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

Castelfiorentino Vacation Rentals

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Check prices for these dates

In two weeks
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Castelfiorentino holiday rentals

Property entrance

1. Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (102 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 RM1,201
RM1,340 total
includes taxes & fees
8 Sept - 9 Sept
Villa il Fedino
Balcony

2. Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (111 reviews)
"Great location, beautiful room with a terrace and the best breakfast we had in Italy! "
United States
Angel
The price is RM444
RM630 total
includes taxes & fees
21 Aug - 22 Aug
Palazzo al Torrione 2
Garden view

3. Villa San Filippo

Villa San Filippo
4.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (48 reviews)
"This place was beautiful, quiet like a picture you’d see in the movies"
Canada
Nadia
The price is RM399
RM467 total
includes taxes & fees
17 Sept - 18 Sept
Villa San Filippo
View from room

4. Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (116 reviews)
"Front desk was very helpful and very comfortable room. "
United States
Chris
The price is RM361
RM407 total
includes taxes & fees
26 Aug - 27 Aug
Chianti Village Morrocco
Exterior

5. 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 RM466
RM522 total
includes taxes & fees
1 Sept - 2 Sept
DomuS Miniato
Exterior

6. Antico Borgo il Cardino

Antico Borgo il Cardino
San Gimignano
9.4 out of 10, Exceptional, (84 reviews)
"It was perfect for my one night stop before moving on to another location in Toscana."
United States
Craig
The price is RM733
RM830 total
includes taxes & fees
3 Sept - 4 Sept
Antico Borgo il Cardino
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool loungers

7. 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 RM936
RM1,152 total
includes taxes & fees
18 Aug - 19 Aug
Lebbiano Residence Bio Resort
Courtyard

8. I Parigi Corbinelli

I Parigi Corbinelli
Florence
9.6 out of 10, Exceptional, (168 reviews)
"Charming place, great welcoming"
United Kingdom
Stefano
The price is RM395
RM492 total
includes taxes & fees
22 Aug - 23 Aug
I Parigi Corbinelli
Terrace/patio

9. Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (100 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
The price is RM459
RM515 total
includes taxes & fees
2 Sept - 3 Sept
Palazzo Pacini
Egyptian cotton sheets, premium bedding, in-room safe, desk

10. Palazzo Mannaioni Suites

Palazzo Mannaioni Suites
4.0 star property
Historic Centre of Florence
9.2 out of 10, Wonderful, (1,155 reviews)
"We loved it!"
United States
Beatriz
The price is RM499
RM615 total
includes taxes & fees
18 Aug - 19 Aug
Palazzo Mannaioni Suites
Breakfast, lunch and dinner served

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 RM715
RM805 total
includes taxes & fees
21 Aug - 22 Aug
La Locanda di Pietracupa
Restaurant

12. Relais Villa Olmo

Relais Villa Olmo
Impruneta
9.4 out of 10, Exceptional, (262 reviews)
"Delightful location, comfortable bed, excellent food."
Canada
Rupert
The price is RM756
RM846 total
includes taxes & fees
30 Aug - 31 Aug
Relais Villa Olmo
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas

13. Fattoria il Milione Agriturismo

Fattoria il Milione Agriturismo
4.0 star property
Florence
8.4 out of 10, Very good, (260 reviews)
"Nice inn on a working farm located deep in the hills of suburban Florence."
United States
Allan
The price is RM397
RM502 total
includes taxes & fees
24 Aug - 25 Aug
Fattoria il Milione Agriturismo
Terrace/patio

14. Relais Piazza Signoria

Relais Piazza Signoria
Historic Centre of Florence
9.4 out of 10, Exceptional, (860 reviews)
"Great location and view from the patio."
United States
Jeffrey
The price is RM584
RM699 total
includes taxes & fees
24 Aug - 25 Aug
Relais Piazza Signoria
Free daily buffet breakfast

15. Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (79 reviews)
"We had a wonderful experience! The staff was kind and very helpful. Our room was stunning and very spacious for a family of 5! The breakfast was amazing, and all of the activities on site were very fun - we especially enjoyed the cooking class! I would absolutely love to return here. I recommend looking into and booking on-site activities in advance so you can get the most out of your experience!"
United States
Julia
The price is RM1,288
RM1,436 total
includes taxes & fees
19 Aug - 20 Aug
Terre di Baccio
Property amenity

16. hu Firenze Certosa camping in town

hu Firenze Certosa camping in town
Impruneta
8.4 out of 10, Very good, (97 reviews)
"Lovely location in the hills. Really nice pool and bar."
United Kingdom
Jessica
The price is RM228
RM265 total
includes taxes & fees
23 Aug - 24 Aug
hu Firenze Certosa camping in town
Egyptian cotton sheets, premium bedding, down duvets

17. Sette Angeli Rooms

Sette Angeli Rooms
Historic Centre of Florence
8.8 out of 10, Excellent, (680 reviews)
"Good clean rooms and very close to the city center as well as the train station"
United Kingdom
VISHAL
The price is RM372
RM466 total
includes taxes & fees
24 Aug - 25 Aug
Sette Angeli Rooms
Terrace/patio

18. Numa Florence Palazzo San Niccolò

Numa Florence Palazzo San Niccolò
Historic Centre of Florence
9.4 out of 10, Exceptional, (202 reviews)
"We had a good, clean room.Staff was helpful"
United States
Luisiana
The price is RM434
RM534 total
includes taxes & fees
23 Aug - 24 Aug
Numa Florence Palazzo San Niccolò
Premium bedding, down duvets, in-room safe, desk

19. La Torre Del Cestello

La Torre Del Cestello
Historic Centre of Florence
9.0 out of 10, Wonderful, (292 reviews)
"Exceptionally friendly service staff that helped us. Location was also very convenient and accessible. Super clean room with strong AC that worked well during summer."
Singapore
Justin
The price is RM411
RM519 total
includes taxes & fees
27 Aug - 28 Aug
La Torre Del Cestello
Breakfast, lunch and dinner served

20. Marignolle Relais and Charme

Marignolle Relais and Charme
Florence
9.2 out of 10, Wonderful, (92 reviews)
"Good stay"
Canada
David Joseph
The price is RM865
RM1,009 total
includes taxes & fees
18 Aug - 19 Aug
Marignolle Relais and Charme
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

Hotel Calimala Florence

Hotel Calimala Florence

10/10 Excellent
"Beautiful hotel in an old building, with art deco design inside. We were given an upgrade from a superior to an executive double. Very spacious bedroom and bathroom. Plenty of choice for breakfast on the rooftop terrace. The staff were very welcoming, cheerful and professional. We really enjoyed our stay."
Kim 5-night trip
Posted 1 hour ago
Hotel Calimala Florence

Find out more about Castelfiorentino

Search for holiday rentals in Castelfiorentino on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in Castelfiorentino using one of the methods below:

  • View our selection of featured holiday rentals in Castelfiorentino
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  • Enter your travel dates to view the best deals on holiday rentals in Castelfiorentino while they last

Look no further and take a look at our great range of rental properties in Castelfiorentino!

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.

What are some of the best holiday rentals that Castelfiorentino has to offer?

Villa La Stella - Casa per Ferie: This holiday home rental outside of Castelfiorentino is located near the airport, and has a garden, a library and air conditioning to put you at ease in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind.

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.