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Castelfalfi Vacation Rentals

Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Castelfalfi vacation rentals

Autumn, Living Room, Spring, Summer

1. Nice apartment for 2 people with A/C, WIFI, TV and panoramic view, close to San Gimignano

Nice apartment for 2 people with A/C, WIFI, TV and panoramic view, close to San Gimignano
Castelfalfi
$329 nightly
The price is $341
Oct 19 - Oct 20
Total with taxes and fees
Nice apartment for 2 people with A/C, WIFI, TV and panoramic view, close to San Gimignano
A dining area with a table set for two, a television on a shelf, and a window with a view of the countryside.

2. La Veduta – Scenic Views, Historic Castelfalfi

La Veduta – Scenic Views, Historic Castelfalfi
Castelfalfi
$288 nightly
The price is $300
Oct 19 - Oct 20
Total with taxes and fees
La Veduta – Scenic Views, Historic Castelfalfi
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
$89 nightly
The price is $101
Nov 2 - Nov 3
Total with taxes and fees
Tenuta Sant'Ilario
A kitchen with wooden cabinets, a dining table with chairs, and a hanging light fixture.

4. Toscana Vacanze

Toscana Vacanze
MONTAIONE
$220 nightly
The price is $245
Nov 1 - Nov 2
Total with taxes and fees
Toscana Vacanze
A garden with a round table and wicker chairs under a tree.

5. Antica Dimora Leones

Antica Dimora Leones
Palaia
9.2 out of 10, Wonderful, (20 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
$65 nightly
The price is $76
Oct 19 - Oct 20
Total with taxes and fees
Antica Dimora Leones
A well-maintained garden with a central fountain, surrounded by lush greenery and flowering plants.

6. Tenuta Quadrifoglio

Tenuta Quadrifoglio
Gambassi Terme
10.0 out of 10, Exceptional, (5 reviews)
"A lovely spot for relaxation .The appartments were lovely and comfortable .the only criticism was you do need a car to get any where. It is totally in the middle of nowhere. "
United Kingdom
Geraldine
$129 nightly
The price is $145
Oct 25 - Oct 26
Total with taxes and fees
Tenuta Quadrifoglio
An outdoor cafe area with tables and chairs, a red awning, and buildings with signs in the background.

7. DomuS Miniato

DomuS Miniato
San Miniato
10.0 out of 10, Exceptional, (3 reviews)
"Klein aber fein. Sehr gepflegt und geschmackvoll eingerichtet mit Liebe zum Detail. Herrliche Aussicht vom kleinen Balkon. Nur die Parkplatzsuche war am späten Freitag Abend schwierig, weil gefühlt die halbe Jugend der Toscana nach San Miniato in den Ausgang geht."
United States
Thomas
$96 nightly
The price is $108
Nov 2 - Nov 3
Total with taxes and fees
DomuS Miniato
A bedroom with a bed, bedside table, and a nightstand.

8. Apartment 'Cielo' with Shared Garden, Wi-Fi and Air Conditioning

Apartment 'Cielo' with Shared Garden, Wi-Fi and Air Conditioning
Volterra
10.0 out of 10, Exceptional, (1 review)
"Pros: Die Gastgeber waren immer sehr freundlich und zuvorkommend, man konnte sich gut mit ihnen unterhalten und sie waren immer erreichbar bei Fragen und Problemen. Wir waren zu zehnt da, drei Erwachsene und sieben Kinder/ Kleinkinder und es war genug Platz für alle da. Volterra ist 25 Autominuten entfernt, die nächsten Strände und Pisa ungefähr eine Stunde. Zum zur Ruhe kommen und Abschalten ist dieser Ort ideal. Für die Benutzung des Pools sind Badekappen gewünscht. Diese am besten schon...
Germany
Anonymous traveler
$207 nightly
The price is $213
Oct 19 - Oct 20
Total with taxes and fees
Apartment 'Cielo' with Shared Garden, Wi-Fi and Air Conditioning
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
9.6 out of 10, Exceptional, (14 reviews)
"The property was perfect and the host was so nice and helpful. We would definitely stay there again."
United States
Andrew
$92 nightly
The price is $107
Nov 2 - Nov 3
Total with taxes and fees
Casa Vacanze Le Case
A courtyard with brick flooring, outdoor tables with umbrellas, and a brick fountain.

10. Borgo Antico Residence

Borgo Antico Residence
Certaldo Alto
10.0 out of 10, Exceptional, (4 reviews)
"Great place to relax take in the local culture and enjoy Tuscany."
United States
jane
$90 nightly
The price is $102
Oct 27 - Oct 28
Total with taxes and fees
Borgo Antico Residence
A rustic brick building with a glass door entrance, a potted plant, and a number '4' sign.

11. Tosca's House apartment

Tosca's House apartment
Partino
9.4 out of 10, Exceptional, (3 reviews)
"Fantastic apartment which is fresh, clean, nicely appointed and ideally located. Highly recommended."
United Kingdom
Andrew H.
$124 nightly
The price is $128
Nov 1 - Nov 2
Total with taxes and fees
Tosca's House apartment
An open wooden door leading to an outdoor patio with a table and chairs.

12. Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (114 reviews)
"Great location, beautiful room with a terrace and the best breakfast we had in Italy! "
United States
Angel
$117 nightly
The price is $135
Nov 7 - Nov 8
Total with taxes and fees
Palazzo al Torrione 2
A bedroom with a large bed, two ottomans, a chandelier, and a view through an arched doorway to a dining area.

13. Borgo San Giusto

Borgo San Giusto
Empoli
9.4 out of 10, Exceptional, (47 reviews)
"A lovely overnight stay here! Staff were so accommodating to our limited Italian and the children. Would recommend"
United Kingdom
Lucy
$99 nightly
The price is $113
Nov 1 - Nov 2
Total with taxes and fees
Borgo San Giusto
A swimming pool with lounge chairs, surrounded by a low wall, under a sunset sky.

14. Apartment 'Casa Vacanze Podere San Giusto' with Private Terrace, Private Garden and Wi-Fi

Apartment 'Casa Vacanze Podere San Giusto' with Private Terrace, Private Garden and Wi-Fi
Volterra
10.0 out of 10, Exceptional, (3 reviews)
"Beautifully decorated flat with everything you need (we didn't see a toaster but we didn't need one).Very tidy. Very good beds. Cristina and her family were very friendly and helped with everything.Beautiful region, beautiful garden, house, everything perfect.We got a lot of regional products as gifts and they were really tasty (and healthy)."
Germany
Michael B.
$123 nightly
The price is $129
Oct 28 - Oct 29
Total with taxes and fees
Apartment 'Casa Vacanze Podere San Giusto' with Private Terrace, Private Garden and Wi-Fi
A kitchen with exposed brick walls, a modern white cabinet, and a built-in black oven.

15. Room Rent Morrona

Room Rent Morrona
Terricciola
9.2 out of 10, Wonderful, (7 reviews)
"Ottima struttura "
Italy
Marzia
$74 nightly
The price is $82
Oct 19 - Oct 20
Total with taxes and fees
Room Rent Morrona
A table set with two white cups and saucers, a metal coffee pot, and a potted plant with a pink flower.

16. Coppo – Apartment with Pool and Views of the Tuscan Hills

Coppo – Apartment with Pool and Views of the Tuscan Hills
Gambassi Terme
$415 nightly
The price is $418
Oct 20 - Oct 21
Total with taxes and fees
Coppo – Apartment with Pool and Views of the Tuscan Hills
A view from a window overlooking a rural landscape with fields and a distant mountain range.

17. B&B Palazzo Tortoli

B&B Palazzo Tortoli
San Gimignano City Centre
9.2 out of 10, Wonderful, (66 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
$123 nightly
The price is $141
Oct 30 - Oct 31
Total with taxes and fees
B&B Palazzo Tortoli
A narrow street with stone buildings, a tower, and an archway.

18. Materia Rooms San Gimignano

Materia Rooms San Gimignano
San Gimignano City Centre
10.0 out of 10, Exceptional, (1 review)
"Fantastic all around experience. The rooms were beautiful and clean and this unique mix of rustic modern Italian styling. Located right in the heart of the old city made it very easy to walk everywhere. The service was fantastic, I was able to message the team and within a minute I got the help and had my questions answered. I’d definitely stay there again."
Canada
Bradley
$105 nightly
The price is $121
Nov 4 - Nov 5
Total with taxes and fees
Materia Rooms San Gimignano
A yellow building with a dark door, potted plants, and a stone staircase leading to the entrance.

19. 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
$169 nightly
The price is $186
Nov 2 - Nov 3
Total with taxes and fees
AlbergoDiffusoVolterra
A narrow alleyway with brick walls, wooden barrels, and potted plants.

20. San Gimignano Apartment in the Heart of Town for 4 People with Fast Wi-Fi and Concierge Service

San Gimignano Apartment in the Heart of Town for 4 People with Fast Wi-Fi and Concierge Service
San Gimignano City Centre
9.8 out of 10, Exceptional, (42 reviews)
"Authentic 13th century building with so much character and charm. The room was very unique and opened to a lovely courtyard. The location was great, and very close to the gate. A full Italian breakfast buffet was offered at a reasonable cost. Laundry service was also available. And the hosts were very friendly and helpful."
United States
Marilyn H.
$166 nightly
The price is $172
Oct 19 - Oct 20
Total with taxes and fees
San Gimignano Apartment in the Heart of Town for 4 People with Fast Wi-Fi and Concierge Service
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

Salvadonica - Borgo del Chianti

Salvadonica - Borgo del Chianti

10/10 Excellent
"Beautiful property, clean and spacious room, great service. We are so thankful for our stay at this property. We had a patio outside our room, and this was a highlight for me. The restaurant had a bar with local wines and snacks; we could then sit outside and relax in peace. We did one of the wine tastings with the hotel, which was fabulous. We ate at the restaurant; my teenage children each found something they enjoyed. It is located outside of Florence, so we did have a bit of a drive each day to see different sites, but the property made the stay very well worth it. Breakfast each day was also really wonderful,"
Christina 3-night trip
Posted 3 days ago
Salvadonica - Borgo del Chianti

Find out more about Castelfalfi

Everything you need to know about Castelfalfi vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Castelfalfi vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Castelfalfi vacation 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 low season months. For more hustle and bustle, you may prefer to visit Castelfalfi in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $56 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Castelfalfi rentals

At Expedia, we put the best Castelfalfi vacation 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 vacation.

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 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 are some of the best vacation home rentals in Castelfalfi?

House in the historic village in the Tuscan hills: This vacation home rental outside of Castelfalfi is located in a rural location and has a fireplace, a balcony, and laundry facilities to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. Make the most of the books in this rental home to help you unwind.

What can I see and do in Castelfalfi?

While exploring the area, visit family-friendly sights like Il Fiaschetto, 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.