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Holiday houses in Maremmana

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Top-rated holiday rentals in Maremmana

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Top Guest favourite
An aerial view captures the sprawling vineyards and olive groves surrounding Podere Vergianoni. The property features a salt-water pool positioned on a terrace, offering panoramic views of the lush Chianti landscape and medieval castle in the distance. Rustic buildings line the garden area.
Condo in Noce
5 out of 5 average rating, 184 reviews

Ancient 17th-century farm in Chianti, Tuscany

Podere Vergianoni is an ancient and historic property dating back to the 17th century, located in the beautiful hills of Chianti in Tuscany. The apartment is impeccably furnished in the traditional style of ancient Tuscany: wooden beams, terracotta floors, and tasteful handcrafted furnishings that will help you enjoy a pleasant stay. In the large outdoor courtyard, you'll find a saltwater swimming pool on a panoramic terrace with wonderful views of the castle, hills and vineyards, and breathtaking sunsets.

Top Guest favourite
A dining table is set on a terrace, overlooking the historic Ponte Vecchio. Glasses are arranged beside a bottle of sparkling wine, with snacks presented in small bowls. The scene captures the charm of Florence's architecture in the background, enhancing the dining experience.
Apartment in Centro
4.96 out of 5 average rating, 114 reviews

"Terrace on Ponte Vecchio" Dream View

Scegliere suite Terrace on Ponte Vecchio significa regalarsi un’esperienza che pochi possono dire di aver vissuto davvero. Che tu stia cercando una fuga romantica, un viaggio nel cuore dell’arte o semplicemente il meglio che Firenze possa offrire, questo appartamento è la scelta ideale, regalati un esperienza di Unico Valore. Sarai circondato dalla bellezza della città, in un ambiente elegante e perfettamente curato. Inquadra ora il QR code nella sezione foto e vivrai un emozione unica in SJ

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.
Guesthouse in Macciano
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 in San Quirico d'Orcia
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.

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 in Greve in Chianti
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.

Top Guest favourite
A serene landscape showcases a rustic stone building surrounded by tall cypress trees, offering a touch of greenery to the well-maintained lawn. The backdrop reveals gentle hills under a clear blue sky, creating a peaceful countryside atmosphere.
Farm stay in Greve in Chianti
4.99 out of 5 average rating, 474 reviews

Farmhouse in Chianti with Swimming Pool

Agriturismo Il Colle is located on one of the Chianti hills. The structure has been completely renovated, dominates the Chianti valleys and enjoys a splendid view of the surrounding hills and the city of Florence just 35 minutes by car The apartment is located on the ground floor of the main farmhouse, with independent access and private space. The care taken in the restoration and furnishing make the house particularly welcoming, respecting the rural style.

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 in Sovicille
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.

Top Guest favourite
A small balcony features a wooden table set for two, complemented by two wooden chairs. A bottle of wine rests on the table, with rolling hills and the coastline of the Cinque Terre visible in the background. The scene is framed by open glass doors, inviting views of nature.
Home in Monterosso al Mare
4.94 out of 5 average rating, 452 reviews

Cottage with amazing sea view 5T

a small gem, a corner of paradise with a breathtaking view of the Gulf of Cinque Terre, immersed in the greenery of a garden cared for with love and passion. Choosing this place is sharing a philosophy of life, true love for this territory It is a small house on two floors with a large terrace on the upper floor and a double bedroom. On the ground floor living room with kitchenette and bathroom COD. CITRA 011019-LT-0295

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 in Greve in Chianti
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.

Top Guest favourite
A spacious terrace provides panoramic views of the rolling hills and valleys. Clear skies reveal a beautiful landscape extending from Pistoia to Florence, framed by lush greenery and distant hills. The terrace is bordered by a sturdy railing, enhancing the sense of openness.
Home in Carmignano
5 out of 5 average rating, 10 reviews

Apartment "Il Campano" (30min from Florence)

"Il Campano" apartment is an independent unit and is part of a small farmhouse that has just been renovated. It is located in the historic village of Carmignano, on the Medici hills, with a panoramic view of the landscape from Pistoia to Florence. The main Tuscan cities such as Florence,Pisa, Vinci and Pistoia can be reached quickly (30-45 min.).

Top Guest favourite
An infinity pool reflects the sky, surrounded by olive trees and well-manicured gardens. Comfortable lounge chairs are placed neatly along the pool deck under shaded umbrellas. A gradual elevation creates a seamless transition between the pool area and scenic countryside views.
Farm stay in Palaia
4.98 out of 5 average rating, 179 reviews

Countryside Dream farm in Tuscany

Great place in the middle of Tuscan Hills, you will be surrounded by nature but close to all the beautiful cities of Tuscany! We rent two apartments, one on the upper floor called Balla and one on the ground floor called Modigliani. Tell us which one you prefer. PLEASE NOTE YOU WILL NEED A CAR DURING YOUR STAY.

Top Guest favourite
A sweeping view of lush vineyards stretches across gentle hills, blanketed in morning mist. Soft hues of gold and green are present, with a clear sky above. The serene landscape conveys a sense of tranquility and natural beauty.
Condo in San Miniato
4.94 out of 5 average rating, 171 reviews

Renaissance Residence In San Miniato with a view

Rilassati e ricaricati in quest'oasi di quiete ed eleganza. Nel centro storico di San Miniato Appartamento al primo piano in antico palazzo del '400. Con grande balcone sulla vallata. Ampia sala, cucina, due camere e due bagni. Panorama mozzafiato. Silenzioso.

Popular amenities for Maremmana holiday rentals