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Castelfalfi Vacation Rentals

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Check prices for these dates

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

Our top choices for Castelfalfi vacation 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 NT$4,059
NT$4,576 total
includes taxes & fees
Aug 30 - Aug 31
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 NT$2,453
NT$2,847 total
includes taxes & fees
Sep 6 - Sep 7
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 NT$4,466
NT$5,024 total
includes taxes & fees
Sep 13 - Sep 14
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 NT$5,077
NT$5,771 total
includes taxes & fees
Aug 24 - Aug 25
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 NT$3,949
NT$5,609 total
includes taxes & fees
Aug 24 - Aug 25
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 NT$2,192
NT$2,411 total
includes taxes & fees
Sep 4 - Sep 5
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 NT$3,213
NT$3,535 total
includes taxes & fees
Aug 31 - Sep 1
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 NT$2,119
NT$3,372 total
includes taxes & fees
Aug 24 - Aug 25
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 NT$2,256
NT$2,594 total
includes taxes & fees
Aug 30 - Aug 31
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 NT$9,449
NT$10,543 total
includes taxes & fees
Sep 8 - Sep 9
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 NT$3,493
NT$4,958 total
includes taxes & fees
Aug 28 - Aug 29
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 NT$4,498
NT$5,134 total
includes taxes & fees
Sep 4 - Sep 5
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 NT$2,807
NT$3,274 total
includes taxes & fees
Aug 27 - Aug 28
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 NT$4,026
NT$4,614 total
includes taxes & fees
Aug 24 - Aug 25
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, (48 reviews)
"This place was beautiful, quiet like a picture you’d see in the movies"
Canada
Nadia
The price is NT$2,585
NT$3,067 total
includes taxes & fees
Sep 21 - Sep 22
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 NT$2,466
NT$2,712 total
includes taxes & fees
Aug 24 - Aug 25
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 NT$3,022
NT$3,399 total
includes taxes & fees
Aug 30 - Aug 31
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 NT$3,440
NT$3,933 total
includes taxes & fees
Sep 22 - Sep 23
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 NT$3,615
NT$4,051 total
includes taxes & fees
Sep 2 - Sep 3
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 NT$5,767
NT$6,530 total
includes taxes & fees
Sep 3 - Sep 4
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

Fattoria di Vegi

Fattoria di Vegi

10/10 Excellent
"Antonio and the hotel staff were amazing—offering wonderful, warm hospitality. It is a new hotel set on a stunning property. It was a stay that undoubtedly leaves a lasting mark on your soul and leaves you wanting to come back to see the continuation of Antonio’s creations on the estate."
Maayan 3-night trip
Posted 19 hours ago
Fattoria di Vegi

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 Peccioli Prehistoric Park, 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.