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

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Castelfiorentino holiday rentals

An outdoor dining area with tables and chairs, covered by umbrellas, overlooking a scenic landscape.

1. B&B La Fonte del Machiavelli

B&B La Fonte del Machiavelli
San Casciano in Val di Pesa
9.2 out of 10, Wonderful, (90 reviews)
"Beautiful location, beautiful rooms. Host is very friendly and accommodating."
Australia
James
The price is 2.998.275 ₫
3.413.825 ₫ total
includes taxes & fees
26 Oct - 27 Oct
B&B La Fonte del Machiavelli
An open wooden door leading to an outdoor patio with a table and chairs.

2. Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (114 reviews)
"Great location, beautiful room with a terrace and the best breakfast we had in Italy! "
United States
Angel
The price is 2.715.816 ₫
3.855.319 ₫ total
includes taxes & fees
25 Oct - 26 Oct
Palazzo al Torrione 2
A white mobile home with blue shutters, a red roof, and a small deck with white chairs.

3. Camping Boschetto Di Piemma

Camping Boschetto Di Piemma
3.0 star property
San Gimignano
8.8 out of 10, Excellent, (91 reviews)
"Great experience, close to a beautiful city and castle on a hill. "
New Zealand
Anonymous traveller
The price is 1.372.965 ₫
1.597.054 ₫ total
includes taxes & fees
18 Oct - 19 Oct
Camping Boschetto Di Piemma
A water park with a pool, slides, and a wooden deck area.

4. hu Firenze Certosa camping in town

hu Firenze Certosa camping in town
Impruneta
8.6 out of 10, Excellent, (119 reviews)
"Friendly staff!"
United States
larisa
The price is 1.242.707 ₫
1.453.770 ₫ total
includes taxes & fees
27 Oct - 28 Oct
hu Firenze Certosa camping in town
An arched entrance with a lantern above, flanked by two potted plants.

5. Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (106 reviews)
"Food was amazing, we love how quiet and relaxing it was"
United States
Justyna
The price is 5.746.747 ₫
6.437.144 ₫ total
includes taxes & fees
21 Oct - 22 Oct
Villa il Fedino
A courtyard with a stone building featuring an arched entrance, potted plants, and outdoor seating.

6. I Parigi Corbinelli

I Parigi Corbinelli
Florence
9.6 out of 10, Exceptional, (171 reviews)
"Beautiful setting, stunning views, incredible pool and gardens and so easy to jump on the bus into the city."
United Kingdom
Jacqui
The price is 1.965.439 ₫
2.510.128 ₫ total
includes taxes & fees
1 Nov - 2 Nov
I Parigi Corbinelli
A rustic outdoor setting with a wooden structure, a wheelbarrow, and potted plants.

7. Teranga in Chianti - Parking & Garden 3 BR

Teranga in Chianti - Parking & Garden 3 BR
Tavarnelle Val di Pesa
The price is 2.630.066 ₫
10.241.478 ₫ total
includes taxes & fees
29 Oct - 30 Oct
Teranga in Chianti - Parking & Garden 3 BR
A hot tub with a bottle and glasses, surrounded by a misty outdoor area with trees and a pool.

8. Lebbiano Residence Bio Resort

Lebbiano Residence Bio Resort
3.0 star property
Scandicci
9.4 out of 10, Exceptional, (23 reviews)
"Very good service, staff are very friendly and helpful. I would defenitely come back."
Australia
R.D
The price is 4.761.468 ₫
5.991.872 ₫ total
includes taxes & fees
5 Nov - 6 Nov
Lebbiano Residence Bio Resort
A spacious indoor area with arched windows, wooden furniture, and hanging plants.

9. Relais Villa Olmo - Place of Charme

Relais Villa Olmo - Place of Charme
Impruneta
9.6 out of 10, Exceptional, (271 reviews)
"Very friendly and clean."
United States
Mohamed
The price is 3.216.132 ₫
3.624.781 ₫ total
includes taxes & fees
16 Nov - 17 Nov
Relais Villa Olmo - Place of Charme
A dining area with a table set for two, featuring a view of greenery through a window.

10. La Locanda di Pietracupa

La Locanda di Pietracupa
Tavarnelle Val di Pesa
9.6 out of 10, Exceptional, (39 reviews)
"Great place, wonderful restaurant"
Germany
Isabell
The price is 3.747.686 ₫
4.238.062 ₫ total
includes taxes & fees
7 Nov - 8 Nov
La Locanda di Pietracupa
A stone building with a courtyard, a swimming pool, and vineyard fields in the background.

11. Riserva di Fizzano Residence

Riserva di Fizzano Residence
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (42 reviews)
"Great place to stay in Tuscany! Very nice breakfast also!"
United States
Janet
The price is 4.488.964 ₫
4.995.884 ₫ total
includes taxes & fees
19 Oct - 20 Oct
Riserva di Fizzano Residence
A modern house with glass walls and a patio area.

12. Marignolle Relais and Charme

Marignolle Relais and Charme
Florence
9.2 out of 10, Wonderful, (93 reviews)
"The Marignolle Relais & Charme is absolutely gorgeous. The rooms are beautifully decorated and everything is so clean. The grounds are well maintained and the pool area is stunning. We loved our two day stay and heartily recommend it. Stay here you’ll love it!!!"
Canada
Honey
The price is 4.495.490 ₫
5.293.184 ₫ total
includes taxes & fees
8 Nov - 9 Nov
Marignolle Relais and Charme
A hotel room with a bed, a bedside table, a heater, a mirror, and a bathroom with a sink.

13. Hu Firenze Camping In Town

Hu Firenze Camping In Town
Florence
8.8 out of 10, Excellent, (1,788 reviews)
"Loved the place. Our cabin was perfect & it’s right on a bus line into town."
United States
Debra
The price is 1.335.217 ₫
1.671.823 ₫ total
includes taxes & fees
15 Nov - 16 Nov
Hu Firenze Camping In Town
A balcony with a glass table, white curtains, and a bottle of champagne.

14. Dimora Bandinelli Firenze

Dimora Bandinelli Firenze
Oltrarno
9.8 out of 10, Exceptional, (190 reviews)
"We had a wonderful experience with hotel owners. Great hospitality, beautiful room, perfect location. Breakfast included, good selection of breakfast options. Highly recommend this place if you’re visiting Florence"
United States
Marat
The price is 2.356.508 ₫
2.940.304 ₫ total
includes taxes & fees
9 Nov - 10 Nov
Dimora Bandinelli Firenze
Reception

15. Teatro Luxury Apartments Firenze - Starhotels Collezione

Teatro Luxury Apartments Firenze - Starhotels Collezione
Historic Centre of Florence
9.8 out of 10, Exceptional, (140 reviews)
"Book this for our honeymoon and will definitely come back"
Canada
Kerby
The price is 4.483.690 ₫
5.280.204 ₫ total
includes taxes & fees
8 Nov - 9 Nov
Teatro Luxury Apartments Firenze - Starhotels Collezione
A restaurant with hanging baskets of greenery, wicker furniture, and a view of the outdoors.

16. Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (80 reviews)
"Amazing property and room, only issue is it’s very understaffed so it’s hard to get anything without chasing down workers. They also don’t stay on the property so after like 11pm you’re on your own. Besides that it was a wonderful location and very peaceful."
United States
Gage
The price is 7.006.496 ₫
7.822.868 ₫ total
includes taxes & fees
31 Oct - 1 Nov
Terre di Baccio
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

aparto Florence Manifattura

aparto Florence Manifattura

8/10 Good
"The facilities and property was relatively new and it was decently located."
Kane 2-night trip
Posted 2 hours ago
aparto Florence Manifattura

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 9 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.