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

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Check prices for these dates

In two weeks
11 Sep - 13 Sep
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Castelfiorentino holiday rentals

An outdoor cafe area with tables and chairs, a red awning, and buildings with signs in the background.

1. DomuS Miniato

DomuS Miniato
San Miniato
10.0 out of 10, Exceptional, (2 reviews)
"Super clean, felt brand new with a beaaautiful view on the terrace! Quite a few stairs (heavy luggage :D) but definitely worth it! Sadly we only stayed two nights"
United Kingdom
Celesta
The price is 2.812.697 ₫
3.155.000 ₫ total
includes taxes & fees
20 Sept - 21 Sept
DomuS Miniato
An arched entrance with a lantern above, flanked by two potted plants.

2. Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (103 reviews)
"This is an excellent property. Very historic, rustic and with great views across the Tuscan landscapes. Lorenzo and his mother were super duper hosts who took great care of us. The property dates back to 1380 and the rooms are decorated with choicest artifacts that adds greatly to the experience. The location is fantastic too with the local market and restaurants in easy walking reach. The breakfast service is fabulous with many choices and Lorenzo himself is great chef as well! Highly recommend...
United States
Nilesh
The price is 7.276.855 ₫
8.126.607 ₫ total
includes taxes & fees
26 Aug - 27 Aug
Villa il Fedino
An open wooden door leading to an outdoor patio with a table and chairs.

3. Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (112 reviews)
"Great location, beautiful room with a terrace and the best breakfast we had in Italy! "
United States
Angel
The price is 2.864.700 ₫
4.066.672 ₫ total
includes taxes & fees
26 Aug - 27 Aug
Palazzo al Torrione 2
A white mobile home with blue shutters, a red roof, and a small deck with white chairs.

4. Camping Boschetto Di Piemma

Camping Boschetto Di Piemma
3.0 star property
San Gimignano
8.8 out of 10, Excellent, (88 reviews)
"Great experience, close to a beautiful city and castle on a hill. "
New Zealand
Anonymous traveller
The price is 1.373.253 ₫
1.602.128 ₫ total
includes taxes & fees
6 Sept - 7 Sept
Camping Boschetto Di Piemma
A swimming pool with lounge chairs and a flag.

5. Fattoria il Milione Agriturismo

Fattoria il Milione Agriturismo
4.0 star property
Florence
8.4 out of 10, Very good, (261 reviews)
"Nice inn on a working farm located deep in the hills of suburban Florence."
United States
Allan
The price is 1.977.484 ₫
2.602.466 ₫ total
includes taxes & fees
26 Aug - 27 Aug
Fattoria il Milione Agriturismo
A swimming pool with a fountain, surrounded by a well-maintained lawn and a building with outdoor lighting.

6. Lebbiano Residence Bio Resort

Lebbiano Residence Bio Resort
3.0 star property
Scandicci
9.4 out of 10, Exceptional, (23 reviews)
"Vicino a Firenze e quindi alle principali via di scambi, ma in una tranquillità disarmante. Il silenzio è parte integrante della struttura, ma sia chiaro assolutamente positivo. La struttura è ubicata in una zona veramente bella e le stanze sono confortevoli, comode e con la possibilità di cucinare. Infine fatevi coccolare dalla colazione servita in compagnia di uno stupendo gattone rosso e dalla bella Camilla. ;-)"
Italy
Matteo
The price is 6.039.817 ₫
7.437.233 ₫ total
includes taxes & fees
26 Aug - 27 Aug
Lebbiano Residence Bio Resort
A garden with a stone pathway, wooden benches, and various potted plants.

7. Antico Borgo il Cardino

Antico Borgo il Cardino
San Gimignano
9.4 out of 10, Exceptional, (85 reviews)
"It was perfect for my one night stop before moving on to another location in Toscana."
United States
Craig
The price is 4.730.094 ₫
5.355.687 ₫ total
includes taxes & fees
30 Aug - 31 Aug
Antico Borgo il Cardino
A courtyard with a stone building featuring an arched entrance, potted plants, and outdoor seating.

8. I Parigi Corbinelli

I Parigi Corbinelli
Florence
9.6 out of 10, Exceptional, (169 reviews)
"Charming place, great welcoming"
United Kingdom
Stefano
The price is 2.679.924 ₫
3.314.118 ₫ total
includes taxes & fees
27 Aug - 28 Aug
I Parigi Corbinelli

9. La Torre Del Cestello

La Torre Del Cestello
Historic Centre of Florence
9.2 out of 10, Wonderful, (300 reviews)
"The location and staff is amazing! The room was huge, great AC!!"
United States
Mersiha
The price is 2.421.350 ₫
3.090.719 ₫ total
includes taxes & fees
27 Aug - 28 Aug
La Torre Del Cestello
A spacious indoor area with arched windows, wooden furniture, and hanging plants.

10. Relais Villa Olmo

Relais Villa Olmo
Impruneta
9.4 out of 10, Exceptional, (263 reviews)
"Delightful location, comfortable bed, excellent food."
Canada
Rupert
The price is 4.688.481 ₫
5.248.879 ₫ total
includes taxes & fees
30 Aug - 31 Aug
Relais Villa Olmo
A dining area with a table set for two, featuring a view of greenery through a window.

11. La Locanda di Pietracupa

La Locanda di Pietracupa
Barberino Tavarnelle
9.6 out of 10, Exceptional, (38 reviews)
"Charming and very original. Great warmth from the staff and very helpful. Enjoyed the room and restaurant at and surrounding towns."
Australia
Con
The price is 4.612.189 ₫
5.195.474 ₫ total
includes taxes & fees
26 Aug - 27 Aug
La Locanda di Pietracupa
A hotel entrance with a checkered floor, potted plants, and a sign reading "CORTE GUELFA".

12. Corte Guelfa

Corte Guelfa
3.0 star property
Historic Centre of Florence
9.6 out of 10, Exceptional, (211 reviews)
"The great location, kind service, and beautiful breakfasts! Our room was also ready early and they called drivers for us!"
United States
joseph
The price is 3.188.619 ₫
3.873.682 ₫ total
includes taxes & fees
30 Aug - 31 Aug
Corte Guelfa
An outdoor dining area with a table set for two, surrounded by chairs, a potted plant, and a view of a building with a staircase.

13. Serristori Palace Residence

Serristori Palace Residence
Historic Centre of Florence
9.6 out of 10, Exceptional, (229 reviews)
"Great location, perfect for 2-3 people. Nice kitchen area, garden sitting area. Recommend!"
United States
Eileen
The price is 3.498.380 ₫
4.214.419 ₫ total
includes taxes & fees
31 Aug - 1 Sept
Serristori Palace Residence
An open balcony with a table and chairs, a view of a tiled roof, and a door leading to the interior.

14. Bob W Florence Ponte Vecchio

Bob W Florence Ponte Vecchio
Historic Centre of Florence
9.2 out of 10, Wonderful, (248 reviews)
"The location was so nice!"
United States
Rianna
The price is 3.387.328 ₫
4.092.262 ₫ total
includes taxes & fees
28 Aug - 29 Aug
Bob W Florence Ponte Vecchio
A modern living room with a wooden dining table, blue sofa, and a black metal shelving unit with plants.

15. Appartamenti degli Artisti by Mmega

Appartamenti degli Artisti by Mmega
Historic Centre of Florence
8.6 out of 10, Excellent, (44 reviews)
"We stayed with our children and the space was excellent and the location was close enough to walk to everything. "
United States
Juliet
The price is 1.869.836 ₫
4.864.360 ₫ total
includes taxes & fees
26 Aug - 27 Aug
Appartamenti degli Artisti by Mmega
A terrace with a table set for breakfast, a chair, and a large umbrella.

16. Villa La Stella - Casa per Ferie

Villa La Stella - Casa per Ferie
Le Cure
8.6 out of 10, Excellent, (252 reviews)
"It’s was great"
United States
Rocio
The price is 3.342.748 ₫
3.921.156 ₫ total
includes taxes & fees
28 Aug - 29 Aug
Villa La Stella - Casa per Ferie
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 Castelfiorentino Hotel Reviews

The Social Hub Florence Lavagnini

The Social Hub Florence Lavagnini

10/10 Excellent
"Great hotel with helpful amenities: gym, laundry, restaurants plus the tram was just outside so it made getting to the airport extremely easy!"
Samantha 4-night trip
Posted 7 hours ago
The Social Hub Florence Lavagnini

Frequently asked questions

Can I find a holiday rental in Castelfiorentino?

Yes, there are holiday rentals close to the most popular sights in Castelfiorentino, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Castelfiorentino has a good selection of restaurants. Make sure you have time to check out the theatres and wineries during your trip.

How many holiday rentals are there in Castelfiorentino?

Expedia has 10 holiday rentals for your stay in Castelfiorentino.

What can I see and do in Castelfiorentino?

Cultural attractions to visit include Benozzo Gozzoli Museum and Teatro del Popolo. Other places in town to visit include Castle of Oliveto and Castello di Coiano.

What are holiday rentals like in Castelfiorentino?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Castelfiorentino. Holiday rentals feature extras like kitchens and laundry facilities so you'll have a home away from home. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from shared hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for a family trip or a small group gathering.