Default HTG hotel image

Search Holiday Rentals in Castelfalfi

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
25 Sep - 27 Sep
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Castelfalfi holiday rentals

A garden with a round table and wicker chairs under a tree.

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 1.736.795 ₫
2.031.635 ₫ total
includes taxes & fees
4 Oct - 5 Oct
Antica Dimora Leones
A stone-walled room with a wooden desk, a chair, a TV, and a large window with curtains.

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 3.897.764 ₫
4.378.472 ₫ total
includes taxes & fees
29 Sept - 30 Sept
Tenuta Sant'Ilario
A bedroom with a large bed, two ottomans, a chandelier, and a view through an arched doorway to a dining area.

3. Borgo San Giusto

Borgo San Giusto
Empoli
9.4 out of 10, Exceptional, (44 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 3.634.843 ₫
4.089.198 ₫ total
includes taxes & fees
4 Oct - 5 Oct
Borgo San Giusto
A kitchen with exposed brick walls, a modern white cabinet, and a built-in black oven.

4. Room Rent Morrona

Room Rent Morrona
Terricciola
9.2 out of 10, Wonderful, (7 reviews)
"Ottima struttura "
Italy
Marzia
The price is 2.007.425 ₫
2.208.168 ₫ total
includes taxes & fees
8 Sept - 9 Sept
Room Rent Morrona
A view from a window overlooking a rural landscape with fields and a distant mountain range.

5. 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 4.133.257 ₫
4.698.035 ₫ total
includes taxes & fees
21 Sept - 22 Sept
B&B Palazzo Tortoli
A table with a tray of pastries, a teapot, cups, and water bottles by a window with a view of greenery.

6. 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 2.615.875 ₫
2.877.584 ₫ total
includes taxes & fees
9 Sept - 10 Sept
B&B Il Moscondoro
A courtyard with brick flooring, outdoor tables with umbrellas, and a brick fountain.

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 1.760.476 ₫
2.784.653 ₫ total
includes taxes & fees
13 Sept - 14 Sept
Borgo Antico Residence
A table with breakfast items and a view of rolling hills.

8. Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Tavarnelle Val di Pesa
8.6 out of 10, Excellent, (117 reviews)
"Front desk was very helpful and very comfortable room. "
United States
Chris
The price is 2.229.580 ₫
2.513.119 ₫ total
includes taxes & fees
8 Sept - 9 Sept
Chianti Village Morrocco
A pool area with lounge chairs and umbrellas, surrounded by stone buildings and greenery.

9. 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 3.400.699 ₫
3.892.312 ₫ total
includes taxes & fees
20 Sept - 21 Sept
Casa Vacanze Le Case
A garden with a stone pathway, wooden benches, and various potted plants.

10. 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 4.392.102 ₫
4.982.764 ₫ total
includes taxes & fees
4 Oct - 5 Oct
Antico Borgo il Cardino
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, (112 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 2.843.450 ₫
4.036.506 ₫ total
includes taxes & fees
8 Sept - 9 Sept
Palazzo al Torrione 2
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Castelfalfi Hotel Reviews

Borgo Pignano Volterra Tuscany

Borgo Pignano Volterra Tuscany

10/10 Excellent
"Beautiful location, vast grounds, stunning food with the local produce. The rooms are old fashioned - very much the intent. Very attentive staff."
Ramin 4-night trip
Posted 3 days ago
Borgo Pignano Volterra Tuscany

Explore a world of travel with Expedia

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 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.