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Holiday rentals in Trecento

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Top-rated holiday rentals in Trecento

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

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Top guest favourite
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

4.88 out of 5 average rating, 342 reviews
Superhost
A clear view of the inviting swimming pool features pristine water and wooden decking. The villa's exterior is adorned with lush greenery and arched windows. A spacious garden surrounds the property, providing a serene countryside landscape.
Villa in Montespertoli

Enchanting Tuscany Villa, Panoramic Pool Views

Discover the charm of Chianti Tuscany in our enchanting Villa Albertina. Arrive via an iconic cypress-lined driveway leading to your peaceful Tuscan retreat surrounded by nature and tranquility. With 5 bedrooms (mostly large), 6 bathrooms, and multiple terraces, accommodating up to 14 guests. It offers extensive amenities including a ample garden perfect for relaxing and entertaining , pool, private parking, and a full kitchen, making it attractive for families, groups, and business travelers.

4.66 out of 5 average rating, 41 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.

5.0 out of 5 average rating, 352 reviews
Top guest favourite
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.
Guest suite in Montespertoli

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.

4.98 out of 5 average rating, 139 reviews
Top guest favourite
An aerial view of the property reveals a charming red house surrounded by lush greenery. Tall cypress trees and vibrant bushes create a tranquil landscape, while an expansive lawn features relaxing loungers, inviting guests to enjoy the serene atmosphere of the Tuscan countryside.
Home in Gambassi Terme

Il Fienile, Luxury Apartment in the Tuscan Hills

‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breathtaking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, just a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods, where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.

5.0 out of 5 average rating, 233 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.

4.98 out of 5 average rating, 107 reviews
Superhost
Home in Montespertoli

Chiantihouse

Detached 80 sqm house (terraced style), ideal for families and small groups. Upstairs: one double bedroom and one bedroom with bunk beds. In the living room there is a sofa bed. Terrace with a view, bathroom with shower/bathtub and bidet, private garden with BBQ. Tourist tax not included: €1.50 per person per day (max 6 days), free afterwards. Children under 14 are exempt. Heating/energy costs: firewood €25/50kg, pellets €10/15kg, heat pump €0.70/kWh.

4.83 out of 5 average rating, 58 reviews
Guest favourite
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.
Home in Montespertoli

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

4.85 out of 5 average rating, 151 reviews
Superhost
Home in Barberino Tavarnelle

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 🌷

4.87 out of 5 average rating, 217 reviews
Guest favourite
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.
Home in Montespertoli

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.

4.91 out of 5 average rating, 126 reviews
Top guest favourite
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).

4.95 out of 5 average rating, 221 reviews
Guest favourite
A dining area features a wooden table surrounded by high-backed chairs, complemented by natural light filtering through a window. The kitchen space displays a marble countertop, a modern sink, and overhead shelves showcasing diningware. Exposed wooden beams add a rustic touch to the ceiling.
Home in Certaldo

Paluffo Torre House

This is the antic tower of the villa and it is built on three levels and features a private garden and a marvellous view of the Chianti hills and San Gimignano. • Ground-floor: living room with a fireplace, bathroom and dining room with kitchen. • First floor: double bedroom with private bathroom and studio with sofa bed. • Second floor: 2 double bedrooms with bathroom.

4.89 out of 5 average rating, 81 reviews

Popular amenities for Trecento holiday rentals