Castelfiorentino Station holiday rentals
We found 8,559 holiday rentals — enter your dates for availability
Discover a selection of private holiday rentals within easy reach of Castelfiorentino Station that are perfect for your trip. Whether you're travelling with family, friends or just your furry companion, holiday rentals have the amenities that you need and want for your stay, including Wi-Fi and parking. No matter what you're looking for, you'll be sure to find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - Castelfiorentino Station
Showing deals for:17 Oct - 24 Oct
Image gallery for Stunning private Castle 9 BR - 8 BA with pool just 7 miles from Florence!
1010 out of 10 rating
Exceptional
(6 reviews)
Stunning private Castle 9 BR - 8 BA with pool just 7 miles from Florence!
Impruneta, Toscana
9% off
Price is AU$39,696
AU$39,696
AU$5,671 per night
includes taxes & fees
Image gallery for Wonderful Villa - Air Bubble Massage Pool - WiFi - max.14peopl
1010 out of 10 rating
Exceptional
(39 reviews)
Wonderful Villa - Air Bubble Massage Pool - WiFi - max.14peopl
Greve in Chianti, Toscana
8% off
Price is AU$13,520
AU$13,520
AU$1,931 per night
includes taxes & fees
Image gallery for traditional Tuscan Villa, the perfect retreat for families and friends
9.69.6 out of 10 rating
Exceptional
(10 reviews)
traditional Tuscan Villa, the perfect retreat for families and friends
Gambassi Terme, Tuscany
5% off
Price is AU$12,747
AU$12,747
AU$1,821 per night
includes taxes & fees
Image gallery for Tuscan villa with Florence, Pisa, Volterra & San Gimignano within 1 hour drive.
1010 out of 10 rating
Exceptional
(5 reviews)
Tuscan villa with Florence, Pisa, Volterra & San Gimignano within 1 hour drive.
Palaia, Provincia di Pisa
8% off
Price is AU$7,665
AU$7,665
AU$1,095 per night
includes taxes & fees
Image gallery for Large estate with private pool comprising 7 apartments - up to 24 people
9.49.4 out of 10 rating
Exceptional
(36 reviews)
Large estate with private pool comprising 7 apartments - up to 24 people
Greve in Chianti, Toscana
14% off
Price is AU$9,320
AU$9,320
AU$1,331 per night
includes taxes & fees
Image gallery for Exclusive 7BR-8BA Villa with pool, a few mins from town, yet in the countryside
1010 out of 10 rating
Exceptional
(73 reviews)
Exclusive 7BR-8BA Villa with pool, a few mins from town, yet in the countryside
Impruneta, Toscana
5% off
Price is AU$18,974
AU$18,974
AU$2,711 per night
includes taxes & fees
Image gallery for CasaGiardinoUno Simply Florence
1010 out of 10 rating
Exceptional
(23 reviews)
CasaGiardinoUno Simply Florence
Florence, Tuscany
9% off
Price is AU$4,667
AU$4,667
AU$667 per night
includes taxes & fees
Image gallery for VILLA BELLAVISTA-TUSCANY-POOL -JACUZZI- breath-taking view-great for family
9.69.6 out of 10 rating
Exceptional
(5 reviews)
VILLA BELLAVISTA-TUSCANY-POOL -JACUZZI- breath-taking view-great for family
Certaldo, Città Metropolitana di Firenze
15% off
Price is AU$10,478
AU$10,478
AU$1,497 per night
includes taxes & fees
Image gallery for Luxury Palazzo Tempi Apartment - Historical Center, Florence
1010 out of 10 rating
Exceptional
(5 reviews)
Luxury Palazzo Tempi Apartment - Historical Center, Florence
Florence, Città Metropolitana di Firenze
9% off
Price is AU$9,590
AU$9,590
AU$1,370 per night
includes taxes & fees
Image gallery for Holiday home in the Florentine Chianti half an hour from Florence
9.89.8 out of 10 rating
Exceptional
(55 reviews)
Holiday home in the Florentine Chianti half an hour from Florence
Montespertoli, Toscana
9% off
Price is AU$3,086
AU$3,086
AU$441 per night
includes taxes & fees
Image gallery for Beautifully restored farmhouse in Greve, heart of Chianti
9.89.8 out of 10 rating
Exceptional
(26 reviews)
Beautifully restored farmhouse in Greve, heart of Chianti
Greve in Chianti, Chianti
5% off
Price is AU$7,177
AU$7,177
AU$1,025 per night
includes taxes & fees
Image gallery for Splendid Chianti Tuscany Villa with Panoramic Pool ,Cypress Trees-Lined Drive
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Splendid Chianti Tuscany Villa with Panoramic Pool ,Cypress Trees-Lined Drive
Montespertoli, Città Metropolitana di Firenze
9% off
Price is AU$8,685
AU$8,685
AU$1,241 per night
includes taxes & fees
Image gallery for Stunning view over Ponte Vecchio
1010 out of 10 rating
Exceptional
(15 reviews)
Stunning view over Ponte Vecchio
Florence, Città Metropolitana di Firenze
9% off
Price is AU$4,364
AU$4,364
AU$623 per night
includes taxes & fees
Image gallery for Tuscan style house, independent, panoramic swimming pool, whirlpool, wi fi.
1010 out of 10 rating
Exceptional
(8 reviews)
Tuscan style house, independent, panoramic swimming pool, whirlpool, wi fi.
Peccioli, Toscana
8% off
Price is AU$1,957
AU$1,957
AU$280 per night
includes taxes & fees
Image gallery for Large Private Tuscany Villa Near Florence Pool Fireplace Superb Views Location
9.69.6 out of 10 rating
Exceptional
(18 reviews)
Large Private Tuscany Villa Near Florence Pool Fireplace Superb Views Location
San Casciano in Val di Pesa, Toscana
8% off
Price is AU$11,570
AU$11,570
AU$1,653 per night
includes taxes & fees
Image gallery for VILLA - The Hill of Olives
9.69.6 out of 10 rating
Exceptional
(35 reviews)
VILLA - The Hill of Olives
Pontedera, Provincia di Pisa
5% off
Price is AU$6,900
AU$6,900
AU$986 per night
includes taxes & fees
Image gallery for Charming ancient farm house in Chianti
9.69.6 out of 10 rating
Exceptional
(43 reviews)
Charming ancient farm house in Chianti
Montespertoli, Toscana
9% off
Price is AU$4,891
AU$4,891
AU$699 per night
includes taxes & fees
Image gallery for Top floor with garden bordering the historic city walls in San Niccolò district.
1010 out of 10 rating
Exceptional
(29 reviews)
Top floor with garden bordering the historic city walls in San Niccolò district.
Florence, Città Metropolitana di Firenze
17% off
Price is AU$5,743
AU$5,743
AU$820 per night
includes taxes & fees
Image gallery for House in a typical village in the heart of Chianti
9.69.6 out of 10 rating
Exceptional
(71 reviews)
House in a typical village in the heart of Chianti
Castellina in Chianti, Tuscany
9% off
Price is AU$1,638
AU$1,638
AU$234 per night
includes taxes & fees
Image gallery for MONTEGONFOLI 4, Apartment for 4 adults with amazing views on San Gimignano
9.69.6 out of 10 rating
Exceptional
(18 reviews)
MONTEGONFOLI 4, Apartment for 4 adults with amazing views on San Gimignano
San Gimignano, Tuscany
9% off
Price is AU$1,558
AU$1,558
AU$223 per night
includes taxes & fees
Image gallery for 💥💥💥"Marte Suite" - in the heart of Florence! A/C - WiFi superfast! 💥💥💥
1010 out of 10 rating
Exceptional
(123 reviews)
💥💥💥"Marte Suite" - in the heart of Florence! A/C - WiFi superfast! 💥💥💥
Florence, Città Metropolitana di Firenze
9% off
Price is AU$2,607
AU$2,607
AU$372 per night
includes taxes & fees
Image gallery for Agriturismo San Silvestro - Your home with pool in the hills of Chianti
9.49.4 out of 10 rating
Exceptional
(25 reviews)
Agriturismo San Silvestro - Your home with pool in the hills of Chianti
Barberino Val d'Elsa, Tuscany
9% off
Price is AU$2,936
AU$2,936
AU$419 per night
includes taxes & fees
Image gallery for VILLA GIOTTO, FLORENCE
9.89.8 out of 10 rating
Exceptional
(6 reviews)
VILLA GIOTTO, FLORENCE
Impruneta, Città Metropolitana di Firenze
9% off
Price is AU$8,511
AU$8,511
AU$1,216 per night
includes taxes & fees
Image gallery for Cottage Gelsomino near Fiorenze, San Gimignano, Siena...
9.09.0 out of 10 rating
Wonderful
(15 reviews)
Cottage Gelsomino near Fiorenze, San Gimignano, Siena...
Gambassi Terme, Tuscany
9% off
Price is AU$1,425
AU$1,425
AU$204 per night
includes taxes & fees
Find spaces that suit your style
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Condo/Apartment
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Villa
Chalet
Find the best place to stay - Castelfiorentino Station
Showing deals for: 15 Oct - 18 Oct
san gimignano apartment in historical center, courtyard and fast free wifi
Sleeps 4
9.69.6 out of 10
Exceptionalexceptional
33 reviews(33 reviews)
The current price is AU$760
AU$760
for 3 nights, 1 apartment
AU$253 per night
includes taxes & fees
FABULOUS 8BR-8.5BA VILLA W PRIVATE HEATED POOL IN PRIME LOCATION NEAR FLORENCE!
Sleeps 16 · 8 bedrooms · 8+ bathrooms
1010 out of 10
Exceptionalexceptional
32 reviews(32 reviews)
The current price is AU$8,999
AU$8,999
for 3 nights, 1 villa
AU$3,000 per night
includes taxes & fees
Beautiful apartment in San Gimignano - RoccaiaCasa'70
Sleeps 6 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
37 reviews(37 reviews)
The current price is AU$1,150
AU$1,150
for 3 nights, 1 apartment
AU$383 per night
includes taxes & fees
Your panoramic house in Tuscany between vineyards and olive groves.
Sleeps 7 · 3 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
37 reviews(37 reviews)
The current price is AU$1,409
AU$1,409
for 3 nights, 1 villa
AU$470 per night
includes taxes & fees
Casa Del Grifone, vacation home in Tuscany.
Sleeps 14 · 7 bedrooms · 3 bathrooms
9.69.6 out of 10
Exceptionalexceptional
5 reviews(5 reviews)
The current price is AU$3,809
AU$3,809
for 3 nights, 1 home
AU$1,270 per night
includes taxes & fees
Panorama, relax in farmhouse 30 kw from Volterra e 40 from Pisa airport
Sleeps 22 · 7 bedrooms · 7 bathrooms
1010 out of 10
Exceptionalexceptional
21 reviews(21 reviews)
The current price is AU$3,330
AU$3,330
for 3 nights, 1 villa
AU$1,110 per night
includes taxes & fees
Top rated rentals - Castelfiorentino Station
Visit to Florence
1010 out of 10
Exceptionalexceptional
235 reviews(235 reviews)
The apartment overlooking the Duomo was perfect
Rebecca L.
Stayed May 2025
Gorgeous tuscan villa
1010 out of 10
Exceptionalexceptional
75 reviews(75 reviews)
Amazing villa, great check in process. Rooms gorgeous, living space's very comfortable. We stayed with 2 families over Christmas, very cosy. A car is very useful to see neighbouring towns.
Yolanda C.
Stayed Dec 2024
Fabulous in Chianti
1010 out of 10
Exceptionalexceptional
59 reviews(59 reviews)
Great villa - perfect for large family stay
John S.
Stayed May 2024
A beautiful stay
1010 out of 10
Exceptionalexceptional
54 reviews(54 reviews)
A beautiful, well kept, apartment close to sights. Thank you for a lovely stay, we would like to return for longer.
Joy O.
Stayed Dec 2023
Beautiful farmhouse in Chianti
1010 out of 10
Exceptionalexceptional
138 reviews(138 reviews)
We had a great time staying at Castellina in Chianti. The farmhouse is well equipped, comfortable and a wonderful base to explore Tuscany. The sunsets and views were amazing. We hope to come back some day!
Lauren M.
Stayed Sept 2023
Loved our Tuscan villa!
1010 out of 10
Exceptionalexceptional
145 reviews(145 reviews)
Check in process was very easy. All the amenities in the house worked great. So glad we found this place! The little town was so quaint and also so close to many others. Would love to stay again!
Georgina E.
Stayed Sept 2022
A very enjoyable stay at Monopoli
1010 out of 10
Exceptionalexceptional
81 reviews(81 reviews)
We found the White House very good accomodation for our needs
It was very roomy, everything worked well, the beds were comfortable , the pool very good and our host Luca very accomodating and helpful
Monopoli is a good base to explore close by regional Tuscan towns like San Miniato, Vinci and Palaia
We elected to visit Florence by train which worked well with very good parking in San Romano by the station
Despite having TV access to cable stations, there were only a few English stations such as BBC world news. The WiFi worked well
We would highly recommend this property
Paul Z.
Stayed June 2022
Perfect place for exploring Chianti
1010 out of 10
Exceptionalexceptional
111 reviews(111 reviews)
We loved the apartment. It had everything we needed for a 9 night stay and was so well located. Some good restaurants nearby as well. We would come back in a blink...
Gary F.
Stayed Apr 2019
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value