Castiglion Fiorentino, Tuscany Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Castiglion Fiorentino, Tuscany on RentalSaver.com!

Castiglion Fiorentino Rentals

From $1272 per night (USD)
VRBO
Villa Mimi - Nine Bedroom Villa, Sleeps 18
Bedrooms:
11
Bathrooms:
9
Sleeps:
18
Villa Mimi is a vivacious and elegant villa executed with traditional, decorative charm and ornate, period features nest ...
From $1272 per night (USD)
VRBO
From $165 per night (USD)
Expedia
Serenity farmhouse in Castiglion Fiorentino
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Nestled among olive groves and rolling vineyards, this charming farmhouse in Castiglion Fiorentino offers a serene escap ...
From $165 per night (USD)
Expedia
From $851 per night (USD)
VRBO
Gorgeous home in Castiglion Fiorentino
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Fantastic Tuscan vacation home with pool and beautiful countryside views. Come and enjoy this charming and spacious h ...
From $851 per night (USD)
VRBO
From $381 per night (USD)
Expedia
Villa Fausta - Tuscan Countryside Villa with Pool
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
VILLA FAUSTA - CORTONA AREA Surrounded by the tranquil Tuscan countryside, this lovely villa with a private swimming po ...
From $381 per night (USD)
Expedia
From $596 per night (USD)
VRBO
Villa Lucia - Tuscan villa with private pool
Bedrooms:
5
Bathrooms:
6
Sleeps:
14
VILLA LUCIA - AREZZO AREA Villa Lucia is located close to the town of Castiglion Fiorentino, just 1km outside of it, re ...
From $596 per night (USD)
VRBO
From $866 per night (USD)
Expedia
Villa in Fattoria with 9 bedrooms sleeps 18
Bedrooms:
9
Bathrooms:
10
Sleeps:
18
Unforgettable holidays at Villa Michele. This wonderful villa has two swimming pool, one with hydromassage, and a sauna. ...
From $866 per night (USD)
Expedia
From $258 per night (USD)
VRBO
Awesome home in Castiglion Fiorentino
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Charming and inviting holiday home with access to the pool. Spend a wonderful holiday as a couple or small family in ...
From $258 per night (USD)
VRBO
From $273 per night (USD)
Expedia
Amazing home in Castiglion Fiorentino
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Charming and inviting holiday home with access to the pool. Spend a wonderful holiday as a couple or small family in ...
From $273 per night (USD)
Expedia
From $1021 per night (USD)
VRBO
Lilac apartment
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Nestled in Castiglion Fiorentino, this 2-bedroom, 1-bathroom vacation home brings it all within your reach. Fans of n ...
From $1021 per night (USD)
VRBO
From $193 per night (USD)
Expedia
Beautiful villa for 4 guests with WIFI, A/C, TV, balcony and pets allowed
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Property Summary Welcome to "Volpe," a beautiful and comfortable detached 2-family house nestled in a peaceful resident ...
From $193 per night (USD)
Expedia
From $112 per night (USD)
VRBO
Stunning private villa for 3 guests with private pool, WIFI, TV, terrace and pets allowed
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Property Summary Nestled at an elevation of 460 meters above sea level in the rolling hills of Tuscany, Italy, the "Nid ...
From $112 per night (USD)
VRBO
From $173 per night (USD)
Expedia
Wonderful private villa for 6 guests with WIFI, private pool, TV, terrace and pets allowed
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Property Summary Nestled at 470 meters above sea level among the lush Tuscan countryside, "Il Sorbino" is a charming ru ...
From $173 per night (USD)
Expedia
From $162 per night (USD)
VRBO
The window on the tower apartment new castiglion fiorentino
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Located in Castiglion Fiorentino, this welcoming apartment brings it all within your reach. Archaeological Museum and ...
From $162 per night (USD)
VRBO
From $197 per night (USD)
VRBO
Fulvia House, Rural Tuscany - CIN: IT051012C2QNJXHNQX
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Located in Castiglion Fiorentino, this welcoming apartment brings it all within your reach. With convenient onsite pa ...
From $197 per night (USD)
VRBO
From $635 per night (USD)
VRBO
4 Bedroom Tuscan Country Villa with Infinity pool & stunning views near Cortona
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Casa Sophia di Brolio is a stylish four bedroom family-friendly villa with a fabulous infinity pool, lovely views and ea ...
From $635 per night (USD)
VRBO
From $493 per night (USD)
Expedia
Charming Cottage in the Heart of Tuscany
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Charming Cottage in the Heart of Tuscany Tucked away among the gentle, sun-drenched hills of the Tuscan countryside, th ...
From $493 per night (USD)
Expedia
From $209 per night (USD)
VRBO
Awesome home in Castiglion Fiorentino
Bedrooms:
4
Bathrooms:
4
Sleeps:
11
Enjoy your holiday in this colourful and family-friendly holiday home with swimming pool. Welcome to this large and i ...
From $209 per night (USD)
VRBO
From $101 per night (USD)
Expedia
Nido del Sorbino by Interhome
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
"rustico" cottage "Nido del Sorbino", 460 m a.s.l.. 4 km from the centre of Castiglion Fiorentino, 15 km from the centre ...
From $101 per night (USD)
Expedia
From $156 per night (USD)
VRBO
Il Sorbino by Interhome
Bedrooms:
2
Bathrooms:
1
Sleeps:
6
"rustico" cottage "Il Sorbino", 470 m a.s.l., surrounded by trees. 4 km from the centre of Castiglion Fiorentino, 15 km ...
From $156 per night (USD)
VRBO
From $749 per night (USD)
Expedia
Nice home in Castiglion Fiorentino
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Look forward to a wonderful stay in this lovely holiday home. Enjoy your next Italian holiday in this holiday home in ...
From $749 per night (USD)
Expedia
From $435 per night (USD)
VRBO
Casale la Madonnina In Castiglion Fiorentino, Tuscany
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Property for exclusive use Farmhouse with exclusive swimming pool, consisting of 2 apartments and an annex, which can ac ...
From $435 per night (USD)
VRBO
From $281 per night (USD)
VRBO
Country house with private pool (you have a German contact person)
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Located in Castiglion Fiorentino, this welcoming vacation home lets you experience it all. With the property's conven ...
From $281 per night (USD)
VRBO
From $3354 per night (USD)
VRBO
VILLA DE' MICHELANGIOLI
Bedrooms:
9
Bathrooms:
9
Sleeps:
21
[🌟 A TUSCAN PARADISE AWAITS YOU 🌟] Welcome to Villa de' Michelangioli, a luxurious retreat perched on a hilltop in th ...
From $3354 per night (USD)
VRBO
From $1038 per night (USD)
Expedia
Michelangioli by Interhome
Bedrooms:
10
Bathrooms:
9
Sleeps:
18
Large, cosy, comfortable villa "Michelangioli", surrounded by fields. 9 km from the centre of Castiglion Fiorentino, 27 ...
From $1038 per night (USD)
Expedia
From $476 per night (USD)
VRBO
Villa in Tuscany with Pool and Valley Views
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Located near Castiglion Fiorentino, this villa has 4 bedrooms and accommodates 8 people. This luxurious villa has a swim ...
From $476 per night (USD)
VRBO
From $148 per night (USD)
Expedia
Slope 15, small apartment in Castiglion Fiorentino
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Located in Castiglion Fiorentino, this welcoming apartment brings it all within your reach. Archaeological Museum is ...
From $148 per night (USD)
Expedia
From $398 per night (USD)
VRBO
Villa Pieve di Chio
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Located in Castiglion Fiorentino, this welcoming villa lets you experience it all. Jump into your car and make short ...
From $398 per night (USD)
VRBO
From $2071 per night (USD)
VRBO
Villa Manciano nestled in the Tuscan countryside
Bedrooms:
4
Bathrooms:
6
Sleeps:
14
The villa consists of two independent apartments, available for stays and rentals of at least two nights. The first apa ...
From $2071 per night (USD)
VRBO
From $134 per night (USD)
VRBO
Stunning apartment in Manciano
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Spend sunny days in this cosy holiday apartment with access to the pool and child-friendly garden. Welcome to this co ...
From $134 per night (USD)
VRBO
From $563 per night (USD)
VRBO
Campo Grande In Castiglion Fiorentino, Tuscany
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Property for exclusive use Exclusive farmhouse with 3 apartments, exclusive swimming pool, able to accommodate 10 people ...
From $563 per night (USD)
VRBO
From $1074 per night (USD)
VRBO
Villa Angelisa Grande: A characteristic and welcoming three-story ancient tuscan country house surrounded by meadows and by green hills, with Free WI-FI.
Bedrooms:
6
Bathrooms:
10
Sleeps:
21
Villa Angelisa Grande is a characteristic and welcoming three-story ancient tuscan country house surrounded by meadows a ...
From $1074 per night (USD)
VRBO
From $406 per night (USD)
Expedia
Gorgeous home in Castiglion Fiorentino
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Enjoy relaxing days in this authentic holiday home with pool and enchanting panoramic views. In a beautiful, peaceful ...
From $406 per night (USD)
Expedia
From $612 per night (USD)
VRBO
YiDexclusive design Villa Agati
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Splendid villa immersed in the greenery of the Tuscan countryside, surrounded by centuries-old olive trees and enhanced ...
From $612 per night (USD)
VRBO
From $156 per night (USD)
Expedia
Charming Apartment in the Tuscan Countryside surrounded by olive groves
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Located in Castiglion Fiorentino, this welcoming vacation home lets you experience it all. With the property's conven ...
From $156 per night (USD)
Expedia
From $207 per night (USD)
VRBO
Casale il Canaiolo, a holiday home in Tuscany with a garden, local products, a tennis court, and pan
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Nestled on a gentle hill covered with olive trees and just a short distance from the village of Castiglion Fiorentino, C ...
From $207 per night (USD)
VRBO
From $289 per night (USD)
VRBO
Comfortable villa with unique view. Pet friendly! Renovated 2025
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Nestled in Castiglion Fiorentino, this 3-bedroom, 2-bathroom villa brings it all within your reach. Fans of nature an ...
From $289 per night (USD)
VRBO
From $318 per night (USD)
VRBO
Farmhouse in Tuscany with Private Pool
Bedrooms:
1
Bathrooms:
4
Sleeps:
14
Casa Giglio is a charming Tuscan farmhouse dating back to the late 19th century, beautifully restored with traditional c ...
From $318 per night (USD)
VRBO
From $1131 per night (USD)
Expedia
Farmhouse Agriturismo Borgo in Santa Lucia
Bedrooms:
7
Bathrooms:
7
Sleeps:
14
Rental basis: Entire house or apartment Number of bedrooms: 7; Number of other rooms with beds: 0 Number of bathrooms: 7 ...
From $1131 per night (USD)
Expedia
From $206 per night (USD)
VRBO
Villa Meliva Toscana
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Located in Castiglion Fiorentino, this 3-bedroom, 2-bathroom villa lets you experience it all. Fans of nature and the ...
From $206 per night (USD)
VRBO
From $1108 per night (USD)
VRBO
Ferienvilla 'Michelangelo' mit privatem Pool by Interhome
Bedrooms:
10
Bathrooms:
9
Sleeps:
18
Type of building: Detached house. This fantastic villa is surrounded by olive groves and gardens and is ideal for an unf ...
From $1108 per night (USD)
VRBO
From $510 per night (USD)
VRBO
Villa La Foce by Interhome
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Villa La Foce is situated on a charming hillside, just a few kilometres from Castiglion Fiorentino and Cortona. This bea ...
From $510 per night (USD)
VRBO
From $416 per night (USD)
Expedia
Villa Bellavista di Mammi by Interhome
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Size of property: 600m². Nestled within large grounds among rolling hills, Bellavista di Mammi, provides a private peace ...
From $416 per night (USD)
Expedia
From $182 per night (USD)
VRBO
Casa Lèon, Relax Nature and Comfort in the Heart of Valdichiana.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Located in Castiglion Fiorentino, this welcoming apartment lets you experience it all. With the property's convenient ...
From $182 per night (USD)
VRBO
From $217 per night (USD)
Expedia
Capannina - Borgo Dolci Colline Resort Apartment with Pool, Terrace & Shared Garden
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Capannina apartment at Borgo Dolci Colline Resort in Castiglion Fiorentino offers 25 sqm and accommodates up to 2 gu ...
From $217 per night (USD)
Expedia
From $843 per night (USD)
VRBO
Apartment 'Granaio - Borgo Dolci Colline' with Private Pool, Wi-Fi & Air Conditioning
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The Granaio - Borgo Dolci Colline apartment in Castiglion Fiorentino offers 85 sqm for up to 6 guests. It features 2 dou ...
From $843 per night (USD)
VRBO
From $197 per night (USD)
Expedia
Cipresso Apartment at Borgo Dolci Colline Resort with Shared Pool, Wi-Fi & Air Conditioning
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Cipresso apartment at Borgo Dolci Colline Resort offers 45 sqm for up to 3 guests. It features a double bedroom and ...
From $197 per night (USD)
Expedia
From $464 per night (USD)
VRBO
Cascina Borgo Dolci Colline-Limonaia in Castiglion Fiorentino
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Cascina Borgo Dolci Colline-Limonaia in Castiglion Fiorentino offers 35 sqm for 2 guests. You have 1 bedroom with a king ...
From $464 per night (USD)
VRBO
From $304 per night (USD)
Expedia
Stunning private villa for 8 guests with WIFI, A/C, private pool, TV, patio and pets allowed
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Property Summary Nestled among the rolling fields and vineyards of the Tuscan countryside, Cottage Roccaio is a cosy an ...
From $304 per night (USD)
Expedia
From $159 per night (USD)
VRBO
Il Tiglioré by Interhome
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Modern, cosy house "Il Tiglioré", semi-detached, renovated, surrounded by fields. 5 km from the centre of Castiglion Fio ...
From $159 per night (USD)
VRBO
From $539 per night (USD)
Expedia
Borgo Dolci Colline-Querce Farmhouse in Castiglion Fiorentino
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Borgo Dolci Colline-Querce farmhouse in Castiglion Fiorentino offers 55 sqm for up to 2 guests. You’ll find 1 double ...
From $539 per night (USD)
Expedia
From $197 per night (USD)
VRBO
Cascina 'Borgo Dolci Colline-Ziraia'
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Borgo Dolci Colline-Ziraia farmhouse in Castiglion Fiorentino offers 45 sqm for up to 2 guests. You have 1 bedroom w ...
From $197 per night (USD)
VRBO
From $807 per night (USD)
Expedia
Borgo Dolci Colline-Loggia Farmhouse in Castiglion Fiorentino
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Borgo Dolci Colline-Loggia farmhouse in Castiglion Fiorentino offers 55 sqm for up to 2 guests. You have 1 bedroom w ...
From $807 per night (USD)
Expedia
From $171 per night (USD)
VRBO
Ferrino House
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Close to ecotours, wildlife walks, and more, this welcoming vacation home brings it all within reach. With convenient ...
From $171 per night (USD)
VRBO
From $178 per night (USD)
Expedia
Stunning private villa for 4 people with WIFI, A/C, private pool, TV, patio and pets allowed
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Property Summary Nestled among the rolling fields of the Tuscan countryside, "Il Tiglioré" is a modern and cosy semi-de ...
From $178 per night (USD)
Expedia

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Castiglion Fiorentino Rentals

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Results: 154 Rentals