Rolling hills, vineyards, and scattered buildings in a hilly landscape.

Search Vacation Homes in Castelfiorentino

  • 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
Jul 17 - Jul 19
In two months
Aug 28 - Aug 30
In three months
Sep 25 - Sep 27
In four months
Oct 23 - Oct 25

Our top choices for Castelfiorentino vacation homes

Outdoor dining

Villa La Stella - Casa per Ferie

Villa La Stella - Casa per Ferie
Le Cure
8.6 out of 10, Excellent, (244 reviews)
"Friendly staff, clean rooms, and in a lovely location above the city."
United States
Andrew
The price is ￥20,139
￥23,629 total
includes taxes & fees
Jul 12 - Jul 13
Villa La Stella - Casa per Ferie
Interior

Holiday Home 'Bellavista Altopascio' with Private Terrace and Wi-Fi

Holiday Home 'Bellavista Altopascio' with Private Terrace and Wi-Fi
Altopascio
The price is ￥17,215
￥33,521 total
includes taxes & fees
Jul 6 - Jul 7
Holiday Home 'Bellavista Altopascio' with Private Terrace and Wi-Fi
Interior

Peaceful House in the Heart of Tuscany, Near Florence and Siena

Peaceful House in the Heart of Tuscany, Near Florence and Siena
Vinci
The price is ￥13,617
￥17,861 total
includes taxes & fees
Jul 7 - Jul 8
Peaceful House in the Heart of Tuscany, Near Florence and Siena
Interior

Chianti Craft House Badia a Passignano

Chianti Craft House Badia a Passignano
Barberino Tavarnelle
10.0 out of 10, Exceptional, (12 reviews)
"Very historic venue, with amazing views"
United States
Oscar O.
The price is ￥26,755
￥37,457 total
includes taxes & fees
Jul 21 - Jul 22
Chianti Craft House Badia a Passignano
Outdoor pool

Casa Vacanze Le Case

Casa Vacanze Le Case
San Gimignano
9.2 out of 10, Wonderful, (10 reviews)
"Wonderful. Beautiful property, the views were amazing,and it was so clean. A10 out of 10. "
United States
Jackie
The price is ￥19,920
￥22,836 total
includes taxes & fees
Aug 1 - Aug 2
Casa Vacanze Le Case
Dining

Relax in this tranquil, centrally located space in Ponsacco, in the heart of Valdera

Relax in this tranquil, centrally located space in Ponsacco, in the heart of Valdera
Ponsacco
10.0 out of 10, Exceptional, (1 review)
"Pros: Carlo, il padrone di casa è stato molto gentile e disponibile, ci siamo sentiti come se fossimo in famiglia"
Italy
Anonymous traveler
The price is ￥15,942
￥21,477 total
includes taxes & fees
Jul 6 - Jul 7
Relax in this tranquil, centrally located space in Ponsacco, in the heart of Valdera
Outdoor dining

House with views of the Chianti

House with views of the Chianti
impruneta
10.0 out of 10, Exceptional, (4 reviews)
"My wife and I stayed here for our honeymoon and have already talked about returning here for an anniversary. This house was clean, charming and located in a beautiful area. The views from the property are stunning."
United States
Chase B.
The price is ￥15,499
￥45,944 total
includes taxes & fees
Jul 6 - Jul 7
House with views of the Chianti
Desk, iron/ironing board, WiFi, bed sheets

Apartment in Central Florence Near the Duomo

Apartment in Central Florence Near the Duomo
Historic Centre of Florence
The price is ￥11,713
￥21,861 total
includes taxes & fees
Jul 26 - Jul 27
Apartment in Central Florence Near the Duomo
Exterior detail

11. Appartmento

11. Appartmento
Signa
The price is ￥24,402
￥24,771 total
includes taxes & fees
Jul 7 - Jul 8
11. Appartmento
Outdoor dining

Casa Marisa in Castellina in Chianti

Casa Marisa in Castellina in Chianti
Castellina in Chianti
The price is ￥39,855
￥49,819 total
includes taxes & fees
Jul 7 - Jul 8
Casa Marisa in Castellina in Chianti
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 ￥15,684
￥19,928 total
includes taxes & fees
Jul 24 - Jul 25
THE TUSCAN RUSTIC NEST
Private kitchen

Casa Calma

Casa Calma
Toscana
The price is ￥20,297
￥27,862 total
includes taxes & fees
Jul 7 - Jul 8
Casa Calma
TV

Holiday Home 'Casa Simi -' with Private Garden, Wi-Fi and Air Conditioning

Holiday Home 'Casa Simi -' with Private Garden, Wi-Fi and Air Conditioning
Chiesina Uzzanese
10.0 out of 10, Exceptional, (1 review)
"Pros: We hebben een week bij deze huis verblijven. Alles is zoals beschreven. Laura is echt behulpzaam en zorgt alles. Airco werkt prima.Met onze auto gingen wij naar de Toscaanse steden en stranden echt makkelijk. Cons: Wifi is traag met 3-4 apparaten. Douche ruimte is iets klein voor dikke mensen."
Netherlands
Anonymous traveler
The price is ￥25,315
￥25,869 total
includes taxes & fees
Jul 7 - Jul 8
Holiday Home 'Casa Simi -' with Private Garden, Wi-Fi and Air Conditioning
Pool

Room 'Aria' with Shared Pool, Wi-Fi, and Air Conditioning

Room 'Aria' with Shared Pool, Wi-Fi, and Air Conditioning
Le Vedute
The price is ￥28,353
￥28,907 total
includes taxes & fees
Jul 12 - Jul 13
Room 'Aria' with Shared Pool, Wi-Fi, and Air Conditioning
2 bedrooms, iron/ironing board, free WiFi, bed sheets

Holiday Home 'Enza's Petite Maison' with Wi-Fi

Holiday Home 'Enza's Petite Maison' with Wi-Fi
Staffoli
10.0 out of 10, Exceptional, (1 review)
"It was very roomy. The host was easy to communicate with! The location was perfect for us!"
United States
Steve S.
The price is ￥17,317
￥28,569 total
includes taxes & fees
Jul 10 - Jul 11
Holiday Home 'Enza's Petite Maison' with Wi-Fi
Outdoor dining

Holiday Home 'Sandra House Certaldo' with Private Garden and Wi-Fi

Holiday Home 'Sandra House Certaldo' with Private Garden and Wi-Fi
Certaldo
10.0 out of 10, Exceptional, (1 review)
"Pros: Die familiäre Aufnahme und Unterstützung war sehr angenehm."
Germany
Anonymous traveler
The price is ￥23,289
￥32,845 total
includes taxes & fees
Jul 12 - Jul 13
Holiday Home 'Sandra House Certaldo' with Private Garden and Wi-Fi
Superior Room, City View | Desk, laptop workspace, rollaway beds, free WiFi

Bed and Dreams

Bed and Dreams
Florence
7.8 out of 10, Good, (6 reviews)
"AMAZING "
United States
Malfred
The price is ￥14,945
￥18,654 total
includes taxes & fees
Jul 6 - Jul 7
Bed and Dreams
Property grounds

Tuscany natural stone house with fireplace & panorama - quiet near Vinci, close to Florence

Tuscany natural stone house with fireplace & panorama - quiet near Vinci, close to Florence
Mezzana
The price is ￥40,686
￥65,780 total
includes taxes & fees
Jul 6 - Jul 7
Tuscany natural stone house with fireplace & panorama - quiet near Vinci, close to Florence
Interior

Arno Breeze – Casa Manin

Arno Breeze – Casa Manin
Calcinaia
10.0 out of 10, Exceptional, (1 review)
"We loved our stay here. We opted for this location as a stop between Pisa and Siena. The property was perfect. "
United States
Jonathan E.
The price is ￥20,062
￥42,204 total
includes taxes & fees
Jul 8 - Jul 9
Arno Breeze – Casa Manin
Smart TV

Victory Suite, quiet a few minutes from downtown, with private parking

Victory Suite, quiet a few minutes from downtown, with private parking
Oltrarno
The price is ￥23,064
￥39,117 total
includes taxes & fees
Jul 7 - Jul 8
Victory Suite, quiet a few minutes from downtown, with private parking
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 Castelfiorentino Hotel Reviews

25hours Hotel Florence Piazza San Paolino

25hours Hotel Florence Piazza San Paolino

10/10 Excellent
"Great staff…amazing hotel…perfect location !"
Richard 6-night trip
Posted 8 hours ago
25hours Hotel Florence Piazza San Paolino

Find out more about Castelfiorentino

Castelfiorentino Vacation Homes information

Number of reviews
297
Accommodation
1904 Vacation Homes
Lowest Price
￥17,861
Highest Price
￥65,780