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Holiday rentals in Castelfiorentino

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Castelfiorentino

Guests agree: these stays are highly rated for location, cleanliness and more.

Guest favourite

Apartment in Noce

5.0 out of 5 average rating, 117 reviews

Vergianoni estate nestled in the Chianti with a pool

Podere Vergianoni is located in the beautiful hills of Chianti. The apartment is furnished in perfect traditional style of ancient Tuscany : wooden beams, terracotta floors and unique, handcrafted furniture. Inside you will find a large living room with kitchen ,sofa bed , a bathroom and a bedroom with double bed. In the large outdoor courtyard you will find at your disposal a swimming pool on a breathtaking terrace where you can enjoy a wonderful view of the view with unique sunsets!

30 Jan – 6 Feb

£103 per night
Guest favourite

Cottage in Geggiano

4.99 out of 5 average rating, 103 reviews

Villa di Geggiano - Guesthouse

The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idilic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa. PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR.

8–15 Mar

£404 per night
Guest favourite

Home in Gambassi Terme

4.99 out of 5 average rating, 106 reviews

Il Fienile, luxury apartment on Tuscan hills

‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breath-taking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, only a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.

9–16 Feb

£165 per night

Popular amenities for Castelfiorentino holiday rentals

Stay near Castelfiorentino's top sights

Coop5 locals recommend
Benozzo Gozzoli Museum3 locals recommend
Castelfiorentino station5 locals recommend

Other great holiday rentals in Castelfiorentino

Guest favourite

Holiday home in Poggibonsi

4.94 out of 5 average rating, 105 reviews

Vittoria Chianti Vacations 🍇🍷

14–21 Mar

£91 per night
Guest favourite

Farm stay in Siena

4.98 out of 5 average rating, 216 reviews

Typical Tuscan Country House WITH A/C

9–16 Mar

£105 per night
Guest favourite

Villa in Tavarnelle Val di Pesa

4.92 out of 5 average rating, 113 reviews

PODERE GUIDI

13–20 Nov

£409 per night
Guest favourite

Flat in San Miniato

4.97 out of 5 average rating, 177 reviews

NIDO DEI SANTI

30 May – 6 Jun

£116 per night
Guest favourite

Cottage in Lucardo

4.99 out of 5 average rating, 209 reviews

Best view ever & private pool

1–8 Feb

£215 per night
Guest favourite

Villa in Carmignano

4.97 out of 5 average rating, 397 reviews

Charming Cottage in the Heart of Tuscany

4–11 Nov

£102 per night
Guest favourite

Flat in Castelfiorentino

4.85 out of 5 average rating, 54 reviews

SAN FRANCESCO 1, a two-room with church view

17–24 Oct

£58 per night
Guest favourite

Farm stay in Castelfiorentino

4.9 out of 5 average rating, 29 reviews

Tuscany | Studio with terrace and pool | Chianti

6–13 Nov

£92 per night
Guest favourite

Home in Gambassi Terme

5.0 out of 5 average rating, 15 reviews

La Cipressina Relax in Tuscany

13–20 Dec

£207 per night
Guest favourite

Villa in Peccioli

5.0 out of 5 average rating, 23 reviews

Campo Alle Lucciole: Entire Tuscan Stonehouse

30 Nov – 7 Dec

£120 per night
Guest favourite

Villa in San Casciano In Val di Pesa

4.93 out of 5 average rating, 90 reviews

VillaCortevecchia PrivatePoolVineyard 15minFlorenc

21–28 Dec

£626 per night
Guest favourite

Villa in Gambassi Terme

4.94 out of 5 average rating, 35 reviews

Soleado Holidays, Villa in Chianti

1–8 Apr

£514 per night

Quick stats about holiday rentals in Castelfiorentino

Total rentals

10 properties

Local attractions

Coop, Lidl and Borgo alla Vigna

Popular amenities

Kitchen, Wifi and Pool

Wifi availability

10 properties include access to wifi

Total number of reviews

300 reviews

Nightly prices starting at

£32 before taxes and fees

Destinations to explore