Some info is shown in its original language. Translate

Vacation rentals in San Donato

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in San Donato

Guests agree: these stays are highly rated for location, cleanliness, and more.

1 of 1 pages1 / 1
Top guest favorite
An aerial view captures Podere Vergianoni nestled in the Chianti hills, surrounded by lush vineyards. The property features a clear blue pool, shaded terraces, and carefully landscaped gardens. Rolling hills and rows of grapevines create a serene backdrop, highlighting the natural beauty of the Tuscan countryside.
Condo in Noce
5.0 out of 5 average rating, 350 reviews

Podere Vergianoni immerso nelChianti con piscina

Podere Vergianoni è un antica proprietà del 1600 a gestione familiare situato nelle splendide colline del Chianti in Toscana con la possibilità di organizzare navetta privata e esperienze locali direttamente con la nostra famiglia . L'appartamento è disponibile per 2 adulti con possibilità aggiunta divano letto per 2 bambini sotto i 12 anni . Nel grande cortile esterno troverete una piscina a sale con area relax su terrazza panoramica con vista su castello e vigneti con tramonti unici.

LocationFamilyHospitality

Top guest favorite
Home in Greve in Chianti
4.99 out of 5 average rating, 114 reviews

Relax e charme tra le colline del chianti

Bellissima colonica in pietra, indipendente, immersa tra gli olivi e le colline del Chianti, con giardino privato e piscina panoramica. Piano terra con ampi saloni, antico camino e forno a legna, soggiorno luminoso e cucina full optional. Al primo piano tre suites composte da camera, studio e bagno privato. Accesso tramite cancello e strada bianca in proprietà privata a soli 500 metri dal paese di Strada in Chianti. Ideale per quiete e relax. Location strategica per visitare la Toscana.

ValueFamilyAir conditioning

Top guest favorite
An aerial view captures the historic castle surrounded by lush green hills and vineyards. The impressive structure features tall towers and ornate architecture, set amid manicured gardens and tree-lined pathways, reflecting the beauty of the Chianti landscape.
Vacation home in Badia a Passignano
5.0 out of 5 average rating, 122 reviews

Chianti Craft House Badia a Passignano

Ancient house in the historic village of Badia a Passignano, completely and finely restored in 2022. The house is located exactly in the center of the village of Badia a Passignano, overlooking the abbey castle and the Chianti vineyards. The house consists of 2 bedrooms air-conditioned: 1 double bedroom with service bathroom and 1 with 2 single beds and the possibility of a third with sofa chair; a full bathroom with shower, a full kitchen with washing machine and dishwasher, dining area

LocationValueCheckout

Top guest favorite
A scenic view is framed by an arched window, showcasing rolling hills and rooftops of the town. Green plants in pots add a touch of nature, enhancing the tranquility of the surrounding landscape under a clear sky.
Condo in San Donato
4.98 out of 5 average rating, 54 reviews

SAN DONATO IN POGGIO Penthouse Duplex

Enchanting penthouse duplex flat in the heart of the medieval town of S. Donato in Poggio, 418 meters above sea level. The original stone steps , 40 STEPS TO THE APARTMENT, of the 10th Century building brings you to a sprawling view of the town and the glorious Chianti hills. The building is part of the the original town walls and only steps from one of the two arches which were once the two doors to access the village. Porta Sense facing Siena, Porta Fiorentina facing Florence.

FamilyLocationCheck-in

Top guest favorite
The stone house features a welcoming entrance with large arched windows. A vibrant flower box filled with geraniums complements the lush green lawn. A shaded area with wooden seating offers a place to relax, while the infinity pool and surrounding vineyards are visible in the background.
Cottage in Barberino Tavarnelle
4.98 out of 5 average rating, 218 reviews

Stone House with Exclusive Pool Codilungo in Chianti

Welcome to your Tuscan dream between Florence & Siena. Perfect for families or romantic getaways. • 360° views of iconic Chianti hills. •Huge Exclusive Infinity Pool (17x9m), lit at night (open from May 1st to October 15th) • Total privacy, yet restaurants/shops are 10-15 mins away. • Comfort for 6: 3 bedrooms (2 double, 1 twin) & 3 full baths. • Modern amenities: Fully equipped kitchen area, Smart TV. • Outdoor bliss: Large dining loggia, professional BBQ, poolside porch & bath.

LocationValueLaundry

Top guest favorite
Condo in San Donato
4.94 out of 5 average rating, 85 reviews

Apartment Fiorenza in Chianti Classico

Appartamento Fiorenza is a delightful two-room apartment located on the ground floor of an ancient residence, on the main street of the fortified village of medieval origin of San Donato in Poggio, in the heart of Chianti Classico, 30 minutes from Florence and Siena and from San Gimignano and Volterra. The village, among the most beautiful in Italy, is characterized by narrow streets paved in stone and crossed by small bridges that allowed the guard troops access to the Walls.

ValueFamilyAccess

Superhost
Home in Barberino Tavarnelle
4.87 out of 5 average rating, 216 reviews

La Casa di Nada Home

3 comfortable, fully air-conditioned double bedrooms, each with its own private bathroom, in the heart of Chianti, ideally located between Florence, Siena and San Gimignano. A welcoming, well-kept home in the peaceful Tuscan countryside. Fully equipped kitchen with dishwasher, oven and bar area, plus a laundry room with washing machine and dryer. Private garden for your exclusive use with a private hydromassage pool, heated in winter upon request 🌷

ValueLocationPets

Top guest favorite
The exterior of the country house is framed by tall, narrow cypress trees and well-maintained gardens featuring various plants. A terracotta pot stands prominently, and gravel pathways lead to the entrance, which is characterized by stone walls and an arched doorway.
Home in Barberino Tavarnelle
4.96 out of 5 average rating, 330 reviews

Casa Al Poggio in Chianti Shire

Casa al Poggio is a 145 sqm Tuscan country house in the heart of Chianti. The ground floor features a large living area with a kitchen and fireplace. Upstairs are 2 double bedrooms and an open room with a versatile sofa bed (set up as a double or 2 singles). A relaxing bathroom offers a shower, bathtub, and Chianti views. Outside, a terrace in the gravel garden awaits for your evenings. Perfect for experiencing authentic Tuscany!

LocationValueCheck-in

Top guest favorite
Villa in Tignano
4.96 out of 5 average rating, 208 reviews

Villa Isabella

Villa Isabella is a comfortable Tuscan style villa located in the splendid Chianti hills in Tuscany with a large garden and a spectacular breathtaking panoramic swimming pool for exclusive use where you can experience the Tuscan tradition in full local style with the possibility of organizing private shuttles service for reach the property traditional experiences, services and tours only and exclusively for our guests.

FamilyLocationPool

Top guest favorite
The garden features a shaded dining area with a large umbrella and a wooden table set with chairs. A brick barbecue stands nearby, surrounded by greenery and well-maintained grass. The entrance to the house is visible through elegant wrought iron doors.
Cottage in La Piazza
4.96 out of 5 average rating, 131 reviews

Casa La Misura nel cuore del Chianti

La Misura house is part of Borgo Montecastelli, a beautiful rural complex located right on the border between the provinces of Siena and Florence. Due to its strategic position, straddling two valleys, Borgo Montecastelli enjoys a magnificent panorama from its summit towards the villages that surround it: Panzano, Radda in Chianti, Castellina in Chianti, as well as farmhouses, churches, and towers.

FamilyValueShared spaces

Top guest favorite
Bright pink flowers frame a tranquil infinity pool, with rolling green hills visible in the background. The landscape is dotted with tall trees and stretches toward distant mountains under a clear blue sky.
Villa in Barberino Tavarnelle
5.0 out of 5 average rating, 49 reviews

Valluccia 51

Relax and recharge in this oasis of tranquillity and elegance. Casa Gioia is a farmhouse totally renovated and cared for every details, located between Florence and Siena, in the heart of Chianti, among vines and olive trees. The tranquillity and sounds of nature surround our structure equipped with all the comforts to offer our guests an unforgettably stay.

FamilyLocationHospitality

Guest favorite
A large shared pool is set against a backdrop of rolling hills and open skies. Several lounge chairs are arranged around the pool, offering a space for relaxation. The clear turquoise water reflects the surrounding landscape and clouds above.
Apartment in Badia a Passignano
4.92 out of 5 average rating, 141 reviews

Chianti, Country house with pool

Peace and relax in the heart of Chianti between Florence and Siena, close to Badia a Passignano (4 km dirt road not too much easy if you drive a sportive car) . In an old farmhouse complex, the apartment "Sangiovese" was recently restored by retrieving the characteristics of the Tuscan rural tradition. Large shared pool (01/05 - 30/09) .

FamilyValueView

Popular amenities for San Donato vacation rentals