
A bedroom with a bed, a nightstand, a green wall with floral decoration, and a wooden door leading to an outdoor area.

11. Antico Borgo il Cardino

Antico Borgo il Cardino
San Gimignano
9.4 out of 10, Exceptional, (88 reviews)
"friendly staff, gorgeous property"
United States
Heidi
The price is 3.769.752 ₫
4.291.717 ₫ total
includes taxes & fees
25 Oct - 26 Oct
Antico Borgo il Cardino
An arched stone corridor with a hanging lantern, leading to an open area with trees and a gate.

12. Il Castello di San Ruffino

Il Castello di San Ruffino
Casciana Terme Lari
9.2 out of 10, Wonderful, (39 reviews)
"Really cool experience to stay at a castle. Perfect destination for celebrations."
United States
daniel
The price is 2.948.236 ₫
3.359.139 ₫ total
includes taxes & fees
24 Oct - 25 Oct
Il Castello di San Ruffino
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

Poderi Arcangelo

Poderi Arcangelo

10/10 Excellent
"Fantastic experience all around from the the food, the wine, THE VIEWS, and the late October weather gifted us an afternoon poolside. Our room was wonderful and passed every expectation. Five stars!"
Christine 2-night trip
Posted 7 hours ago
Poderi Arcangelo

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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.