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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Castelfalfi holiday rentals

A bedroom with a large bed, two ottomans, a chandelier, and a view through an arched doorway to a dining area.

1. Borgo San Giusto

Borgo San Giusto
Empoli
9.4 out of 10, Exceptional, (43 reviews)
"Lovely location and excellent staff. Restaurant on site is amazing! "
United Kingdom
Paul
The price is Rp2.254.161
Rp2.541.588 total
includes taxes & fees
31 Aug - 1 Sept
Borgo San Giusto
A garden with a round table and wicker chairs under a tree.

2. 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 Rp1.228.678
Rp1.434.199 total
includes taxes & fees
24 Aug - 25 Aug
Antica Dimora Leones
A stone-walled room with a wooden desk, a chair, a TV, and a large window with curtains.

3. 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 Rp2.480.425
Rp2.790.375 total
includes taxes & fees
13 Sept - 14 Sept
Tenuta Sant'Ilario
A view from a window overlooking a rural landscape with fields and a distant mountain range.

4. 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 Rp2.819.604
Rp3.204.881 total
includes taxes & fees
24 Aug - 25 Aug
B&B Palazzo Tortoli
A yellow building with a dark door, potted plants, and a stone staircase leading to the entrance.

5. 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 Rp2.193.092
Rp3.114.954 total
includes taxes & fees
24 Aug - 25 Aug
AlbergoDiffusoVolterra
A courtyard with outdoor seating, a brick building, and a tree.

6. 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 Rp1.217.173
Rp1.338.890 total
includes taxes & fees
5 Sept - 6 Sept
Affittacamere e Ristorante Ariete
A table with a tray of pastries, a teapot, cups, and water bottles by a window with a view of greenery.

7. B&B Il Moscondoro

B&B Il Moscondoro
Montopoli in Val d'Arno
8.0 out of 10, Very good, (8 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 Rp1.784.484
Rp1.963.015 total
includes taxes & fees
1 Sept - 2 Sept
B&B Il Moscondoro
A courtyard with brick flooring, outdoor tables with umbrellas, and a brick fountain.

8. 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 Rp1.200.952
Rp1.899.620 total
includes taxes & fees
17 Sept - 18 Sept
Borgo Antico Residence
A modern entrance with glass doors and a marble floor, leading into a well-lit interior.

9. 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 Rp1.253.193
Rp1.440.502 total
includes taxes & fees
30 Aug - 31 Aug
Affittacamere a 20 minuti da Firenze
An arched entrance with a lantern above, flanked by two potted plants.

10. Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (103 reviews)
"This is an excellent property. Very historic, rustic and with great views across the Tuscan landscapes. Lorenzo and his mother were super duper hosts who took great care of us. The property dates back to 1380 and the rooms are decorated with choicest artifacts that adds greatly to the experience. The location is fantastic too with the local market and restaurants in easy walking reach. The breakfast service is fabulous with many choices and Lorenzo himself is great chef as well! Highly recommend...
United States
Nilesh
The price is Rp4.927.262
Rp5.502.641 total
includes taxes & fees
24 Aug - 25 Aug
Villa il Fedino
An open wooden door leading to an outdoor patio with a table and chairs.

11. Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (111 reviews)
"Great location, beautiful room with a terrace and the best breakfast we had in Italy! "
United States
Angel
The price is Rp1.939.730
Rp2.753.603 total
includes taxes & fees
26 Aug - 27 Aug
Palazzo al Torrione 2
A pool area with lounge chairs and umbrellas, surrounded by stone buildings and greenery.

12. Casa Vacanze Le Case

Casa Vacanze Le Case
San Gimignano
9.4 out of 10, Exceptional, (11 reviews)
"Wonderful. Beautiful property, the views were amazing,and it was so clean. A10 out of 10. "
United States
Jackie
The price is Rp2.319.928
Rp2.655.238 total
includes taxes & fees
28 Aug - 29 Aug
Casa Vacanze Le Case
A building with a wooden door, windows with shutters, and flower boxes.

13. Donna Nobile

Donna Nobile
San Gimignano City Centre
8.2 out of 10, Very good, (166 reviews)
"Very easy checkin, friendly staff. Loved the kitchen area!"
Canada
Treena
The price is Rp1.502.843
Rp1.756.382 total
includes taxes & fees
25 Aug - 26 Aug
Donna Nobile
A patio with wicker furniture and potted plants, overlooking a scenic landscape.

14. Affittacamere Le Ginestre

Affittacamere Le Ginestre
San Gimignano City Centre
7.8 out of 10, Good, (6 reviews)
"Spacious. Clean. Quite. Air conditioned. Comfort. The View. The best. "
United States
Jorge
The price is Rp2.235.865
Rp2.562.769 total
includes taxes & fees
24 Aug - 25 Aug
Affittacamere Le Ginestre
A balcony with a view of rolling hills, a table with a book and a bottle, and a chair.

15. Villa San Filippo

Villa San Filippo
4.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (49 reviews)
"This place was beautiful, quiet like a picture you’d see in the movies"
Canada
Nadia
The price is Rp1.435.914
Rp1.703.485 total
includes taxes & fees
21 Sept - 22 Sept
Villa San Filippo
A kitchen with exposed brick walls, a modern white cabinet, and a built-in black oven.

16. Room Rent Morrona

Room Rent Morrona
Terricciola
9.2 out of 10, Wonderful, (7 reviews)
"Ottima struttura "
Italy
Marzia
The price is Rp1.369.415
Rp1.506.356 total
includes taxes & fees
24 Aug - 25 Aug
Room Rent Morrona
A table with breakfast items and a view of rolling hills.

17. Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (117 reviews)
"Front desk was very helpful and very comfortable room. "
United States
Chris
The price is Rp1.545.226
Rp1.741.075 total
includes taxes & fees
30 Aug - 31 Aug
Chianti Village Morrocco
An arched stone corridor with a hanging lantern, leading to an open area with trees and a gate.

18. Il Castello di San Ruffino

Il Castello di San Ruffino
Casciana Terme Lari
9.2 out of 10, Wonderful, (36 reviews)
"Really cool experience to stay at a castle. Perfect destination for celebrations."
United States
daniel
The price is Rp1.910.469
Rp2.184.169 total
includes taxes & fees
22 Sept - 23 Sept
Il Castello di San Ruffino
An outdoor dining area with tables and chairs, candles, and a view of palm trees and greenery.

19. Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (100 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
The price is Rp2.007.712
Rp2.249.810 total
includes taxes & fees
2 Sept - 3 Sept
Palazzo Pacini
A garden with a stone pathway, wooden benches, and various potted plants.

20. 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 Rp3.202.814
Rp3.626.413 total
includes taxes & fees
30 Aug - 31 Aug
Antico Borgo il Cardino
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

Villa Petriolo

Villa Petriolo

10/10 Excellent
"I like it"
Chengming 1-night trip
Posted 2 days ago
Villa Petriolo

Find out more about Castelfalfi

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

  • View our selection of featured holiday rentals in Castelfalfi
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  • Enter your travel dates to view the best deals on holiday rentals in Castelfalfi while they last

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 Peccioli Prehistoric Park, 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.