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Castiglion Fiorentino Vacation Rentals

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Nov 23 - Nov 24
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Nov 24 - Nov 25
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Nov 28 - Nov 30
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Dec 5 - Dec 7

Vacation Rentals in Castiglion Fiorentino

Pool
Farmhouse in the hills with panoramic view and swimming pool

Vacation Home in Ristonchia

9.6 out of 10, Exceptional, (75)
"Was wonderful and beautiful. "
United States
Alana A.
Farmhouse in the hills with panoramic view and swimming pool
Breakfast, lunch, dinner served; local cuisine
Hotel San Gregorio

Residence in Pienza

3.0 star property
9.4 out of 10, Exceptional, (134)
"Such friendly staff, loved Pienza and the property was such a good location! "
United Kingdom
Bethan
The price is ￥22,616
￥25,957 total
includes taxes & fees
Nov 24 - Nov 25
Hotel San Gregorio
View from room
Abbadia Sicille Relais

Residence in Trequanda

4.0 star property
8.8 out of 10, Excellent, (163)
"We stayed there for 1 night our our way to Rome. BEAUTIFUL. Bed was very comfortable as well. 10/10 will recommend to everyone "
United States
Brittnay
The price is ￥10,395
￥11,975 total
includes taxes & fees
Nov 24 - Nov 25
Abbadia Sicille Relais
Front of property - evening/night
Casanova - Panoramic Rooms and Suites

Residence in San Quirico d'Orcia

3.0 star property
9.0 out of 10, Wonderful, (78)
"Fantastic place"
United States
Clifford
Casanova - Panoramic Rooms and Suites
Deluxe Apartment, 2 Bedrooms, Balcony | Free WiFi, bed sheets
Bellarmino Boutique Apartments

Apartment in Montepulciano

The price is ￥13,064
￥15,090 total
includes taxes & fees
Dec 14 - Dec 15
Bellarmino Boutique Apartments
Lobby
Residenza Fabroni

Residence in Montepulciano

8.8 out of 10, Excellent, (93)
"We had a great stay! Beautiful on the roof top terrace!"
United States
Jennifer
The price is ￥12,379
￥14,337 total
includes taxes & fees
Nov 27 - Nov 28
Residenza Fabroni
Outdoor dining
Hilltop house in the heart of Tuscany with private pool

Villa in Montisi

9.8 out of 10, Exceptional, (94)
"Wonderful, quiet, beautiful. Everything you could want in country stay near a small village."
United States
Timothy C.
Hilltop house in the heart of Tuscany with private pool
Exterior
Il Poggio dell'Eremita

Villa in Sinalunga

10.0 out of 10, Exceptional, (58)
"Amazing property! Could not recommend more."
United States
Annika P.
The price is ￥21,230
￥24,831 total
includes taxes & fees
Nov 30 - Dec 1
Il Poggio dell'Eremita
Property entrance
Il Tosco

Residence in Montepulciano

10.0 out of 10, Exceptional, (113)
"Stunning views. Excellent hostess! Fabulous breakfast!! Would definitely stay again if ever back"
Canada
stephen
The price is ￥39,037
￥43,660 total
includes taxes & fees
Nov 26 - Nov 27
Il Tosco
Outdoor pool
17th century farmhouse with private pool and Wi-Fi and air conditioning

Villa in Arezzo

9.2 out of 10, Wonderful, (39)
"We stayed as a family of 10 and had a great time. The accommodation is definitely rustic and traditional. It won’t suit everyone but if you’re looking to get back to basics look no further! For us as an Australian family it could have cleaner and we ended up doing cleaning ourselves to make it more comfortable. The bed linen and towels are also ready for a refresh. The host was great and provided a good summary of the local area and sights. Arezzo is a lovely day out. "
Australia
Anonymous traveler
17th century farmhouse with private pool and Wi-Fi and air conditioning
Outdoor pool
Villa in Montalcino, exclusive for you, stunning view!!!

Villa in Montalcino

10.0 out of 10, Exceptional, (86)
"Lovely villa in a beautiful location. "
United Kingdom
helen S.
Villa in Montalcino, exclusive for you, stunning view!!!
Exterior
Casina in authentic Tuscany

Apartment in Cortona

9.8 out of 10, Exceptional, (69)
"The property was perfect. Lots of room, enough dishes and basic necessities. Wifi was good. Central to our adventures to Siena, Cortona, Perugia and Assisi over the duration of our visit. Thank you!"
Canada
Jeff W.
Casina in authentic Tuscany
Property grounds
Artisti del Cavallo Tourism

Villa in Foiano della Chiana

8.4 out of 10, Very Good, (24)
"Good house for one night. "
Germany
Heiner
The price is ￥11,841
￥13,385 total
includes taxes & fees
Nov 30 - Dec 1
Artisti del Cavallo Tourism
Outdoor dining
Luxury Cortona view hilltop Villa

Villa in cortona

10.0 out of 10, Exceptional, (50)
"Perfect location for day trips covering so many of the hilltop towns. Perfect accommodation for a group of 12 friends as each bedroom has it’s own bathroom.Perfect Villa for relaxing at home coffee every morning, lying by the pool and dinner watching the incredible sunsets.Perfect hosts. Denise takes care of everything while you are at the villa including cooking us a wonderful dinner. Mieke answered all our questions prior to our arrival very promptly. She has set the villa up perfectly and...
Australia
Belinda P.
Luxury Cortona view hilltop Villa
Standard Room | Exterior
Osteria del Borgo

Residence in Montepulciano

9.0 out of 10, Wonderful, (156)
"Staff and location were both excellent."
United States
Nicholas
Osteria del Borgo
Fridge, microwave, oven, stovetop
Charming & Luxury Historic Guest House in the Center of Arezzo ( Tuscany)

Apartment in Arezzo Centro Storico

10.0 out of 10, Exceptional, (133)
"Wonderful stay at Stefano’s. Beautiful renovation, that was done with passion. Thanks Stefano for also helping us with finding a local wine tour! "
United States
Karen R.
Charming & Luxury Historic Guest House in the Center of Arezzo ( Tuscany)
Outdoor pool
Montalcino: Private villa in the heart of Tuscany, private pool,panoramic view!

Villa in Montisi

10.0 out of 10, Exceptional, (59)
"Beautiful property comfortable beds. Amazing views room two sit outside and enjoy sunsets."
United States
Darrel W.
Montalcino: Private villa in the heart of Tuscany, private pool,panoramic view!
Outdoor pool
Villa with private pool, air conditioning near wineries at 3km from village

Villa in CHIANCIANO terme

9.4 out of 10, Exceptional, (46)
"Thank you for your amazing hospitality and sharing your beautiful space with us. We felt welcomed and at home the entire time we were here. We enjoyed exploring all the Tuscan towns and enthralled by the beauty of the countryside. The pool was a favourite for our children and we loved seeing the different wildlife; porcupines, wild boars, and coyotes. The dinner that Leonardo cooked for us was an absolute highlight and HIGHLY recommend this to any other guests who wish to indulge. Thank you so...
Canada
Kevin H.
Villa with private pool, air conditioning near wineries at 3km from village
Exterior
Podere La Chiusella

Aparthotel in Rapolano Terme

9.4 out of 10, Exceptional, (30)
"Et sjarmerende lite B&B. Har nok vært utrolig vakkert i sine glansdager, men områdene rundt bærer preg av lite vedlikehold. Leiligheten var helt grei for en overnatting. Gulvet på badet var ikke rent. Når vi tørket opp etter oss ble håndkleet møkkete. Men overnattingen var helt grei alt i alt. Når vi skulle sjekke ut var det ikke et menneske å se, resepsjonen var stengt. Endte med å sette nøklene i døra og dra da alt var betalt ved bestilling."
Norway
Elisabeth
Podere La Chiusella
Outdoor pool
Spacious Villa Noble With All the Comfort, Located In A Peaceful Location Arezzo

Villa in Arezzo

10.0 out of 10, Exceptional, (18)
"Amazing location, great pool, ideal for a large group. Very friendly and helpful hosts. Second stay at this property would definitely consider it again. "
United Kingdom
Julie C.
The price is ￥304,321
￥420,827 total
includes taxes & fees
Dec 7 - Dec 8
Spacious Villa Noble With All the Comfort, Located In A Peaceful Location Arezzo
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Castiglion Fiorentino Hotel Reviews

Hotel Corsignano

Hotel Corsignano

10/10 Excellent
"Amazing hotel completely walkable to all pienza has to offer. The breakfast is amazing. The room was so pretty. The jacuzzi topped of a perfect day"
Matthew 2-night trip
Posted 3 days ago
Hotel Corsignano

Find out more about Castiglion Fiorentino

Search for holiday rentals in Castiglion Fiorentino on Expedia! You can easily find your home rentals, villas, holiday apartments in Castiglion Fiorentino using one of the methods below:

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Look no further and take a look at our great range of rental properties in Castiglion Fiorentino!

Frequently asked questions

Are there vacation rentals in Castiglion Fiorentino?

Yes, you can find vacation rentals close to the most popular local attractions in Castiglion Fiorentino, or you can go with a more remote option if you're looking for relaxation. Castiglion Fiorentino is known for its wineries and churches. Make sure you have time to check out the monuments and art during your trip.

What are some of the best vacation rentals that Castiglion Fiorentino has to offer?

Farmhouse in the hills with panoramic view and swimming pool: Visitors give good reviews to this Castiglion Fiorentino vacation home rental, which is located in a rural location and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the garden in this rental home to help you unwind.

How many vacation rentals are there in Castiglion Fiorentino?

With 94 Expedia vacation rentals, you're sure to find just the right place for your Castiglion Fiorentino stay.

What can I see and do in Castiglion Fiorentino?

Cultural attractions include Municipal Art Gallery, whereas Val di Chiana is a spot to enjoy nature. Tennis Club Castiglionese and Agricola Buccelletti Winery are other places to visit while you're in town.

What are vacation rentals like in Castiglion Fiorentino?

Vacation rentals are privately owned accommodations you can stay in for a couple days or more in Castiglion Fiorentino. Vacation rentals offer extras like laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a clean environment, vacation rentals can offer a sense of security away from shared hotel elevators and bustling concierge desks while still allowing you to travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive option for a small group gathering.