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Vacation rentals in Trecento

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Top-rated vacation rentals in Trecento

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

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Guest favorite
Townhouse in Scandicci
4.88 out of 5 average rating, 340 reviews

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

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
4.66 out of 5 average rating, 41 reviews

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.

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, 351 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.

Top guest favorite
Home in Montespertoli
5.0 out of 5 average rating, 28 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 “.

Guest favorite
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.
Apartment in Montespertoli
5.0 out of 5 average rating, 10 reviews

La Casa di Madina - Flo Apartments

In the heart of the Chianti area, not far from the medieval town of Montespertoli, the warm hospitality of "La casa di Madina" will welcome you to the idyllic setting of the countryside in a rustic setting with authenticity. With its 3 panoramic rooms and large garden surrounding it, it can accommodate 5 people and is perfect for family vacations with children, or with friends, or for a romantic getaway for couples. WiFi, aircon, washing machine and parking are available to our guests.

Top guest favorite
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
5.0 out of 5 average rating, 233 reviews

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.

Top guest favorite
Home in Barberino Tavarnelle
5.0 out of 5 average rating, 90 reviews

Peaceful Tuscan Home with Breathtaking Views

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 vineyards and olive groves with an amazing view. A countryside Tuscan home, surrounded by greenery and olive’s fields, equipped with every comfort. Reconnect in this serene, one-of-a-kind stay, for a relaxing and peaceful holiday.

Superhost
Home in Montespertoli
4.83 out of 5 average rating, 58 reviews

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.

Guest favorite
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
4.85 out of 5 average rating, 151 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

Superhost
Home in Barberino Tavarnelle
4.87 out of 5 average rating, 217 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 🌷

Guest favorite
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
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.

Top guest favorite
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
4.95 out of 5 average rating, 221 reviews

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).

Popular amenities for Trecento vacation rentals