Villa vacation rentals in Castiglion Fiorentino

Find and book unique villas on Airbnb

Top-rated villa rentals in Castiglion Fiorentino

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

0 of 0 items showing

1 of 3 pages

Guest favorite

Villa in Castellina in Chianti

4.93 out of 5 average rating, 166 reviews

The Villino Farmhouse

Entire upper floor of the newly renovated Villa Padronale in traditional Tuscan style. High ceilings with exposed beams make it cozy and perfect for families or groups of friends. In the house there are two functional large fireplaces(in the living room and kitchen). Private accommodation, not shared. The house has a large covered terrace,garden with sofas,bbq,firepit, private parking. The pool among the olive trees and vineyards is ideal for relaxing and has a private access to the shared area

Oct 31 – Nov 7

G$106,557 GYD per night

Guest favorite

Villa in Castiglion Fiorentino

4.93 out of 5 average rating, 181 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 20 – 27

G$81,789 GYD per night

Guest favorite

Villa in Siena

4.97 out of 5 average rating, 152 reviews

Virgi House

Virgi House is a 160 sqm villa, located 3 km far from Siena’s hystorical center. The villa is distributed over three floors. On the first one there is a double bedroom with bathroom and terrace, a large open space living room, a modern kitchen and a bathroom. Downstairs a double bedroom (or 2 single beds), a large bathroom, a study and a bright living room with a loggia from which you can access the private car park and the garden. The property also provides free wifi, air conditioning.

Nov 13 – 20

G$37,453 GYD per night

Guest favorite

Villa in Montepulciano

4.95 out of 5 average rating, 116 reviews

A paradise in Montepulciano...

Villa Il Cubo is a full centralized air conditioned private house with large private swimming pool placed in the best garden spot for incredible views on the countryside around. Decoration has been updated with charming details that will make you enjoy the best Tuscany has to offer. We have electric vehicle charging point. Supermarkets, restaurants, grocery stores, wineries are just a few minutes away. IN JULY AND AUGUST WE LET FOR A MINIMUM OF 7 DAYS FROM SATURDAY TO SATURDAY!!!!!!

Dec 9 – 16

G$83,928 GYD per night

Superhost

Villa in Siena

4.88 out of 5 average rating, 257 reviews

Fascinating Villa Senese with View!

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.

Feb 24 – Mar 3

G$160,059 GYD per night

Guest favorite

Villa in Cortona

5.0 out of 5 average rating, 52 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.

Dec 10 – 17

G$115,635 GYD per night

Guest favorite

Villa in Montecchio

5.0 out of 5 average rating, 13 reviews

Luxury Villa Francesca with a small private pool

Villa Francesa is a dream place in the Tuscan countryside. This luxury villa with a private pool is peacefully set between the famous towns of Arezzo and Cortona. Villa Francesca is an old stone house beautifully restored with local materials. The house is tastefully furnished providing highest quality amenities and can accommodate up to six people. The outdoor living spaces with the stunning views, its garden and terraces allow to enjoy and relax the day and night.

Jun 8 – 15

G$94,973 GYD per night

Guest favorite

Villa in Monticchiello

4.98 out of 5 average rating, 111 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

Mar 19 – 26

G$133,980 GYD per night

Guest favorite

Villa in Castiglion fiorentino

5.0 out of 5 average rating, 41 reviews

Tuscany Villa Mammi

Grande Villa interamente in pietra,inserita all'interno di un bosco sulle colline di Castiglion Fiorentino;vicina alle località di Cortona,Arezzo e Siena. Di recente ristrutturazione gode di uno splendido panorama sulla Valdichiana godibile dalla confortevole terrazza a bordo piscina. All'interno del parco verde anche una vasca idromassaggio all'aperto con panorama mozzafiato.

Nov 12 – 19

G$91,711 GYD per night

Guest favorite

Villa in Cavriglia, Arezzo

4.99 out of 5 average rating, 110 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.

May 4 – 11

G$111,246 GYD per night

Guest favorite

Villa in Castiglion Fiorentino

4.97 out of 5 average rating, 29 reviews

Villa il Laghetto with Infinity Pool in Tuscany

PERFECT LOCATION FOR YOUR WEDDING, SPECIAL EVENTS & PRIVATE PARTY! PAY ATTENTION: You can book Food&Wine services such as Chef in Villa, Cooking Class and delivery shopping. The ideal location to spend days in the tranquillity of a natural oasis with breathtaking views. It's divided in a main building and a dependance, it offers pool and Jacuzzi (not hot)

Feb 20 – 27

G$114,958 GYD per night

Guest favorite

Villa in Impruneta

5.0 out of 5 average rating, 114 reviews

VILLA HUGE SWIMMING POOL , TENNIS C 7 kM FLORENCE

Villa di lusso a Impruneta, vicinissima a Firenze, con spettacolare piscina privata e campo da tennis privato ed una splendida vista sulle colline fiorentine. Cucina all'aperto con forno a legna. 8 + 2 ospiti, 4 camere da letto con aria condizionata, 3 bagni e 2 bagni di servizio, parco e terreno con ulivi, alberi da frutto, vigneti.

Dec 27 – Jan 3

G$208,020 GYD per night