
Holiday Homes in Tuscany
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Top-rated Holiday Homes in Tuscany
Guests agree: These holiday homes are highly rated for location, cleanliness and more.

Home Luxury - appartamento stile greco e marino
Appartamento in stile greco e marino finito di ristrutturare a luglio 2023. Arredato in maniera semplice ed elegante, il colore bianco e il legno vi faranno sentire subito in vacanza appena entrerete nell'ampio salone. Vi sembrerà di essere su un'isola della Grecia, con il controsoffitto di travi e canniccio, il letto matrimoniale di cemento così come il mobile tv ed i bagni. Una casa semplice ma di pregio dotata di tutti i comfort possibili gestibili tramite Alexa. Un appartamento magnifico!
5.0 out of 5 average rating, 108 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.
4.94 out of 5 average rating, 205 reviews
Respira la Toscana: vista a 180° sulle Colline
Please note that the second bedroom is divided from the hallway by a curtain and not by a door. inVivi la tua esperienza a San Gimignano con una splendida vista sulle colline toscane! Nel cuore di San Gimignano, vivi la città con ingresso indipendente, primo piano e panorama mozzafiato sulle colline toscane. Disponibile su richiesta il posto auto privato. Ingresso, salotto, 2 camere matrimoniali, cucina e ampio bagno. city tax da aggiungere al prezzo, 2,5€ per ogni persona per ogni notte.
4.98 out of 5 average rating, 165 reviews
Chianti Craft House Badia a Passignano
Ancient house in the historic village of Badia a Passignano, completely and finely restored in 2022. The house is located exactly in the center of the village of Badia a Passignano, overlooking the abbey castle and the Chianti vineyards. The house consists of 2 bedrooms air-conditioned: 1 double bedroom with service bathroom and 1 with 2 single beds and the possibility of a third with sofa chair; a full bathroom with shower, a full kitchen with washing machine and dishwasher, dining area
5.0 out of 5 average rating, 123 reviews
Podere La Castellina - N°1 COTTAGE
Cottage indipendente in pietre e mattoni all'interno del "Podere la Castellina" (ex convento 13° secolo), nel magnifico parco naturale della Montagnola Senese. Il cottage può ospitare comodamente 5 persone e comprende: - ampio soggiorno con tv e camino - cucina abitabile con forno - camera matrimoniale - camera con tre letti singoli - bagno con doccia A disposizione degli ospiti piscina panoramica, solarium e terrazza con vista mozzafiato, dotata di forno a legna e barbecue.
4.97 out of 5 average rating, 161 reviews
Casa al Gianni - Quercia
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, 245 reviews
Fontarcella, H&R- mediterranean home with jacuzzi
Located in the hills between Montepulciano, Castiglione del Lago, and Cortona, Fontarcella is a detached villa surrounded by greenery, offering a private jacuzzi and parking. You'll discover a timeless place to share precious moments. The property, furnished in Mediterranean style, features air conditioning and free Wi-Fi. The fully fenced garden offers a variety of amenities. Just minutes from the highways, Fontarcella is easily accessible for travelers.
4.98 out of 5 average rating, 168 reviews
Romantic stay, where Tuscany meets the sky!
The property is located on top of a very panoramic hill, near the medieval village of Sillico where is located also a very good restaurant. Perfect accommodation for romantic couples, families with children with their dogs. Perfect place to relax but also suitable for guests who like active holiday with many exiting trekking, canyoning, mtb and horse riding excursions. Nice panoramic pool and view on the entire valley. Welcome where Tuscany meets the sky!
4.98 out of 5 average rating, 175 reviews
Barrel Suite Tuscany • Hot Tub • Vineyard View
Sleep inside a wine barrel in Tuscany — one of the largest in the world (3.5 m × 8 m) — nestled in an olive grove in Reggello, with panoramic views over the hills and vineyard. Private bathroom, kitchenette, veranda, private courtyard and exclusive hot tub: everything for a total escape from the world. 40 min from Florence, with Siena, Arezzo, The Mall Luxury Outlet and Vallombrosa all within easy reach. Free private parking included.
4.88 out of 5 average rating, 228 reviews
In Toscana Camere
**Your Dream Retreat in the Heart of Val d'Orcia** Welcome to In Toscana Camere, a charming holiday home located in the historic center of Monticchiello, a Tuscan village full of charm and authenticity. Surrounded by stone walls and enhanced by modern, comfortable interiors, this home offers the perfect balance between tradition and contemporary style. Wake up every morning to a breathtaking view of the stunning Val d'Orcia.
4.96 out of 5 average rating, 137 reviews
La Loggia. House with pool and stunning view
LA LOGGIA House, renovated in 2015, is a large independent apartment, ideal to be rented by those who love nature, tranquility and peace of these uncontaminated places immersed in nature. The apartment is characterized by a huge window overlooking the valley where you can enjoy one of the most spectacular views in the region. The view that can be admired from LA LOGGIA spans more than 60 km on the Chianti and the Crete Senesi.
4.99 out of 5 average rating, 103 reviews
PIERFANTINI private Chianti house ♿️ 🏊♂️ 🐶
Pierfantini is a rustic farmhouse. It is located on a hill in the middle of a natural park. Isolated from the vitta, the nearest town is the medieval village of San Gusmè. The house is renovated and the ground floor adapted for disabled people or wheelchair users There are three apartments but I never rent them separately. The house rent is for all the property
4.91 out of 5 average rating, 100 reviewsPopular amenities for Tuscany holiday homes
Family-Friendly holiday homes

Linearis apt B (4+2) Toscana
4.89 out of 5 average rating, 160 reviews
Fienile Santa Teresa
4.98 out of 5 average rating, 174 reviews
Experience rustic off-grid life in the wilderness
4.97 out of 5 average rating, 159 reviews
"IL FIENILE" rustic stone house
4.91 out of 5 average rating, 125 reviews
Tuscan Nature Views From Casa Gave
4.95 out of 5 average rating, 310 reviews
[Traditional Cozy House] Garden & Viewpool Apt
4.91 out of 5 average rating, 117 reviews
Tuscan Country house with panoramic pool
4.89 out of 5 average rating, 132 reviews
Villa Incanto in Toscana,piscina,Wi-Fi,parcheggio
4.91 out of 5 average rating, 116 reviewsHoliday home rentals with a patio

L'Aquila e L'Ulivo
5.0 out of 5 average rating, 129 reviews
Casa Isla, near Orvieto, amazing views + pool
4.99 out of 5 average rating, 126 reviews
Tuscan House with Private Jacuzzi in Chianti
4.95 out of 5 average rating, 97 reviews
l'oasi delle volpi
5.0 out of 5 average rating, 97 reviews
Tuscany Country House, Central Chianti, Pano Views
4.98 out of 5 average rating, 46 reviews
The castle suite 11475684
4.84 out of 5 average rating, 50 reviews
Casolare Toscano - I' Cipresso di Mirro
5.0 out of 5 average rating, 18 reviews
Unique & Historic Getaway: Dreamy Garden
4.97 out of 5 average rating, 30 reviewsHoliday home rentals with a washing machine and dryer

[Colline di Firenze] Casa toscana con posto auto
4.92 out of 5 average rating, 148 reviews
Torretta House - cin: IT046017c2XQY33MML
4.87 out of 5 average rating, 140 reviews
Podere docciolino casa vacanze
4.98 out of 5 average rating, 166 reviews
La Trinità-Comfort e Parcheggio in Centro Storico
4.98 out of 5 average rating, 233 reviews
Melarancio Residence
4.91 out of 5 average rating, 358 reviews
Duomo Charme – A pochi passi dal Duomo
4.74 out of 5 average rating, 145 reviews
Zen Island downtown Florence, new apartment for 6
4.94 out of 5 average rating, 102 reviews
Chianti Panorama | House with 3 En-Suite Bathrooms
4.95 out of 5 average rating, 146 reviewsDestinations to explore
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- Workouts Italy
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- Cooking Italy
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- Wildlife Italy
- Landmarks Italy
- Museums Italy
- Performances Italy
- Art workshops Italy
- Dining Italy
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