Castelfalfi Vacation Rentals

  • 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
Mar 13 - Mar 15
In two months
Apr 24 - Apr 26
In three months
May 22 - May 24
In four months
Jun 19 - Jun 21

Our top choices for Castelfalfi vacation rentals

Deluxe Apartment, 1 Bedroom | Minibar, in-room safe, laptop workspace, soundproofing

Borgo San Giusto

Borgo San Giusto
Empoli
9.4 out of 10, Exceptional, (39 reviews)
"Lovely location and excellent staff. Restaurant on site is amazing! "
United Kingdom
Paul
The price is ￥13,573
￥15,483 total
includes taxes & fees
Mar 1 - Mar 2
Borgo San Giusto
View from room

Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (112 reviews)
"Front desk was very helpful and very comfortable room. "
United States
Chris
Chianti Village Morrocco
Exterior detail

La Casa di Ines

La Casa di Ines
San Gimignano City Centre
9.6 out of 10, Exceptional, (8 reviews)
"Love this town. Location is great "
United States
William
The price is ￥13,548
￥15,823 total
includes taxes & fees
Mar 2 - Mar 3
La Casa di Ines
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 ￥13,850
￥15,235 total
includes taxes & fees
Mar 9 - Mar 10
B&B Il Moscondoro
Terrace/patio

Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (98 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
The price is ￥17,496
￥19,614 total
includes taxes & fees
Mar 8 - Mar 9
Palazzo Pacini
Exterior

B&B Le Dimore Mezza Costa

B&B Le Dimore Mezza Costa
San Casciano in Val di Pesa
9.4 out of 10, Exceptional, (25 reviews)
"The beautiful place, very comfortable, the incredible attention, the breakfast felt like in Homewith a lot of love We hope to return one day"
Mexico
Raymundo
The price is ￥12,435
￥14,415 total
includes taxes & fees
Mar 25 - Mar 26
B&B Le Dimore Mezza Costa
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 ￥15,053
￥20,974 total
includes taxes & fees
Mar 1 - Mar 2
Antica Pieve B&B
Comfort Studio | In-room safe, free WiFi, wheelchair access

Easy Space

Easy Space
2.0 star property
Bientina
8.4 out of 10, Very Good, (30 reviews)
"We were able to easily check in early & and received friendly helpful service. "
Canada
NADINEM
The price is ￥14,772
￥16,249 total
includes taxes & fees
Mar 1 - Mar 2
Easy Space
Reception

Sportland

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

Casa Vacanze Le Case

Casa Vacanze Le Case
San Gimignano
9.0 out of 10, Wonderful, (8 reviews)
"Wonderful. Beautiful property, the views were amazing,and it was so clean. A10 out of 10. "
United States
Jackie
The price is ￥16,429
￥18,992 total
includes taxes & fees
Mar 11 - Mar 12
Casa Vacanze Le Case
Apartment, 2 Bedrooms | Terrace/patio

La Ripadoro

La Ripadoro
Chianni
The price is ￥18,398
￥25,757 total
includes taxes & fees
Mar 1 - Mar 2
La Ripadoro
TV

Casa Lifi Cozy Tuscany House

Casa Lifi Cozy Tuscany House
San Vincenzo A Torri
The price is ￥31,277
￥41,396 total
includes taxes & fees
Mar 22 - Mar 23
Casa Lifi Cozy Tuscany House
Iron/ironing board, WiFi, bed sheets

Blueyes House Tuscany

Blueyes House Tuscany
Montespertoli
The price is ￥16,190
￥21,342 total
includes taxes & fees
Mar 2 - Mar 3
Blueyes House Tuscany
Garden

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
Tenuta Quadrifoglio
Smart TV, books

Two-room apartment in the countryside with private outdoor space "the Tinaio"

Two-room apartment in the countryside with private outdoor space "the Tinaio"
Aia Bianca di Sotto
The price is ￥11,039
￥22,446 total
includes taxes & fees
Mar 2 - Mar 3
Two-room apartment in the countryside with private outdoor space "the Tinaio"
1 bedroom, iron/ironing board, free WiFi

THE TUSCAN RUSTIC NEST

THE TUSCAN RUSTIC NEST
Ponsacco
9.8 out of 10, Exceptional, (16 reviews)
"Carlos greeted us at the property and ensured we knew where everything was in the residence which was well equipped, very clean and next door to a grocery store. Carlos also recommended a great beach called the American Beach nearby and a fabulous Italian restaurant which I lost the receipt for but the food was excellent and incredibly reasonable. Carlos and Silvana are great hosts and deserving of their rating as Superhosts. Would recommend them to anyone staying in the area. "
Canada
Robert
The price is ￥13,799
￥18,031 total
includes taxes & fees
Mar 1 - Mar 2
THE TUSCAN RUSTIC NEST
Outdoor dining

Double bedroom with exclusive bathroom and private access from the outside

Double bedroom with exclusive bathroom and private access from the outside
Lamporecchio
The price is ￥11,959
￥15,639 total
includes taxes & fees
Mar 19 - Mar 20
Double bedroom with exclusive bathroom and private access from the outside
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 ￥12,493
￥18,895 total
includes taxes & fees
Mar 9 - Mar 10
Borgo Antico Residence
Seasonal outdoor pool, sun loungers

Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (99 reviews)
"Great people, great location great service"
Canada
James
The price is ￥26,445
￥29,826 total
includes taxes & fees
Mar 9 - Mar 10
Villa il Fedino
Interior

La Mi Casina Toscana

La Mi Casina Toscana
Palaia
10.0 out of 10, Exceptional, (2 reviews)
"Very clean, owner is accommodating , area is safe "
United States
Lenjen
The price is ￥15,822
￥19,502 total
includes taxes & fees
Mar 1 - Mar 2
La Mi Casina Toscana
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

Salvadonica - Borgo del Chianti

Salvadonica - Borgo del Chianti

10/10 Excellent
"The staff were very helpful and the buffet breakfast was delicious! "
Marie 2-night trip
Posted 5 days ago
Salvadonica - Borgo del Chianti

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 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?

Poggio Puccino Countryhouse: This vacation home rental outside of Castelfalfi is located in a rural location and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a patio, a garden, and a selection of games so you can immerse yourself in your vacation.

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.