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
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 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 RM969
RM1,084 total
includes taxes & fees
6 Oct - 7 Oct
Villa il Fedino
A table with breakfast items and a view of rolling hills.

2. 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 RM317
RM358 total
includes taxes & fees
14 Oct - 15 Oct
Chianti Village Morrocco
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 RM563
RM642 total
includes taxes & fees
18 Oct - 19 Oct
B&B Palazzo Tortoli
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 RM431
RM612 total
includes taxes & fees
8 Oct - 9 Oct
Palazzo al Torrione 2
An outdoor dining area with tables and chairs, candles, and a view of palm trees and greenery.

5. 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 RM544
RM608 total
includes taxes & fees
1 Nov - 2 Nov
Palazzo Pacini
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 RM218
RM254 total
includes taxes & fees
5 Oct - 6 Oct
Camping Boschetto Di Piemma
A spacious indoor area with arched windows, wooden furniture, and hanging plants.

7. 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 RM532
RM599 total
includes taxes & fees
2 Nov - 3 Nov
Relais Villa Olmo
A water park with a pool, slides, and a wooden deck area.

8. hu Firenze Certosa camping in town

hu Firenze Certosa camping in town
Impruneta
8.4 out of 10, Very good, (108 reviews)
"Lovely location in the hills. Really nice pool and bar."
United Kingdom
Jessica
The price is RM197
RM231 total
includes taxes & fees
12 Oct - 13 Oct
hu Firenze Certosa camping in town
A courtyard with a stone building featuring an arched entrance, potted plants, and outdoor seating.

9. 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 RM311
RM397 total
includes taxes & fees
1 Nov - 2 Nov
I Parigi Corbinelli
A swimming pool with lounge chairs and a flag.

10. Fattoria il Milione Agriturismo

Fattoria il Milione Agriturismo
4.0 star property
Florence
8.2 out of 10, Very good, (266 reviews)
"Great location easy access to Firenze"
Canada
Donnie
The price is RM234
RM321 total
includes taxes & fees
1 Nov - 2 Nov
Fattoria il Milione Agriturismo
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, (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 RM838
RM977 total
includes taxes & fees
18 Oct - 19 Oct
Marignolle Relais and Charme
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 RM694
RM782 total
includes taxes & fees
19 Oct - 20 Oct
La Locanda di Pietracupa
A restaurant with hanging baskets of greenery, wicker furniture, and a view of the outdoors.

13. 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 RM1,113
RM1,242 total
includes taxes & fees
30 Oct - 31 Oct
Terre di Baccio
Reception

14. Teatro Luxury Apartments Firenze - Starhotels Collezione

Teatro Luxury Apartments Firenze - Starhotels Collezione
Historic Centre of Florence
9.8 out of 10, Exceptional, (131 reviews)
"Book this for our honeymoon and will definitely come back"
Canada
Kerby
The price is RM773
RM905 total
includes taxes & fees
1 Nov - 2 Nov
Teatro Luxury Apartments Firenze - Starhotels Collezione
Room

15. La Torre Del Cestello

La Torre Del Cestello
Historic Centre of Florence
9.2 out of 10, Wonderful, (334 reviews)
"Great location easy to park car with car service they offer"
United States
Joanna
The price is RM482
RM595 total
includes taxes & fees
1 Nov - 2 Nov
La Torre Del Cestello
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.

16. 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 RM709
RM835 total
includes taxes & fees
18 Oct - 19 Oct
Residenza La Musa Amarcord
A terrace with outdoor seating, a view of the city, and a clock tower in the background.

17. Palazzo Alfieri Residenza d’epoca

Palazzo Alfieri Residenza d’epoca
Historic Centre of Florence
9.2 out of 10, Wonderful, (840 reviews)
"Beautiful rooms and great location"
Canada
Taylor
The price is RM1,025
RM1,191 total
includes taxes & fees
1 Nov - 2 Nov
Palazzo Alfieri Residenza d’epoca
A balcony with a table, wine glasses, and a bottle, overlooking a historic building with a clock tower and another tower.

18. Relais Piazza Signoria

Relais Piazza Signoria
Historic Centre of Florence
9.6 out of 10, Exceptional, (879 reviews)
"Location location location - say nothing more."
Canada
Ray
The price is RM532
RM641 total
includes taxes & fees
1 Nov - 2 Nov
Relais Piazza Signoria
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

Villa Neroli

Villa Neroli

10/10 Excellent
"The property was magnificent - much nicer than what was depicted in the web photos. The staff was exceptional ... whether it was the administrative staff, the servers, or the cleaning staff, all realized that they were there to service their guests and they provided quality services consistently during our stay. The breakfast was exceptional. A very pleased guest!"
john 7-night trip
Posted 7 hours ago
Villa Neroli

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 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.