Search Holiday Rentals in Castelfalfi

Start date: Check-in selected.
To Date
End date: Check-out

    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

Tonight
26 Oct - 27 Oct
Tomorrow
27 Oct - 28 Oct
Next weekend
31 Oct - 2 Nov
In two weeks
7 Nov - 9 Nov

Top Holiday Rentals in Castelfalfi

Outdoor pool
Laqua Vineyard
Laqua Vineyard
10.0 out of 10, Exceptional, (12)
"Love it here. Food was amazing as well! 2 bedroom apartment was perfect. "
United Kingdom
Eisaivan
Laqua Vineyard
Outdoor pool, pool loungers
Borgo San Giusto
Borgo San Giusto
9.4 out of 10, Exceptional, (38)
"The hotel stay was great."
United Kingdom
Jonathan
The price is ฿3,319
฿3,765 total
includes taxes & fees
26 Oct - 27 Oct
Borgo San Giusto
Exterior detail
Villa il Fedino
Villa il Fedino
9.6 out of 10, Exceptional, (97)
"We had a wonderfull welcome, very professional ,friendly and helpful in every aspect. Great villa with Tuscany vibe and breathtaking views.Close enough to Florence.You can't ask for better. We will return again."
Canada
Mario
The price is ฿5,884
฿6,624 total
includes taxes & fees
8 Nov - 9 Nov
Villa il Fedino
Balcony
Palazzo al Torrione 2
Palazzo al Torrione 2
9.2 out of 10, Wonderful, (107)
"Truly a gem! Our room was beautiful with a lovely view. It is very close to the main road and restaurants. Definitely opt in for the breakfast it was absolutely delicious. "
United States
Leasly
The price is ฿3,060
฿4,507 total
includes taxes & fees
20 Nov - 21 Nov
Palazzo al Torrione 2
Breakfast, lunch, dinner served; Regional cuisine
La Locanda di Pietracupa
La Locanda di Pietracupa
9.4 out of 10, Exceptional, (35)
"Wonderful staff and exceptional food. "
United States
Michael
La Locanda di Pietracupa
Exterior detail
La Casa di Ines
La Casa di Ines
9.4 out of 10, Exceptional, (6)
"Amazing property and family ! "
Canada
Mary
The price is ฿2,521
฿2,963 total
includes taxes & fees
29 Oct - 30 Oct
La Casa di Ines
Outdoor pool, pool umbrellas, pool loungers
Chianti Village Morrocco
Chianti Village Morrocco
3.0 star property
8.6 out of 10, Excellent, (107)
"Front desk was very helpful and very comfortable room. "
United States
Chris
Chianti Village Morrocco
Property amenity
Antica Pieve B&B
Antica Pieve B&B
9.4 out of 10, Exceptional, (14)
"Very nice stay here! Great breakfast and coffee every morning. Great location to tour around to different wineries and towns. Free parking. "
Canada
Jessica
The price is ฿4,322
฿5,667 total
includes taxes & fees
26 Oct - 27 Oct
Antica Pieve B&B
Twin Room | 1 bedroom, hypo-allergenic bedding, down duvets, individually decorated
Antica Dimora Leones
Antica Dimora Leones
9.0 out of 10, Wonderful, (15)
"Waouw, it was sooooo great. Everything is beautiful, the hotel, the room, the village, Zamira… Thank you "
France
Elodie
The price is ฿5,765
฿6,341 total
includes taxes & fees
4 Nov - 5 Nov
Antica Dimora Leones
Comfort Room | Premium bedding, free WiFi
Room Rent Morrona
Room Rent Morrona
9.0 out of 10, Wonderful, (6)
"Ottima struttura "
Italy
Marzia
Room Rent Morrona
Exterior detail
B&B Palazzo Tortoli
B&B Palazzo Tortoli
9.2 out of 10, Wonderful, (57)
"This is a great B&B its right in the heart of the town. The rooms are very clean and have historical character. The staff are so friendly and helpful. "
United States
April
The price is ฿4,500
฿5,140 total
includes taxes & fees
26 Oct - 27 Oct
B&B Palazzo Tortoli
Property grounds
B&B Il Moscondoro
B&B Il Moscondoro
8.0 out of 10, Very good, (8)
"B&b nella campagna toscana, esperienza piacevole, il plus è il silezio totale che ha accompagnato il mio sonno"
Italy
Davide
The price is ฿3,112
฿3,423 total
includes taxes & fees
2 Nov - 3 Nov
B&B Il Moscondoro
Seasonal outdoor pool, open 8 AM to 8 PM, pool umbrellas, pool loungers
Tenuta Sant'Ilario
Tenuta Sant'Ilario
9.4 out of 10, Exceptional, (33)
"Amazing location and property! Owner and staff super nice! I am sure we will be back!"
Australia
Ilaria
Tenuta Sant'Ilario
Property entrance
Palazzo Pacini
Palazzo Pacini
9.8 out of 10, Exceptional, (97)
"The owners of this hotel are very accommodating. The breakfast was very good. The restaurants around this hotel are plentiful and offer good value and views."
United States
Laura
The price is ฿5,463
฿6,085 total
includes taxes & fees
5 Nov - 6 Nov
Palazzo Pacini
Exterior
Sportland
Sportland
7.2 out of 10, Good, (5)
Sportland
Seasonal outdoor pool, pool umbrellas, pool loungers
Il Castello di San Ruffino
Il Castello di San Ruffino
9.2 out of 10, Wonderful, (29)
"Really cool experience to stay at a castle. Perfect destination for celebrations."
United States
daniel
Il Castello di San Ruffino
Property entrance
Affittacamere a 20 minuti da Firenze
Affittacamere a 20 minuti da Firenze
8.2 out of 10, Very good, (15)
"Very basic lodgings - simple but good location between Florence & Pisa. Breakfast place right underneath the rooms made breakfast convenient. Parking was super simple & across the street, which is rare in Italy. "
United States
Scott
The price is ฿3,211
฿3,646 total
includes taxes & fees
28 Oct - 29 Oct
Affittacamere a 20 minuti da Firenze
Il Frutteto 1 (4 Pax) | Living room | Flat-screen TV
Il Frutteto
Il Frutteto
8.6 out of 10, Excellent, (9)
The price is ฿3,630
฿4,373 total
includes taxes & fees
26 Oct - 27 Oct
Il Frutteto
Outdoor pool
Casa Vacanze Le Case
Casa Vacanze Le Case
9.0 out of 10, Wonderful, (8)
"Situata in una posizione ideale per trascorrere un momento di relax accompagnati da una vista eccezionale. Davvero bella location."
Italy
Alex
The price is ฿3,120
฿3,622 total
includes taxes & fees
3 Nov - 4 Nov
Casa Vacanze Le Case
Comfort Apartment, 1 Bedroom (Le Viole) | Terrace/patio
Affittacamere Le Ginestre
Affittacamere Le Ginestre
7.8 out of 10, Good, (6)
"Personale molto gentile, l'appartamento era un po' datato, letto scomodo, le stoviglie date in dotazione non ben pulite,spazioso,posizione dell'appartamento in pieno centro a San Gimignano"
Italy
sabina
Affittacamere Le Ginestre
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

Tenuta di Artimino Member of Meliá Collection

Tenuta di Artimino Member of Meliá Collection

10/10 Excellent
"Me and my family stayed here for the first time , October 2025 to celebrate my wife’s 50th birthday, this place exceeded my expectations, the staff is very friendly but the property and amenities are beautiful , the apartment had 3 levels and had plenary of room for all of us to stay comfortable. The spa is luxurious and a must do .we will definitely stay here in the future ."
Walter Estilson 3-night trip
Posted 2 days ago
Tenuta di Artimino Member of Meliá Collection

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:

  • View our selection of featured holiday rentals in Castelfalfi
  • Use the map to find apartments and other holiday homes in the Castelfalfi neighbourhood you prefer
  • 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 are some of the best holiday rentals that Castelfalfi has to offer?

Casa Vacanze Le Case: This holiday home rental outside of Castelfalfi offers an outdoor pool, a terrace and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities such as a stovetop and kitchenware can make your holiday run smoothly. You and your friends and family can relax into your holiday with amenities such as a garden.

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.