
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 $85 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, Wifi 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.
ValueLocationHeating

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
ValueLocationKitchen

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.
FamilyLocationSleep quality

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.
FamilyValueCheckout

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.
FamilyLocationAccuracy

Luxury frescoed apartment in the historical center
The Palazzo Pannilini Superior apartment is composed of a bright entrance enriched by an elegant coffered ceiling, a large fully frescoed lounge, a large foyer, a kitchen equipped with a terrace, a dining room topped with a frescoed vault, four bedrooms, three bathrooms, a wardrobe room, and a panoramic terrace where you can sunbathe and relax. The apartment is located at the second floor with no elevator. The apartment has air conditioning.
LocationValueCleanliness
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.
LocationValueGetting around

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
FamilyLocationLaundry

Casa Tòrta - comfort room
Casa Tòrta consists of a bedroom, reading room and bathroom, perfect for a short stay or for long periods, having reception services available. In the historic center of Monticchiello, there is this building that dates back to 1200. The large double bed is located in the main room with a fireplace stove with ancient charm. In the brightest room a reading lounge, then the green bathroom with shower.
LocationBreakfastDecor

Castel Brunello - 2 doublebed rooms + terrace
Located in amidst the Tuscan countryside, Castel Brunello is offers an outdoor swimming pool and a garden. This self-catering accommodation features rustic-style furnishings, air condioning and free Wi-Fi. They also offer a satellite TV, and a fully equipped kitchenette with a refrigerator and a dining table. Each apartment has a terrace with an outdoor seating area.
FamilyValueLaundry

I Terrazzinni apt.2
In an old building of the hystorical center, very sunny and scenic: a balcony with a spectacular view over Valdichiana, Trasimeno Lake and mountains far away. Just few steps down the street and you are in Ruga Piana or Signorelli Square "movida"
LocationFamilyComfort

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.
ValueLocationWi-Fi
Popular amenities for Castiglion Fiorentino apartment rentals
Weekly apartment rentals

Dimora dell'Erbe - Rooftop Apartment
FamilyLocationAccuracy

Farmhouse close to Montepulciano
FamilyValueDecor

Pendici 15, small apartment
FamilyLocationLaundry

Casa La Girandola – Journey through the medieval alleys
LocationFamilyNearby

Casa il Cassero, rustic-style apartment free WI-FI
FamilyValueParking

Casa Sonia
LocationAmenitiesGetting around

Casa il Giardino
LocationValueSleep quality

Panoramic View New Apartment with Balcony and A/C
LocationQuietNearby
Private apartment rentals

La Corte Apartment
ValueLocationNearby

Casale La Cedrina (Il Melograno)
LocationShared spacesPool

Palazzo Trapani Luxury Residence
FamilyValueHiking

Hamlet San Biagio a Colle – House of Venus
FamilyLocationCondition

Lucia's House
ValueFamilyParking

Sunset on the Lake – Passignano Centro Lake view
LocationKitchenCheck-in

The Little Court
LocationFamilyParking

Terrazza Silena, historic center with Cortona view!
ValueLocationNearby
Apartment rentals with a hot tub

"Red Rose" apartment with view of Siena.
LocationValueHeating

Villa di Geggiano – Alfieri Suite
ValueLocationWi-Fi

Agriturismo Pilari apt. Stalla
FamilyLocationAir conditioning

Villa'Colombaiolo di Marciano', 28
LocationValueQuiet

Charming House in Montepulciano
FamilyValueSleep quality

Domus Nannini - L'Arco di Matteotti Spa
FamilyValueAccuracy

Apartment with garden in the heart of Tuscany
LocationValueDecor

Podere Ferranino #Fra Angelico Townhouse
FamilyLocationShared spaces
When is the best time to visit Castiglion Fiorentino?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $181 NZD | $154 NZD | $151 NZD | $164 NZD | $169 NZD | $171 NZD | $220 NZD | $176 NZD | $181 NZD | $166 NZD | $166 NZD | $211 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
- Uffizi Gallery
- Fortezza da Basso
- Piazza della Repubblica
- Parco delle Cascine
- Del Chianti
- Piazzale Michelangelo
- Palazzo Vecchio
- Basilica of St Francis
- Piazza della Signoria
- Pitti Palace
- Boboli's Garden
- Centro Storico Orvieto
- Mount Amiata
- Medici Chapel
- Basilica of Santa Croce





