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 ฿7,947
฿8,894 total
includes taxes & fees
18 Oct - 19 Oct
Villa il Fedino
A view from a window overlooking a rural landscape with fields and a distant mountain range.

2. 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 ฿4,617
฿5,268 total
includes taxes & fees
18 Oct - 19 Oct
B&B Palazzo Tortoli
A garden with a stone pathway, wooden benches, and various potted plants.

3. 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 ฿5,118
฿5,820 total
includes taxes & fees
13 Oct - 14 Oct
Antico Borgo il Cardino
An open wooden door leading to an outdoor patio with a table and chairs.

4. 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 ฿3,559
฿5,052 total
includes taxes & fees
29 Sept - 30 Sept
Palazzo al Torrione 2
A white mobile home with blue shutters, a red roof, and a small deck with white chairs.

5. 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 ฿1,799
฿2,093 total
includes taxes & fees
25 Sept - 26 Sept
Camping Boschetto Di Piemma
A dining area with a table set for two, featuring a view of greenery through a window.

6. La Locanda di Pietracupa

La Locanda di Pietracupa
Tavarnelle Val di Pesa
9.6 out of 10, Exceptional, (38 reviews)
"Great place, wonderful restaurant"
Germany
Isabell
The price is ฿5,730
฿6,455 total
includes taxes & fees
13 Oct - 14 Oct
La Locanda di Pietracupa
A restaurant with hanging baskets of greenery, wicker furniture, and a view of the outdoors.

7. Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (79 reviews)
"The stay was great, and the staff were wonderful. "
United States
SYDNEY
The price is ฿9,926
฿11,071 total
includes taxes & fees
25 Sept - 26 Sept
Terre di Baccio
A spacious indoor area with arched windows, wooden furniture, and hanging plants.

8. Relais Villa Olmo

Relais Villa Olmo
Impruneta
9.4 out of 10, Exceptional, (266 reviews)
"Very friendly and clean."
United States
Mohamed
The price is ฿5,668
฿6,350 total
includes taxes & fees
19 Oct - 20 Oct
Relais Villa Olmo
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, (263 reviews)
"Great location easy access to Firenze"
Canada
Donnie
The price is ฿2,953
฿3,779 total
includes taxes & fees
27 Sept - 28 Sept
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, (105 reviews)
"Lovely location in the hills. Really nice pool and bar."
United Kingdom
Jessica
The price is ฿1,629
฿1,905 total
includes taxes & fees
7 Oct - 8 Oct
hu Firenze Certosa camping in town
A modern house with glass walls and a patio area.

11. 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 ฿6,919
฿8,066 total
includes taxes & fees
18 Oct - 19 Oct
Marignolle Relais and Charme
A room with a dining table, a vase of flowers, a lamp, and a view of a historic building through a window.

12. Mamo Florence - Le Farine Della Signoria Apartments

Mamo Florence - Le Farine Della Signoria Apartments
Historic Centre of Florence
8.6 out of 10, Excellent, (10 reviews)
"Amazing property with excellent views. "
United States
Karl
The price is ฿6,044
฿9,568 total
includes taxes & fees
11 Oct - 12 Oct
Mamo Florence - Le Farine Della Signoria Apartments
A terrace with a table set for breakfast, a chair, and a large umbrella.

13. Villa La Stella - Casa per Ferie

Villa La Stella - Casa per Ferie
Le Cure
8.6 out of 10, Excellent, (254 reviews)
"It’s was great"
United States
Rocio
The price is ฿4,651
฿5,421 total
includes taxes & fees
11 Oct - 12 Oct
Villa La Stella - Casa per Ferie

14. La Torre Del Cestello

La Torre Del Cestello
Historic Centre of Florence
9.2 out of 10, Wonderful, (322 reviews)
"Clean room friendly staff definitely be back"
United States
IVAN
The price is ฿7,729
฿9,033 total
includes taxes & fees
18 Oct - 19 Oct
La Torre Del Cestello
A hotel room with a bed, a bedside table, a heater, a mirror, and a bathroom with a sink.

15. Hu Firenze Camping In Town

Hu Firenze Camping In Town
Florence
8.8 out of 10, Excellent, (1,737 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 ฿2,221
฿2,710 total
includes taxes & fees
21 Oct - 22 Oct
Hu Firenze Camping In Town
A terrace with outdoor seating, a view of the city, and a clock tower in the background.

16. Palazzo Alfieri Residenza d’epoca

Palazzo Alfieri Residenza d’epoca
Historic Centre of Florence
9.2 out of 10, Wonderful, (836 reviews)
The price is ฿13,236
฿15,093 total
includes taxes & fees
21 Oct - 22 Oct
Palazzo Alfieri Residenza d’epoca
A hotel entrance with a checkered floor, potted plants, and a sign reading "CORTE GUELFA".

17. Corte Guelfa

Corte Guelfa
3.0 star property
Historic Centre of Florence
9.6 out of 10, Exceptional, (217 reviews)
"Amazing little hotel , amazing staff ! Will be back"
United States
ANDREW
The price is ฿5,672
฿6,694 total
includes taxes & fees
19 Oct - 20 Oct
Corte Guelfa

18. Teatro Luxury Apartments Firenze - Starhotels Collezione

Teatro Luxury Apartments Firenze - Starhotels Collezione
Historic Centre of Florence
9.8 out of 10, Exceptional, (127 reviews)
"Book this for our honeymoon and will definitely come back"
Canada
Kerby
The price is ฿10,685
฿12,208 total
includes taxes & fees
18 Oct - 19 Oct
Teatro Luxury Apartments Firenze - Starhotels Collezione
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

8/10 Good
"It was for the younger generation"
Shellie 5-night trip
Posted less than an hour ago
The Social Hub Florence Lavagnini

Find out more about Castelfiorentino

Search for holiday rentals in Castelfiorentino on Expedia! 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 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.