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

Castelfiorentino Holiday Rentals

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Our top choices for Castelfiorentino holiday rentals

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 NZ$439
includes taxes & fees
7 Oct - 8 Oct
Villa il Fedino

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 NZ$267
includes taxes & fees
13 Oct - 14 Oct
Palazzo al Torrione 2

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 NZ$274
includes taxes & fees
20 Oct - 21 Oct
B&B Palazzo Tortoli

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 NZ$146
includes taxes & fees
12 Oct - 13 Oct
Chianti Village Morrocco

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, (87 reviews)
"Beautiful location, beautiful rooms. Host is very friendly and accommodating."
Australia
James
The price is NZ$237
includes taxes & fees
6 Oct - 7 Oct
B&B La Fonte del Machiavelli

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 NZ$101
includes taxes & fees
1 Oct - 2 Oct
Camping Boschetto Di Piemma

7. Antico Borgo il Cardino

Antico Borgo il Cardino
San Gimignano
9.4 out of 10, Exceptional, (86 reviews)
"It was perfect for my one night stop before moving on to another location in Toscana."
United States
Craig
The price is NZ$284
includes taxes & fees
15 Oct - 16 Oct
Antico Borgo il Cardino

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 NZ$231
includes taxes & fees
6 Oct - 7 Oct
I Parigi Corbinelli

9. 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 NZ$177
includes taxes & fees
26 Oct - 27 Oct
Fattoria il Milione Agriturismo

10. 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 NZ$94
includes taxes & fees
7 Oct - 8 Oct
hu Firenze Certosa camping in town

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 NZ$279
includes taxes & fees
21 Oct - 22 Oct
Relais Villa Olmo

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 NZ$343
includes taxes & fees
1 Oct - 2 Oct
La Locanda di Pietracupa

13. 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 NZ$428
includes taxes & fees
18 Oct - 19 Oct
Marignolle Relais and Charme

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 NZ$243
includes taxes & fees
31 Oct - 1 Nov
Palazzo Pacini

15. Relais Piazza Signoria

Relais Piazza Signoria
Historic Centre of Florence
9.6 out of 10, Exceptional, (878 reviews)
"great staff. Very accessible and close to very good restaurants and gelaterias."
Canada
Melika
The price is NZ$473
includes taxes & fees
28 Oct - 29 Oct
Relais Piazza Signoria

16. Hu Firenze Camping In Town

Hu Firenze Camping In Town
Florence
8.8 out of 10, Excellent, (1,742 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 NZ$136
includes taxes & fees
26 Oct - 27 Oct
Hu Firenze Camping In Town

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 NZ$364
includes taxes & fees
26 Oct - 27 Oct
Residenza La Musa Amarcord

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, (308 reviews)
"It was a wonderful place to stay. I would highly recommend it to anyone."
United States
Salvatore
The price is NZ$388
includes taxes & fees
27 Oct - 28 Oct
La Casa del Garbo - Luxury Rooms & Suite

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 NZ$433
includes taxes & fees
13 Oct - 14 Oct
Firenze Rentals

20. Numa Florence Palazzo San Niccolò

Numa Florence Palazzo San Niccolò
Historic Centre of Florence
9.4 out of 10, Exceptional, (210 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 NZ$446
includes taxes & fees
25 Oct - 26 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

Find out more about Castelfiorentino

Everything you need to know about Castelfiorentino holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Castelfiorentino holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Castelfiorentino holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Castelfiorentino holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Castelfiorentino. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Castelfiorentino holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Castelfiorentino holiday rentals we have selected for you start as low as NZ$94 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Castelfiorentino rentals

At Expedia, we put the best Castelfiorentino holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Castelfiorentino rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Castelfiorentino holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Castelfiorentino. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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.