Castiglioni Vacation Rentals

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Our top choices for Castiglioni vacation rentals

Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (107 reviews)
"Great location, beautiful room with a terrace and the best breakfast we had in Italy! "
United States
Angel
The price is CA $122
CA $182 total
includes taxes & fees
Mar 26 - Mar 27
Palazzo al Torrione 2

Camping Boschetto Di Piemma

Camping Boschetto Di Piemma
3.0 star property
San Gimignano
8.8 out of 10, Excellent, (85 reviews)
"The mobile homes were a great alternative when Via Francigena hostels were full. Friendly people, swimming pool was wonderful , and an easy walk back and forth to San Gimignano."
United States
Martha
Camping Boschetto Di Piemma

Tenuta Sant'Ilario

Tenuta Sant'Ilario
Gambassi Terme
9.4 out of 10, Exceptional, (34 reviews)
"Amazing location and property! Owner and staff super nice! I am sure we will be back!"
Australia
Ilaria
Tenuta Sant'Ilario

Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (112 reviews)
"Front desk was very helpful and very comfortable room. "
United States
Chris
The price is CA $104
CA $117 total
includes taxes & fees
Mar 8 - Mar 9
Chianti Village Morrocco

Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (72 reviews)
"The stay was great, and the staff were wonderful. "
United States
SYDNEY
The price is CA $347
CA $389 total
includes taxes & fees
Mar 4 - Mar 5
Terre di Baccio

Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (99 reviews)
"Great people, great location great service"
Canada
James
The price is CA $202
CA $229 total
includes taxes & fees
Mar 9 - Mar 10
Villa il Fedino

Relais Villa Olmo

Relais Villa Olmo
Impruneta
9.4 out of 10, Exceptional, (229 reviews)
"Wonderful stay- we really enjoyed our stay and did not want to leave!! Beautiful hotel and wonderful service!"
United States
Cameron
Relais Villa Olmo

Fattoria il Milione Agriturismo

Fattoria il Milione Agriturismo
4.0 star property
Florence
8.4 out of 10, Very good, (233 reviews)
"We stayed two days with kids. Perfect resort feeling, enjoyed sun rising, perfect ample amount of healthy and fresh breakfast, very welcoming and friendly helpful staff, room are spacious and clean, and cozy remote control heating options, washrooms are very clean and water is always hot. "
Canada
Manjeet
The price is CA $80
CA $111 total
includes taxes & fees
Mar 4 - Mar 5
Fattoria il Milione Agriturismo

Marignolle Relais and Charme

Marignolle Relais and Charme
Florence
9.2 out of 10, Wonderful, (91 reviews)
"I stayed here June 2025 and was most delighted in the property and staff. They were incredibly kind and accommodating and the property is beautiful. Would stay here again!"
Canada
Shelley
Marignolle Relais and Charme

hu Firenze Certosa camping in town

hu Firenze Certosa camping in town
Impruneta
8.0 out of 10, Very good, (59 reviews)
"Wonderful staff and great amenities!"
Canada
Chenjin
hu Firenze Certosa camping in town

Boboli Living

Boboli Living
Historic Centre of Florence
The price is CA $118
CA $150 total
includes taxes & fees
Mar 8 - Mar 9
Boboli Living

I Parigi Corbinelli

I Parigi Corbinelli
Florence
9.4 out of 10, Exceptional, (162 reviews)
"I Parigi Corbinelli is a Tuscan treasure - welcoming, clean and luxurious. Grazie mille."
Australia
Tim
The price is CA $111
CA $141 total
includes taxes & fees
Mar 5 - Mar 6
I Parigi Corbinelli

Hu Firenze Camping In Town

Hu Firenze Camping In Town
Florence
8.8 out of 10, Excellent, (1,623 reviews)
"Staff was extremely helpful and friendly. The chalet room was clean, warm and comfortable. Bus stop right outside made it very convenient to travel to city center "
Canada
Aaron
The price is CA $70
CA $89 total
includes taxes & fees
Mar 3 - Mar 4
Hu Firenze Camping In Town

Home in Florence

Home in Florence
Historic Centre of Florence
9.0 out of 10, Wonderful, (71 reviews)
"Perfect place, super friendly owners, really helpful. "
United Kingdom
Paul
The price is CA $110
CA $141 total
includes taxes & fees
Mar 5 - Mar 6
Home in Florence

Residenza La Musa Amarcord

Residenza La Musa Amarcord
Historic Centre of Florence
9.8 out of 10, Exceptional, (154 reviews)
"Great location, great staff, walking distance to most attractions. We’d definitely recommend this property "
Australia
Maria
Residenza La Musa Amarcord

Numa Florence Palazzo Belfiore

Numa Florence Palazzo Belfiore
Historic Centre of Florence
9.6 out of 10, Exceptional, (378 reviews)
"The best hotel! Near to tourists spots and train stations. Clean and very friendly host !!"
United States
Susie
The price is CA $253
CA $298 total
includes taxes & fees
Mar 4 - Mar 5
Numa Florence Palazzo Belfiore

Il Rivalta - Place of Charme

Il Rivalta - Place of Charme
4.0 star property
Historic Centre of Florence
9.2 out of 10, Wonderful, (472 reviews)
"Excellent place 👍"
United States
Assif
The price is CA $269
CA $318 total
includes taxes & fees
Mar 5 - Mar 6
Il Rivalta - Place of Charme

Camping Village Il Poggetto.

Camping Village Il Poggetto.
3.0 star property
Rignano sull'Arno
8.0 out of 10, Very good, (65 reviews)
"Second stay at this property but got a 3 bed 2 bath cabin this time. Happy with most things could have had more housekeeping for a ten day stay. Great base to explore Tuscany excellent bar especially the staff as well as a nice restaurant "
Australia
Rebecca
The price is CA $92
CA $105 total
includes taxes & fees
Mar 28 - Mar 29
Camping Village Il Poggetto.

Palazzo Mannaioni Suites

Palazzo Mannaioni Suites
4.0 star property
Historic Centre of Florence
9.2 out of 10, Wonderful, (1,088 reviews)
"Clean room, great staff, excellent location."
United States
Joseph
The price is CA $158
CA $197 total
includes taxes & fees
Mar 3 - Mar 4
Palazzo Mannaioni Suites

La Torre Del Cestello

La Torre Del Cestello
Historic Centre of Florence
9.0 out of 10, Wonderful, (238 reviews)
"Great location and great rooms"
United States
David
The price is CA $225
CA $270 total
includes taxes & fees
Mar 13 - Mar 14
La Torre Del Cestello
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 Castiglioni Hotel Reviews

Find out more about Castiglioni

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Castiglioni. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find vacation rentals in Castiglioni?

Yes, we offer vacation rentals close to the most popular attractions in Castiglioni, or you can select a more remote option if you're looking for a relaxing stay.

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

Villa La Stella - Casa per Ferie: This vacation home rental near Castiglioni is located near the airport and has a garden, a library, and air-conditioning to put you at ease in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind.

What’s there to see and do in Castiglioni?

While exploring the area, visit family-friendly sights like Galileo Museum - Institute and Museum of the History of Science, or get outside and enjoy nature at Cascine Park. You’ll find favorite places to visit like Piazza di Santa Maria Novella and Cathedral of Santa Maria del Fiore in the larger area.

What’s a vacation rental in Castiglioni like?

Vacation rentals are private properties where you can stay for a few weeks or just a few days in Castiglioni. Vacation rentals offer extras like WiFi and washers and dryers to help you enjoy your stay. If you're concerned about cleanliness, vacation rentals can offer a sense of safety away from shared hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for a small group gathering.