Castelfalfi Holiday Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Castelfalfi

Pool
LUXURY COTTAGE IN TUSCAN ESTATE - POOL - NEXT TO A GOLF COURSE! (FRANTOIO)
10.0 out of 10, Exceptional, (37)
"This property is stunning both inside and out. Truly an oasis in the hills of Tuscany. House is fully stocked and pristine. We had the best time and would highly recommend. One bit of caution is to ensure you take the right road (Via di Monte). Check google maps before you head to the property and make sure you take the right route. Other than that, I couldn’t have asked for a more beautiful stay."
LUXURY COTTAGE IN TUSCAN ESTATE - POOL - NEXT TO A GOLF COURSE! (FRANTOIO)
Property grounds
Yellow House Country Villa in Chianti Classico
10.0 out of 10, Exceptional, (89)
"A beautiful house for nature lovers , we had everything we needed for our stay. The owner was very friendly and helpful. We really enjoyed our time there . The road to the house was a little bit rough , it could be difficult with a small car . Stefano Grazie per tutti!"
Yellow House Country Villa in Chianti Classico
Outdoor pool
Charming Villa Torre in Chianti, 8 ensuite bedrooms, pool, Florence, Wi-Fi, A/C.
10.0 out of 10, Exceptional, (87)
"The owners of this property take great care and pride in keeping the property neat and clean and in keeping the renters happy. They helped us with our last minute changes, and we had a large group. Fantastic Rental."
Charming Villa Torre in Chianti, 8 ensuite bedrooms, pool, Florence, Wi-Fi, A/C.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Outdoor pool
Glicini 3, your holiday home in Chianti just 30 minutes from Florence and Siena
10.0 out of 10, Exceptional, (47)
"Large three-bedroom, three-bathroom apartment with a nice layout. The description on VRBO does not make it clear that you are only getting an apartment in a building that includes two other apartments. I thought I was booking a house. We stayed four days when the weather was not that cold, but we needed the heating, for which there is a separate charge. For four days, we spent another 100 euros. The apartment was clean and the linens and towels were of good quality. The appliances, pots and...
Glicini 3, your holiday home in Chianti just 30 minutes from Florence and Siena
Property grounds
Villa Andrei, a relaxing bath in the Tuscan countryside with private pool
10.0 out of 10, Exceptional, (46)
"View and property were perfect and met expectations"
Villa Andrei, a relaxing bath in the Tuscan countryside with private pool
Outdoor pool
Villa with pool, 4 rooms en suite, Wi-Fi, walking distance from San Gimignano
10.0 out of 10, Exceptional, (83)
"AMAZING! GORGEOUS! SPACIOUS! SPOTLESS! CHARMING! VIEWS SECOND-TO-NONE! CONVENIENT! Everything we could have hoped for and more booking a villa sight unseen! Alessandro - the owner - could not possibly have been more accommodating! From beginning to end, he was responsive, kind, bending over backwards to accommodate our needs. The spacious bedrooms with en suite bathrooms were perfect for 5 sisters to have their own space after a day of sightseeing! We flew into Florence, rented a vehicle and...
Villa with pool, 4 rooms en suite, Wi-Fi, walking distance from San Gimignano
Property grounds
Happy holidays in Chianti, between olives and vines, 35 min. From Florence
10.0 out of 10, Exceptional, (13)
"The humble studio is very charming and perfect for singles or couples that like a quiet and peaceful Holiday. The cabin is small but practical and has everything you need. The garden is spacious and beautiful, with a fantastic view on the hills and we always had a nice breeze and shade in front of door. The pool is large and clean and the Landlady was very friendly and helpful at all times. The location is fantastic, ideal if you want explore Tuscany by car and also great if you just like to...
Happy holidays in Chianti, between olives and vines, 35 min. From Florence
Pool
Belvilla by OYO San Francesco Uno
10.0 out of 10, Exceptional, (11)
"Wir hatten als Familie einen super Urlaub 😊 Das Haus und das Anwesen sind traumhaft gelegen eine Ruheoase. Schöner Ausgangspunkt um die Toskana zu entdecken. Riccardo ist ein toller Gastgeber und wir würden sehr gerne wiederkommen. 5 Sterne plus für dieses Anwesen"
Belvilla by OYO San Francesco Uno
View from property
Vrbo Property
10.0 out of 10, Exceptional, (4)
"Great looking house with on site parking. The house was beautiful and the rooms were very comfortable. Fully equipped kitchenbwas great to cook meals when we didn't want to go to the restaurant. Chiara communicated with us during the whole trip which made the check-in and check out process flawless. If you are looking for a very quiet spot with a beautiful view only 20 minutes from a larger city, this is a great place to book."
Vrbo Property
A heated pool
Holiday house with private pool and fenced garden
10.0 out of 10, Exceptional, (40)
"Hosts were very gracious and friendly. Home was clean and well maintained. Property was gorgeous. Host supplied local eateries that were great and where local market was. Highly recommend this home!"
Holiday house with private pool and fenced garden
Pool
"Villa le Ginestre": the better geographic position to visit the Tuscany.
9.8 out of 10, Exceptional, (58)
"Very panoramic place and very clean"
"Villa le Ginestre": the better geographic position to visit the Tuscany.
Outdoor pool
Exclusive villa near Vinci in private grounds with amazing views and great pool
9.8 out of 10, Exceptional, (37)
"Everything was perfect, the area, the house and Natalia who was very nice, helpful and informational. All these contributed to our family having a very pleasant stay. Thank you!!!"
Exclusive villa near Vinci in private grounds with amazing views and great pool
Terrace/patio
Country House & Spa - Inside Nature with panoramic views, Art Surrounded
9.8 out of 10, Exceptional, (47)
"A wonderful house in an outstanding area of natural beauty. Our group had an excellent holiday with the most charming hosts. We will certainly try to repeat the experience."
Country House & Spa - Inside Nature with panoramic views, Art Surrounded
Aerial view
New Large House in Tuscany Countryside, Beautiful Hilltop View, Perfect Location
9.8 out of 10, Exceptional, (54)
"We are a family of 11. The house was comfortable and spacious for all of us."
New Large House in Tuscany Countryside, Beautiful Hilltop View, Perfect Location
Outdoor pool, an infinity pool
Beautiful apartment in San Gimignano - RoccaiaCasa'70
9.8 out of 10, Exceptional, (30)
"Everything you need for a quiet, comfortable, scenic stay in the Tuscan countryside. Nestled among grape vines and olive trees, Rita's home is the perfect place from which to launch day trips to San Gimignano, Siena and Florence, or just for relaxing. Comfortable beds, nice patio and porch with a great view of San Gimingano on a hill to the west. She has a well-equipped kitchen and if you need a supermarket, it is only 10 minutes down the road in Poggibonsi. We also enjoyed a hands-on cooking...
Beautiful apartment in San Gimignano - RoccaiaCasa'70
View from room
Palazzo Pacini
9.6 out of 10, Exceptional, (70)
"The bedroom was small but had a lovely view from the bathroom window and balcony. Breakfast was delicious and staff were friendly. It was disappointing that the room was hot and stuffy even with air-conditioning on (temp 24.5 degrees). We opened the balcony doors which helped however let insects in. It was also disappointing for the price that parking was a few minutes walk from property. "
The price is HK$1,158
per night
25 May - 26 May
Palazzo Pacini
Pool
Tuscan life style with great view, park,pool,relax,hiking & bike trails
9.6 out of 10, Exceptional, (90)
"We were a group of 7 and rented all 4 rooms in the building. We loved the private, remote location and the outdoor areas - such as the covered seating area next to the grill and games on the lawn! The pool is huge and especially deep! Claudia takes great care of it (we could not find the special sun tan cream that she recommended - for some reason our normal sun tan lotions caused white swimming costumes to go yellow in places). Thankfully I read a review about the mosquitoes so we came well...
Tuscan life style with great view, park,pool,relax,hiking & bike trails
Property grounds
House with character in typical medieval borgo on the Chianti Classico hills
9.6 out of 10, Exceptional, (44)
"A very beautiful property and grounds, in the middle of the Tuscan countryside The patio area with charcoal grill amongst the olive trees was a beautiful setting for snacks and meals The house inside was very rustic and authentic but comfortable and the kitchen and bathroom s are well equipped Our hosts were very friendly and the welcome bottle of wine and fresh fruit basket was a wonderful touch after a long day of travelling The neighbours were lovely we spoke to several of them though a...
House with character in typical medieval borgo on the Chianti Classico hills
Pool
Le Macine, a wonderful ancient restored watermill with Pool
9.6 out of 10, Exceptional, (62)
"We stayed here for 10 nights and thoroughly enjoyed the Villa, the Tuscan ambiance and the close proximity to Volterra. The house manager, Allisandro (Alex) was a great host. Flawless communication, friendliness, attention to our needs and providing local advice were all excellent and appreciated."
Le Macine, a wonderful ancient restored watermill with Pool
Pool
Lovely converted barn with enclosed garden and private pool
9.6 out of 10, Exceptional, (50)
"We had a lovely stay in a converted barn with pool. Very rustic but quiet and close to all the places we wanted to visit. We had a car"
Lovely converted barn with enclosed garden and private pool
Don't see what you're looking for?
See all available properties in Castelfalfi
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.

Other types of properties in Castelfalfi you may be interested in

5 restaurants, breakfast, lunch, dinner served; Italian cuisine
Castelfalfi
5.0 star property
9.4 out of 10, Exceptional, (119)
"The best hotel I have ever stayed at "
The price is HK$5,578
per night
27 May - 28 May
Castelfalfi
Seasonal outdoor pool, open 9:00 AM to 7:00 PM, pool umbrellas
Hotel Borgo di Cortefreda Relais
4.0 star property
9.2 out of 10, Wonderful, (334)
"The food options for vegetarians were few but very delicious. The breakfast spread was excellent. Staff in general were friendly and helpful. The room was clean and comfortable and the views were great. They could improve their gym by replacing or repairing the broken equipment such as the treadmill."
The price is HK$1,272
per night
30 May - 31 May
Hotel Borgo di Cortefreda Relais
Aerial view
Hotel Casolare Le Terre Rosse
3.0 star property
9.2 out of 10, Wonderful, (373)
"Feels like a home"
The price is HK$1,104
per night
12 Jun - 13 Jun
Hotel Casolare Le Terre Rosse
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.

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?

LUXURY COTTAGE IN TUSCAN ESTATE - POOL - NEXT TO A GOLF COURSE! (FRANTOIO): This holiday home rental outside of Castelfalfi is located next to a golf course, and has a fireplace, a furnished patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You can relax into your holiday with a garden and a selection of books.

How many holiday rentals will I find in Castelfalfi?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your Castelfalfi stay.

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 Teatro del Silenzio.

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.

Recent reviews of Castelfalfi properties
Expedia verified reviews

Hotel Leon Bianco

Hotel Leon Bianco

5/5 Excellent
"The location was in the center of the historic town, near restaurants, shops, and sites. The room and its view with the amenities exceeded our expectations. The best placed we stayed on our trip."
A verified traveller stayed at Hotel Leon Bianco
Posted 2 days ago
Hotel Leon Bianco