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
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Holiday Rentals in Castelfalfi

Palazzo al Torrione 2

San Gimignano City Centre
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 €119
includes taxes & fees
15 Dec - 16 Dec
Palazzo al Torrione 2

B&B Palazzo Tortoli

San Gimignano City Centre
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 €130
includes taxes & fees
3 Dec - 4 Dec
B&B Palazzo Tortoli

Tenuta Sant'Ilario

Gambassi Terme
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

Palazzo Pacini

Colle di Val d'Elsa
9.8 out of 10, Exceptional, (98)
"Such a beautiful gem of a hotel. Steeped in Florentine style. Comfortable and classy. Definitely would recommend "
United States
George
The price is €131
includes taxes & fees
4 Dec - 5 Dec
Palazzo Pacini

Casa Giulia on the Via Francigena

Gambassi Terme
9.6 out of 10, Exceptional, (4)
"A clean, well equipped apartment with loads of character in a great location."
Canada
nick
Casa Giulia on the Via Francigena

2bed, 1bath Garden apt in Chianti!

Frazione Mura, Montaione
10.0 out of 10, Exceptional, (3)
"We had a wonderful time staying at the house. The location is beautiful and peaceful, surrounded by nature and the house itself is charming and well cared for. The swimming pool and the tennis court were fantastic and made our stay even more enjoyable. It was the perfect place to relax and enjoy the Tuscan atmosphere. We truly enjoyed our stay and would love to return one day"
Germany
Cayit A.
The price is €185
includes taxes & fees
3 Dec - 4 Dec
2bed, 1bath Garden apt in Chianti!

Affittacamere Le Ginestre

San Gimignano City Centre
7.8 out of 10, Good, (6)
"Spacious. Clean. Quite. Air conditioned. Comfort. The View. The best. "
United States
Jorge
Affittacamere Le Ginestre

Borgo San Giusto

Empoli
9.4 out of 10, Exceptional, (38)
"The hotel stay was great."
United Kingdom
Jonathan
The price is €105
includes taxes & fees
9 Dec - 10 Dec
Borgo San Giusto

Villa il Fedino

San Casciano in Val di Pesa
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 €152
includes taxes & fees
15 Dec - 16 Dec
Villa il Fedino

Lebbiano Residence Bio Resort

3.0 star property
Scandicci
9.4 out of 10, Exceptional, (23)
"Vicino a Firenze e quindi alle principali via di scambi, ma in una tranquillità disarmante. Il silenzio è parte integrante della struttura, ma sia chiaro assolutamente positivo. La struttura è ubicata in una zona veramente bella e le stanze sono confortevoli, comode e con la possibilità di cucinare. Infine fatevi coccolare dalla colazione servita in compagnia di uno stupendo gattone rosso e dalla bella Camilla. ;-)"
Italy
Matteo
The price is €123
includes taxes & fees
20 Dec - 21 Dec
Lebbiano Residence Bio Resort

Sportland

Colle di Val d'Elsa
7.2 out of 10, Good, (5)
"Struttura essenziale ed economica "
Italy
Giorgio
Sportland

Borgo Antico Residence

Certaldo Alto
10.0 out of 10, Exceptional, (3)
"Great place to relax take in the local culture and enjoy Tuscany."
United States
jane
The price is €111
includes taxes & fees
2 Jan - 3 Jan 2026
Borgo Antico Residence

Donna Nobile

San Gimignano City Centre
8.2 out of 10, Very good, (157)
"Very easy checkin, friendly staff. Loved the kitchen area!"
Canada
Treena
The price is €80
includes taxes & fees
3 Dec - 4 Dec
Donna Nobile

Room Rent Morrona

Terricciola
9.0 out of 10, Wonderful, (6)
"Ottima struttura "
Italy
Marzia
Room Rent Morrona

Holiday Home 'Piccolo Angolo Di Tranquillità' with Private Garden and Wi-Fi

Poggibonsi
10.0 out of 10, Exceptional, (2)
"Pros: Tutto stupendo la casa la posizione è. La dolcezza della proprietaria"
Italy
Anonymous traveller
The price is €114
includes taxes & fees
7 Dec - 8 Dec
Holiday Home 'Piccolo Angolo Di Tranquillità' with Private Garden and Wi-Fi

Le Torri San Gimignano Apartments

San Gimignano City Centre
8.4 out of 10, Very good, (5)
"Loved this apartment. Felt like we were locals. Walked to everything. Outstanding communication with property manager. She was very helpful and accommodating. She was able to help us navigate how to return to our train station as transportation from here can be tricky if not planned in advance."
United States
Antonio M.
Le Torri San Gimignano Apartments

PINE - 10

gambassi terme
10.0 out of 10, Exceptional, (1)
"Alloggio immerso nel verde nel centro della Toscana, equidistante da Firenze, Pisa e Siena, a due passi da San Gimignano, situato a 500 metri sul l.m. Bilocale completo di tutto. Siamo stati accolti da una Sig.ra gentilissima e molto professionale. Che pretendere di più? Io e mia moglie abbiamo trascorso una settimana di fine settembre fantastica"
Italy
giovanni a.
PINE - 10

Le Torri2 SanGimignanoApartments

San Gimignano City Centre
10.0 out of 10, Exceptional, (1)
"Muy bonito y acogedor "
Mexico
ROCIO
The price is €189
includes taxes & fees
3 Dec - 4 Dec
Le Torri2 SanGimignanoApartments

THE BEST VIEW San Gimignano

SAN GIMIGNANO
8.8 out of 10, Excellent, (3)
"It was a lovely apartment and the host is absolutely fabulous and easy to talk/chat with and responsive and they went above and beyound when I left my wallet behind on the day I flew out. When I stayed it was extremely hot(big European heat wave) and it was difficult to get cooled down at night but I think this was unusual time but be careful if you are sensitive to the heat at night."
United States
Eileen B.
The price is €122
includes taxes & fees
3 Dec - 4 Dec
THE BEST VIEW San Gimignano
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Castelfalfi Hotel Reviews

Find out more about Castelfalfi

Everything you need to know about Castelfalfi holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Castelfalfi holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Castelfalfi holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Castelfalfi holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Castelfalfi. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Castelfalfi holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Castelfalfi holiday rentals we have selected for you start as low as €67 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Castelfalfi rentals

At Expedia, we put the best Castelfalfi holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Castelfalfi rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Castelfalfi holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Castelfalfi. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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.