
Vacation rentals in Chitignano
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Chitignano
Guests agree: these stays are highly rated for location, cleanliness, and more.

Farmhouse Fattoria La Parita
Provencal-style apartment nestled between vineyards and olive trees. You will enjoy the tranquility of the countryside 10 km from the city and 4 km from the highway. The song of jays and cuckoos will be the soundtrack to the stay while the roe deer graze among the olive trees. A basic Italian breakfast is included (coffee, tea, milk, biscuits, etc.), but if you prefer a richer breakfast served at the table, the cost is €15 per person (€10 from 5 to 15 years, free under 5 years). EV wallbox available.
LocationFamilyWalkability
4.99 out of 5 average rating, 535 reviews
Tuscan Villa 300m² · 6 Bed 5 Bath · Cool Summers
Managed by Evora Homes — Superhost, 4.96★ across all our homes. A 300 m² villa in the heart of the Casentino, the green Tuscany almost nobody knows. 6 bedrooms and 5 bathrooms: ten people sleep comfortably and nobody queues in the morning. Fenced garden with fruit trees, two balconies over the valley, private parking for 3 cars. Cool air even in August — you sleep with the windows open. Bibbiena 5 min · Casentinesi Forests, La Verna and Camaldoli a few km · Arezzo 40 min.
LocationHospitalityAccuracy
5.0 out of 5 average rating, 3 reviews
Tofanello Orange Luxury and Modern Comfort with Outdoor Pool
Escape to the rolling hills of Umbria in this updated farmhouse (90 m2 over 2 floors) that retains its original charm. The home features classic beamed vaulted ceilings, original stone finishes, an indoor wood-burning fireplace, private entrance and a private garden terrace. The shared pool has a large sun lounge area. If your favourite dates aren't available anymore take a look at our turquoise apartment. Turquoise: https://www.airbnb.com/rooms/plus/9430389.
ValueLocationAir conditioning
4.98 out of 5 average rating, 145 reviews
Villa Montanina - relax in esclusiva in Toscana
A typical Tuscan villa exclusively immersed in the views, greenery and peace of the Casentino Valley where you can spend moments of relax, fun and experiences where nature, culture and taste come together. During your stay you can enjoy cooking classes, yoga classes, wine tastings, massages, personalized experiences and relax in the large swimming pool. The Villa with its many large green spaces is also perfect for celebrating your dream wedding in Tuscany.
ValueFamilyOutdoor spaces
4.99 out of 5 average rating, 86 reviews
[SAN LORENZO-DUOMO] Prestigious Historic Residence
Make your stay a unique experience and give yourself an emotion that will last for life. Located in the heart of Florence, this magnificent historic residence is the ideal solution for those looking for an exclusive and prestigious location to combine with a central position, perfect for easily visiting the main sites of interest, reachable in less than 10 minutes on foot. The apartment enjoys exclusive views of the Medici Chapels, offering a unique view.
ValueLocationCleanliness
5.0 out of 5 average rating, 158 reviews
Old hayloft on the Chianti hills
Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, overlooking the Chianti valleys and enjoying splendid views of the surrounding hills and the city of Florence. The apartment is completely independent, on two internally connected floors, and features a private garden lined with centuries-old oaks and Tuscan cypresses. The restoration maintained the original Tuscan architectural style of rural barns.
LocationFamilyWifi
4.99 out of 5 average rating, 481 reviews
Villa Podere Cerretino
Podere Cerretino is the perfect place to find and discover your own tranquility and relaxation. A corner of paradise surrounded by the picturesque hills of Tuscany in an enchanting landscape, located in a central and strategic position to visit the most interesting places in Tuscany, such as Florence, Siena, Arezzo. The Villa consists of 4 completely independent apartments and an elegant panoramic veranda where you can gather and enjoy a unique vacation.
FamilyLocationCheck-in
5.0 out of 5 average rating, 68 reviews
Tower Penthouse in small castle near Florence
900 year old Tower-Penthouse apartment in Chianti Villa, spacious & super-scenic historical home that combines magical atmosphere with space, light, history, convenience. (AC throughout). Painting-like 360° views of Tuscan Hills all the way to Florence; sun-filled, private grounds. Perfect location for an unforgettable family stay. Ample private property (including forest). Walking distance from village shops. Convenient location, Florence in sight.
ValueFamilyQuiet
4.96 out of 5 average rating, 139 reviews
Ginepro apartment, panoramic view with pool
Apartment in a large house on a hill, with a panoramic pool. Nestled in the green hills of Casentino, Il Rifugio del Moro is located on a hill and is the ideal place for those seeking nature without sacrificing comfort. The "Ginepro" apartment consists of 3 rooms: kitchen/living room with a double sofa bed and 2 double bedrooms, in addition to the bathroom and a private patio. The apartment is entirely on the ground floor, with independent access.
FamilyLocationGrill
4.9 out of 5 average rating, 30 reviews
Villa Bruna, entire house in Chitignano
Nestled in the green forests of Casentino, Villa Bruna is an oasis of tranquility in which to enjoy a moment of refreshment in contact with nature. Built in the 1970s by the owners' father to be the home where the family would gather during the holidays, today the two Bennati brothers have decided to open its doors to the world. Structure Identification Code CIR: 051014LTN0009 National Identification Code (CIN): IT051014C2CW2RCQFF
FamilyValueAccuracy
4.94 out of 5 average rating, 80 reviews
PoggiodoroLoft, Tuscan dream e relax
Welcome to Poggiodoro Loft, 16th century stones' villa located in the countryside of Anghiari. Stunning views, charming and furnished interiors providing all type of comforts, the relaxing sauna, the private garden where you can enjoy the open air and lunch under the pergola, BBQ, fantastic in the warm seasons, lounge with brazier a panoramic swimming pool to spend great moments with friends, to be shared with the hamlet guests.
LocationFamilyCheck-in
4.87 out of 5 average rating, 167 reviews
Casa Rosmarino Eco-Wellness Country Home
Price includes: - Infrared Sauna - Wood for Fireplace - Heating/Air Conditioning - Laundry/Dryer - Shower Gel/Shampoo/Bathrobes - Welcome Appetizer w/Wine - Treats during your stay The house is located inside a Borgo (small group of houses) Pool & parking lot are shared areas. We have 6 units for rent Extra activities (not included) : - Massages, Cooking Classes, Tours & Tasting Please INQUIRE for price & availability.
LocationValueHot tub
4.99 out of 5 average rating, 274 reviewsPopular amenities for Chitignano vacation rentals
Other great vacation rentals in Chitignano

Villa dei Macchini
LocationFamilyParking
5.0 out of 5 average rating, 16 reviews
Podere Bocci residence in Casentino - Entire Villa
LocationFamilyGrill
5.0 out of 5 average rating, 50 reviews
Villa in Tuscany - infinity pool - 8 bdrm - 7 bth
ValueFamilyShared spaces
5.0 out of 5 average rating, 66 reviews
“Villa Lux Poggelleri” – a unique view of the Casentino
FamilyLocationAir conditioning
5.0 out of 5 average rating, 24 reviews
Casentino Villa Antonella
FamilyLocationCleanliness
4.95 out of 5 average rating, 21 reviews
Coaching House
LocationFamilyPool
5.0 out of 5 average rating, 68 reviews
Casale del Vino
ValueFamilySleep quality
4.94 out of 5 average rating, 80 reviews
Cipressino Villa, pool near the historic centre
LocationFamilyLaundry
5.0 out of 5 average rating, 13 reviewsDestinations to explore
- Lake Trasimeno
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Pinarella Di Cervia
- Basilica of Santa Maria Novella
- Stazione Santa Maria Novella
- Misano World Circuit
- Mercato Centrale
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Mugello Circuit
- Fortezza da Basso
- Uffizi Gallery
- Piazza della Repubblica
- Piazzale Michelangelo
- Palazzo Vecchio
- Del Chianti
- Parco delle Cascine
- Piazza della Signoria
- Palacongressi Della Riviera Di Rimini
- Pitti Palace
- Autodromo Enzo e Dino Ferrari
- Boboli's Garden





