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Castelfalfi Holiday Rentals

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Check prices for these dates

In two weeks
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Castelfalfi holiday rentals

Pool

1. Villa Le Polle di Meletro

Villa Le Polle di Meletro
Rivalto
The price is HK$1,821
HK$2,395 total
includes taxes & fees
24 Aug - 25 Aug
Villa Le Polle di Meletro
Garden

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 HK$612
HK$710 total
includes taxes & fees
6 Sept - 7 Sept
Antica Dimora Leones
Frette Italian sheets, premium bedding, minibar, in-room safe

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 HK$1,099
HK$1,236 total
includes taxes & fees
13 Sept - 14 Sept
Tenuta Sant'Ilario
Seasonal outdoor pool, pool umbrellas, pool loungers

4. Villa Tosca

Villa Tosca
Peccioli
The price is HK$10,257
HK$11,283 total
includes taxes & fees
23 Aug - 24 Aug
Villa Tosca
Outdoor pool

5. 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 HK$1,028
HK$1,176 total
includes taxes & fees
28 Aug - 29 Aug
Casa Vacanze Le Case
Balcony

6. 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 HK$852
HK$1,210 total
includes taxes & fees
21 Aug - 22 Aug
Palazzo al Torrione 2
Room service – dining

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 HK$790
HK$870 total
includes taxes & fees
22 Aug - 23 Aug
B&B Il Moscondoro
Seasonal outdoor pool

8. AWESHOMEITALY - VILLA SAN MARTINO

AWESHOMEITALY - VILLA SAN MARTINO
La Fornace
The price is HK$6,740
HK$11,533 total
includes taxes & fees
4 Sept - 5 Sept
AWESHOMEITALY - VILLA SAN MARTINO
Exterior

9. 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 HK$1,419
HK$1,606 total
includes taxes & fees
3 Sept - 4 Sept
Antico Borgo il Cardino
Premium bedding, free WiFi

10. Room Rent Morrona

Room Rent Morrona
Terricciola
9.2 out of 10, Wonderful, (7 reviews)
"Ottima struttura "
Italy
Marzia
The price is HK$607
HK$667 total
includes taxes & fees
22 Aug - 23 Aug
Room Rent Morrona
Outdoor dining

11. 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 HK$539
HK$593 total
includes taxes & fees
21 Aug - 22 Aug
Affittacamere e Ristorante Ariete
Minibar, in-room safe, laptop workspace, soundproofing

12. 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 HK$999
HK$1,126 total
includes taxes & fees
25 Aug - 26 Aug
Borgo San Giusto
Property entrance

13. 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 HK$571
HK$656 total
includes taxes & fees
28 Aug - 29 Aug
Affittacamere a 20 minuti da Firenze
View from room

14. 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 HK$1,183
HK$1,347 total
includes taxes & fees
21 Aug - 22 Aug
B&B Palazzo Tortoli
Terrace/patio

15. 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 HK$889
HK$997 total
includes taxes & fees
2 Sept - 3 Sept
Palazzo Pacini
Porch

16. 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 HK$707
HK$824 total
includes taxes & fees
21 Aug - 22 Aug
Donna Nobile
Exterior

17. B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes

B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes
San Casciano in Val di Pesa
9.2 out of 10, Wonderful, (27 reviews)
"The beautiful place, very comfortable, the incredible attention, the breakfast felt like in Homewith a lot of love We hope to return one day"
Mexico
Raymundo
The price is HK$911
HK$1,039 total
includes taxes & fees
3 Sept - 4 Sept
B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes
Living area

18. La Ripadoro

La Ripadoro
Chianni
10.0 out of 10, Exceptional, (1 review)
"Amazing place Amazing view Amazing food Amazing people. Highly recommended."
Canada
Maya
The price is HK$1,872
HK$2,151 total
includes taxes & fees
6 Sept - 7 Sept
La Ripadoro
Garden view

19. Villa San Filippo

Villa San Filippo
4.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (48 reviews)
"This place was beautiful, quiet like a picture you’d see in the movies"
Canada
Nadia
The price is HK$768
HK$900 total
includes taxes & fees
23 Aug - 24 Aug
Villa San Filippo
Property entrance

20. Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (102 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 HK$2,325
HK$2,594 total
includes taxes & fees
8 Sept - 9 Sept
Villa il Fedino
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
"A clean hotel, we got upgraded so no issues on room was updated and pleasant, AC could have been stronger but was ok, nice buffet breakfast with good assortment of food:) Front desk ladies were helpful in giving restaurant suggestions in the surrounding area 👌"
vincy 2-night trip
Posted 2 days 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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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 are some of the best holiday rentals that Castelfalfi has to offer?

Holiday house with private pool and fenced garden: This holiday home rental outside of Castelfalfi is located on a river, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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.