Holiday houses in Montespertoli

4.88 out of 5 average rating, 338 reviews

Townhouse in Scandicci

Florence Sunset Hills • Giogoli

Escape to the peaceful hills of Giogoli where authentic Tuscan charm meets breathtaking views of Florence.Just 15 minutes from the city center and the Chianti countryside, this elegant home is the perfect base for exploring Tuscany while enjoying quiet mornings, unforgettable sunsets, and the beauty of the surrounding landscape. Surrounded by nature but close to the region's most iconic spots, it's the ideal retreat for anyone looking for comfort, tranquility, and a genuinely Tuscan experience

LocationValueCheck-in

5.0 out of 5 average rating, 218 reviews

An aerial view captures the sprawling vineyards and olive groves surrounding Podere Vergianoni. The property features a salt-water pool positioned on a terrace, offering panoramic views of the lush Chianti landscape and medieval castle in the distance. Rustic buildings line the garden area.

Condo in Noce

Antico Podere del 1600 nel Chianti in Toscana

Podere Vergianoni è un antica e storica proprietà risalente al 1600 situato nelle splendide colline del Chianti in Toscana con la possibilità di organizzare servizi ed esperienze esclusive su misura per voi . 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 stupenda vista su castello colline e vigneti con tramonti mozzafiato.

ValueLocationParks

5.0 out of 5 average rating, 23 reviews

Villa la scuderia quiet luxury private garden pool

Once a 19th-century horse stable, this Tuscan home was discovered by my mother : a Dutch artist and traveller, she moved here in search of beauty, nature and light. She stayed for twenty years. My brother and my daughter grew up running barefoot on these ancient terracotta floors. Even today I still fall in love with the light that enters through the old arches and reflects into the house and the flower-filled private garden.its not an hotel is a lifetime experience, welcome to” La scuderia “.

LocationFamilyWi-Fi

Guest suite in Montespertoli

The entrance features a sturdy door with a reflective surface, framed by a rustic stone wall and accented by a decorative lantern. A window with iron bars contains flower pots, contributing to the charming exterior of the villa.

Villa i Lecci 1

A Villa i Lecci avrete a disposizione un alloggio ad uso esclusivo, circondato dallo splendido paesaggio del Chianti, a soli 1,8 km dal centro del paese. Le due camere doppie, accoglienti e spaziose, sono collegate da un corridoio al salotto con camino e alla sala da pranzo con cucina. Perfetto per una vacanza rilassante a bordo piscina o per un tour del Chianti e delle principali città toscane, Firenze, Siena, Pisa, San Gimignano e Volterra. Adatto a coppie, a famiglie e a gruppi di amici.

LocationValueOutdoor spaces

4.98 out of 5 average rating, 136 reviews

4.91 out of 5 average rating, 141 reviews

A well-maintained garden features a green lawn surrounded by olive trees. Colorful flower pots with red blooms accent the space. A shaded seating area under a canopy provides a cozy spot for relaxation, with additional garden ornaments and a path leading through the landscape.

Cottage in Montespertoli

Casa del Sole nel Chianti

Tipica Casa di campagna Toscana in pietra con camino, ampio giardino, con parcheggio. In giardino troviamo un barbecue e forno a legna per la pizza. La casa è immersa tra i vigneti e uliveti del Chianti Classico In un piccolo borgo di campagna. Dista 4 km da San Casciano Val di Pesa, 20 km da Firenze, 22 km da San Gimignano e 40km da Siena. Uscita autostrada A1 Impruneta 8km, SGC Fi-Siena 3km. La casa dispone di tre camere da letto di cui una in dependance con bagno e accesso indipendente.

ValueFamilyTV

Apartment in Montespertoli

A dining area is illuminated by natural light pouring through an open window. A wooden table is set for four, surrounded by white chairs. Scenic hills are visible through the window, enhancing the inviting atmosphere of the space.

La Chicchera, ground floor apt with panoramic view

La Chicchera è un appartamento recentemente rinnovato e curato nei minimi dettagli in una via molto tranquilla del centro di Montespertoli, un paesino nel cuore del Chianti e a breve distanza da Firenze e da tutte le altre città d'arte della Toscana. Facilmente raggiungibili a piedi minimarket, bar, farmacie, ristoranti, negozi, banche; a pochi passi anche le fermate dell’autobus. Saremo felici di accogliervi e poter far parte del vostro soggiorno in Toscana con consigli e suggerimenti!

ValueFamilyAccess

4.92 out of 5 average rating, 146 reviews

Villa in Barberino Tavarnelle

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.

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.

FamilyValueNearby

4.98 out of 5 average rating, 105 reviews

A charming house is framed by lush greenery, with several trees dotting the manicured lawn. The exterior features warm tones, complemented by a covered porch area. Various plants provide a natural ambiance, enhancing the serene outdoor space.

4.84 out of 5 average rating, 148 reviews

I Limoni Apartment in Tuscany

In the Chianti hills between Florence Siena rich in history and evocative natural sceneries, the cradle of civilizations that have left an artistic and cultural heritage of unparalleled value, surrounded by unspoiled nature luxuriant vineyards cultivated as gardens, centuries-old olive groves, imposing cypresses, is the "VillaBassa" farm is located. easily accessible Florence 30 min Pisa 50 min Siena 50 min S.Gimignano 30 min Monteriggioni 45 min

ValueFamilyShared spaces

Holiday home in Montespertoli

A panoramic view captures a hillside town featuring a historic tower, surrounded by lush greenery and rolling vineyards. The landscape displays a blend of trees, fields, and distant hills under a clear sky, showcasing the natural beauty of the Tuscan countryside.

Chianti Panorama | House with 3 En-Suite Bathrooms

Immerse yourself in the authentic magic of Chianti 🍷 in our exclusive country home 🏡, boasting panoramic views over Montespertoli and its rolling hills . Strategically located just 1 km from the town center and main amenities 🛍️ like cafes ☕, restaurants 🍽️, and supermarkets 🛒, it is within easy reach of Florence , San Gimignano , Volterra and Siena . All the wonders of Tuscany will be just a charming day trip away!

ValueLocationView

4.95 out of 5 average rating, 146 reviews

An aerial view captures a rustic countryside villa nestled within lush greenery and olive groves. The structure features a tiled roof and surrounded by trees, with a separate building visible nearby. The serene landscape enhances the sense of privacy and tranquility.

4.91 out of 5 average rating, 126 reviews

Costalmandorlo, rustico nel cuore della Toscana

Costalmandorlo è il tuo angolo di pace al centro della Toscana. Un affascinante casolare di campagna restaurato e arredato con cura e con uno stile che concilia antico e moderno. Qui potrete rallentare e rilassarvi circondati dai suoni della natura, ammirando splendidi tramonti e facendo lunghe colazioni in giardino. A poca distanza tra Firenze, Siena e Pisa, è un'ottima base per fare il tour della Toscana.

LocationValueBathroom

4.95 out of 5 average rating, 219 reviews

A well-kept garden features neatly trimmed grass and a variety of trees, including tall pines, providing shade and a natural atmosphere. A subtle hammock is visible between two trees, inviting relaxation in the serene outdoor space.

Villa in Montespertoli

Colonica nel Chianti

Splendida porzione di casa colonica immersa nel Chianti con bellissima piscina, circondata da vigne e olivi, perfettamente arredata con vasto giardino e posti macchina. Si trova a 20 minuti da Firenze, 40 da Siena e 50 da Pisa, in pochi minuti si raggiunge Certaldo (città natale di Boccaccio) e Vinci (città natale di Leonardo Da Vinci). la casa è a metà strada tra Montespertoli e San Casciano (7km).

LocationValueBarbecue

A charming entrance features a stone facade with a wooden door framed by a decorative wrought-iron security grate. Steps lead to the door, flanked by a potted plant and shrubs, adding a touch of greenery to the welcoming entrance.

4.95 out of 5 average rating, 108 reviews

CASA DI CARLA spazioso appartamento nel Chianti

Spazioso e luminoso appartamento in stile Toscano ubicato in caratteristico Borgo nei pressi di Tavarnelle Val di Pesa. Silenzioso e tranquillo, nel cuore delle colline del Chianti, in ottima posizione per raggiungere Firenze e le altre città d'arte Toscane. Giardino privato, con gazebo, divani e barbeque, adiacente all'appartamento. Parcheggio pubblico nelle vicinanze.

LocationFamilyGetting around

Popular amenities for Montespertoli holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Montespertoli

5.0 out of 5 average rating, 19 reviews

A serene bedroom features a spacious bed with a soft green bedspread, complemented by botanical artwork arranged on the walls. A light-colored armchair is positioned near a window, allowing natural light to illuminate the room. Light curtains frame the window, adding a soft touch.

Condo in Montespertoli

Sangiovese_apartment

ValueLocationNearby

5.0 out of 5 average rating, 41 reviews

The Artist Loft

FamilyLocationComfort

Apartment in Montespertoli

A spacious outdoor area features a sun umbrella providing shade over a wooden table and two lounge chairs. The garden is adorned with greenery and rustic stone walls, while a view of the rolling hills is visible in the background, enhancing the peaceful ambiance.

La Casa di Madina - Flo Apartments

LocationFamilyKitchen

5.0 out of 5 average rating, 10 reviews

A traditional stone farmhouse is set against a clear blue sky, surrounded by tall trees. Outdoor seating is arranged on a gravel area, complemented by a striped awning. Lush greenery and distant hills create a serene backdrop, enhancing the rustic charm of the property.

4.9 out of 5 average rating, 62 reviews

Toscana/Firenze/Ginestruzze

FamilyLocationIndoor spaces

Two lounge chairs made of natural wood are positioned on a deck. A small table holds two glasses overlooking rolling green hills and vineyards under a clear blue sky. The landscape extends into the distance, providing a serene rural view.

4.93 out of 5 average rating, 42 reviews

Villa Tirinzano for 14 guests with private pool

LocationValuePets

4.98 out of 5 average rating, 92 reviews

Villa in Montespertoli

Villa Latini Agriturismo La Capanna

LocationValueQuiet

Holiday home in Montespertoli

A serene swimming pool is surrounded by well-maintained lawns and neatly arranged lounge chairs. The still water reflects the soft colors of the sky at dusk, enhancing the tranquil atmosphere of the outdoor space.

Casa Vacanze Rondini Blu - Appartamento Torretta

ValueLocationSleep quality

4.94 out of 5 average rating, 79 reviews