Villa vacation rentals in Tuscany

Find and book unique villas on Airbnb

Top-rated villa rentals in Tuscany

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

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Guest favourite

Villa in Castellina in Chianti

4.92 out of 5 average rating, 167 reviews

Il Villino Farmhouse

Intero piano superiore della Villa Padronale appena ristrutturata in stile tradizionale toscano.Gli alti soffitti con le travi a vista rendono il posto accogliente e perfetto per famiglie o gruppi di amici.Nella casa si trovano due grandi camini(in salotto e cucina)funzionali.Alloggio privato, non condiviso. La casa ha una ampia terrazza coperta,giardino con divani,bbq,firepit,parking privato. La piscina tra gli ulivi e i vigneti e' ideale per il relax ha un accesso privato alla zona condivisa

Apr. 10 – 17

$879 CAD per night

Guest favourite

Villa in Castiglion Fiorentino

4.93 out of 5 average rating, 182 reviews

Tuscan charm of villa - countryside

Nell’affascinante campagna Toscana,tra ulivi e vigneti una villa in pietra,in posizione strategica per cogliere i segreti di Toscana e Umbria aria condizionata e piscina con area wellness per il vostro relax e confort Villa Senaia è una grande casa con travi in legno, in una splendida posizione in collina con vista idilliaca che affaccia su uno dei luoghi preferiti della campagna toscana, un ambiente attraente per mangiare all'aperto, bevendo vino toscano e ascoltando i grilli e le cicale

Feb. 8 – 15

$585 CAD per night

Guest favourite

Villa in Monsummano Terme

4.98 out of 5 average rating, 108 reviews

Le Maggioline : your panoramic country house

Peaceful setting surrounded by olive groves but still conveniently located for sightseeing The house is a tastefully renovated old Italian home, with modern fixtures, and 4 ensuite bedrooms with panoramic views A large terrace with a veranda for eating out, a barbecue and an outdoor panoramic pool renovated in 2023 Open from April to October Some guest say “Our favorite thing about the home was sitting out at the long table every evening, sipping local wines and enjoying majestic sunsets"

Dec. 24 – 31

$1,283 CAD per night

Guest favourite

Villa in Montepulciano

4.97 out of 5 average rating, 103 reviews

Amazing Tuscany Villa, FREE parking

Modern villa with panoramic view in Montepulciano, a few steps from San Biagio. The villa is lovingly furnished and equipped with all comforts for a pleasant holiday. Enjoy breathtaking views of the surrounding countryside from the terrace, or relax in the two spacious gardens at your disposal. You will also have at your disposal a large kitchen to dabble in the magnificent art of cooking, something much loved by us Italians!!! Also available: Free Wi-fi Self check-in Reserved car parking

Apr. 10 – 17

$455 CAD per night

Superhost

Villa in Siena

4.88 out of 5 average rating, 259 reviews

Fascinosa Villa Senese con Vista!

Ancient restored barn with up to 6 bedrooms and 6 bathrooms, immersed in a historic wine estate, just 6 km from Siena. Here time passes slowly according to ancient traditions. One of the most beautiful views that the Tuscan panorama can offer, exclusive swimming pool, large triple garden, BBQ, poolside table, terrace to enjoy the sunset over the medieval towers on the horizon while sipping the organic wines of the estate, original and working fireplace, parking free, WI-FI internet.

Dec. 3 – 10

$1,006 CAD per night

Guest favourite

Villa in Cortona

5.0 out of 5 average rating, 53 reviews

Stunning Tuscan Villa & Panoramic Infinity Pool

Stunning Tuscan hilltop Villa, with infinity edge swimming pool, has sweeping 180° panoramic views to Cortona, Lake Trasimeno and the entire Val Di Chiana. The perfect family retreat within ancient sun-drenched olive groves. 5 Double bedrooms; 4 bathrooms; new fully integrated kitchen & dining living space; living room with fireplace; TV snug; stone BBQ & outdoor kitchen within dining terraces and gardens; covered breakfast porch; parking; private infinity pool with sunset views.

Jan. 11 – 18

$887 CAD per night

Guest favourite

Villa in Monticchiello

4.98 out of 5 average rating, 113 reviews

Villa unesco heritage, Jacuzzi & garden. BB Daria

Carefully renovated and refurbished over a sustained period in order to maintain the original quality of its architecture, San Lorenzo Villa is open to guests. You are invited to enjoy the beauty, comfort and privacy of a beautiful independent villa in the centre of Monticchiello, from where you can have an incredible view on the Val d'Orcia, the UNESCO heritage! Don't forget a delicious breakfast (whatever you like) in our so close typical restaurant

Jan. 23 – 30

$898 CAD per night

Guest favourite

Villa in Impruneta

5.0 out of 5 average rating, 100 reviews

La Torre

Antica villa toscana, bellissima, con giardino privato esclusivo, completamente ristrutturata, immersa nelle splendide e dolci colline toscane. La villa ha una vista mozziafiato, molto soleggiata, ben arredata e dotata di tutti i comfort, silenziosa e non isolata. La casa si trova a Bagnolo, piccola frazione di Impruneta alle porte del Chianti, zona di uliveti, vigneti e pace. La casa si trova a circa 10 km in macchina dal centro di Firenze.

Nov. 24 – Dec. 1

$277 CAD per night

Guest favourite

Villa in Monteroni D'arbia

4.97 out of 5 average rating, 94 reviews

"Villa Daisy" con vista su Siena

Meravigliosa villa con ingresso indipendente all'interno del podere "Caggiolo", riportato alla luce con curata e profonda ristrutturazione che ha mantenuto intatti i lineamenti tipici di un podere toscano. Splendida vista panoramica su Siena. Situato alle Ville di Corsano, a soli 14 km dalla città. Luogo ideale per trascorrere giorni in totale relax e godere delle meraviglie che questa zona offre (Chianti, Val d'Orcia, Crete Senesi..).

Jan. 12 – 19

$248 CAD per night

Guest favourite

Villa in Capannori

4.91 out of 5 average rating, 173 reviews

La Dimora Dei Conti: Indulge in a Country Farmhous

Only a Four minute drive away or 20 mins walk from the city and the Lucca train station stands La Dimora Dei Conti a superb luxury apartment located in a farmhouse villa that dates back to the 15th century and now completely and painstakingly renovated to transport you to the an era of modern beauty and traditional Tuscan feeling.As soon as you enter the foyer you will feel the special atmosphere that permeates the villa.

Dec. 13 – 20

$212 CAD per night

Guest favourite

Villa in Lucca

5.0 out of 5 average rating, 16 reviews

VILLA GIOMA - Rustico completamente ristrutturato

Charming rustic located on top of a private hill, complete remodeled in 2023 with private infinity pool surrounded by nature. The farmhouse has comfortable outdoor spaces where you can eat and relax in front of a breathtaking view. The whole house is equipped with air conditioning and each bedroom has a private bathroom. We charge an additional cost of 30€ per day for utilities to be paid at check in.

Feb. 22 – Mar. 1

$1,034 CAD per night

Guest favourite

Villa in Cavriglia, Arezzo

4.99 out of 5 average rating, 111 reviews

Villa Poggio a Mandria in Chianti

Villa Poggio a Mandria is the gateway to the Chianti; it is a good base to reach the most beautiful art cities of Tuscany (Arezzo, Florence, Siena, San Gimignano, Volterra) in about one hour time. On the surrounding hills there are medieval villages, which offer visitors a charming atmosphere of the past and the opportunity to take walks in an unspoiled countryside.

Apr. 26 – May 3

$1,000 CAD per night