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Holiday rentals in San Gimignanello

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Top-rated holiday rentals in San Gimignanello

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

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Guest favourite
Home
4.96 out of 5 average rating, 117 reviews

Palazzo Monaci - Pool in the Crete Senesi

Welcome to Palazzo Monaci! An oasis of nature and unique beauty, in the heart of the Crete Senesi, in Tuscany. A residence with a pool and a breathtaking view of the Crete Senesi. Perfect for couples or families looking for a relaxing vacation. The location is perfect for exploring the surrounding areas. You can hike in the Tuscan countryside, visit the characteristic medieval villages, taste the delicious local wines, and immerse yourself in the culture and history of this fascinating region.

Guest favourite
Holiday home
4.98 out of 5 average rating, 123 reviews

Fontarcella, H&R- mediterranean home with jacuzzi

Situata nelle colline a cavallo tra Montepulciano,Castiglione del Lago e Cortona, Fontarcella si presenta come una villetta indipendente immersa nel verde, che offre jacuzzi e parcheggio privati; Scoprirete un luogo senza tempo, per condividere momenti preziosi. La struttura, arredata in stile mediterraneo, dispone di climatizzazione e wi-fi gratuita. Il giardino, interamente recintato, offre vari comfort. A pochi minuti dalle autostrade, Fontarcella è facilmente raggiungibile dai viaggiatori.

Top guest favourite
A charming cottage is shown with a terracotta facade and a tiled roof. A small table with two chairs is set on a patio, surrounded by potted plants. Lush greenery and trees can be seen in the background under a clear blue sky.
Guest house
4.97 out of 5 average rating, 207 reviews

Tuscan cottage with an heavenly view

Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.

Top guest favourite
A medieval stone tower stands tall against a clear blue sky, showcasing its historic architecture. The narrow road lined with greenery leads to the entrance, with the texture of the stonework and windows highlighted, inviting guests to explore its unique charm.
Tower
5 out of 5 average rating, 103 reviews

Luxurious Medieval Tower & Private Concierge

It’s rare to find a place that’s not only romantic but also historic & truly one of a kind. La Torretta is part of Toscana a Due—a medieval tower with a huge garden & olive trees, right in the heart of San Quirico, overlooking the Val d’Orcia. The 1000-year-old building has been redesigned as a blend of heritage & antique luxury. With our unique tailored concierge service and a warm welcome into our family’s life, we share our traditions, history, and Tuscany’s hidden treasures with you.

Guest favourite
The landscape features rolling green hills under a clear sky, with a rustic building nestled among the greenery. A gravel road winds through the scene, leading towards the structure, which is surrounded by trees and distant hills.
Apartment
5 out of 5 average rating, 9 reviews

Casa Biancospino Crete Senesi | Podere Fossaccio

Casa Biancospino is an apartment with a private courtyard inside the Podere Fossaccio. Suitable for short and medium/long stays and is located in the heart of the Crete Senesi. The location is strategic for visiting the most interesting places in Tuscany. The green areas and a magnificent infinity pool overlooking the surrounding hills will be available to you and the other guests of the Podere. A warm and welcoming atmosphere where you can breathe the authentic Tuscan atmosphere.

Top guest favourite
Two individuals are seated in comfortable chairs on a wooden deck, enjoying a serene moment as the sun sets. A bottle of wine and two glasses are placed on a small table nearby, surrounded by lush greenery and vibrant flowers.
Home
4.99 out of 5 average rating, 70 reviews

Relaxation and comfort in the hills of Florence

Apartment in a typical Tuscan stone farmhouse: measuring 160 square meters, it is finished with typical Tuscan materials, pietra serena and terracotta. It consists of a large living room at the entrance, dining room, kitchen, 2 bathrooms, storage room, 3 bedrooms, and a study area. Arranged in an east-west position thanks to a large terrace, a patio and a large private garden, it allows you to enjoy the sunrise for your breakfast and the sunset for a pleasant aperitif.

Guest favourite
An aerial view captures the villa surrounded by expansive farmland and lush greenery. An inviting infinity pool is visible in the foreground, complemented by neatly arranged olive trees. The villa's rustic architecture blends harmoniously with the tranquil rural landscape.
Cottage
4.96 out of 5 average rating, 46 reviews

Wonderful Villa for 10 people in Valdorcia

The villa is set in an oasis of tranquillity between the renowned towns of Montepulciano and Pienza that can be reached in only few minutes by drive. Villa Gaeta has four double bedrooms within the main building and an additional double bedroom in the annex by the patio. It can accommodate up to 10 persons, perfectly suitable for families and small parties. This villa is a brilliant example of Tuscan rural 18th century style, well proportioned, carefully renovated.

Top guest favourite
The countryside property is nestled among lush greenery, featuring rustic architecture and terracotta roofs. Surrounded by rolling hills and trees, the natural landscape creates a peaceful setting. A gravel path leads to the house, enhancing the connection to the serene outdoor environment.
Farm stay
4.93 out of 5 average rating, 163 reviews

House at Gianni - Olmo

Hi, we're Cristina & Carmelo! We invite you to discover the rustic charm and authenticity of "Casa al Gianni," our farmhouse in the heart of the Tuscan countryside, 20 minutes from Siena. After a recent renovation, our accommodations are ready to welcome you with all modern comforts without losing the essence of tradition. In the Olmo Apartment, brand new beds await you, a promise of peaceful and regenerating sleep, a new kitchen and a new bathroom.

Guest favourite
A covered dining area features a table set for breakfast, with plates, cups, and food arranged neatly. In the background, olive trees are visible on a gently sloping landscape, providing a serene rural view, while sunlight casts warm tones on the setting.
Home
4.97 out of 5 average rating, 65 reviews

The House of Olives

Your private oasis in Tuscany: Wake up to the sound of birdsong and the view of the hills from your cottage nestled among olive trees. This elegant accommodation, furnished with Tuscan taste, offers you everything you need: a fully equipped kitchen, a comfortable double bed, a spacious bathroom and free Wi-Fi. Relax in your private garden, perfect for outdoor dining, or explore the wonders of the extraordinary surrounding area!

Superhost
Farm stay
5 out of 5 average rating, 5 reviews

AGRITURISMO PODERE SCURCOLI TOWER

It consists, on the ground floor, of a kitchen-living room equipped with a sofa bed and a bathroom. A covered veranda allows you to eat and spend time outside enjoying the wide panorama and beautiful sunsets. On the first floor there is a double bedroom with a small balcony and a bathroom with shower. The house is served by an air conditioning system. Independent entrance. Square meters: 45. Sleeps: 3.

Superhost
Flat
5 out of 5 average rating, 4 reviews

Borgo Iesolana Country Retreat Family Suite Sup.

Charming Family Suite inside the Borgo Iesolana Estate, set in an enchanting, silent and unspoiled landscape and close to the cities of Siena, Arezzo and Florence. Situated on first floor with 2 bedrooms, 2 bathrooms, Living room, pool, parking, Airco, WiFi and TV. Tasty Restaurant in the property for breakfast, light lunch, aperitif and dinner. Breakfast included.

Guest favourite
A spacious bedroom is showcased with a romantic canopy bed complemented by soft linens. The wood-beamed ceiling adds character, while a vintage armchair and a wardrobe provide functional elegance. Soft lighting creates a calm ambiance in the inviting room.
Home
5 out of 5 average rating, 20 reviews

La Terrazza sul Borgo - Montefioralle Apartment

L'appartamento "La terrazza sul Borgo" nasce all'interno di uno storico edificio nello stupendo borgo medievale di Montefioralle, uno dei borghi più belli d'Italia. La struttura, risalente a circa 1000 anni fa, è stata completamente ristrutturata nel Gennaio 2020 cercando di preservare tutte le caratteristiche originali che ne fanno un ambiente unico.

Popular amenities for San Gimignanello holiday rentals

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Siena
  5. San Gimignanello