Vacation rentals in Pian dell'Olmino

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Top-rated vacation rentals in Pian dell'Olmino

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Guest favorite

A wooden hot tub is positioned against a stone wall, surrounded by lush greenery. Two individuals relax within the tub, illuminated by soft lighting from nearby lanterns, creating a serene evening atmosphere.

Condo in Casole d'Elsa

La Casetta

“La Casetta”, is a new restored enchanting apartment immersed in the splendid Tuscan countryside, only 2 kms from the medieval village of Casole d'Elsa in Siena province. Situated in a old farm complex with private entrance, large private garden, and access to the communal swimming pool. Furnished with utmost care down to the finest detail. Ideal for a relaxing, regenerative week with family or friends, emerged in an uncontaminated natural landscape. Possibility of excursions on foot and by bicycle in an evocative natural setting of lush forests and gentle hills of rare beauty. One can enjoy local dishes of the wonderful Tuscan tradition in many of the nearby restaurants or organize splendid home-cooked meals with the barbecue in the garden. Ideally situated for visits the many nearby towns and cities rich in art and beauty: 30 mins to Siena, 1 hour to Florence ,30 mins to San Gimignano and Volterra, 45 mins to the Chianti area. La Casetta is the ideal place to regenerate your body and mind. (We are the same owners of “La Senesina" apartment near Siena check out our rating on the web! Our 5 stars ratings are your warranty for a great stunning vacation)

4.93 out of 5 average rating, 197 reviews

Top guest favorite

An aerial view showcases the expansive grounds of La settecentesca Villa di Geggiano, surrounded by manicured gardens and lush vineyards. The main villa is prominent, with a circular driveway leading to it, while gentle hills extend into the background.

Cottage in Geggiano

Villa di Geggiano - Guesthouse

PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI, THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR. The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idyllic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa.

4.99 out of 5 average rating, 155 reviews

Guest favorite

Villa in Monteriggioni

Villa dei 2 Ulivi (Abbadia Isola)

FULLY AIR CONDITIONED, modern 6BR/4BA VILLA on Via Francigena: an enchanted paradise for friends & families with kids (trampoline, basketball area, soccer & volley/beach tennis nets, fossball, table tennis) & w. pets (fenced garden). Located in the small village Abbadia Isola in the shadow of the medieval castle of Monteriggioni, right on the path the ancient road & pilgrim route running from France to Rome (via Francigena) A.k.A FAMILY GROUPS KIDS FRIENDS dream VILLA Siena 12mn (ABB)

4.97 out of 5 average rating, 174 reviews

Top guest favorite

A well-maintained garden area is visible, featuring lush green grass and small trees. The exterior of the building is constructed with light-colored bricks, while the sky above is partly cloudy, creating a calm atmosphere. Nearby, additional greenery and residential buildings can be seen.

Condo in Colle di Val d'Elsa

La Casina di Piano Colle di Val d'Elsa

Nel cuore della Toscana tra Siena, Firenze, San Gimignano, troverai un luogo accogliente dove ti potrai riposare, e condividere l'itinerario con i proprietari che come te amano viaggiare. Avrai a disposizione cucina attrezzata con soggiorno, 2 camere per un totale di 4 posti letto, con possibilità di arrivare a 5. Bagno con asciugacapelli, wifi, aria condizionata, giardino, deposito bagagli e bici, parcheggio gratuito. A pochi metri tutti i servizi utili, farmacia , lavasciuga, ristoro.

4.94 out of 5 average rating, 106 reviews

Top guest favorite

The exterior of the two-story apartment is shown, featuring a staircase leading to the entrance. A stone pathway runs through a lush garden, adorned with potted plants. The building is complemented by a natural stone feature in the foreground, creating a welcoming entry space.

Townhouse in Quartaia

Casa Lida [Giardino+Parcheggio]

Benvenuti a Casa Lida, il vostro rifugio tranquillo nel cuore della Toscana. Appartamento indipendente su due piani sulla Via Francigena, a Colle di Val d'Elsa: base per scoprire Siena, San Gimignano, Monteriggioni, Volterra e le vigne del Chianti. Due camere e due bagni, cucina attrezzata, caminetto e riscaldamento. Fuori, ampio giardino privato con terrazzo per colazioni e cene all'aperto, e il parcheggio. Wifi veloce. Ideale per coppie, famiglie e per chi cerca pace e autenticità.

5.0 out of 5 average rating, 85 reviews

Top guest favorite

Apartment in Colle di Val d'Elsa

Il Sodo

Appartamento di recente costruzione, con ingresso privato e piccolo giardino esterno, situato in contesto residenziale di solo quattro appartamenti, è posizionato nel cuore della Via Francigena a breve distanza dal Parco fluviale SentierElsa e delle Caldane. Dista 24 km da Siena, 45 da Firenze, 10 km da Monteriggioni e 15 da San Gimignano. Ideale come punto d'appoggio per chi vuole visitare i luoghi più iconici della Toscana e desidera una vacanza dinamica e pratica.

4.96 out of 5 average rating, 28 reviews

Top guest favorite

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.

Condo 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.”

5.0 out of 5 average rating, 70 reviews

Top guest favorite

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!

4.93 out of 5 average rating, 294 reviews

Top guest favorite

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

Top guest favorite

Condo in Colle di Val d'Elsa

Florence & Siena • Terrace • Private Parking • A/C

Imagine waking up to sunlight filling the apartment and enjoying breakfast overlooking the Tuscan hills. Bright top-floor apartment with elevator, panoramic terrace and 180° open views, between Florence and Siena, in a quiet private area with no through traffic. Perfect for families, with parking, air conditioning, fast Wi-Fi, fully equipped kitchen and all the comforts to explore Tuscany’s villages, wineries, art cities and iconic landscapes.

5.0 out of 5 average rating, 32 reviews

Top guest favorite

The villa's exterior features a two-story structure with a yellow facade and numerous wooden window shutters. A manicured lawn surrounds the building, providing an open space for relaxation. A small terrace is visible, as well as a tower with a flag, enhancing the charming setting.

Villa in Monteriggioni

Tenuta Uzielli an elegant countryside villa

Located amidst olive groves and vineyards, just 7.5 km away from the enchanting thirteenth-century village of Monteriggioni, Villa Tenuta Uzielli, initially built in 1843, has recently undergone renovation. Tenuta Uzielli is the perfect place to relax and explore the Chianti region for a family and friends vacation. Monteriggioni, Siena, San Gimignano, Montalcino, and Florence are all easily accessible destinations by car.

5.0 out of 5 average rating, 20 reviews

Guest favorite

Dome in Volterra

Green Dome @ The Land Before Time Retreats

Nestled among Tuscan olive groves between Volterra and San Gimignano, The Land Before Time – Quad & Saddle Retreats offers 4 Green Domes with private jacuzzi, en-suite bathroom, air conditioning and Wi-Fi. Enjoy breakfast each morning in the Cupola Lounge with stunning views. During your stay, experience horseback rides through scenic trails, quad tours to discover hidden Tuscany, or simply relax under the starry sky.

4.95 out of 5 average rating, 189 reviews