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Holiday rentals in La Gruccia

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Top-rated holiday rentals in La Gruccia

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Guest favourite
A private terrace is seen overlooking picturesque Tuscan hills, featuring a tablecloth adorned with decorative patterns. A bottle of wine and several glasses are set on the table, presenting an inviting space for relaxation amidst scenic views.
Flat in Poggibonsi
4.92 out of 5 average rating, 147 reviews

Apartment in the heart of Chianti

Charming apartment in a country village less than 20 Km from Siena, 15 from San Gimignano and 45 from Florence. It is located in a XVIII century house in the small village of Lecchi, on the top of a hill in the heart of Elsa valley, surrounded by vineyards, olive trees and oak woods. The apartment is 150 sq. m wide, with a 50 sq.m private terrace that can be used to eat outside, enjoying one of the most beautiful landscapes in Tuscany. It can accommodate up to 6 people in a very comfortable wa

Guest favourite
An aerial view captures a charming Tuscan farmhouse nestled within lush green vineyards and rolling hills. The property features a rustic stone exterior and a terracotta roof, complemented by surrounding greenery and a clear blue sky.
Holiday home in Poggibonsi
4.95 out of 5 average rating, 186 reviews

Vittoria Chianti Vacations 🍇🍷

Vittoria Chianti Vacations is the ideal solution for those seeking peace and tranquility in the heart of Chianti, close to all comforts. 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 2 min. Private parking, two bedrooms, equipped kitchen, private bathroom, Wi-Fi, private garden, barbecue, a wonderful view of the Chianti hills.

Top guest favourite
The living area features polished wooden floors and a cozy sofa. A painting is displayed above a brick fireplace, while a television is placed on a small cabinet. A staircase with a wooden handrail leads to the upper level, illuminated by soft wall lights.
Apartment in Colle di Val d'Elsa
4.98 out of 5 average rating, 216 reviews

DorminColle - Tuscan-style apartment

Appartamento luminoso e spazioso, composto da confortevole camera matrimoniale con tv, condizionatore portatile, con al suo interno bagno completo di doccia e servizi igienici. Terzo posto letto situato in caratteristica area soppalcata con travi in legno dotato di letto. Ampia cucina dotata di lavastoviglie, macchina del caffè, microonde, erogatore acqua filtrata, Salone con tv e divano, sala da pranzo con vista sul Borgo Antico. Parcheggio gratuito a 150 mt visibile dell’appartamento.

Top guest favourite
A rustic stone farmhouse stands surrounded by lush greenery, featuring trees and shrubs. The entrance is marked by an iron gate, leading to a gravel pathway. Simple wooden window shutters add character to the structure, while a welcoming sign is visible near the entrance.
Flat in La Gruccia
4.97 out of 5 average rating, 35 reviews

San Raffaele Estate

Just 11 km from Castellina in Chianti, Podere San Raffaele is a farmhouse built partly in the 1800s and enlarged in the early 1900s. Immersed in the Chianti hills in a hectare and a half of olive trees and vines with its own production, an ideal place for a quiet holiday in the countryside. The house is about 45 square meters and consists of a romantic bedroom with a double bed, a living room with a bed/sofa for a third guest, an equipped kitchen and a bathroom with shower and double sinks

Top guest favourite
A lush green garden is framed by a rustic pergola made of wooden beams. Grassy paths lead deeper into the garden, where vibrant flowers and trees provide a natural backdrop. Rolling hills and a clear blue sky are visible in the distance, creating a serene outdoor setting.
Home in Castellina in Chianti
4.98 out of 5 average rating, 127 reviews

StageROOM03 - Idyllic Chianti cottage near Siena

Set in a picturesque hamlet, overlooking the Chianti hills, this charming country house is just 10 minutes from Siena and Castellina in Chianti. Recently renovated, it blends authentic Tuscan charm with modern comforts. The house features two bedrooms, two bathrooms, a cozy living area and a fully equipped kitchen with a dishwasher, two fridges, and a washing machine. Outside, enjoy a beautiful garden and relax in the outdoor marble hot tub, soaking in the breathtaking views.

Top guest favourite
A charming stone building surrounded by lush greenery features a wooden terrace with a parasol and flower pots. Two loungers are placed on the well-maintained lawn, providing a relaxing outdoor space.
Farm stay in Greve in Chianti
4.99 out of 5 average rating, 449 reviews

Old hayloft on the Chianti hills

Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, overlooking the Chianti valleys and enjoying splendid views of the surrounding hills and the city of Florence. The apartment is completely independent, on two internally connected floors, and features a private garden lined with centuries-old oaks and Tuscan cypresses. The restoration maintained the original Tuscan architectural style of rural barns.

Top guest favourite
A restored stone mill stands surrounded by trees in a tranquil setting. The building features multi-level architecture with red window accents. A gravel pathway leads to the structure, while a vibrant green lawn and rustic stone borders enhance the natural landscape.
Flat in Barberino Val d'Elsa
4.99 out of 5 average rating, 139 reviews

Apartment in Chianti at Mulino dell'Argenna

The apartment of the Roses is located inside the Mulino dell'Argenna guest house. The property was completely restored in 2015. It is an ancient stone mill dating back to 1400, built along the course of the Borro dell'Argenna. The Mill is an enchanting place, surrounded by the greenery of the forest, with a beautiful one-hectare park and a large swimming pool. An ideal place to spend your days in Tuscany in maximum privacy, in full contact with nature.

Top guest favourite
An aerial view of a beautiful countryside property is shown, featuring a stone farmhouse surrounded by lush greenery, gardens, and vineyards. A shared swimming pool is visible, along with outdoor seating areas and well-maintained landscaping that highlights the tranquil rural setting.
Flat in Gavignano
4.91 out of 5 average rating, 325 reviews

holidays with swimming pool in Tuscany

Piccolo e confortevole appartamento per 2 persone arredato in stile toscano e con travi a vista,immerso tra le dolci colline della campagna toscana. A disposizione degli ospiti spazio esterno con tavolo,piscina condivisa,forno a legna e barbecue,piccola lavanderia,wi-fi. 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.

Top guest favourite
A rustic stone villa complex is nestled in the rolling hills of Tuscany, surrounded by lush greenery. The tile-roofed buildings showcase a harmonious blend of traditional architecture and scenic landscape under a clear blue sky.
Farm stay in Poggibonsi
4.97 out of 5 average rating, 68 reviews

I Melograni del Chianti - Old kitchen apartment

Our property, inside the farm, offers 7 apts. of various sizes, suitable for 2 to 5 people. Dating back to the Middle Ages, it offers a typically Tuscan environment and the charm of a country residence. Renovated respecting the local style, it allows guests to spend a relaxing stay, visiting the major Tuscan cities of art (all a few km away) but also to immerse themselves in the Tuscan rural reality.

Guest favourite
A spacious living area features exposed stone walls and a rustic fireplace with a television positioned nearby. A light-colored sideboard complements the warm tones of the wooden beams above. A dining table with red chairs is set beside large glass doors that open to a green outdoor space.
Home in Poggibonsi
4.89 out of 5 average rating, 275 reviews

Tuscan Counrtry Detached House. Wi-Fi Free

Update: Air conditioning starting June 1st, 2025. Enjoy the summer with a cool breeze! Do you want to spend your holiday in a typical Tuscan barn? This is your place! Charming renovated barn for families / groups. Located in the heart of the Tuscan countryside at 2km from Poggibonsi. Ideal for a relaxing holiday and in a great location for visiting San Gimignano (13km), Siena (25km), Florence (35km).

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
4.91 out of 5 average rating, 242 reviews

Casa al Gianni - Hut

Hi, we're Cristina & Carmelo! We invite you to live an authentic experience in our farmhouse “Casa al Gianni” located 20 minutes from Siena. Our hallmark is simple life in close contact with nature and the animals of our farm. Immersed in the woods and the beautiful Tuscan countryside, you will spend an unforgettable vacation. This slice of paradise will remain in your heart!

Top guest favourite
An elegant medieval castle is surrounded by lush olive trees, showcasing its stone façade and characteristic towers. Soft lighting emanates from the windows, creating a warm ambiance as dusk approaches. The castle is set against a backdrop of gently rolling hills, enhancing its historic charm.
Castle in Barberino Tavarnelle
4.88 out of 5 average rating, 119 reviews

Suite in Castello di Valle

A unique experience in a historical dwelling located in the Chianti region. This medieval castle is situated in a strategic position, surrounded by the major Tuscan touristic attractions. The suite is at the entrance floor level: double bedroom with bathroom, sofa bed for two people, kitchenette, fireplace.

Popular amenities for La Gruccia holiday rentals

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Siena
  5. La Gruccia