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Castelfalfi Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Castelfalfi vacation 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 P6,624
P7,497 total
includes taxes & fees
Nov 6 - Nov 7
Tenuta Sant'Ilario
A kitchen with wooden cabinets, a dining table with chairs, and a hanging light fixture.

2. Toscana Vacanze

Toscana Vacanze
MONTAIONE
The price is P9,298
P16,771 total
includes taxes & fees
Oct 30 - Oct 31
Toscana Vacanze
A well-maintained garden with a central fountain, surrounded by lush greenery and flowering plants.

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 P8,060
P9,077 total
includes taxes & fees
Oct 22 - Oct 23
Tenuta Quadrifoglio
A garden with a round table and wicker chairs under a tree.

4. Antica Dimora Leones

Antica Dimora Leones
Palaia
9.2 out of 10, Wonderful, (19 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 P3,743
P4,400 total
includes taxes & fees
Oct 18 - Oct 19
Antica Dimora Leones
An outdoor dining area with tables and chairs, candles, and a view of palm trees and greenery.

5. Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (102 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
The price is P9,382
P10,461 total
includes taxes & fees
Oct 11 - Oct 12
Palazzo Pacini
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, (46 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 P6,217
P7,050 total
includes taxes & fees
Nov 8 - Nov 9
Borgo San Giusto
A pool area with lounge chairs and umbrellas, surrounded by stone buildings and greenery.

7. 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 P5,773
P6,701 total
includes taxes & fees
Nov 4 - Nov 5
Casa Vacanze Le Case
An outdoor cafe area with tables and chairs, a red awning, and buildings with signs in the background.

8. 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 P6,500
P7,291 total
includes taxes & fees
Oct 25 - Oct 26
DomuS Miniato
A courtyard with brick flooring, outdoor tables with umbrellas, and a brick fountain.

9. 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 P4,007
P6,378 total
includes taxes & fees
Nov 10 - Nov 11
Borgo Antico Residence
A narrow street with stone buildings, a tower, and an archway.

10. 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 P6,621
P7,635 total
includes taxes & fees
Nov 3 - Nov 4
Materia Rooms San Gimignano
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, (114 reviews)
"They were very helpful to me when I arrived. I difficulty accessing there messages to me. They put me at ease"
United States
Angela
The price is P5,741
P8,426 total
includes taxes & fees
Nov 8 - Nov 9
Palazzo al Torrione 2
A garden with a stone pathway, wooden benches, and various potted plants.

12. Antico Borgo il Cardino

Antico Borgo il Cardino
San Gimignano
9.4 out of 10, Exceptional, (87 reviews)
"It was perfect for my one night stop before moving on to another location in Toscana."
United States
Craig
The price is P9,499
P10,801 total
includes taxes & fees
Oct 18 - Oct 19
Antico Borgo il Cardino
A view from a window overlooking a rural landscape with fields and a distant mountain range.

13. B&B Palazzo Tortoli

B&B Palazzo Tortoli
San Gimignano City Centre
9.2 out of 10, Wonderful, (66 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 P8,568
P9,777 total
includes taxes & fees
Nov 6 - Nov 7
B&B Palazzo Tortoli
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 P7,517
P10,667 total
includes taxes & fees
Oct 12 - Oct 13
AlbergoDiffusoVolterra
An arched entrance with a lantern above, flanked by two potted plants.

15. Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (105 reviews)
"Tha parking was easy on the property. It was within walking distance to the villages with shops, restaurants and cafes. The best part was the staff. The owners were incredibly helpful, friendly and made you feel like family. Breakfast outside was lovely overlooking the hills of Tuscany. We met many people and had lovely conversations with other travelers during breakfast. A gem in Tuscany."
United States
Lori
The price is P14,679
P16,429 total
includes taxes & fees
Oct 13 - Oct 14
Villa il Fedino
A wooden double door with an arch above it, a bench to the left, and a sign with a list of items on the wall.

16. Da Vinci Heart of Tuscany

Da Vinci Heart of Tuscany
Peccioli
The price is P4,503
P8,480 total
includes taxes & fees
Oct 12 - Oct 13
Da Vinci Heart of Tuscany
An open dining area with a table set for two, a red sofa, and a painting on the wall.

17. 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 P11,399
P13,243 total
includes taxes & fees
Oct 11 - Oct 12
La Ripadoro
A courtyard with outdoor seating, a brick building, and a tree.

18. 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 P4,145
P4,559 total
includes taxes & fees
Oct 16 - Oct 17
Affittacamere e Ristorante Ariete
A kitchen with exposed brick walls, a modern white cabinet, and a built-in black oven.

19. Room Rent Morrona

Room Rent Morrona
Terricciola
9.2 out of 10, Wonderful, (7 reviews)
"Ottima struttura "
Italy
Marzia
The price is P4,663
P5,130 total
includes taxes & fees
Oct 18 - Oct 19
Room Rent Morrona
A table with a tray of pastries, a teapot, cups, and water bottles by a window with a view of greenery.

20. 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 P5,757
P6,333 total
includes taxes & fees
Nov 3 - Nov 4
B&B Il Moscondoro
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 I Barronci Resort & Spa

Villa I Barronci Resort & Spa

10/10 Excellent
"Great spot and friendly staff."
Chris 4-night trip
Posted 11 hours ago
Villa I Barronci Resort & Spa

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 vacation rentals in Castelfalfi?

Yes, we have vacation rentals close to top attractions in Castelfalfi, or you can select a more remote option if you want a relaxing place to 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 larger area, you’ll find Castelfalfi Golf Course and Monastery of San Vivaldo.

What are vacation rentals like in Castelfalfi?

Vacation rentals are private properties you can book for several days or more in Castelfalfi. Vacation rentals offer extras such as laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a sanitized environment, a vacation rental can provide a sense of security away from public hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for a family trip.