Castle holiday rentals in Tuscany

5 out of 5 average rating, 35 reviews

Castello di Proceno, Appartamento Loggia

Appartamento di 65 mq per 2 persone, dentro la corte medioevale del Castello di Proceno, con ingresso privato, ampio soggiorno con camino storico funzionante e angolo cucina, 1 camera da letto matrimoniale posta su un soppalco da cui si domina il salone, bagno con box doccia, veranda con portico in pietra e legno, in tipico stile medioevale, che attraverso delle scale in pietra conduce alla corte interna del Castello, da cui gli ospiti hanno accesso al paese e al resto degli alloggi della corte.

Superhost

Villa

4.8 out of 5 average rating, 272 reviews

XIII Century Tower with Private Panoramic Pool

Ancient country tower property with 5 airconditioned bedrooms for up to 10 guests at the heart of the peaceful Montechiaro organic wine estate. From your private pool, soak in the Tuscan sun and enjoy unforgettable views of the Chianti rolling hills and the medieval towers of Siena. The property also boasts access to the endless olive grove, a large patio area for outside dining in the shade, ping pong table for fun family matches, WIFI & free parking. Silence and time are the real luxury here.

4.96 out of 5 average rating, 47 reviews

Medieval TOWER in Italian Burg of 1200 (UMBRIA)

Imagine yourself enjoying a breathtaking view from the top of a medieval tower. This is only one of the experiences you'll collect during your stay. Add attention to details, fireplace, pool and olive trees: you've found the recipe of a very special vacation. And outside, Umbria is ready to welcome you with its history, spirituality and food. If you're looking for an exclusive experience surrounded by peace and nature, you're in the right place. We do the same since 1990 and it's never enough.

4.95 out of 5 average rating, 206 reviews

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AL CASTELLO DELLA MONTACCHITA WHOLE APARTAMENT

N. REGISTRAZIONE 50024LTN0077 Intera casa privata di piccole dimensioni che si affacciata sulla valle, con 1250mq di giardino ad uso esclusivo degli ospiti, ristrutturato in stile rustico all'interno di un'antica rocca medievale. Luogo unico, ottimo punto di partenza per visitare Pisa, Lucca, Firenze San Gimignano e a soli 40 minuti dal mare e situata nella zona del tartufo. Ricorda prima di prenotare: coloro che non sono nominati nella prenotazione non potranno entrare nella proprietà.

4.77 out of 5 average rating, 86 reviews

Trasimeno Lake - "The Convent"

On top of a hill of centuries-old olive trees on the southern shore of the Trasimeno stands LA BADIA DI S.ARCANGELO. In this unique and precious place is the apartment "Il Convento" which will welcome you with its warm atmosphere and a welcome gift with local products. It can accommodate up to 5 people and consists of a dining kitchen, a living room with a comfortable sofa bed, a double bedroom, a single bedroom and a special bathroom created in what used to be the bell tower of the Abbey.

4.97 out of 5 average rating, 34 reviews

Dependance nel castello del Cardaneto

Monolocale nel Castello del Cardaneto (VIII sec) con piscina, parcheggio privato e 4000 mq di giardino. A 2 km da uno dei borghi più belli d’Italia , Montone, famoso per le attrazioni turistiche ed eventi che ne rendono un posto unico. Il monolocale di circa 50mq ha ingresso indipendente con affaccio sul giardino, ingresso salotto camera matrimoniale e bagno. Dimora storica ADSI. piscina panoramica con vista su Montone. disponibile anche appartamento con cucine e balcone privato.

4.99 out of 5 average rating, 197 reviews

Il Castello di Ferrano - Castle in Tuscany

Try the experience to stay in a real Castle! Il Castello di Ferrano offers to his hosts the chance of doing an unforgettable experiece:you will be the only guests in the castle and everythig will be for you (private pool from June to September, gardens ecc.)Historical building, surrounded by nature, finely decorated, frescoes/moulding on the ceiling, ample terrace w/ stone and terracotta floor, private outdoor pool.. Good position. Preferably come by car.

4.92 out of 5 average rating, 556 reviews

TOWER apartment in small castle near Florence

Romantic, Historically unique, Magical atmosphere, 360 degree views of the countryside and Florence. Great retreat for digital nomads, or simply to retreat from the hustle and bustle. Convenient for Chianti and Tuscany explorations. A/C in 2 rooms. Cooking class and wine tasting available. If you'd like to add more space and comfort, book the TOWER PENTHOUSE: double the space, a large kitchen, another bathroom. Perfect for families!

Superhost

4.72 out of 5 average rating, 184 reviews

TOWER HOUSE TUSCANY - CASA TORRE

Wooden beams, red bricks and typical Tuscan style: Casa Torre is an elegant, newly renovated apartment, located in the Castle Palazzo Stiozzi Ridolfi, dated 1200! It has 3 double rooms, a bathroom, a laundry room/second bathroom, a spacious living room/kitchen. The main feature is absolutely the wonderful private tower with amazing view of the town and the surround countryside! Ideal also for no-car travellers!

Superhost

Villa

4.85 out of 5 average rating, 34 reviews

[CASTELLO DI CASALTA POOL ✭✭✭✭✭] 15 min FLORENCE

Castello di Casalta is an authentic medieval stone castle, fully refurbished and surrounded by the lush nature of Tuscany, at only 15 minutes distance from Florence outskirt. Located in a unique position with a spectacular view of the surrounding hills, Castello di Casalta will allow you to live an unforgettable experience, combining history, comfort, nature and privacy.

4.95 out of 5 average rating, 22 reviews

Castello delle Serre Private Villa

Our Private Villa is located on the grounds of Castello delle Serre, owned and operated by Italian-American family and staff. Castello delle Serre sits at the top of Serre di Rapolano, an unspoiled Tuscan village with the easiest access to all of the major points of interest. Siena, Chianti, Montepulciano, Montalcino, Cortona and Arezzo are only a short drive away.