
Holiday rentals with a patio in Castiglion Fiorentino
Find and book unique rentals with patio on Airbnb
Top-rated rentals with patio in Castiglion Fiorentino
Guests agree: these rentals with a patio are highly rated for location, cleanliness and more.

Romantic cottage in Tuscany with pool and garden
A romantic residence surrounded by the greenery of the Tuscan countryside, ideal for a couple who want to take a break from everyday life and regenerate in total tranquillity. An intimate and quiet place, designed for those seeking relaxation, nature and absolute privacy. The apartment gives the unique feeling of being the owners of an eighteenth-century Tuscan farmhouse, surrounded by hills and authentic landscapes. The fully available pool is perfect for moments of absolute relaxation, between sun and quiet.

The Eagle and the Olive Tree
At Aquila e l'Ulivo, an ancient renovated farmhouse from the 1200s, you will not only find all the necessary comforts for a wonderful stay, but you will also experience the thrill of feeling free and immersed in the unspoiled nature of Val D'Orcia. Here you'll have the opportunity to walk with the two falcons Ayga and Sayen and interact with the eagles, and why not sip an excellent aperitif by the pool. We are waiting for you in our world, made up of animals, relaxation, nature and even a touch of Magic.

Original Tuscan Experience in the Heart of Chianti
Exclusive historic estate in the heart of Chianti Classico, where luxury meets authentic Tuscan charm. Nestled among centuries-old vineyards and breathtaking hills, this 16th-century property offers an unforgettable experience for discerning guests. Three masterfully restored bedrooms and contemporary comforts of the highest standard. Just 30 minutes from Florence and Siena, the estate is the perfect retreat for those seeking absolute privacy, timeless beauty and the purest essence of Tuscany.

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

Elegant farmhouse overlooking Pienza
Podere Fonte Bernardi is an authentic Tuscan country house. Surrounded by the nature of the Val d'Orcia, an ideal place to relax. Located a few km from the most beautiful places in Tuscany such as Pienza, the medieval village of Monticchiello, the thermal site of Bagno Vignoni and the homeland of Montepulciano wine. Perfect for taking long walks and discovering local wines and food. You will be able to enjoy the most beautiful sunset over Pienza in the silence of the most authentic nature.

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.

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?

Casa Crociani - Amazing Pool & Free Parking
Just 4.7 km from Montepulciano (7 minutes by car), this house is located in a quiet position surrounded by greenery, with a splendid view of the Tuscan hills. The property is equipped with all the necessary amenities to ensure a pleasant stay, perfect for relaxing weekends or vacations. You can relax on the private patio, in the outdoor gardens, or spend unforgettable moments by the pool, enjoying the peace and beauty of the surrounding landscape.

Ortaglia Di Sopra Farm
Located in the Tuscan countryside, a 10-minute drive from Castiglion Fiorentino, Podere Ortaglia di Sopra offers a enclosed garden with an outdoor pool and barbecue facilities. Featuring free Wi-Fi in all areas and rustic décor, the villa features 4 bedrooms and 4 bathrooms, a TV and a fully equipped kitchen with a dishwasher.(The swimming pool is available from 23 May to 17 October, the closing and opening dates may vary based on the weather)

I Tramonti di Eramo, Montepulciano city center.
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.

Pendici 15, small apartment
Cozy apartment inside a stone farmhouse where you can enjoy the atmosphere of the Tuscan countryside and at the same time the proximity to the historic center of Castiglion Fiorentino. Ideal for couples, families and travelers with four-legged friends, it is the ideal starting point to visit Tuscany. The accommodation combines the rustic charm of stone houses with modern comforts, offering a relaxing stay in a quiet and panoramic setting.

Tuscan dream lux 2-bed, pool, private balcony
Explore Tuscany in a beautifully decorated 2-bedroom, 2 bathroom apartment with all amenities & a log fire. Welcome to your luxurious home in the heart of Tuscany, Italy, where every moment will be a new adventure. This beautifully designed and well-furnished apartment is located in a restored farmhouse, surrounded by olive groves, vineyards, and rolling hills, offering you the best of Italian living.&
Popular amenities for rentals with patio in Castiglion Fiorentino
Flat rentals with a patio

Charming Apartment with Small Gardens, Pool Access

Il Cipresso, one-bedroom apartment near Trasimeno!

suite with Jacuzzi tub

Santa Maria Novella 900 Suite

Resort Panoramic view - Free parking

Chianti Patio Apartment

Etruscan Flat - with Garden and View - ItalyWeGo

[Luxury Apartment]WiFi-Private Garden-Free Parking
House rentals with a patio

The Hidden Oak

Dimora Il Convento

Villa delle Rose Charming Villa with home SPA

Family Forest - Pool in the Crete Senesi

The Terrace of Victory

Da nonna Ornella - nest in Val d'Orcia

Villa Medici Donnini Superior Apartment

the oasis of the foxes
Apartment rentals with a patio

TOUCH the DOME! Romantic Terraced Penthouse + Lift

Monnalisa28 Apartment with terrace

Spinosa Apartment in Podere Capraia

A lovely terrace in Santo Spirito with elevator

"Dimora Valinda" Montepulciano Piazza Grande + A/C

The Secret Garden

The sky terrace apartment- the first one

Riverfront Terrace
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 £45 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
- Family-friendly rentals Castiglion Fiorentino
- Villa rentals Castiglion Fiorentino
- Rentals with pools Castiglion Fiorentino
- Flat rentals Castiglion Fiorentino
- Pet-friendly rentals Castiglion Fiorentino
- House rentals Castiglion Fiorentino
- Rentals with outdoor seating Castiglion Fiorentino
- Smoking-friendly rentals Castiglion Fiorentino
- Rentals with a washing machine and dryer Castiglion Fiorentino
- Rentals with a fireplace Castiglion Fiorentino
- Rentals with a patio Arezzo
- Rentals with a patio Tuscany
- Rentals with a patio Italy
- Santa Maria Novella
- Cathedral of Santa Maria del Fiore
- Strozzi Palace
- Santa Maria Novella
- Ponte Vecchio
- Basilica Di San Miniato A Monte
- Lake Trasimeno
- Basilica of Santa Maria Novella
- Del Chianti
- Eremo Di Camaldoli
- Mercato Centrale
- Fortezza da Basso
- Uffizi Gallery
- Piazza della Repubblica
- Piazzale Michelangelo
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Pitti Palace
- Parco delle Cascine
- Palazzo Vecchio
- Boboli's Garden
- Great Synagogue of Florence
- Basilica of St Francis
- Avignonesi Winery Fattoria Le Capezzine
- Stadio Artemio Franchi




