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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Castelfalfi holiday rentals

Garden

1. Antica Dimora Leones

Antica Dimora Leones
Palaia
9.2 out of 10, Wonderful, (18 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 ฿1,949
฿2,296 total
includes taxes & fees
11 Oct - 12 Oct
Antica Dimora Leones
Deluxe Room, Patio | Frette Italian sheets, premium bedding, minibar, in-room safe

2. 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 ฿3,768
฿4,259 total
includes taxes & fees
21 Oct - 22 Oct
Tenuta Sant'Ilario
Garden

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 ฿4,384
฿4,937 total
includes taxes & fees
19 Oct - 20 Oct
Tenuta Quadrifoglio
Deluxe Apartment, 1 Bedroom | Minibar, in-room safe, laptop workspace, soundproofing

4. Borgo San Giusto

Borgo San Giusto
Empoli
9.4 out of 10, Exceptional, (45 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 ฿3,757
฿4,248 total
includes taxes & fees
4 Oct - 5 Oct
Borgo San Giusto
Comfort Room | Premium bedding, free WiFi

5. Room Rent Morrona

Room Rent Morrona
Terricciola
9.2 out of 10, Wonderful, (7 reviews)
"Ottima struttura "
Italy
Marzia
The price is ฿2,536
฿2,790 total
includes taxes & fees
21 Sept - 22 Sept
Room Rent Morrona
Exterior

6. DomuS Miniato

DomuS Miniato
San Miniato
10.0 out of 10, Exceptional, (2 reviews)
"Super clean, felt brand new with a beaaautiful view on the terrace! Quite a few stairs (heavy luggage :D) but definitely worth it! Sadly we only stayed two nights"
United Kingdom
Celesta
The price is ฿3,562
฿3,994 total
includes taxes & fees
9 Oct - 10 Oct
DomuS Miniato
Front of property

7. Borgo Antico Residence

Borgo Antico Residence
Certaldo Alto
10.0 out of 10, Exceptional, (3 reviews)
"Great place to relax take in the local culture and enjoy Tuscany."
United States
jane
The price is ฿2,179
฿3,468 total
includes taxes & fees
16 Oct - 17 Oct
Borgo Antico Residence
Outdoor dining

8. Affittacamere e Ristorante Ariete

Affittacamere e Ristorante Ariete
Ponsacco
8.8 out of 10, Excellent, (3 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 ฿2,254
฿2,480 total
includes taxes & fees
25 Sept - 26 Sept
Affittacamere e Ristorante Ariete
Triple Room | Room service – dining

9. B&B Il Moscondoro

B&B Il Moscondoro
Montopoli in Val d'Arno
8.4 out of 10, Very good, (9 reviews)
"B&b nella campagna toscana, esperienza piacevole, il plus è il silezio totale che ha accompagnato il mio sonno"
Italy
Davide
The price is ฿3,305
฿3,635 total
includes taxes & fees
21 Sept - 22 Sept
B&B Il Moscondoro
Outdoor pool

10. Casa Vacanze Le Case

Casa Vacanze Le Case
San Gimignano
9.4 out of 10, Exceptional, (12 reviews)
"Wonderful. Beautiful property, the views were amazing,and it was so clean. A10 out of 10. "
United States
Jackie
The price is ฿4,131
฿4,736 total
includes taxes & fees
22 Sept - 23 Sept
Casa Vacanze Le Case
Property entrance

11. Affittacamere a 20 minuti da Firenze

Affittacamere a 20 minuti da Firenze
Empoli
8.2 out of 10, Very good, (24 reviews)
"Great location between Florence and Pisa. Also only a 5 minute walk to the train station that will take you to both cities. Great place to stay if looking for something quite and away from the crowds."
United States
Joshua
The price is ฿2,255
฿2,596 total
includes taxes & fees
30 Sept - 1 Oct
Affittacamere a 20 minuti da Firenze
Casa Alberi - Albergo Diffuso Volterra | Desk, laptop workspace, free WiFi, bed sheets

12. 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 ฿4,079
฿5,788 total
includes taxes & fees
21 Sept - 22 Sept
AlbergoDiffusoVolterra
Superior Mobile Home | Terrace/patio

13. Camping Boschetto Di Piemma

Camping Boschetto Di Piemma
3.0 star property
San Gimignano
8.8 out of 10, Excellent, (89 reviews)
"Great experience, close to a beautiful city and castle on a hill. "
New Zealand
Anonymous traveller
The price is ฿1,816
฿2,112 total
includes taxes & fees
21 Sept - 22 Sept
Camping Boschetto Di Piemma
Exterior

14. Antico Borgo il Cardino

Antico Borgo il Cardino
San Gimignano
9.4 out of 10, Exceptional, (85 reviews)
"It was perfect for my one night stop before moving on to another location in Toscana."
United States
Craig
The price is ฿5,166
฿5,874 total
includes taxes & fees
13 Oct - 14 Oct
Antico Borgo il Cardino
Romantic Double Room, 1 Bedroom, Non Smoking | View from room

15. B&B Palazzo Tortoli

B&B Palazzo Tortoli
San Gimignano City Centre
9.2 out of 10, Wonderful, (64 reviews)
"In the center of town overlooking a plaza (other rooms overlook the valley). Multiple museums, and dining and shopping options within very easy walking distance. The town and surroundings are beautiful."
United States
Harold
The price is ฿4,660
฿5,317 total
includes taxes & fees
18 Oct - 19 Oct
B&B Palazzo Tortoli
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas

16. Il Frutteto

Il Frutteto
Casciana Terme Lari
8.6 out of 10, Excellent, (9 reviews)
"-"
Germany
Dr. Björn
The price is ฿3,470
฿4,353 total
includes taxes & fees
26 Sept - 27 Sept
Il Frutteto
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

Park Hotel Chianti

Park Hotel Chianti

10/10 Excellent
"The staff are very helpful and kind."
Manuel 2-night trip
Posted 23 hours ago
Park Hotel 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 Pasta Martelli, or get outside and enjoy nature at Casciana Thermal Baths. In the wider area, you’ll find Castelfalfi Golf Course and Teatro del Silenzio.

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.