
Vacation rentals in Castelfiorentino
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Top-rated vacation rentals in Castelfiorentino
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Popular amenities for Castelfiorentino vacation rentals
Other great vacation rentals in Castelfiorentino
Top guest favorite

Farm stay in Pisa
4.99 out of 5 average rating, 298 reviewsTenuta Chiudendone in Tuscany
KarenRating, 5 stars4 days ago
Wonderful place for a family and to recharge in our busy trip to Italy. Sign up for the farm to table experience when you stay. The hosts could not have been more helpful and wonderful. Beautiful property and accommodation.
Guest favorite

Villa in Gambassi Terme
4.96 out of 5 average rating, 54 reviewsVilla Via Francigena
BettyRating, 5 stars1 week ago
Beautiful surroundings, peaceful, beautiful pool! Extremely well-appointed kitchen. Hosts responded immediately if we had any questions.
Guest favorite

Home in San Miniato
4.92 out of 5 average rating, 133 reviewsPrivate villa/swimming pool in Tuscany
MārcisRating, 5 stars2 weeks ago
Everything was absolutely perfect! ⭐️ Location: Ideal base for exploring Tuscany — you’re right in the heart of it all. Whether you’re heading to Florence, Pisa, or the charming hill towns, everything is within easy reach. House: Well-equipped and comfortable, with all the listed amenities in perfect working order. After long days of sightseeing, the pool was a refreshing retreat. The panoramic view over the valley is truly breathtaking. Host: Lorenzo is an outstanding host — friendly, responsive, and fluent in English. He was proactive and helpful throughout our stay. The house includes a detailed guidebook he created with handpicked recommendations for local shops, markets, restaurants, farms, and sights. It made planning our days effortless. Bottom line: If this listing is available — don’t hesitate. Book it. 10/10 would recommend!
Top guest favorite

Vacation home in Lastra a Signa
4.99 out of 5 average rating, 85 reviewsApartment for 3 agriturismo in Tuscany
Henry & RosalindRating, 5 stars1 week ago
What a beautiful styled property to relax and enjoy the Tuscan scenery in a tranquil setting! We stayed in one of the self contained apartments equipped for cooking. An open dining & kitchen area with a floor-ceiling window allowed us to enjoy the breeze; as all windows have mosquito screens. For morning coffee or sunset glass of wine we could adjourn to an outside table and chairs. The immaculate landscaped garden gently slopes down to an infinity pool inviting you to immerse in the cool water or take shade on a garden lounger under surrounding olive trees as you overlook the wonderful country view. With only few occupants we could enjoy the pool exclusively for a time. Cristina has considered everything and a meticulous eye for design and order is evident all around. The beautiful working kitchen and dining area mimic those in interiors magazines and a culinary prowess is apparent if you choose to enjoy Cristina's luxuriant breakfast, which we implore you to experience at least once!
Top guest favorite

Condo in Castellina in Chianti
4.92 out of 5 average rating, 60 reviewsApartment with terrace and stunning view
LeonRating, 5 stars1 week ago
Staying at Raisa's was incredibly nice. The accommodation and especially the view is much nicer than shown in the pictures. Raisa went to great lengths to make everything as pleasant as possible for us. The dogs (Saila and Yango) are mega cuddly, the pool is great and the whole property is really picturesque. By car, beautiful city trips, etc. are easily doable and we would be happy to come back again sometime.
Guest favorite

Home in Castelfiorentino
4.94 out of 5 average rating, 32 reviewsCozy Villa Toscana: Private Pool, and Magic Sunset
HelenRating, 5 stars1 month ago
We loved our stay at Sunset Hill for 5 nights. We were 2 families travelling from Australia and the space of the house suited us perfectly. The pool was blue and sparkling clean. The house itself had its quirks but that just added to the Tuscan experience. The views were the best in the world! And the location was amazing - central to Florence, Pisa, Greve on Chianti, Siena…. It was all a close drive. Nothing was too much trouble for Omid and his instructions for directions very clear. Would thoroughly recommend yo stay at Sunset Hill
Guest favorite

Apartment in Gambassi Terme
4.89 out of 5 average rating, 44 reviewsCasa dell'Oriolo
ColinRating, 5 stars4 days ago
Everything was Perfect and as described. Friendly contact, clean rooms, central location. Thank you!
Top guest favorite

Home in San Casciano In Val di Pesa
4.97 out of 5 average rating, 196 reviewsThe Chianti Classico Sunset
EugeneRating, 5 stars1 week ago
Petra is a wonderful host. I've never met another host who provided so many recommendations and insightful information about the surroundings and Tuscany. The place is even more impressive in reality than in photos. The landscape and the sunset are more stunning than in the finest restaurants in the region. The house had everything necessary and was cool in the evening, despite temperatures reaching +40 degrees. It was cosy, ambient, and in my opinion, the best place possible to relax and chill. For those who plan to work, there is good internet and enough dedicated space. Petra's place is suitable for couples and families with kids.
Quick stats about vacation rentals in Castelfiorentino
Total rentals
10 properties
Nightly prices starting at
G$10,449 GYD before taxes and fees
Total number of reviews
330 reviews
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
Local attractions
Coop, Lidl, and Borgo alla Vigna
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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