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

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Castelfiorentino holiday rentals

An arched entrance with a lantern above, flanked by two potted plants.

1. Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (105 reviews)
"Tha parking was easy on the property. It was within walking distance to the villages with shops, restaurants and cafes. The best part was the staff. The owners were incredibly helpful, friendly and made you feel like family. Breakfast outside was lovely overlooking the hills of Tuscany. We met many people and had lovely conversations with other travelers during breakfast. A gem in Tuscany."
United States
Lori
The price is 6.467.612 ₫
7.232.719 ₫ total
includes taxes & fees
17 Oct - 18 Oct
Villa il Fedino
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, (113 reviews)
"They were very helpful to me when I arrived. I difficulty accessing there messages to me. They put me at ease"
United States
Angela
The price is 2.777.377 ₫
3.942.711 ₫ total
includes taxes & fees
28 Sept - 29 Sept
Palazzo al Torrione 2
A view from a window overlooking a rural landscape with fields and a distant mountain range.

3. B&B Palazzo Tortoli

B&B Palazzo Tortoli
San Gimignano City Centre
9.2 out of 10, Wonderful, (65 reviews)
"In the center of town overlooking a plaza (other rooms overlook the valley). Multiple museums, and dining and shopping options within very easy walking distance. The town and surroundings are beautiful."
United States
Harold
The price is 3.602.830 ₫
4.111.046 ₫ total
includes taxes & fees
18 Oct - 19 Oct
B&B Palazzo Tortoli
A table with breakfast items and a view of rolling hills.

4. Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Tavarnelle Val di Pesa
8.6 out of 10, Excellent, (121 reviews)
"It’s seen its best day a while ago. Basic necessities for an overnight, but I wouldn’t choose it again."
United States
Winonah
The price is 1.897.105 ₫
2.145.988 ₫ total
includes taxes & fees
12 Oct - 13 Oct
Chianti Village Morrocco
An outdoor dining area with tables and chairs, covered by umbrellas, overlooking a scenic landscape.

5. B&B La Fonte del Machiavelli

B&B La Fonte del Machiavelli
San Casciano in Val di Pesa
9.2 out of 10, Wonderful, (85 reviews)
"Beautiful location, beautiful rooms. Host is very friendly and accommodating."
Australia
James
The price is 3.066.239 ₫
3.491.209 ₫ total
includes taxes & fees
4 Oct - 5 Oct
B&B La Fonte del Machiavelli
A white mobile home with blue shutters, a red roof, and a small deck with white chairs.

6. Camping Boschetto Di Piemma

Camping Boschetto Di Piemma
3.0 star property
San Gimignano
8.8 out of 10, Excellent, (89 reviews)
"Great experience, close to a beautiful city and castle on a hill. "
New Zealand
Anonymous traveller
The price is 1.404.087 ₫
1.633.255 ₫ total
includes taxes & fees
28 Sept - 29 Sept
Camping Boschetto Di Piemma
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 3.994.179 ₫
4.541.530 ₫ total
includes taxes & fees
13 Oct - 14 Oct
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, (170 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 2.771.449 ₫
3.403.632 ₫ total
includes taxes & fees
6 Oct - 7 Oct
I Parigi Corbinelli
A swimming pool with lounge chairs and a flag.

9. Fattoria il Milione Agriturismo

Fattoria il Milione Agriturismo
4.0 star property
Florence
8.2 out of 10, Very good, (264 reviews)
"Great location easy access to Firenze"
Canada
Donnie
The price is 1.997.703 ₫
2.611.684 ₫ total
includes taxes & fees
26 Oct - 27 Oct
Fattoria il Milione Agriturismo
A water park with a pool, slides, and a wooden deck area.

10. hu Firenze Certosa camping in town

hu Firenze Certosa camping in town
Impruneta
8.4 out of 10, Very good, (107 reviews)
"Lovely location in the hills. Really nice pool and bar."
United Kingdom
Jessica
The price is 1.269.431 ₫
1.455.842 ₫ total
includes taxes & fees
11 Oct - 12 Oct
hu Firenze Certosa camping in town
A spacious indoor area with arched windows, wooden furniture, and hanging plants.

11. Relais Villa Olmo

Relais Villa Olmo
Impruneta
9.4 out of 10, Exceptional, (268 reviews)
"Very friendly and clean."
United States
Mohamed
The price is 4.400.860 ₫
4.929.706 ₫ total
includes taxes & fees
19 Oct - 20 Oct
Relais Villa Olmo
A dining area with a table set for two, featuring a view of greenery through a window.

12. 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 4.471.598 ₫
5.037.104 ₫ total
includes taxes & fees
28 Sept - 29 Sept
La Locanda di Pietracupa
A modern house with glass walls and a patio area.

13. 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 5.399.373 ₫
6.294.349 ₫ total
includes taxes & fees
18 Oct - 19 Oct
Marignolle Relais and Charme
An outdoor dining area with tables and chairs, candles, and a view of palm trees and greenery.

14. Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (102 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
The price is 3.506.486 ₫
3.916.307 ₫ total
includes taxes & fees
27 Oct - 28 Oct
Palazzo Pacini
A balcony with a table, wine glasses, and a bottle, overlooking a historic building with a clock tower and another tower.

15. Relais Piazza Signoria

Relais Piazza Signoria
Historic Centre of Florence
9.6 out of 10, Exceptional, (877 reviews)
"great staff. Very accessible and close to very good restaurants and gelaterias."
Canada
Melika
The price is 6.006.710 ₫
6.962.419 ₫ total
includes taxes & fees
28 Oct - 29 Oct
Relais Piazza Signoria
A hotel room with a bed, a bedside table, a heater, a mirror, and a bathroom with a sink.

16. Hu Firenze Camping In Town

Hu Firenze Camping In Town
Florence
8.8 out of 10, Excellent, (1,739 reviews)
"Love this place, came back twice. Literally had all you need . The shuttle downtown is amazing, exploring with families can be chaotic this helped. The pool gets a bit crowded during peak season but still worth a visit."
United States
Ama
The price is 1.573.411 ₫
1.937.917 ₫ total
includes taxes & fees
25 Oct - 26 Oct
Hu Firenze Camping In Town
A modern bedroom with a wooden ceiling, a bed with a white headboard, a beige sofa, and a glass-enclosed shower area with marble walls.

17. Residenza La Musa Amarcord

Residenza La Musa Amarcord
Historic Centre of Florence
9.8 out of 10, Exceptional, (178 reviews)
"Very good place. Walkable distance to every where. Clean and large room. Very comfortable."
United States
Yujia
The price is 4.548.254 ₫
5.358.118 ₫ total
includes taxes & fees
26 Oct - 27 Oct
Residenza La Musa Amarcord
A wooden door with a sign, a large potted plant, and a view of a historic building.

18. La Casa del Garbo - Luxury Rooms & Suite

La Casa del Garbo - Luxury Rooms & Suite
Historic Centre of Florence
9.6 out of 10, Exceptional, (306 reviews)
"Location was incredible. Staff was incredibly helpful and accommodating. We ended up missing check in due to a late train and they were very kind to set up late check in for us last minute. Rooms were so cute and spacious. Had read some reviews about the noise from the plaza being loud, but we couldn't hear a thing. Will be staying here again when visiting Florence."
United States
Kristin
The price is 4.062.520 ₫
5.711.406 ₫ total
includes taxes & fees
27 Oct - 28 Oct
La Casa del Garbo - Luxury Rooms & Suite
A balcony with a view of a historic building with a dome and bell tower, surrounded by traditional buildings.

19. Firenze Rentals

Firenze Rentals
Historic Centre of Florence
9.2 out of 10, Wonderful, (464 reviews)
"Stayed at this location for four nights for our first visit to Florence - wonderful location for the tourist attractions, as well food scene. The apartment was spacious, clean and well maintained - with a wonderful air conditioner. Will be staying here again for our next visit."
Canada
Lauren
The price is 3.644.896 ₫
6.583.412 ₫ total
includes taxes & fees
5 Oct - 6 Oct
Firenze Rentals
A courtyard with outdoor seating, a building with shutters, and lush greenery.

20. Numa Florence Palazzo San Niccolò

Numa Florence Palazzo San Niccolò
Historic Centre of Florence
9.4 out of 10, Exceptional, (209 reviews)
"Very nice place, backing onto the mountain and quiet. Clean and spacious. Comfortable beds. Only complaint which is not a great one is that it was too digital - the front door & room key were down for most of a day (creating an hassle because of the lack of onsite staff) and the wifi was down for 2 days, leading to inconvenience. Otherwise good place in a good location."
Canada
Dante
The price is 5.468.092 ₫
6.369.940 ₫ total
includes taxes & fees
27 Oct - 28 Oct
Numa Florence Palazzo San Niccolò
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 Delle Nazioni

Hotel Delle Nazioni

8/10 Good
"Nice hotel. Good breakfast. Friendly competent staff."
F Lynn 3-night trip
Posted less than an hour ago
Hotel Delle Nazioni

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 8 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.