
Holiday rentals with a patio in Castiglion Fiorentino
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Top-rated rentals with patio in Castiglion Fiorentino
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Incredible Views & Pool in the Tuscan Hills
Fuggite nel cuore della Toscana e vivete un soggiorno immersi in dolci colline, una bellezza senza tempo e panorami indimenticabili. La casa offre l'accesso a una splendida piscina in comune e a tranquilli spazi esterni, perfetti per rilassarsi al sole o godersi serate serene. All'interno, troverete comfort, stile, tutto il necessario per un soggiorno memorabile. Ideale per coppie, famiglie o gruppi di amici che desiderano vivere un'autentica esperienza toscana a breve distanza in auto da Siena.

Villa marielena chianti farnhouse - villa marielen
Villa Marielena is a beautifully restored Tuscan farmhouse located in the prestigious Castel in Villa area of Gaiole in Chianti, one of the most renowned wine regions in Italy. Surrounded by vineyards and olive groves, the villa offers privacy, panoramic views, and direct access to the landscapes that make Chianti famous. The property enjoys a privileged position for exploring Tuscany’s wine country. The vibrant town of Castelnuovo Berardenga is only 8 km away, while Siena and many of ...

Amazing Apartment near Piazza Grande w/ Terrace
Benvenuti nel cuore di Montepulciano, uno dei borghi più iconici, affascinanti e storici della Toscana, celebre per i suoi palazzi rinascimentali, le antiche cantine e l’atmosfera senza tempo che conquista ogni viaggiatore. Il nostro appartamento si trova in una posizione incredible nel pieno centro storico, a pochi passi da Piazza Grande, ottimi ristoranti, botteghe locali e dalle meraviglie più autentiche del paese. Che siate qui per degustare vini straordinari, vivere una fuga romantica.

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

Breathtaking views: Historic House w/Terrace & BBQ
Welcome to our longtime family home — an elegant, light-filled space in the heart of Cortona. Set in a quiet historical square just steps from the main piazza. Enjoy spectacular views of the valley, lake and city. This elegant house blends the character of Tuscany with warmth and comfort. Antique terracotta beamed ceilings floors, a terrace with panoramic views, a house that tells a story. It's a space for travelers who appreciate beauty, stillness, and the atmosphere of an authentic home.

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.

Tuscany Villa Mammi
Grande villa in pietra ristrutturata tra i boschi di Castiglion Fiorentino, vicono a Cortona, Arezzo e Siena. Un paradiso di privacy con piscina, idromassaggio panoramico con vista mozzafiato sulla valle e ping pong. Godetevi serate magiche sotto le stelle grazie all'autentico barbecue in pietra e al forno a legna per la pizza. Il rifugio ideale per chi cerca relax, natura e comfort nel cuore della Toscana, perfetto per famiglie o gruppi che sognano una vacanza davvero indimenticabile.

Peaceful hideaway in a 11th century Tuscan village
Imagine a former medieval tower, once part of a 11th century fortified castle. As you enter, like in most Tuscan country houses, there is a kitchen with a stone sink. A stairway brings to the first floor where there are two bedrooms with their original terracotta floors and wooden beams. They both offer a gorgeus, unobstructed view of Chianti vineyards and hills. And a private access to a terracotta terrace facing the valley. It's hard to imagine a more peaceful scenery.

Casa Tabaccaia 2 | Duplex 1-bedroom apartment (2+2
La Foresteria is a historical rural estate located near Arezzo in southeast Tuscany. Surrounded by lush countryside and fruit orchards, it offers guests serenity and peace. The property features ten carefully restored apartments, a private swimming pool, and an on-site restaurant where guests can enjoy breakfast and dinner. Its location is perfect for relaxing or exploring Tuscany’s art, culture, and nearby cities like Cortona, Florence, Siena, and Montepulciano.

Mascagni Farmhouse in Val d'Orcia, Pienza
Climb the iconic Tuscan hills to Mascagni Organic Farm, an organic farm where your new home awaits: a finely restored 16th-century barn nestled among olive trees and wheat fields. Relax with a cup of tea, pick rosemary and lavender in the garden with breathtaking views of the Val d'Orcia. Rediscover your true nature among the pristine fields and olive trees: here, walks and bike rides have no limits! Ready to create memories that will last a lifetime?

Holiday Home with Pool in Tuscany – La Roccia
Modern villa with private pool, waterfall, large garden and relaxation area, private bathroom and refreshment corner; Apartment with 2 bedrooms, equipped kitchen and bathroom in elegant white faux marble. Perfect for families and groups up to 6. Features American BBQ, panoramic gazebo, ping pong, outdoor dining area and poolside shower. Steps from Cortona, Arezzo, Montepulciano, Siena and the Crete Senesi. A tranquil oasis in the heart of Tuscany.

I Tramonti di Eramo, central Montepulciano.
Welcome to Montepulciano, the jewel of the Tuscan hills! Our apartment in the heart of the historic center offers breathtaking views of the surrounding countryside, providing an authentic and unforgettable experience. Step outside and savor the historic atmosphere of Montepulciano. Just a few steps away, you will find the extraordinary Piazza Grande, excellent restaurants, and all kinds of services. Tuscany awaits you for a unique experience.
Popular amenities for rentals with patio in Castiglion Fiorentino
Flat rentals with a patio

Design apartment with view, private terrace, A/C

Experience an ancient island with a garden by the lake

Luxury Panoramic Apartment Villa di Radi

Il Cerretello, Tuscan Experience.

Casa Crociani - Amazing Pool & Free Parking

Resort Panoramic view - Free parking

Cute little apt in Montepulciano, Private Parking

Chianti Patio Apartment
House rentals with a patio

18th-century farmhouse in Cortona, with garden and 4 bathrooms

The Terrace of Victory

Da nonna Ornella - nest in Val d'Orcia

Casa San Ripa: Relax Oasis with Private Pool

Villino Giulio

the oasis of the foxes

Poggiolo

Relay moderno a Siena
Apartment rentals with a patio

Sogno Toscano in Fonterutoli, between Siena and the Chianti region

Charming Castle

Nonna Lella - Apartment with free parking space

Casa Biancospino Crete Senesi | Podere Fossaccio

Reggello - Pendolino Agritourism

IRIS Apartment - Agriturismo Mulino del Cilone

Corso Italia 189-Apartment [Historic Center]

Agriturismo Poggio Bonelli, 4 people apartment
When is the best time to visit Castiglion Fiorentino?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £81 | £70 | £90 | £101 | £93 | £119 | £123 | £79 | £104 | £129 | £190 | £152 |
| Avg. temp | 5°C | 6°C | 9°C | 12°C | 16°C | 21°C | 23°C | 24°C | 19°C | 14°C | 9°C | 5°C |
Quick stats about holiday rentals with a patio in Castiglion Fiorentino

Total holiday rentals
Explore 30 holiday rentals in Castiglion Fiorentino

Nightly prices starting at
Castiglion Fiorentino holiday rentals start at £37 per night before taxes and fees

Verified guest reviews
Over 890 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Castiglion Fiorentino holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Castiglion Fiorentino rentals

4.9 Average rating
Castiglion Fiorentino stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- Villa rentals Castiglion Fiorentino
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- Rentals with a fireplace Castiglion Fiorentino
- Rentals with a patio Arezzo
- Rentals with a patio Tuscany
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- Cathedral of Santa Maria del Fiore
- Lake Trasimeno
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Mercato Centrale
- Uffizi Gallery
- Fortezza da Basso
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Stazione Santa Maria Novella
- Del Chianti
- Piazza della Repubblica
- Piazzale Michelangelo
- Parco delle Cascine
- Basilica of St Francis
- Pitti Palace
- Piazza della Signoria
- Boboli's Garden
- Palazzo Vecchio
- Centro Storico Orvieto
- Basilica of Santa Croce
- Stadio Artemio Franchi
- Medici Chapel





