Castelfalfi Vacation Rentals

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Check prices for these dates

In two weeks
Jun 5 - Jun 7
In two months
Jul 17 - Jul 19
In three months
Aug 14 - Aug 16
In four months
Sep 11 - Sep 13

Our top choices for Castelfalfi vacation rentals

Villa, Air conditioning, Courtyard View | Exterior

Villa Montecastello

Villa Montecastello
Monteriggioni
The price is NT$6,063
NT$6,779 total
includes taxes & fees
May 29 - May 30
Villa Montecastello
Outdoor dining

Affittacamere e Ristorante Ariete

Affittacamere e Ristorante Ariete
Ponsacco
9.0 out of 10, Wonderful, (2 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$2,663
NT$2,929 total
includes taxes & fees
May 24 - May 25
Affittacamere e Ristorante Ariete
Seasonal outdoor pool

CasAlfredo

CasAlfredo
Santa Croce sull'Arno
The price is NT$4,174
NT$5,800 total
includes taxes & fees
May 25 - May 26
CasAlfredo
2 outdoor pools, pool umbrellas, sun loungers

La Lunaria di Lajatico

La Lunaria di Lajatico
Lajatico
10.0 out of 10, Exceptional, (1 review)
"Umwerfend schöne Aussicht! Charmantes Dorf. Ruhige Lage. "
United Kingdom
Julia
The price is NT$10,177
NT$13,472 total
includes taxes & fees
Jun 5 - Jun 6
La Lunaria di Lajatico
Garden

Antica Dimora Leones

Antica Dimora Leones
Palaia
9.2 out of 10, Wonderful, (17 reviews)
"Wonderful and unique place to stay. Staff were terrific. The church bells ring through the night so bring earplugs if you’re a light sleeper!"
Canada
Brendan
The price is NT$2,242
NT$2,613 total
includes taxes & fees
Jun 7 - Jun 8
Antica Dimora Leones
Deluxe Apartment, 1 Bedroom | Minibar, in-room safe, laptop workspace, soundproofing

Borgo San Giusto

Borgo San Giusto
Empoli
9.4 out of 10, Exceptional, (41 reviews)
"Lovely location and excellent staff. Restaurant on site is amazing! "
United Kingdom
Paul
The price is NT$4,993
NT$5,602 total
includes taxes & fees
May 26 - May 27
Borgo San Giusto
Triple Room | Room service - dining

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$3,162
NT$3,478 total
includes taxes & fees
Jun 2 - Jun 3
B&B Il Moscondoro
Comfort Room | Premium bedding, free WiFi

Room Rent Morrona

Room Rent Morrona
Terricciola
9.0 out of 10, Wonderful, (6 reviews)
"Ottima struttura "
Italy
Marzia
The price is NT$2,022
NT$2,224 total
includes taxes & fees
Jun 12 - Jun 13
Room Rent Morrona
View from property

Antica Pieve B&B

Antica Pieve B&B
Barberino Tavarnelle
9.4 out of 10, Exceptional, (14 reviews)
"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 NT$4,161
NT$5,456 total
includes taxes & fees
May 24 - May 25
Antica Pieve B&B
Apartment, Patio | Living area | Flat-screen TV

La Ripadoro

La Ripadoro
Chianni
The price is NT$4,044
NT$5,547 total
includes taxes & fees
May 26 - May 27
La Ripadoro
Front of property

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$1,930
NT$3,148 total
includes taxes & fees
Jun 3 - Jun 4
Borgo Antico Residence
Exterior

Antico Borgo il Cardino

Antico Borgo il Cardino
San Gimignano
9.4 out of 10, Exceptional, (82 reviews)
"It was perfect for my one night stop before moving on to another location in Toscana."
United States
Craig
The price is NT$5,141
NT$5,839 total
includes taxes & fees
Jun 3 - Jun 4
Antico Borgo il Cardino
Property entrance

Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (100 reviews)
"This is a lovely gem. Includes parking which is hard to find. Family owned and its a truly beautiful place. Breakfast was amazing as well!! Recommend!! "
United States
rose
The price is NT$8,223
NT$9,192 total
includes taxes & fees
May 28 - May 29
Villa il Fedino
Terrace/patio

Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (99 reviews)
"A nice blend of old world charm and modern conveniences. It is far from "
United States
John
The price is NT$5,424
NT$6,040 total
includes taxes & fees
May 28 - May 29
Palazzo Pacini
Reception

Sportland

Sportland
Colle di Val d'Elsa
7.2 out of 10, Good, (5 reviews)
"Struttura essenziale ed economica "
Italy
Giorgio
The price is NT$1,618
NT$1,853 total
includes taxes & fees
Jun 21 - Jun 22
Sportland
Seasonal outdoor pool, pool umbrellas, sun loungers

Villa San Filippo

Villa San Filippo
4.0 star property
Barberino Tavarnelle
8.4 out of 10, Very Good, (42 reviews)
"Conveniently situated between Florence and Siena in the heart of the Chianti region with stunning views. Friendly relaxed hosts who provide a substantial breakfast. Beautiful large swimming pool to cool off at the end of the day."
United Kingdom
Andrew
The price is NT$2,718
NT$3,209 total
includes taxes & fees
Jun 3 - Jun 4
Villa San Filippo
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

Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse

10/10 Excellent
"Everything was great! Highly recommend and only a short drive to San Gimignano."
Jessica 1-night trip
Posted 6 hours ago
Hotel Casolare Le Terre Rosse

Find out more about Castelfalfi

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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.