
Apartment vacation rentals in Castiglion Fiorentino
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Top-rated apartment rentals in Castiglion Fiorentino
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Popular amenities for Castiglion Fiorentino apartment rentals
Weekly apartment rentals

Borgo Iesolana Suite Superior
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!

Il Sasso Apartment
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.

Colle ai Lecci: Design Apartment in Tuscany
Beautiful property and a spotless, stylish room. The host was incredibly kind and attentive—made us feel right at home. Would definitely stay again!

Charming Apartment Garden, Pool
Very well appointed, super quiet location and our host was very responsive. We would stay there again!

[L'Antico Frantoio] 5-star Relaxation with Private Parking
Amazing place and great location! Giovanni was a very kind host.

Casa Samuela
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

Villa Medici Donnini Deluxe Apartment
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.

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

Loggia in the Santo Spirito district
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!!

Live Like a Local & Private Concierge Service
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.

I Terrazzini apt.1
Fantastic apartment with amazing views! Very convenient location. The host was very helpful . We were very happy here.

Piazza Grande Boutique Apartment
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.

Cosy flat w/terrace in S. Ambrogio
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!

Your Terrace Duomo view - Cellini Project
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.

The Terrace of Eden
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.

Dolce Vita - relaxing in the Tuscany countryside
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

Apartment with garden in the heart of Tuscany
Paola is a great host! Everything was clean and perfect and the view was breathtaking! I 100% recommend!

Love Honeymoon Jacuzzi Piazza Signoria View Ac WiF
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! 🤍

A Cosy flat
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.

House of Delights - The Medici private leisure house
The apartment is as advertised. Really something. Highly recommend.

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

[Ponte Vecchio] Prestige and unique view
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.

Blue University Apartment - Downtown
Fabrizio was very quick to communicate and kind, and gave great restaurant recommendations. The apartment was very clean and is very well located

Villa'Colombaiolo di Marciano', 28
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
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- Santa Maria Novella
- Duomo di Firenze
- Lake Trasimeno
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Basilica of Santa Maria Novella
- Ponte Vecchio
- Fortezza da Basso
- Uffizi Gallery
- Parco delle Cascine
- Piazza della Repubblica
- Piazzale Michelangelo
- Mercato Centrale
- Pitti Palace
- Stadio Artemio Franchi
- Giardino Bardini
- Avignonesi Winery Fattoria Le Capezzine
- Medici Chapels
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- The Boboli Gardens
- Tenuta Le Velette
- Teatro Verdi
- Nelson Mandela Forum
- Palazzo Vecchio
- Palazzo Medici Riccardi