Holiday rentals in Montemorli

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Top-rated holiday rentals in Montemorli

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Top guest favourite

Villa in Barberino Tavarnelle

Luxury Villa in Chianti • Private Natural Pool

Vivi ottobre nel tuo angolo di paradiso nel cuore del Chianti. Scopri la Toscana in autunno, tra colori caldi, tranquillità e borghi da esplorare. Nelle giornate di sole rilassati nella nostra piscina naturale con spiaggia, nella Jacuzzi e nel bagno turco, oppure goditi un aperitivo al tramonto nel tuo chiringuito privato. Circondata da ulivi, Tenuta Virgilio offre privacy assoluta, a soli 20 minuti da Firenze e vicino a Siena e San Gimignano. Il rifugio perfetto per vivere l’autunno in Toscana.

ValueFamilyPool

5.0 out of 5 average rating, 31 reviews

Top guest favourite

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.

Apartment in Noce

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.

LocationValueDecor

5.0 out of 5 average rating, 352 reviews

Guest favourite

A bright and inviting bedroom features a spacious bed adorned with decorative pillows and neatly arranged linens. Nightstands with lamps flank either side, providing soft illumination. A floral artwork enhances the wall above the bed, while a wooden door adds a warm touch to the space.

Apartment in Poggibonsi

Gallery Apartment near Chianti

Confortevole e luminoso appartamento in centro di Poggibonsi a 150 mt dalla Clinica Siena Eye Laser e da tutti i servizi necessari. Ampio Parcheggio pubblico adiacente al palazzo. Posizione strategica per raggiungere le città d'arte come Firenze, Siena, San Gimignano, Volterra, Pisa ed i bellissimi borghi del Chianti. Gallery Apartment è dotato di tutti i confort e saprà accogliervi come a casa vostra. Potrete sedervi ai tavolini nelle 2 terrazze e bere un buon chianti o un caffè al mattino.

ValueLocationAir conditioning

4.95 out of 5 average rating, 154 reviews

Guest favourite

A round outdoor table is set for a meal under a gazebo. The table features white plates and clear glasses on a woven placemat. A wooden tray is placed nearby, with a folded napkin. Lush greenery surrounds the area, providing a serene ambiance.

Flat in Poggibonsi

AgriB&B La Villetta

Located in the heart of Tuscany, this charming apartment embodies the essence of Italian countryside living. Step inside to discover a cozy yet elegantly appointed space, adorned with rustic wooden beams, terracotta floors, and tasteful Tuscan decor. After a day of exploring the enchanting Tuscan landscape, retire to the tranquil bedroom, where a king-sized bed promises a restful night's sleep. Wake up to the gentle chirping of birds and the scent of lavender drifting in through the window.

FamilyLocationParking

4.95 out of 5 average rating, 62 reviews

Superhost

Villa in Colle di Val d'Elsa

Villa l'elsa beautiful country home with view - vi

Overlooking the rolling vineyards of Colle di Val d’Elsa from a panoramic promontory, Villa d’Elsa brings together a deep sense of place with a refined, contemporary comfort. Set along the historic Via Francigena, this expansive 350 sqm estate offers uninterrupted views across one of Tuscany’s most iconic landscapes, a setting that feels both timeless and thoughtfully designed. Life here follows the "slow" Tuscan rhythm. Spend your mornings harvesting fresh produce from the private ...

FamilyLocationLaundry

4.86 out of 5 average rating, 37 reviews

Guest favourite

Holiday home in Poggibonsi

Sangi Chianti Vacations

Sangi Chianti Vacations is the ideal solution for those seeking peace and tranquility in the heart of Chianti, near San Gimignano. Typical Tuscan farmhouse halfway between Florence and Siena, is located in a strategic position to quickly reach Florence, Siena, San Gimignano, Monteriggioni, Volterra and the Chianti hills. Siena Eye Laser Clinic 5 min. Private parking, two bedrooms, equipped kitchen, private bathroom, Wi-Fi, private garden, barbecue, a wonderful view of the Chianti hills.

ValueLocationKitchen

4.91 out of 5 average rating, 113 reviews

Top guest favourite

An outdoor dining area features a large table surrounded by multiple chairs, set under a shaded pergola. Arched supports create a spacious ambiance, while the picturesque view of lush vineyards and rolling hills can be seen in the background.

Flat in Poggibonsi

App. Poggiarello

La nostra casa è situata in un antico borgo del 1800. L'agriturismo è tranquillo e silenzioso e l'appartamento può ospitare fino a 4 persone in 2 ampie camere da letto, di cui 1 matrimoniale e 2 con letti singoli. Se necessario si può aggiungere un letto singolo. L'appartamento offre una cucina con zona dining accessoriata con piano cottura ad induzione oltre agli utensili e le stoviglie.Esterno alla cucina uno splendido terrazzo dove poter mangiare nelle belle giornate estive.

FamilyLocationAir conditioning

4.96 out of 5 average rating, 57 reviews

Top guest favourite

Flat in San Gimignano

Private Courtyard | 3BR/3BA | Garage

Welcome to Casa Costarella. Wake up in San Gimignano’s historic center and step into your own private courtyard — a rare feature within the city walls. This 120 m² / 1,290 sqft residence spans two levels and blends preserved historic character with modern comfort. ☞ Enclosed private courtyard ☞ 3 bedrooms / 3 full bathrooms ☞ Free covered garage for 1 car (5-minute walk) ☞ Underfloor heating & cooling ☞ High-speed Wi-Fi ☞ Self check-in

LocationFamilyIndoor spaces

5.0 out of 5 average rating, 15 reviews

Top guest favourite

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.

Apartment in San Gimignano

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.”

LocationValueDecor

5.0 out of 5 average rating, 72 reviews

Top guest favourite

A rustic building is seen under a starry night sky, with a partial roof providing shelter. Soft light glows from the interior, illuminating the entrance. Lush greenery and trees surround the scene, adding depth to the serene nighttime landscape.

Farm stay in Simignano

Casa al Gianni - Capanna

Ciao, siamo Cristina e Carmelo! Vi aspettiamo a "Casa al Gianni", il nostro agriturismo tra i boschi della Montagnola Senese a soli 20 minuti da Siena. Qui la vita rallenta: Solo il profumo della terra, il canto degli uccelli e la simpatia dei nostri animali. È un invito a riscoprire la bellezza delle piccole cose, immersi nel verde della Toscana più vera. Non è solo una vacanza, è un ritorno alle origini. Questo angolo di pace vi resterà nell'anima. Vi aspettiamo!

FamilyValueCleanliness

4.93 out of 5 average rating, 294 reviews

Top guest favourite

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

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.

ValueLocationGrill

4.98 out of 5 average rating, 108 reviews

Top guest favourite

An aerial view reveals the rustic stone farmhouse surrounded by lush greenery and vineyards. The inviting pool is set within a well-maintained garden, complemented by outdoor seating and barbecue areas, offering a peaceful retreat in the heart of the Tuscan countryside.

Flat in Gavignano

Poggio Massiccioli

Accogliente appartamento per 4 persone arredato in stile toscano e con travi a vista immerso tra le dolci colline della campagna toscana. A disposizione degli ospiti giardino attrezzato,wi-fi gratuita,piscina condivisa attrezzata,forno a legna e barbecue,lavatrice. L'appartamento è stato ricavato da una graziosa casa colonica in pietra del 1800 recentemente ristrutturata secondo la tradizione toscana e suddivisa in tre comodi appartamenti

ValueLocationCheckout

4.92 out of 5 average rating, 390 reviews