
Holiday rentals with a patio in Castiglion Fiorentino
Find and book unique Holiday Accommodation with Outdoor Verandahs on Airbnb
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 $102 NZD per night before taxes and fees

Verified guest reviews
Over 960 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
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

Wi-Fi availability
30 of Castiglion Fiorentino holiday rentals include Wi-Fi 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!
Top-rated Holiday Accommodation with Outdoor Verandahs in Castiglion Fiorentino
Guests agree: These Holiday Homes with Outdoor Verandahs are highly rated for location, cleanliness and more.

Da nonna Ornella - nest in Val d'Orcia
Spectacular views and relaxation guaranteed in this romantic studio in the heart of Val d 'Orcia, province of Siena, immersed in beautiful Tuscany. Ideal for couples. It has a living area, an equipped kitchen, a bathroom, heating, a courtyard, private parking, and a large, panoramic garden with sun loungers and a hammock. Close to iconic destinations: PIENZA, Montepulciano, Montalcino, Bagno Vignoni, Bagni San Filippo, San Quirico d'Orcia, Radicofani, Castiglione d'Orcia, and Monte Amiata. Unforgettable.

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.

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

Luxury Hilltop Villa | Infinity Pool, Sauna, View
Luxurious 5-Star Villa in Monte San Savino with heated Infinity Pool and breathtaking views of the Valdichiana Valley, ideal for families and groups of friends. Between Rome and Florence, it offers an exclusive and private experience with a large garden and elegant interiors. Relax by the fireplace, enjoy a BBQ, sauna, Wi-Fi, private parking, charging station, crib, high chair, and more. Immerse yourself in the sustainability of our Podere and discover Tuscany with activities and tastings!

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.

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, quiet, and the atmosphere of an authentic home.

Ancient Tuscan farmhouse in the Chianti hills
Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, dominates the Chianti valleys and enjoys a splendid view of the surrounding hills and the city of Florence just 35 minutes by car The apartment is on the first floor of the main farmhouse, with independent access and a tree-lined garden. Furnishings in the classic Tuscan style, with wooden beamed ceilings, terracotta floors that give a characteristic touch.

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, downtown 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.

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.
Popular amenities for Castiglion Fiorentino Holiday Houses with Outdoor Verandahs
Apartment rentals with a patio

Design apartment with view, private terrace, A/C

Experience an ancient island with a garden by the lake

Wp Relais Argante Apartment

Casa Crociani - Amazing Pool & Free Parking

La Casetta di Monticchiello with panoramic views

[Luxury Apartment]WiFi-Private Garden-Free Parking

The Little Court

Cavour Loft
Holiday House Rentals with a Verandah

Il Podere - Rustic charm in Tuscany

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

The Terrace of Victory

Casa San Ripa: Relax Oasis with Private Pool

the oasis of the foxes

Villa Lucia

Relay moderno a Siena

Santa Flora Home • Swimming pool • Gym
Holiday condos with a patio

Borgo di Fonterutoli: among vineyards and relaxation

Romantic cottage in Tuscany with pool and garden

Charming Castle

Reggello / Morcone Agritourism

Tuscany | Apartment in farm with restaurant & pool

Amazing Apartment near Piazza Grande w/ Terrace

IRIS Apartment - Agriturismo Mulino del Cilone

Corso Italia 189-Apartment [Historic Center]
When is the best time to visit Castiglion Fiorentino?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $185 NZD | $160 NZD | $206 NZD | $185 NZD | $209 NZD | $204 NZD | $280 NZD | $180 NZD | $238 NZD | $294 NZD | $433 NZD | $347 NZD |
| 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 |
Destinations to explore
- Cathedral of Santa Maria del Fiore
- Lake Trasimeno
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Stazione Santa Maria Novella
- Uffizi Gallery
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Fortezza da Basso
- Piazza della Repubblica
- Parco delle Cascine
- Del Chianti
- Piazzale Michelangelo
- Basilica of St Francis
- Pitti Palace
- Palazzo Vecchio
- Piazza della Signoria
- Boboli's Garden
- Centro Storico Orvieto
- Mount Amiata
- Medici Chapel
- Stadio Artemio Franchi
- La Scarzuola





