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Apartment vacation rentals in Castiglion Fiorentino

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Popular amenities for Castiglion Fiorentino apartment rentals

Weekly apartment rentals

Superhost
A spacious outdoor pool area features a clear blue pool surrounded by sun loungers and umbrellas. A well-maintained building is visible in the background, with lush green hills creating a picturesque backdrop.
Apartment in Asciano
5 out of 5 average rating, 3 reviews

La "Magnolia" two beds apartment with pool

SurakanyaRating, 5 stars66 months ago
Check and confirm the location with the owner before traveling
Top guest favorite
A spacious living area features a comfortable gray sectional sofa and an accent rug with warm tones. The wall is adorned with framed black-and-white photographs. A vintage television set adds character, while built-in shelves display a selection of books and decorative items.
Apartment in Arezzo
4.97 out of 5 average rating, 111 reviews

Appartamento Mariapaola

ThomasRating, 5 stars2 days ago
Don't doubt, just pick this appartment. literally everything is great about it. we felt at home away from home as never before. Super cozy, super clean, super host and super location!
Guest favorite
A view from a balcony features a rustic stone building's roofline in the foreground, with lush greenery below. Beyond, a city street is visible, lined with colorful buildings and slopes leading to higher elevations, offering a glimpse of the vibrant surroundings.
Apartment in Perugia
4.89 out of 5 average rating, 183 reviews

Casetta Umbra

VincenzoRating, 5 stars2 weeks ago
I can't help but give everything 5 stars. Great location, quiet apartment with all the essentials, very close to the historic center and Marco really kind and helpful, I recommend it to everyone for those who would like to stay a few days in Perugia. Thank you
Top guest favorite
A spacious living area features high ceilings with wooden beams and large windows allowing natural light. Elegant furnishings include a comfortable sofa, antique side tables, and a decorative fireplace. A large painting dominates one wall, surrounded by tasteful decor and soft lighting.
Apartment in Cortona
4.97 out of 5 average rating, 162 reviews

CasaNella: bright, central and panoramic

AndrewRating, 5 stars1 week ago
This was a wonderful comfortable home to base ourselves for the week whilst we explored Cortona and beyond. It was everything we could have hoped for. Very peaceful with amazing views.
Superhost
A rustic outdoor patio is framed by lush green vines, creating a natural canopy. A large table is surrounded by wooden and wrought-iron chairs, providing ample seating for guests. Sunlight gently filters through the arches of the adjacent building, enhancing the relaxed ambiance.
Apartment in San Giovanni d'Asso
5 out of 5 average rating, 15 reviews

Podere Ferranino #Brunelleschi Townhouse

JulieRating, 5 stars23 months ago
Very beautiful apartment ! Spacious for 7 adults
Superhost
A serene spa area features a private hot tub, surrounded by natural stone walls and rustic decor. Comfortable loungers are positioned nearby, inviting relaxation. Warm lighting enhances the tranquil atmosphere, and wooden barrels add a unique touch to the overall design.
Apartment in Castiglion Fiorentino
5 out of 5 average rating, 8 reviews

borgo dolci colline - stay with spa for couples

SophiaRating, 5 stars22 months ago
We visited from California after traveling throughout Europe for 2 weeks. We were pretty sick of rubbing shoulders with other tourists. Our stay at this residence completely recharged us. The staff is wonderful, the pool is so nice (especially in this heat), delicious dinner, and all is in a secluded, magical location. The spa was a real treat at the end. Never experienced something like this before, it was amazing. Totally a five star experience.
Superhost
A comfortable gray sofa with decorative striped cushions is positioned against a neutral wall. Three framed art pieces depicting abstract designs are arranged above the sofa. A modern floor lamp provides soft lighting, complementing the space's relaxed ambiance.
Apartment in Perugia
4.86 out of 5 average rating, 125 reviews

GaLi Green House

MartaRating, 5 stars2 weeks ago
Apartamento very convenient for a visit to Perugia, especially if you are driving. Gabriele is very responsive as a host, and the apartment is well equipped, as it appears in the listing.
Guest favorite
The entrance hall features a view into the living space and adjoining bathroom. A wooden dresser is visible in the background, along with a round mirror reflecting warm light. The tiled floor complements the rustic ambiance, framed by wooden doors on either side.
Apartment in Siena
4.96 out of 5 average rating, 117 reviews

Farmhouse "Villa Il Poggiolo" Siena, Park 1

ShannonRating, 5 stars1 month ago
Had a beautiful time staying at this spot as our home base as we travelled into Siena and around Tuscany for a few days. Enrico and his family were very nice and the property is beautiful! It was particularly helpful to have laundry use to wash some things to get through the end of the trip.

Private apartment rentals

Guest favorite
An open living area features a red sofa alongside a sleek TV unit. Large windows draw in natural light, while a cozy outdoor terrace with green flooring is visible. The ceiling is adorned with wooden beams, adding a warm touch.
Apartment in Arezzo
4.95 out of 5 average rating, 98 reviews

Exclusive Terrace Attic Apartment, New, A/C

RobertaRating, 5 stars3 months ago
We had a great time. The accommodation is very nice, with all the essentials including breakfast and very close to the center. Chiara was very kind and helpful in recommending places to visit and restaurants to eat. I highly recommend it
Superhost
An outdoor area features a cozy seating arrangement with two white folding chairs and a small table, set against a rustic stone wall. Potted plants and wooden barrels add greenery. A canopy provides shade, enhancing the tranquil ambiance of the space.
Apartment in Vescovado
4.79 out of 5 average rating, 62 reviews

Antiche Dimore , "l 'Arco" apartment

EsbenRating, 5 stars21 months ago
Enjoyed our stay at Jacopo's very much! Easy day trip to Val d'Orcia.
Guest favorite
A spacious living area is equipped with a wooden dining table surrounded by chairs. Two sofas, one in a rich green hue, are positioned near large windows, which offer views of the surrounding landscape. Decorative pieces are displayed on a dark wood cabinet.
Apartment in Sasso D'ombrone
4.81 out of 5 average rating, 58 reviews

"La Sartina" Vacation Home

TonioloRating, 5 stars1 month ago
We had a really good time in a comfortable house and a stone's throw from Albus Alpacas !
Guest favorite
A modern living space is presented with a circular dining table set for two and stylish white chairs. A gray sofa is positioned nearby, complemented by a decorative yellow pillow. A large flat-screen TV is mounted on the wall, and shelving units offer additional storage.
Apartment in Siena
4.85 out of 5 average rating, 13 reviews

La Casa del Duprè 3.0

SandraRating, 5 stars2 days ago
It was a great experience, communication easy. The place is spotlessly clean.
Top guest favorite
A modern kitchen area is equipped with sleek cabinetry and stainless steel appliances. A dining table with four chairs is positioned in the center, accompanied by a decorative bowl. An overhead light fixture adds illumination, while a small TV is mounted on the wall.
Apartment in Arezzo
5 out of 5 average rating, 14 reviews

Giovan Battista apartment

MartaRating, 5 stars3 months ago
We stayed with Sonia and Roberto for two days on the occasion of New Year's Eve 2025. Before our arrival, they were kind enough to make sure we didn't have any food allergies to prepare a welcome kit and left us their phone numbers for any reason. Upon arrival, we had difficulty finding the accommodation and they were so kind as to meet us on the street. In addition, they have always been responsive, flexible and provided us with all the necessary information about transportation and taxis. Roberto was so kind as to personally accompany us to the station on our departure. The place is very tidy and clean, but a bit far from the center if you want to walk around (35 minutes). It is well served by public transport, available until about 8:30 pm.
Superhost
The exterior of a rustic stone building features a welcoming facade adorned with red shutters and vibrant flower boxes. A gravel path leads to the entrance, bordered by pots of blooming flowers. The surrounding greenery enhances the tranquil atmosphere of the property.
Apartment in San Quirico d'Orcia
4.5 out of 5 average rating, 6 reviews

Oleandro real farm house in the Tuscan countryside

JackyRating, 5 stars6 months ago
Great family run place! Welcomed and greeted by Robert’s mother with a glass of wine that Robert made himself. Robert’s mom doesn’t speak any English but she was just so sweet and welcoming. The view is gorgeous and this place is a true agritiursimo with active vineyard and olive farms. Highly recommend.
Superhost
A kitchen and dining area features wooden beams and light-colored cabinetry. A round table laid with a tablecloth sits beside a small sofa. The rustic stone wall adds character, while various artworks hang on the walls, enhancing the inviting space.
Apartment in San Quirico d'Orcia
4.85 out of 5 average rating, 62 reviews

Antico Podere La Martinella, annex

NansRating, 5 stars1 week ago
Perfect location, large garden, beautiful sunset views of the olive trees. Very nice apartment, recently renovated, functional and quiet. Rossano is extremely friendly, provided us with many explanations about nearby hikes. It also produces its own wine and olive oil of very good quality. Thanks
Guest favorite
A modern kitchen area features light wood panels and white cabinetry. A gas stove and a compact oven are positioned beneath a wall-mounted TV. A sink and dish rack are visible, complemented by minimalist decor and a cozy chair nearby.
Apartment in Perugia
4.85 out of 5 average rating, 107 reviews

Delightful accommodation in the center

RobertaRating, 5 stars1 month ago
Antonello's apartment is very convenient for visiting Perugia on foot, being a short walk from the historic center of the city. From here you can also visit the other areas in a short time by car. Antonello is very friendly and professional and we felt comfortable in his home. Since we are also hosts in Venice, we shared information and issues related to our work; advice is always welcome. We will definitely be back.

Apartment rentals with a hot tub

Guest favorite
An inviting wooden sauna interior is complemented by a circular hot tub, featuring smooth walls. A large glass door reveals access to the outdoor area, highlighting scenic views and a simple chair placed nearby.
Apartment in Monteroni d'Arbia
4.95 out of 5 average rating, 240 reviews

"Red Rose" apartment with view of Siena.

MariaRating, 5 stars3 days ago
Marta’s Red Rose apartment offers stunning panoramic views that highlight the beauty of Tuscany. Every morning, we woke up to this enchanting landscape, and every evening, we wound down with it, making our two-week stay feel truly magical. The apartment is compact but efficiently designed, providing a comfortable and well-planned space. We had everything we needed throughout our stay. The farm, with its blend of rustic charm and modern touches, added to the overall experience and made for a pleasant environment.
Top guest favorite
A warm lounge area features a stone wall and a modern fireplace. Leather sofas are arranged around a low wooden coffee table placed on a colorful patterned rug. Large windows allow natural light to illuminate the space, while a staircase leads to an upper level.
Apartment in Siena
4.99 out of 5 average rating, 156 reviews

Villa di Geggiano – Alfieri Suite

CarolinaRating, 5 stars5 days ago
Our stay at Villa di Geggiano was truly magnificent! It is difficult to put into words how very special and magical our experience was in the Alfieri Suite at the Villa but I can say that, without a doubt, this was our absolute favorite Airbnb experience ever! The entire property, outside grounds, the incredible views,the beautiful Alfieri Suite we stayed in,the luxury amenities and especially Andrea,our exceptional,very gracious host at Villa di Geggiano all contributed to make this an unforgettable experience that we will treasure for a lifetime. If you have the incredibly good fortune to find this little slice of heaven available for your dates,please,I urge you not to hesitate…book this immediately,I promise you will not regret it. The suite we stayed in had every conceivable amenity you could ever need and more. It was beautifully and so tastefully decorated and we truly felt completely at home there for our 4 night stay. We give Andrea & the Villa our highest recommendation!
Guest favorite
A sunlit outdoor area features comfortable lounge chairs in vibrant colors beside a hot tub. Olive trees and shrubs surround the space, providing a serene backdrop. A gentle slope of green grass continues toward distant hills, enhancing the tranquil atmosphere.
Apartment in Montevarchi
4.91 out of 5 average rating, 104 reviews

Apartment with garden in the heart of Tuscany

Mary BethRating, 5 stars5 months ago
Paola is a great host! Everything was clean and perfect and the view was breathtaking! I 100% recommend!
Top guest favorite
A well-appointed living space includes a cozy white sofa with striped accent pillows and a light gray pouf. A dark wooden desk is positioned against the wall, accompanied by a task chair. A large framed cityscape photograph and shelving units add character to the room.
Apartment in Perugia
4.96 out of 5 average rating, 310 reviews

A Cosy flat

GuyRating, 5 stars2 weeks ago
We had a perfect stay at Paola‘s apartment. It is very cosy , smart and quiet and it was easy to get to and from the centre. Check in was very easy. Facilities and amenities were excellent and everything worked perfectly. Wifi was good and we liked the work space as we needed to study some of the time. Shopping was easy at the nearby supermarket. Paola was very helpful and gave us good tips and was very welcoming. A charming host. Would definitely come back and we felt it was very good value for money.
Guest favorite
The historic stone building is illuminated at dusk, enhancing its architectural features. A tranquil swimming pool reflects the soft light, surrounded by landscaped olive trees and a stone wall, creating a serene outdoor space.
Apartment in Montone
4.96 out of 5 average rating, 28 reviews

Annex in the Cardaneto Castle

SusanRating, 5 stars2 weeks ago
When we arrived he let us know that we had a surprise waiting for us. Well, It was an upgrade to the apartment above the room we rented! It was absolutely beautiful and felt like the castle that was lived in in the 1500's!! We slept great, had fun using the fireplace in the kitchen/living area and the stone sink was very authentic. They provided lots of food for us for breakfast and were alway available to let us know where we could go. We walked to Montone and it was so beautiful. The best part was booking a dinner on our last night there. We had a very romantic candlelit dinner with homemade pasta, bread, wine and all the food we could possibly eat! Such great hosts that we are planning on going back again when we visit Italy in 2027. Looking forward to seeing you again!!!!
Top guest favorite
A bright living area features a striped sofa and an elegant glass coffee table on a polished marble floor. Natural light enters through two windows, adorned with light-colored curtains. A small yellow accent chair adds a pop of color to the neutral-toned space.
Apartment in Siena
4.94 out of 5 average rating, 102 reviews

Domus Nannini - L'Angolo di Paradiso Spa (Spa)

KieranRating, 5 stars2 weeks ago
We loved our stay in Gianluca’s apartment. Gianluca is a fantastic host and was very responsive and accommodating to all our queries. The apartment is stylish, spacious, spotlessly clean and equipped with everything needed for a comfortable stay. We loved that this apartment has its own private spa with jacuzzi and steam room. The apartment is well located, in the heart of the town, and just a few minutes walk from the bus station. We would highly recommend staying here when visiting Siena.
Superhost
A terrace is shown with a tiled table set for two, featuring two glasses of wine. In the background, rolling hills are visible, with a blend of greenery and cultivated land under a clear blue sky.
Apartment in Montepulciano
4.71 out of 5 average rating, 34 reviews

Gli Alberi - apartment with a view

JoyRating, 5 stars3 months ago
Love love love Montepulciano and Monica’s place is an ideal location to experience the area. The apartment was cozy, clean and has beautiful views! Love this stay!
Top guest favorite
A dining area features a wooden table surrounded by sturdy chairs, set under a softly lit archway. The cozy space includes a floral-patterned sofa, an LCD TV mounted on the wall, and rustic decor accents that enhance the warmth of the room.
Apartment in Montepulciano
4.92 out of 5 average rating, 142 reviews

Charming House in Montepulciano

KirstenRating, 5 stars1 month ago
Our family loved staying in Fernanda’s apartment! My husband and I had visited Montepulciano two years ago, stayed at Fernanda’s place and loved it so much we came back with our three boys. Everything is so lovely and welcoming and Fernanda is the best hostess. She even made local dinner reservations for us. Thank you for everything, Fernanda!!

Quick stats about apartment rentals in Castiglion Fiorentino

  • Total rentals

    40 properties

  • Nightly prices starting at

    ﺩ.ﺇ147 before taxes and fees

  • Total number of reviews

    520 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with a pool

    10 properties have a pool

Destinations to explore