
Vacation rentals with a patio in Castiglion Fiorentino
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Top-rated patio rentals in Castiglion Fiorentino
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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.

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!

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.

Villa with Private Pool in the Tuscan Countryside
Modern villa with private pool, waterfall, large garden and relaxation area. Divided into: Suite with hydromassage bathtub, private bathroom and small refreshment corner; Apartment with 2 bedrooms, equipped kitchen and a second bathroom in elegant white faux marble. Perfect for families and groups up to 7. Features American BBQ, panoramic gazebo, ping pong, outdoor dining area and poolside shower. Close to Cortona, Arezzo, Montepulciano, Siena and the Crete Senesi.

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?

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 patio rentals
Apartment rentals with a patio

Melo in fiore Apartment - Mulino del Cilone

Colle ai Lecci: Design Apartment in Tuscany

Charming apartment with small gardens, pool access

Experience an ancient island with a garden by the lake

Resort Panoramic view - Free parking

Casa Crociani - Amazing Pool & Free Parking

Air Suite at Villa Santa Lucia Nuova

Chianti Patio Apartment
House rentals with a patio

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

The Terrace of Victory

Da nonna Ornella - nest in Val d'Orcia

Little Corticellitta in Tuscany

Casa San Ripa: Relax Oasis with Private Pool

Poggiolo

Original Tuscan Experience in the Heart of Chianti

Relay moderno a Siena
Condo rentals with a patio

Tuscan Dream in Fonterutoli, between Siena and Chianti

Charming Castle

Casa Piccola

Reggello / Morcone Agritourism

Casa Granaio | Ground floor 1-bedroom apartment (2

Casa Biancospino Crete Senesi | Podere Fossaccio

Amazing Apartment near Piazza Grande w/ Terrace

Corso Italia 189-Apartment [Historic Center]
When is the best time to visit Castiglion Fiorentino?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 400 | ﺩ.ﺇ 345 | ﺩ.ﺇ 444 | ﺩ.ﺇ 499 | ﺩ.ﺇ 459 | ﺩ.ﺇ 588 | ﺩ.ﺇ 606 | ﺩ.ﺇ 389 | ﺩ.ﺇ 514 | ﺩ.ﺇ 635 | ﺩ.ﺇ 936 | ﺩ.ﺇ 749 |
| 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 vacation rentals with a patio in Castiglion Fiorentino

Total vacation rentals
Explore 30 vacation rentals in Castiglion Fiorentino

Nightly prices starting at
Castiglion Fiorentino vacation rentals start at ﺩ.ﺇ 184 per night before taxes and fees

Verified guest reviews
Over 890 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Vacation 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 vacation 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!
Destinations to explore
- Villa rentals Castiglion Fiorentino
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- Rentals with a fireplace Castiglion Fiorentino
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- Rentals with a patio Arezzo
- Rentals with a patio Tuscany
- Rentals with a patio Italy
- 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
- Piazza della Repubblica
- Del Chianti
- Piazzale Michelangelo
- Parco delle Cascine
- Basilica of St Francis
- Pitti Palace
- Palazzo Vecchio
- Boboli's Garden
- Piazza della Signoria
- Centro Storico Orvieto
- Basilica of Santa Croce
- Medici Chapel
- Stadio Artemio Franchi





