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Vacation rentals in San Chimento

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in San Chimento

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

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Guest favorite
Home in Asciano
4.96 out of 5 average rating, 133 reviews

Palazzo Monaci - Piscina nelle crete Senesi

Benvenuti a Palazzo Monaci ! Un' oasi di natura e bellezza unica, nel cuore delle Crete Senesi, in Toscana. Un residence con piscina e vista mozzafiato sulle crete senesi. Perfetta per coppie o famiglie in cerca di una vacanza rilassante. La posizione è perfetta per esplorare le zone limitrofe. Potrete fare escursioni nella campagna toscana, visitare i borghi medievali caratteristici, assaggiare i vini locali prelibati e immergervi nella cultura e nella storia di questa affascinante regione.

Top guest favorite
An aerial view showcases the expansive grounds of La settecentesca Villa di Geggiano, surrounded by manicured gardens and lush vineyards. The main villa is prominent, with a circular driveway leading to it, while gentle hills extend into the background.
Cottage in Geggiano
4.99 out of 5 average rating, 152 reviews

Villa di Geggiano - Guesthouse

PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI, THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR. The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idyllic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa.

Guest favorite
Home in Barberino Tavarnelle
4.95 out of 5 average rating, 39 reviews

pittoresca colonica, chianti, giardino panoramico

“DIMORA BADIA A PASSIGNANO” Vivrete una vacanza indimenticabile e ristorativa nel cuore del chianti classico. soggiornerete in un antico fienile totalmente restaurato in pietra con grande giardino recintato e un antico gazebo, adatto a gruppi numerosi e famiglie. le camere sono comode e spaziose per 8 persone. la ristrutturazione è stata eseguita finemente, tenendo conto di ogni minimo particolare estetico per poter farvi respirare l’antica tradizione toscana mixata con la comoda modernità.

Guest favorite
An open living space is presented with a round dining table surrounded by two green chairs. A modern television hangs on the wall opposite a light grey sofa. Natural light fills the room from large windows, complemented by indoor plants adding a touch of greenery.
Apartment in Pievescola
4.95 out of 5 average rating, 39 reviews

TuscanNest: 2 bedr, Terrace 180 view, free parking

Situato tra Siena e Firenze, TuscanNest è il moderno appartamento, nel piccolo borgo di Pievescola. A pochi passi dal ristorante, mini market, panificio, pasticceria, farmacia e banca. Ad uso esclusivo, l’appartamento raggiungibile con scale al piano primo, si divide in: • 2 Camere da letto • 1 Bagno con doccia • Finestre con vista a 180 gradi sulle colline • Balcone con accesso dalla cucina • Open space con soggiorno, cucina attrezzata e zona pranzo • Lavanderia interna con lavatrice

Top guest favorite
An outdoor space features a clear blue swimming pool surrounded by neatly trimmed grass and greenery. Sun loungers can be seen near the pool, with a stone pathway leading to nearby structures and trees dotting the background, creating a serene landscape.
Apartment in Colle di Val d'Elsa
5 out of 5 average rating, 24 reviews

La Loggetta, Toscana autentica

Nel piccolo e affascinante borgo della Canonica, tra Colle di Val d’Elsa e Casole d’Elsa, la Loggetta è un appartamento pensato per offrire un soggiorno accogliente e rilassante. Il borgo, fondato nel 1047, fu un tempo la fattoria della Diocesi di Volterra e, nei secoli, divenne una tappa importante per i pellegrini in cammino lungo la Via Francigena. Ideale per un romantico weekend di coppia o per una piacevole settimana in famiglia, la Loggetta è immersa tra arte, natura e storia.

Top guest favorite
An outdoor patio area features rustic furnishings and is framed by gracefully draping curtains. The space is adorned with comfortable seating and a communal dining table, set against a backdrop of tall cypress trees and a clear blue sky, inviting relaxation in a serene environment.
Home in Simignano
4.98 out of 5 average rating, 179 reviews

Casa al Gianni - Il Fienile di Simignano

Trasformato da un antico fienile, questo rifugio lussuoso offre 5 camere, 4 bagni, grande cucina attrezzata, ampio living, un ampio giardino privato con parcheggio, hot tub, patio con divani, BBQ, fire pit e cucina esterna. Ideale per chi cerca un'esperienza unica, unisce fascino rustico a comfort moderni. Perfetto per famiglie o gruppi, promette serate magiche sotto le stelle, tra relax nell'hot tub e cene all'aperto. Una fuga memorabile vi aspetta in questo angolo di paradiso!

Top guest favorite
A spacious living area features exposed brick walls, wooden beams, and warm lighting. A comfortable sofa and a mid-century modern coffee table sit invitingly, while a dining table and chairs are positioned nearby. Large windows enhance the natural light, which complements the earthy tones of the room.
Condo in San Gimignano
5 out of 5 average rating, 52 reviews

AnticaVista, Luxury Apartment with Tower Views

A hidden gem nestled within the ancient walls of a 14th-century tower house, right in the heart of San Gimignano, a UNESCO World Heritage Site. This one-of-a-kind apartment is where history meets contemporary elegance. Look out the window and you’ll feel like you can almost touch the medieval towers. The view is breathtaking: unforgettable glimpses of the majestic Torre Grossa, framed by the iconic skyline that earned San Gimignano its nickname, the “Medieval Manhattan.”

Guest favorite
Castle in Tignano
4.96 out of 5 average rating, 23 reviews

Luxury Medieval Tower • Exclusive Chianti Stay

Benvenuti in una delle residenze più esclusive del Chianti: una torre medievale trasformata in un raffinato luxury retreat con vista sulle colline toscane. Design contemporaneo, arredi iconici, opere d’arte e comfort di lusso si fondono in un’esperienza unica. Un’oasi di quiete con giardino privato, dependance vetrata, Wi-Fi, area smart working. Servizi extra: chef privato, degustazioni in cantina, trattamenti benessere e tour tra i borghi più belli della Toscana.

Top guest favorite
A large swimming pool surrounded by a brick patio and manicured lawns is highlighted in this image. Sun loungers are positioned along the pool's edge, with lush greenery and trees creating a serene backdrop. The villa's charming structure is visible in the distance under a partly cloudy sky.
Villa in Barberino Tavarnelle
4.98 out of 5 average rating, 97 reviews

Podere Tignano, 4-bedroom villa in the Chianti!

Nestled among the rolling hills of Chianti between Florence and Siena, Podere Tignano offers breathtaking views over vineyards, olive groves, and golden grain fields. This charming Tuscan stone villa blends authentic rural character with modern comfort and welcomes up to 8 guests in 4 bedrooms. Surrounded by peaceful countryside and featuring a private swimming pool, it is the perfect retreat for those seeking relaxation, nature, and the true spirit of Tuscany.

Top guest favorite
Home in Barberino Tavarnelle
5 out of 5 average rating, 73 reviews

Relaxing Country Home in Tuscany with View

An incredible experience between flavor, nature and relax in the heart of Chianti. Situated between Barberino Tavarnelle, San Gimignano, Greve in Chianti, and Florence, Belvedere 27/A overlooks the Santa Maria Novella Castle, amidst olive groves and vineyards with an amazing view. A countryside Tuscan home, surrounded by olive’s fields and greenery, equipped with every comfort. Reconnect in this serene, one-of-a-kind stay, for a relaxing and peaceful holiday.

Guest favorite
Cottage in Colle di Val d'Elsa
4.82 out of 5 average rating, 88 reviews

Rustico Toscano con piscina

Rustico con affaccia su tipica aia senese. E' al piano terra ed è composto da soggiorno cucina, un bagno e camera da letto con vista sul verde delle colline toscane. Ha un vasto giardino e piscina. Il Cottage è a uso esclusivo. La zona è molto tranquilla e ideale per vacanze in tutto relax. Ci troviamo nel mezzo a due significative città come Siena e Firenze, ma se volete scoprire borghi tipici a pochi km San Gimignano, Volterra, Monteriggioni.

Top guest favorite
A spacious living area features a modern design, with a prominent stone fireplace and minimalist furniture. Large glass doors open to a serene outdoor view, while natural light brightens the room, highlighting the soft tones of the walls and furnishings.
Tower in Fiesole
4.95 out of 5 average rating, 213 reviews

A Big Dream in a Little Tower.

The Tower was created in the late 1800s by an illustrious Englishman, Sir John Temple Leader, in one of the oldest and most important stone quarries belonging to the Medici family. From the same quarry were extracted many important works such as the columns of the Medici chapels, the steps of the Laurenziana library .. all just 5 km from the historic center of Florence.

Popular amenities for San Chimento vacation rentals

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Siena
  5. San Chimento