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Vacation rentals in Simignano

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Top-rated vacation rentals in Simignano

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

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Top guest favorite
An aerial view of a rustic complex surrounded by lush greenery. A swimming pool is visible at the center, accompanied by sun loungers. The surrounding landscape features rolling hills and fields, creating a serene atmosphere.
Vacation home in Sovicille
4.96 out of 5 average rating, 97 reviews

Podere La Castellina - N°4 FICO

Appartamento in pietre e mattoni all'interno del "Podere la Castellina" (ex convento 13° secolo), nel magnifico parco naturale della Montagnola Senese. L'appartamento situato al primo piano può ospitare comodamente 4 persone (2+2 bambini) e comprende: - ampio soggiorno con tv, divano e 2 letti singoli - cucina abitabile con forno - camera matrimoniale - bagno con doccia A disposizione degli ospiti piscina panoramica, solarium e terrazza con vista mozzafiato, dotata di forno a legna e barbecue.

Guest favorite
Home in Asciano
4.96 out of 5 average rating, 117 reviews

Palazzo Monaci - Piscina nelle crete Senesi

Benvenuti a Palazzo Monaci ! Un' oasi di natura e bellezza unica, nel cuore delle Crete Senesi, in Toscana. Un residence con piscina e vista mozzafiato sulle crete senesi. Perfetta per coppie o famiglie in cerca di una vacanza rilassante. La posizione è perfetta per esplorare le zone limitrofe. Potrete fare escursioni nella campagna toscana, visitare i borghi medievali caratteristici, assaggiare i vini locali prelibati e immergervi nella cultura e nella storia di questa affascinante regione.

Top guest favorite
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 favorite
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

Casa al Gianni - Olmo

Ciao, siamo Cristina & Carmelo! Ti invitiamo a scoprire il fascino rustico e l'autenticità di "Casa al Gianni", il nostro agriturismo nel cuore della campagna Toscana a 20 minuti da Siena. Dopo una recente ristrutturazione, i nostri alloggi sono pronti ad accoglierti con tutto il confort moderno senza perdere l'essenza della tradizione. Nell'Appartamento Olmo, ti aspettano letti completamente nuovi, promessa di sonni tranquilli e rigeneranti, nuova cucina e nuovo bagno.

Top guest favorite
Farm stay in Provincia di Siena
4.98 out of 5 average rating, 198 reviews

Agriturismo La Villa - Il Castagno, Pool & Garden

Immersed in the green woods of the Senese hills, the beating heart of Tuscany, lies the La Villa estate. Characterized by a large park with swimming pool, gazebo, barbecue area and relaxation area, the farmhouse stands out for its strong link with the Tuscan tradition: a suggestive path will guide you to discover the woods surrounding the farm among olive trees and fields of lavender in bloom, among which you can forget the passage of time and enjoy the charms of nature.

Top guest favorite
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

Relax e comfort sulle colline di Firenze

Appartamento in tipica casa colonica toscana in pietra : misura 160Mq , è rifinito con materiali tipici toscani , pietra serena e cotto , si compone di un ampio salone all' ingresso , sala da pranzo , cucina , 2 bagni ,ripostiglio , 3 camere da letto , una zona studio.Disposto in posizione est-ovest grazie ad una ampia terrazza , un patio ed un ampio giardino privato vi consente di godere dell' alba per la vostra colazione e del tramonto per un piacevole aperitivo .

Guest favorite
A private terrace is seen with a metal table and two chairs, framed by colorful wildflowers. In the background, rolling hills stretch towards the horizon, while lush greenery fills the landscape. A gentle breeze moves through, creating a serene setting.
Vacation home in Casole d'Elsa (SI)
4.89 out of 5 average rating, 239 reviews

Studio in Tuscan farmhouse with pool & views

The studio is nestled in a beautiful Tuscan farmhouse on an olive farm near Casole d'Elsa, an unspoilt hilltop town in central Tuscany. The stone farmhouse has been restored over the years to create 3 totally separate apartments, each with independent entrance , private terraces and garden space. The farm is surrounded by unspoilt countryside with spectacular views and sunsets. It is a calm, relaxed place, an idyllic retreat away from the crowds.

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

AGRITURISMO PODERE SCURCOLI TORRE

È composta, al piano terra, da una cucina-soggiorno dotata di divano letto e da un bagno di servizio. Una veranda coperta permette di mangiare e passare il tempo all’esterno godendosi l’ampio panorama e i bellissimi tramonti. Al primo piano si trova una camera matrimoniale con piccolo poggiolo ed un bagno con doccia. L’abitazione è servita da un impianto di climatizzazione. Ingresso indipendente. Metri quadrati: 45. Posti letto: 3.

Superhost
Villa in Radda in Chianti
5 out of 5 average rating, 4 reviews

La Pesa di Mezzo

La Pesa di Mezzo is a beautifully restored Tuscan barn set in the heart of the unspoilt Chianti countryside.The property enjoys a peaceful and secluded position on a gentle slope, offering panoramic views across the Chianti Classico landscape. Surrounded by fragrant rosemary and lavender, this is the perfect retreat for couples or honeymooners seeking privacy, charm, and an authentic Tuscan atmosphere.

Superhost
Apartment in Pogi
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 favorite
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.

Guest favorite
A rustic stone building is set against a clear blue sky, featuring arched windows and a slate roof. The surrounding landscape includes a gravel pathway and green trees, contributing to a serene ambiance.
Apartment in Radicondoli
4.95 out of 5 average rating, 40 reviews

Apartment in Old Farmhouse

My accommodation is close to the city center, panoramic views, art and culture, restaurants and parks. My accommodation is suitable for couples, lone adventurers, families and to all lovers of beauty. Air conditioning is installed in the main room, and professional fans are installed in the other rooms.

Popular amenities for Simignano vacation rentals

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Siena
  5. Simignano