
Apartment holiday rentals in Castiglion Fiorentino
Find and book unique apartments on Airbnb
Quick stats about apartment rentals in Castiglion Fiorentino

Total holiday rentals
Explore 30 holiday rentals in Castiglion Fiorentino

Nightly prices starting at
Castiglion Fiorentino holiday rentals start at $86 NZD per night before taxes and fees

Verified guest reviews
Over 760 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Castiglion Fiorentino holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Castiglion Fiorentino rentals

4.9 Average rating
Castiglion Fiorentino stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated apartment rentals in Castiglion Fiorentino
Guests agree: These apartments are highly rated for location, cleanliness and more.

Cortona’s Rooftop Nest
The apartment is located in the historic center right in front of the wonderful church of San Francesco and a few steps from the main square. Furnished in a country chic style and equipped with all comforts. It accommodates 4 people. Fans in the bedrooms The apartment is located in the historic center right in front of the wonderful church of St. Francis and a few steps from the main square. Furnished in a country chic style and equipped with all comforts. It can accommodate up to 4 people. Fans in the rooms.
FamilyValueCheck-in

Under the sunset, Montepulciano
In 2023 my son Guglielmo and I decided to restore the old oratory of a church from the 1600s by creating a two floor apartment: upstairs we have 2 bedrooms equipped with AC and 2 en-suite bathrooms with shower; downstairs a spacious living room with stereo Available a table outside with great view and a nice garden 50 mt away where to have a private wine tasting or barbecue for all the guests of our 4 apartments, after 7pm if booked large in advance Large free parking area 100 mt away
LocationFamilyIndoor spaces

Piazza Grande Boutique Apartment
Overlooking the most beautiful square in the historic center of Arezzo, where the re-enactment of the Giostra del Saracino takes place, the Piazza Grande Boutique Apartment is located on the second floor of a medieval building, overlooking the beautiful palaces and the Vasari Loggias and is a unique location of its kind. The decor, the work of Countess Cesaroni Venanzi, was created with beautiful antique furniture reinterpreted in a modern way and enriched with contemporary influences.
FamilyLocationAir conditioning

Modern apartment in the heart of Tuscany
A few steps from Castiglion Fiorentino train station. Ideal for exploring not only this charming medieval city but also other beautiful Tuscan cities, such as Arezzo, Cortona and Siena. The apartment has 1 bathroom and 5 beds, ideal for families or groups of friends. There is also an additional sofa bed for extra guests. It also has a small loggia for relaxing. Its central location allows you to easily find services such as shops, restaurants and bars nearby.
LocationValueKitchen

I Tramonti di Eramo, downtown Montepulciano.
Welcome to Montepulciano, the jewel of the Tuscan hills! Our apartment in the heart of the historic center offers breathtaking views of the surrounding countryside, providing an authentic and unforgettable experience. Step outside and savor the historic atmosphere of Montepulciano. Just a few steps away, you will find the extraordinary Piazza Grande, excellent restaurants, and all kinds of services. Tuscany awaits you for a unique experience.
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CasaNella: central, bright, and with a view
Cozy, elegant and delightful apartment in the center of Cortona, with an enchanting view that sweeps from Lake Trasimeno to Valdichiana. Carefully furnished, it is the ideal place to spend a few days in this wonderful town. A short walk from the main road, but in a quiet and panoramic location. Free parking is a short distance away. Equipped with heating and air conditioning. High speed WiFi available. Great for smart working.
ValueLocationComfort

Cortona Shabby Chic House - independent & balcony-
This is an apartment cared for by a Superhost who lives in Cortona every day. My place is located in the heart of the historic center just a few steps from the main squares and streets This cute apartment is recently renovated and sleeps up to 3 people. Independent apartment with single entrance all on one floor, with balcony. Thoughtfully furnished, equipped with all the comforts for total relaxation
LocationValueLaundry

[Cleo’s Home] Private Garden | Free Parking
Imagine starting the day with breakfast in your private garden and reaching the historic center of Arezzo with a pleasant walk. Cleo's Home combines relaxation and convenience: private fenced garden, air conditioning, free parking, and fast Wi-Fi. Opposite the apartment, you will find a large supermarket, while the location is perfect for visiting Arezzo and the wonders of Tuscany.
ValueLocationCondition

I Terrazzini apt.1
In one of the most beautiful old buildings of the hystorical center, completely refurbished very sunny and scenic: a balcony with a spectacular view over Cortona roofs,Valdichiana, Trasimeno Lake and mountains far away. Living,attic,dinig,kitchen,bathroom,two bedrooms. Just few steps down the street and you are in Ruga Piana or Signorelli Square "movida"
FamilyLocationWi-Fi

Casa Le Contesse
It's a small apartment, part of the farmhouse where I live. It's located on the ground floor, with independent access, on a hill amidst olive trees, one km from Cortona. Parking, private access, and use of the very scenic garden are available.
ValueLocationHospitality

Tuscany on the terrace, downtown Montepulciano
Welcome to Montepulciano, the hidden gem of Tuscany, where historical charm blends harmoniously with natural beauty. Our Airbnb in the heart of the historic center embodies the elegance and authenticity of this region.
ValueLocationAccuracy

❤️ of Castiglion Fiorentino, Studio with Courtyard
• Walk Score 85 (‘Very Walkable’) • Courtyard • 20min walk to train station • Extremely safe neighborhood • Fully equipped kitchen • Washer on-site • Ideal for visitors of Santa Chiara Study Center
LocationFamilyView
Popular amenities for Castiglion Fiorentino apartment rentals
Weekly apartment rentals

La Dimora del Luca
LocationSleep qualityNearby

Castel Brunello - 2 doublebed rooms + terrace
FamilyValueHospitality

Luxury frescoed apartment in the historical center
ValueFamilyCheck-in

Casa Bonari - a paradise for the eyes
LocationFamilyHeating

Pendici 15, small apartment
LocationValueLong stay

Casa La Girandola – Journey through the medieval alleys
FamilyLocationAccuracy

Casa Sonia
LocationIndoor spacesWalkability

Casa il Giardino
FamilyLocationGetting around
Private apartment rentals

Casa AlMa: air conditioning and private terrace
LocationBathroomLaundry

Incredible Views & Pool in the Tuscan Hills
FamilyValueNearby

Hamlet San Biagio a Colle – House of Venus
LocationFamilyBathroom

[Bridgerton Atmosphere] Historic residence in the village
LocationFamilyIndoor spaces

modus apartments
LocationFamilyIndoor spaces

Casale La Cedrina (Il Melograno)
ValueLocationDecor

La Corte Apartment
LocationFamilyCheckout

The Little Court
FamilyValueSleep quality
Apartment rentals with a hot tub

"Red Rose" apartment with view of Siena.
LocationValueComfort

Villa di Geggiano - Perellino Suite
ValueLocationPool

Agriturismo Pilari apt. Stalla
FamilyLocationHot tub

Charming House in Montepulciano
FamilyLocationHospitality

Domus Nannini - L'Arco di Matteotti Spa
FamilyValueAir conditioning

Apartment with garden in the heart of Tuscany
FamilyValueSleep quality

Podere Ferranino #Fra Angelico Townhouse
FamilyLocationComfort

Podere Pozzangone - Your Tuscany Home
ValueLocationBathroom
When is the best time to visit Castiglion Fiorentino?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $184 NZD | $157 NZD | $153 NZD | $167 NZD | $172 NZD | $174 NZD | $224 NZD | $179 NZD | $184 NZD | $169 NZD | $169 NZD | $215 NZD |
| Avg. temp | 5°C | 6°C | 9°C | 12°C | 16°C | 21°C | 23°C | 24°C | 19°C | 14°C | 9°C | 5°C |
Destinations to explore
- Lake Trasimeno
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Stazione Santa Maria Novella
- Mercato Centrale
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Fortezza da Basso
- Uffizi Gallery
- Piazza della Repubblica
- Parco delle Cascine
- Piazzale Michelangelo
- Del Chianti
- Palazzo Vecchio
- Piazza della Signoria
- Basilica of St Francis
- Pitti Palace
- Boboli's Garden
- Mount Amiata
- Centro Storico Orvieto
- Stadio Artemio Franchi
- Basilica of Santa Croce





