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

Col di Pietra – Montaione Country house Belvedere
Francesca was an incredible host who supplied us with some great tips on local places to visit and eat at. Her welcome with some snacks and drinks were above and beyond expectation. The accommodation was excellent, and also nice to be able to use the washing machine. Will definitely recommend to friends and family, and would rebook if we return to the area.

Tuscany Hug Holiday Home
Beautiful clean apartment in the heart of Tuscany! Also the communication with the host was fast and very friendly.

SAN FRANCESCO 1, a two-room with church view
A great place to access Tuscany, 3-minutes walk from the train station with easy access to Florence, Siena, and more. Clean, good value, with great local bakeries and restaurants nearby, and a bottle of wine thrown in too - what more could we ask! On top of that, our host was very responsive and helpful: he called to help to answer questions, and even organised a local taxi for us too. Thanks for a fantastic stay - we’d love to come back!

Appartamento "My Tuscan Suite"
Me and my family really enjoyed our stay at Stefania’s apartment. It’s bigger than it seems in the photos, very nice and clean. It has all the facilities, it is a silent area and 5 minutes by walk to the center of the city and railway station. Stefania is a very nice person and it was a pleasure to meet her. I really recommend it, it was the best rent I ever had in Castelfiorentino.

comfortable apartment farmhouse SanGimignano
We had a wonderful time at Poggio! The location is perfect for daytrips and we especially enjoyed the pool which is only to be shared with a few other guests. The view is one of a kind. The apartment is equipped simple, but sufficient as one doesn’t spend too much time there anyways.

Herons Superior Apartment - Splendid view!
Highly recommend anyone new to Italy to try San gimigano first. Staying here allowed us flexibility to explore other cities and had plenty of great spots in walking distance. Lorenzo provided fantastic recommendations and assisted with everything we asked for.

Podere Boscone 3
We really enjoyed it! It was a beautiful location and the location is very central to go to the big well-known cities. The view was breathtaking! You can sit outside. The cottage is a bit more authentic, but that also gives character.

Bernarduccio's Little House
Thanks to Giulia for her responsiveness, the local products left for us and her very clean accommodation with a beautiful view. It is in a great location for visiting the main Tuscan cities.
Private 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!

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!

Cozy design house with view
Beautiful place to stay if you’re looking for something further out to enjoy a more scenic stay outside the city! Easy enough to get the bus into the city of Florence for the day also so best of both worlds! The decor and design of the place was beautiful also.

Panoramic loft with terrace near Ponte Vecchio
This was the perfect place to stay! Just minutes to the bridge leading to city center along with some fun spots right outside the door. Lots of steps but WORTH IT! The view from the terrace was great and the apartment itself was better than we could’ve asked for! Would definitely recommend this spot to anyone else planning a trip to Florence!

Palazzo del Papa Standard Suites
AMAZING stay. More beautiful than the photos. Spotless. 5 min drive to Siena. View of the wine country. Bed was more comfortable than my bed at home. Owner was extremely friendly and helpful.

Apartment La Roccaia
This place is what I imagined when I close my eyes and think of Tuscany. The view from the bedroom is amazing and the apartment is adorable. There is AC but we didn’t end up needing it since the windows let in such a glorious breeze. The kitchen was well equipped, we were just missing paper towels. The pool was great with a fantastic view although it would have been helpful to have access to pool towels. The location is great and about a 15 minute drive into San Gimignano so you probably need a car. It was also a quick drive to supermarkets and nearby wineries which we loved. Berta was really helpful during check-in and provided us with recommendations in the area.

Volpe Sul Poggio - Country Suite
We had an amazing stay at Jacopo's place, true paradise! Jacopo is a masterhost and we felt very welcome. The bed is great and we had a bbq in the wonderful garden, very peacefull Tuscan vibes. The cats also roam the garden and are very nice. It is not far from Pisa, about 30 min by car. We recommend this airbnb to everyone! :)

Breathtaking view of San Gimignano - jacuzzi&pool
Very nice accommodation, beautiful complex with large garden/pool and great location for activities nearby by car (including San Gimignano, Florence, Siena) as well as good accessibility to restaurants in the area (e.g. in San Gimignano). The apartment is well furnished and equipped with the essentials for a few days' stay (including kitchen, bathroom). We can recommend the place without further ado. The only point: if you have booked the apartment in the host's house, you must be able to accept the noise of the house (even in the middle of the night).
Apartment rentals with a hot tub

Love Honeymoon Jacuzzi Piazza Signoria View Ac WiF
Our stay at Luca’s place in Florence was wonderful. The location was extremely convenient with main attractions like the uffizi and galleria dell’academia just a short walk away. The apartment is also located in a very nice square that is lively and fun, but not noisy from the room. There are many restaurants and shops just down the stairs. The room itself was all that we could have wanted. The whirlpool tub was a very nice feature, the bed was conformable, and the atmosphere of the room was very cozy. If we return to Florence, we would love to stay at Luca’s place again!

House of Delights - The Medici private leisure house
Easy check in and out. Beautiful space and much bigger than expected. Great place to relax and explore if staying in the city. Really no negatives, book it and be happy.

Villa di Geggiano - Perellino Suite
This estate is a dream—life changing in all the best ways. From the jasmine-scented gardens and sweeping views of Siena to the beautifully restored guest suites—personally designed by Andrea, an architect and true artist—every detail felt magical. He greeted us so warmly, spent generous time sharing the estate’s history, and even gifted us a bottle of his family’s wine—which was absolutely lovely and made us feel truly welcome. The plunge pool was a refreshing retreat, and the setting was pure tranquility: birdsong, rustling leaves, and golden Tuscan sunsets. Andrea gave us a wonderful tour and shared the story behind his family’s efforts to preserve this incredible place. We adored the gentle Maremma dogs, Fiora and her puppy, Pecorino, who made us feel right at home. We were so impressed with this stay and Andrea’s efforts to preserve this very special place. Every moment here felt like a scene from a film—elegant, peaceful, and filled with soul. We can’t wait to return.

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!

Pepi Garden Loft with Jacuzzi Pool
We had a wonderful stay. The patio and hot tub were amazing. Walk to everything. No need for a car. Lots of restaurants and attractions close by. Grocery store around the corner. Outdoor hot tub was lovely after a day of steps.

The Terrace of Olive Trees in Lucca
Emily's apartment is the perfect location to explore Lucca. She was extremely helpful when communicating and very prompt when replying to any queries.

[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.

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.
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- Santa Maria Novella
- Duomo di Firenze
- Ponte Vecchio
- Piazza del Duomo (Pisa)
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Gulf of Baratti
- Basilica of Santa Maria Novella
- Mugello Circuit
- Fortezza da Basso
- Uffizi Gallery
- Parco delle Cascine
- Piazza della Repubblica
- Piazzale Michelangelo
- Mercato Centrale
- Pitti Palace
- Stadio Artemio Franchi
- Giardino Bardini
- Lago di Isola Santa
- Medici Chapels
- Spiaggia Libera
- Cavallino Matto
- Teatro Verdi
- Palazzo Vecchio
- The Boboli Gardens