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Apartment vacation rentals in Castiglion Fiorentino

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Popular amenities for Castiglion Fiorentino apartment rentals

Weekly apartment rentals

Guest favorite
A spacious bedroom features a large bed adorned with soft linens. Natural light enters through a window, complemented by warm lamplight. Stone walls and wooden beams add rustic charm. A dresser and side table provide functional decor, and framed images line the walls, enhancing the elegant atmosphere.
Apartment in Pogi
4.94 out of 5 average rating, 89 reviews

Borgo Iesolana Suite Superior

RobertRating, 5 stars3 weeks ago
5 Stars – A Tuscan Dream Come True! Our stay at Francesco’s private resort-style retreat in the hills of Tuscany was absolutely magical. The location is stunning—peaceful, picturesque, and the perfect escape into the beauty of the Italian countryside. The rustic room had so much charm and comfort, and the property itself was amazing, with not one but two beautiful pools to relax by. One of the highlights was the on-site restaurant. The free breakfast was far beyond the typical offering—not just muffins, but a full, authentic Italian breakfast that we looked forward to each morning. Dinner was just as impressive, showcasing delicious local flavors and warm hospitality. It was also a great jumping-off point for exploring the region—we took a lovely day trip to Siena with ease. This place is a hidden gem, and we’d return in a heartbeat. Highly recommended for anyone looking to experience the best of Tuscany!
Top guest favorite
A spacious building is set within a lush green garden, surrounded by olive trees. The facade features arched balconies and large windows. A pathway leads through the well-maintained grass, enhancing the tranquil outdoor environment.
Apartment in Camucia
4.95 out of 5 average rating, 57 reviews

Il Sasso Apartment

AlisonRating, 5 stars1 month ago
For a stay in Camucia, this is the place. No need to look further. It's in beautiful surroundings, the apartment is brlliantly new and clean. It contains everything you need and if you want to cook, the kitchen is well-equipped. There is a double bed and a bed settee in the lounge. The balcony is large and perfect for sitting outside near the trees. Christina communicates brilliantly. She came to pick me up when my friend didn't arrive and her husband immediately fixed the wifi after a storm. This is a perfect Airbnb and I would have no hesitation in staying there again.
Guest favorite
Three light-colored lounge chairs are positioned beside a swimming pool with clear turquoise water. A towel is draped casually over one chair. Olive trees and greenery surround the pool area, providing a natural and serene backdrop.
Apartment in Castelnuovo Berardenga
4.88 out of 5 average rating, 26 reviews

Colle ai Lecci: Design Apartment in Tuscany

JamesRating, 5 stars2 weeks ago
Beautiful property and a spotless, stylish room. The host was incredibly kind and attentive—made us feel right at home. Would definitely stay again!
Superhost
The spacious living area features exposed wooden beams and brick arches, with a warm-toned terracotta floor. A wooden table and chairs are visible, alongside a cozy seating arrangement in yellow fabric. Natural light enters through large windows, enhancing the inviting ambiance.
Apartment in Fratta-Santa Caterina

Charming Apartment Garden, Pool

ChrisRating, 5 stars2 weeks ago
Very well appointed, super quiet location and our host was very responsive. We would stay there again!
Top guest favorite
A spacious bedroom features a comfortable queen size bed with fresh linens. Original wooden beams are visible overhead, adding character. A bedside lamp provides soft lighting, while a window allows natural light to fill the room. Tastefully restored furniture complements the inviting atmosphere.
Apartment in Viciomaggio
5 out of 5 average rating, 66 reviews

[L'Antico Frantoio] 5-star Relaxation with Private Parking

LeahRating, 5 stars1 week ago
Amazing place and great location! Giovanni was a very kind host.
Superhost
A charming balcony features a wooden table set for outdoor dining, accompanied by two folding chairs. Blooming plants are arranged in wall-mounted planters, adding a touch of greenery. The adjacent glass door illuminates the cozy interior, where light and warm tones create an inviting atmosphere.
Apartment in Cortona
4.8 out of 5 average rating, 41 reviews

Casa Samuela

PaulRating, 5 stars1 week ago
Great apartment and fabulous location! Would definitely rent again. We didn’t have a car but parking would have been easy right outside the major portals; some free, some paid. Cortona was great-fabulous restaurants and even better hikes and strolls through, around, and above the town
Guest favorite
An outdoor dining area features a large table set for four under a spacious umbrella. Two lounge chairs are positioned nearby, surrounded by stone pavers and potted plants. The charming facade of the villa can be seen in the background, enhancing the peaceful ambiance.
Apartment in Arezzo
4.96 out of 5 average rating, 84 reviews

Villa Medici Donnini Deluxe Apartment

VeronicaRating, 5 stars2 weeks ago
This place is a quiet, sizeable gem! The house itself was large for 2 people. The terrace overlooking the property was just lovely. Having dinner and breakfast there was so special. The kitchen has everything you need for preparing meals. Lucia treated the kitchen with her fresh olive oil. The bed was comfortable and windows provided shade from the Tuscan sun for complete darkness granting great nights sleep. The history behind the place is also worth asking about! Overall really with our stay. It truly felt like a sweet, welcoming Tuscan home.
Superhost
A cozy master bedroom features a spacious bed draped with soft linens. Wooden beams stretch across the ceiling, while bedside tables with lamps provide soft illumination. The warm tones of the walls create a serene environment, with a glimpse of the living area visible in the background.
Apartment in Castiglion Fiorentino
4.63 out of 5 average rating, 19 reviews

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

ZuzanaRating, 5 stars1 month ago
RECOMMENDED ✅🌟🤝🏻 Everything as described, cleanliness, nice surprise, amenities of the place. If you are coming with a car, I recommend leaving it outside the ramparts as it is difficult to navigate the narrow streets with it. I recommend wearing slippers on your feet, as the floor is stone and then you feel amazed. Last-minute accommodation, but everything was well-prepared anyway. The host is communicative and prompt.

Private apartment rentals

Guest favorite
A sunlit veranda features ornate wooden ceiling details and floral-patterned seating. Potted plants create a lush atmosphere, while large windows offer views of the outside. A dining area with a table and chairs is visible, framed by elegant arched doors that open to the terrace.
Apartment in Centro Storico
5 out of 5 average rating, 25 reviews

Loggia in the Santo Spirito district

MyaRating, 5 stars1 week ago
We had the most amazing stay at Sibilla's apartment! It is STUNNINGLY decorated and almost makes it feel like you are staying in the Medici Chapel itself. The apartment had everything we needed, and the plant room/ sunroom was glorious to enjoy in the mornings/returning after a day's exploring. We met both Niccolo and Sibilia and both were so friendly and helpful. The area surrounding the apartment is perfect, with central Florence being a 20 minute walk away, and the restaurants/shops/wine bars of Santo Spirito being literally on your doorstep. This is the most enjoyable Air BnB we have ever stayed in, and would come back in a heartbeat! Grazie mille!!
Top guest favorite
A serene terrace space is presented, featuring a round glass table surrounded by white iron chairs. Greenery and blooming flowers are placed in terracotta pots, complemented by a trellis above providing shade. A charming view of terracotta rooftops and clear blue sky is visible in the background.
Apartment in Pienza
5 out of 5 average rating, 33 reviews

Live Like a Local & Private Concierge Service

MarydithRating, 5 stars1 week ago
I can’t say enough about our hosts! They were communicative from start to finish and our experience would not have been the same without them. Our favorite part was doing the cooking class and having dinner with them and their family.
Top guest favorite
A small round table is set on a balcony, accompanied by two white chairs. A bottle of wine and two glasses are positioned on the table. The railing features decorative ironwork, framing a panoramic view over the terracotta rooftops and the valley below.
Apartment in Cortona
4.97 out of 5 average rating, 156 reviews

I Terrazzini apt.1

DeanRating, 5 stars1 month ago
Fantastic apartment with amazing views! Very convenient location. The host was very helpful . We were very happy here.
Top guest favorite
A spacious piazza is surrounded by elegant medieval architecture, featuring a central hexagonal area with open-air seating. Stone pathways lead to various shaded spots, while umbrellas provide shelter for patrons. Beautiful clouds drift overhead, enhancing the vibrant scene of daily life in the historical center.
Apartment in Arezzo
5 out of 5 average rating, 109 reviews

Piazza Grande Boutique Apartment

CarolineRating, 5 stars2 weeks ago
Truly a gem in Arezzo. Federico’s mother welcomed us to the apartment and provided helpful recommendations, all of which we took and enjoyed. The place itself was very large and spacious, even more beautiful than the photos. We also appreciated the modern amenities it had like air conditioning. Would absolutely stay here again and recommend.
Top guest favorite
A warm sunlit terrace is adorned with potted plants and a low table. A refreshing beverage and pastries are placed on the table, with a scenic view of the terracotta rooftops and neighboring buildings creating a tranquil outdoor space.
Apartment in Centro Storico
4.98 out of 5 average rating, 617 reviews

Cosy flat w/terrace in S. Ambrogio

fiordiliRating, 5 stars1 week ago
We only spent one night, we know the city well, but this quiet and very personal secluded place gave us beautiful and romantic moments! You can feel that it is a place of love, and you can find it in all things. Check in person, which is now a rarity, thanks Raffaele for your kindness and availability!! Thank you for hosting us at your home!
Top guest favorite
A private terrace features a bar-like ledge with two woven chairs and a bottle of wine placed between two glasses. The view captures the iconic Duomo and Florence's rooftops, framed by a bright blue sky dotted with clouds.
Apartment in Centro Storico
5 out of 5 average rating, 61 reviews

Your Terrace Duomo view - Cellini Project

JasonRating, 5 stars1 week ago
This apartment was perfect for our stay. Immaculate presentation and very clean. Being in the centre is was also peaceful and the rooftop terrace is a really nice place to relax at the end of an awesome day sight seeing. Stefano’s recommendations are also perfect. Thank you for making our stay unforgettable.
Guest favorite
An inviting terrace is showcased, featuring a dining table and lounge chairs. The wrought iron railing frames a picturesque view of the surrounding rooftops and rolling hills. Sunlight illuminates the spacious area, creating a serene spot for relaxation.
Apartment in Montepulciano
4.94 out of 5 average rating, 31 reviews

The Terrace of Eden

CraigRating, 5 stars2 days ago
The views from anywhere in Montepulciano are incredible, but our place seriously has the best terrace view. The apartment was spacious and really well appointed. We had a great stay and would love to come back.
Guest favorite
A stone house with a welcoming facade features large glass doors framed by lush greenery. The outdoor seating area is set on a grassy lawn, ideal for enjoying meals or relaxing in a serene environment. The characteristic architecture reflects local charm.
Apartment in Anghiari
4.92 out of 5 average rating, 65 reviews

Dolce Vita - relaxing in the Tuscany countryside

DouglasRating, 5 stars2 weeks ago
Wonderful, peaceful stay. Calm host and calming environment in a beautiful part of the world. I would encourage anyone wanting a laidback break to stay.

Apartment rentals with a hot tub

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 stars7 months ago
Paola is a great host! Everything was clean and perfect and the view was breathtaking! I 100% recommend!
Guest favorite
A view of Palazzo Vecchio is visible through an open window, framed by sheer curtains. The clock tower and architectural details of the building can be seen against a clear blue sky.
Apartment in Centro Storico
4.88 out of 5 average rating, 166 reviews

Love Honeymoon Jacuzzi Piazza Signoria View Ac WiF

Sac NicteRating, 5 stars5 days ago
This apartment in the heart of Florence is a true gem. It’s spacious, comfortable, and modern, yet still retains its historic charm. The location is simply dreamlike, with the widow view and the proximity to The Accademia being the highlight. Having the Accademia right in front of the window was priceless. The bathroom is spacious and clean, and the kitchen is well-stocked and discreet. Conveniently located, restaurants, shops, and a supermarket are just a short walk away. The communication was easy and fast, and Luca was friendly and helpful. Overall, this is a perfect apartment in an ideal location. I highly recommend it, and I’ll definitely be back on my next trip to Florence. Thank you so much for hosting! 🤍
Guest favorite
A living area features a white sofa adorned with striped cushions, complemented by a small ottoman. Shelves display a selection of decor, while a dining table is set with tableware. Natural light enters through a nearby window, illuminating the space.
Apartment in Perugia
4.96 out of 5 average rating, 316 reviews

A Cosy flat

KimonRating, 5 stars3 weeks ago
Had a super 8 night stay here. Paola, the host, is everything you can hope for from an Airbnb host. Super communicative, welcoming and helpful. Her and her husband helped me with a medical issue, which was so kind and appreciated. Wow! Just wow! The apartment is quiet and I slept good at night. It has every amenity that I needed. It is clean and in a safe location. They really put love and attention into this place and it shows. Highly recommended.
Guest favorite
The luxurious bedroom features a stunning ceiling adorned with a captivating fresco. A spacious bed is placed in the center, accompanied by a state-of-the-art TV nearby. A hydromassage tub situated at the foot of the bed complements the elegant decor, with soft lighting and decorative elements enhancing the ambiance.
Apartment in Centro Storico
4.93 out of 5 average rating, 544 reviews

House of Delights - The Medici private leisure house

LukeRating, 5 stars2 weeks ago
The apartment is as advertised. Really something. Highly recommend.
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, 109 reviews

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

DanyelleRating, 5 stars3 weeks ago
After another Airbnb mishap, Gianluca was so accommodating to allow to book and check in late last minute. He even met us there personally to be sure we got in okay. He even had the fold out couch ready with linens and provided a few breakfast items. The place was better than we’d hoped, location was fantastic, updated and perfectly clean! We would absolutely stay here again. This place will be one of the highlights of our trip!
Top guest favorite
The image features a view of the iconic Ponte Vecchio bridge spanning over the Arno River. A small, narrow balcony with a railing is visible, offering a perspective of the historic buildings lining the riverbank under a clear blue sky.
Apartment in Centro Storico
4.98 out of 5 average rating, 269 reviews

[Ponte Vecchio] Prestige and unique view

VieriRating, 5 stars1 week ago
Excellent location and beautiful apartment. Easy to get in self-check in and good communication with the host. Great kitchen, stocked with all the hardware you need. Common area was comfortable for the 4 of us. The view is amazing. Balconies on the water with close up views of Ponte Vecchio. Definitely one of the best places we've stayed in a 20 day trip in several cities.
Guest favorite
A light-filled living area features a comfortable sectional sofa and a small dining table with light wood chairs. A television stands on a modern stand, with large windows offering views of greenery outside. Soft curtains frame the windows, enhancing the bright ambiance.
Apartment in Perugia
4.85 out of 5 average rating, 191 reviews

Blue University Apartment - Downtown

PaulaRating, 5 stars6 days ago
Fabrizio was very quick to communicate and kind, and gave great restaurant recommendations. The apartment was very clean and is very well located
Top guest favorite
A rectangular swimming pool with a shallow and deep end is surrounded by a stone patio and lush greenery. A villa sits on a hillside in the background, featuring a terrace with windows and shutters. Poolside lights are placed around the pool for evening ambiance.
Apartment in Siena
4.91 out of 5 average rating, 129 reviews

Villa'Colombaiolo di Marciano', 28

HannahRating, 5 stars3 weeks ago
We loved staying here and had the most fantastic time. They were super helpful and responsive to everything and we can’t wait to go back.

Quick stats about apartment rentals in Castiglion Fiorentino

  • Total rentals

    40 properties

  • Nightly prices starting at

    G$8,363 GYD 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