Title: Castiglion Fiorentino Vacation Rentals from $83: Search Short-Term Rentals | Expedia.com

[Castiglion Fiorentino Travel Guide](https://expedia.com/Castiglion-Fiorentino.dx6047858)[Hotels in Castiglion Fiorentino](https://expedia.com/Castiglion-Fiorentino-Hotels.d6047858.Travel-Guide-Hotels)[Flights to Castiglion Fiorentino](https://expedia.com/Cheap-Flights-To-Castiglion-Fiorentino.d6047858.Travel-Guide-Flights)[Things to do in Castiglion Fiorentino](https://expedia.com/Things-To-Do-In-Castiglion-Fiorentino.d6047858.Travel-Guide-Activities)[Car Rentals in Castiglion Fiorentino](https://expedia.com/Car-Rentals-In-Castiglion-Fiorentino.d6047858.Car-Rental-Guide)[Castiglion Fiorentino Vacation Packages](https://expedia.com/Castiglion-Fiorentino.d6047858.Destination-Travel-Guides)

![](https://images.trvl-media.com/place/6047858/283772a8-9464-465e-a2df-85ffd89fc89a.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Pigellino

![](https://images.trvl-media.com/place/6047858/283772a8-9464-465e-a2df-85ffd89fc89a.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Apr 24 - Apr 26](https://www.expedia.com/Hotel-Search?regionId=6047858&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=6047858&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jul 3 - Jul 5](https://www.expedia.com/Hotel-Search?regionId=6047858&startDate=2026-07-03&endDate=2026-07-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 31 - Aug 2](https://www.expedia.com/Hotel-Search?regionId=6047858&startDate=2026-07-31&endDate=2026-08-02&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Castiglion Fiorentino vacation rentals

![Exterior](https://images.trvl-media.com/lodging/49000000/48620000/48613700/48613662/ab9da5ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/49000000/48620000/48613700/48613662/148c0133.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Double or Twin Room | Minibar, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/49000000/48620000/48613700/48613662/6530f866.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily cooked-to-order breakfast](https://images.trvl-media.com/lodging/49000000/48620000/48613700/48613662/dac9c270.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### San Michele al Borgo

[](https://www.expedia.com/Castiglion-Fiorentino-Hotels-Suite-San-Michele.h48613662.Hotel-Information)

Castiglion Fiorentino

9.8/10

Exceptional

(9 reviews)

"Excellent staff and tasty breakfast!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Vern

$105 nightly

$120 total

Apr 10 - Apr 11

Total with taxes and fees

[](https://www.expedia.com/Castiglion-Fiorentino-Hotels-Suite-San-Michele.h48613662.Hotel-Information)

![Spa](https://images.trvl-media.com/lodging/126000000/125080000/125079500/125079423/d33e98fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/126000000/125080000/125079500/125079423/6d491212.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/126000000/125080000/125079500/125079423/d5b6b592.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/126000000/125080000/125079500/125079423/b5e829f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment 'Granaio - Borgo Dolci Colline' with Private Pool, Wi-Fi, and Air Conditioning

[](https://www.expedia.com/Castiglion-Fiorentino-Hotels-Apartment-Granaio-Borgo-Dolci-Colline-With-Private-Pool.h125079423.Hotel-Information)

Castiglion Fiorentino

$619 nightly

$622 total

Apr 7 - Apr 8

Total with taxes and fees

[](https://www.expedia.com/Castiglion-Fiorentino-Hotels-Apartment-Granaio-Borgo-Dolci-Colline-With-Private-Pool.h125079423.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/105000000/104770000/104767100/104767001/bbfb16cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/105000000/104770000/104767100/104767001/8e576760.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/105000000/104770000/104767100/104767001/9d403556.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/105000000/104770000/104767100/104767001/89816217.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The window on the tower apartment new castiglion fiorentino

[](https://www.expedia.com/Castiglion-Fiorentino-Hotels-The-Window-On-The-Tower-Apartment-New-Castiglion-Fiorentino.h104767001.Hotel-Information)

Castiglion fiorentino

10/10

Exceptional

(1 review)

"Large apartment 4 floors above the town. Easy walking to anywhere in the area. Great shower and large bathroom. Equipped kitchen with big refrigerator. Living room with TV and dining table and couch. Large bedroom with fan. Also, there is a hairdryer and ironing board and iron. You are very close to walk to restaurants and stores, About a mile from the train station up a hill but the hostess helped us with transport.Overall, an excellent stay for my wife and I. (Be aware the room is 4...

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

aric w.

$159 nightly

$161 total

Apr 6 - Apr 7

Total with taxes and fees

[](https://www.expedia.com/Castiglion-Fiorentino-Hotels-The-Window-On-The-Tower-Apartment-New-Castiglion-Fiorentino.h104767001.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/128000000/127740000/127733600/127733528/b2ed3b15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room](https://images.trvl-media.com/lodging/128000000/127740000/127733600/127733528/c7b27558.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/128000000/127740000/127733600/127733528/72a9668b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/128000000/127740000/127733600/127733528/ae101709.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Happy Nest Tuscany Between Florence and Rome

[](https://www.expedia.com/Castiglion-Fiorentino-Hotels-Happy-Nest-Tuscany-Between-Florence-And-Rome.h127733528.Hotel-Information)

Castiglion Fiorentino

$114 nightly

$119 total

Apr 6 - Apr 7

Total with taxes and fees

[](https://www.expedia.com/Castiglion-Fiorentino-Hotels-Happy-Nest-Tuscany-Between-Florence-And-Rome.h127733528.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/125000000/124770000/124768600/124768551/c1ec514b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124770000/124768600/124768551/ad98132b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/125000000/124770000/124768600/124768551/44a148ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/125000000/124770000/124768600/124768551/47c3806a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Casa Lèon, Relax Nature and Comfort in the Heart of Valdichiana.

[](https://www.expedia.com/Castiglion-Fiorentino-Hotels-Casa-Leon.h124768551.Hotel-Information)

Toscana

$123 nightly

$128 total

Apr 7 - Apr 8

Total with taxes and fees

[](https://www.expedia.com/Castiglion-Fiorentino-Hotels-Casa-Leon.h124768551.Hotel-Information)

![Spa](https://images.trvl-media.com/lodging/126000000/125080000/125079500/125079419/16b278b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/126000000/125080000/125079500/125079419/a5e3c2f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/126000000/125080000/125079500/125079419/42c583b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/126000000/125080000/125079500/125079419/5d90039a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment 'Cipresso-Borgo Dolci Colline Resort' with Shared Pool, Wi-Fi & Air Conditioning

[](https://www.expedia.com/Castiglion-Fiorentino-Hotels-Apartment-Cipresso-Borgo-Dolci-Colline-Resort-With-Shared-Pool.h125079419.Hotel-Information)

Castiglion Fiorentino

$174 nightly

$176 total

Apr 8 - Apr 9

Total with taxes and fees

[](https://www.expedia.com/Castiglion-Fiorentino-Hotels-Apartment-Cipresso-Borgo-Dolci-Colline-Resort-With-Shared-Pool.h125079419.Hotel-Information)

![Spa](https://images.trvl-media.com/lodging/126000000/125080000/125079500/125079420/753613e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/126000000/125080000/125079500/125079420/2f712136.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, bed sheets](https://images.trvl-media.com/lodging/126000000/125080000/125079500/125079420/w3000h2211x0y8-cb5435d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/126000000/125080000/125079500/125079420/ffde7ee3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment 'Capannina - Borgo Dolci Colline Resort' with Pool, Terrace & Shared Garden

[](https://www.expedia.com/Castiglion-Fiorentino-Hotels-Apartment-Capannina-Borgo-Dolci-Colline-Resort-With-Pool.h125079420.Hotel-Information)

Castiglion Fiorentino

$137 nightly

$139 total

Apr 11 - Apr 12

Total with taxes and fees

[](https://www.expedia.com/Castiglion-Fiorentino-Hotels-Apartment-Capannina-Borgo-Dolci-Colline-Resort-With-Pool.h125079420.Hotel-Information)

![Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/3000000/2440000/2432300/2432264/258f72ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, lunch, dinner served; local cuisine, garden views ](https://images.trvl-media.com/lodging/3000000/2440000/2432300/2432264/c755ff2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, lunch, dinner served; local cuisine, garden views ](https://images.trvl-media.com/lodging/3000000/2440000/2432300/2432264/920701e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Room (Camera 2) | Premium bedding, down comforters, individually furnished, desk](https://images.trvl-media.com/lodging/3000000/2440000/2432300/2432264/38f4bf63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa di Sotto

[](https://www.expedia.com/Castelnuovo-Berardenga-Hotels-Villa-Di-Sotto.h2432264.Hotel-Information)

Castelnuovo Berardenga

9.4/10

Exceptional

(28 reviews)

"Lovely relaxation options and wonderful restaurant attached to the property! Great for a stay where you are travelling through Tuscany by car! Do not recommend travelling by public transport or taxi as it is very expensive."

![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg)

Amelia

$159 nightly

$175 total

Apr 6 - Apr 7

Total with taxes and fees

[](https://www.expedia.com/Castelnuovo-Berardenga-Hotels-Villa-Di-Sotto.h2432264.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/2000000/1140000/1131000/1130942/b50d05a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/2000000/1140000/1131000/1130942/0dc1dfcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby lounge](https://images.trvl-media.com/lodging/2000000/1140000/1131000/1130942/7a95d976.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Steam room, Turkish bath, body scrubs, massages](https://images.trvl-media.com/lodging/2000000/1140000/1131000/1130942/e763d814.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa Cassia di Baccano

[](https://www.expedia.com/Loro-Ciuffenna-Hotels-Villa-Cassia-Di-Baccano.h1130942.Hotel-Information)

Loro Ciuffenna

9.4/10

Exceptional

(23 reviews)

"The staff were great and the villa was amazing"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ralphvincent

$146 nightly

$161 total

Apr 10 - Apr 11

Total with taxes and fees

[](https://www.expedia.com/Loro-Ciuffenna-Hotels-Villa-Cassia-Di-Baccano.h1130942.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/16000000/15440000/15434500/15434499/7fc2c578.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/16000000/15440000/15434500/15434499/593e3ae2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily local cuisine breakfast](https://images.trvl-media.com/lodging/16000000/15440000/15434500/15434499/c32d3de0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/16000000/15440000/15434500/15434499/e040eb5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa La Ginestra

[](https://www.expedia.com/Subbiano-Hotels-Villa-La-Ginestra.h15434499.Hotel-Information)

Subbiano

9.6/10

Exceptional

(5 reviews)

"Le charme de l'endroit, l'attention de l'hôte, le confort, le déjeuner delicieux."

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Philippe

$132 nightly

$145 total

Apr 8 - Apr 9

Total with taxes and fees

[](https://www.expedia.com/Subbiano-Hotels-Villa-La-Ginestra.h15434499.Hotel-Information)

![1 treatment room, massages](https://images.trvl-media.com/lodging/52000000/51830000/51829000/51828901/9867dcf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Room, Terrace, Valley View | Minibar, in-room safe, blackout drapes, soundproofing](https://images.trvl-media.com/lodging/52000000/51830000/51829000/51828901/2f810565.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/52000000/51830000/51829000/51828901/ce312570.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/52000000/51830000/51829000/51828901/ba51ed0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Casanova - Panoramic Rooms and Suites

[](https://www.expedia.com/San-Quirico-DOrcia-Hotels-Resort-Casanova-Panoramic-Rooms-And-Suites.h51828901.Hotel-Information)

San Quirico d'Orcia

9.2/10

Wonderful

(79 reviews)

"Fantastic place"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Clifford

$174 nightly

$196 total

Apr 11 - Apr 12

Total with taxes and fees

[](https://www.expedia.com/San-Quirico-DOrcia-Hotels-Resort-Casanova-Panoramic-Rooms-And-Suites.h51828901.Hotel-Information)

![Lunch and dinner served, local cuisine](https://images.trvl-media.com/lodging/22000000/21340000/21339500/21339462/98406b43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/22000000/21340000/21339500/21339462/277a67f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/22000000/21340000/21339500/21339462/a8ce016d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lunch and dinner served, local cuisine](https://images.trvl-media.com/lodging/22000000/21340000/21339500/21339462/13e470bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Castello di Gargonza

[](https://www.expedia.com/Monte-San-Savino-Hotels-Castello-Di-Gargonza.h21339462.Hotel-Information)

Monte San Savino

9.2/10

Wonderful

(40 reviews)

"Beautiful area and friendly staff. We stayed here several years ago and were so excited to return."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

David

$249 nightly

$278 total

Apr 6 - Apr 7

Total with taxes and fees

[](https://www.expedia.com/Monte-San-Savino-Hotels-Castello-Di-Gargonza.h21339462.Hotel-Information)

![Panoramic Cottage, 1 Bedroom | Exterior](https://images.trvl-media.com/lodging/23000000/22940000/22938800/22938763/020483c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/23000000/22940000/22938800/22938763/6e2ad2c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/23000000/22940000/22938800/22938763/e878f092.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/23000000/22940000/22938800/22938763/a39f2057.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Affitacamere Maria Gabriella

[](https://www.expedia.com/Pienza-Hotels-Affitacamere-Maria-Gabriella.h22938763.Hotel-Information)

Pienza

9.8/10

Exceptional

(51 reviews)

"This property has a lovely view, great garden, attentive staff with good breakfast. Stayed in the cottage and the patio was very sunny and relaxing. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lenise

$129 nightly

$147 total

Apr 12 - Apr 13

Total with taxes and fees

[](https://www.expedia.com/Pienza-Hotels-Affitacamere-Maria-Gabriella.h22938763.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/11000000/10660000/10653000/10652908/39e29e99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property - evening/night](https://images.trvl-media.com/lodging/11000000/10660000/10653000/10652908/38f51959.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/11000000/10660000/10653000/10652908/9c2d8838.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Royal Suite, Hot Tub (SPA) | Private spa tub](https://images.trvl-media.com/lodging/11000000/10660000/10653000/10652908/8f72c3f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Abbadia Sicille Relais

[](https://www.expedia.com/Trequanda-Hotels-Abbadia-Sicille.h10652908.Hotel-Information)

Trequanda

8.8/10

Excellent

(170 reviews)

"Room was beyond expectations. Helpful staff and overall great experience. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Robert

$107 nightly

$121 total

Apr 9 - Apr 10

Total with taxes and fees

[](https://www.expedia.com/Trequanda-Hotels-Abbadia-Sicille.h10652908.Hotel-Information)

![Bar (on property)](https://images.trvl-media.com/lodging/43000000/42010000/42001200/42001140/d732a716.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Porch](https://images.trvl-media.com/lodging/43000000/42010000/42001200/42001140/a8e96dc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/43000000/42010000/42001200/42001140/9d10099d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room, Terrace | Desk, soundproofing, free WiFi, bed sheets](https://images.trvl-media.com/lodging/43000000/42010000/42001200/42001140/93858826.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### La Piccola Locanda

[](https://www.expedia.com/Chiusi-Hotels-La-Piccola-Locanda.h42001140.Hotel-Information)

Chiusi

7.8/10

Good

(10 reviews)

"This was a great place to stay for two nights in late October and to take out and back day trips by train to Siena and Florence on back-to-back days. Very close to the train station - very convenient. Breakfast in the restaurant in the morning was small, but good. Highly recommend this location! It's small, but serviced and supported very well by the staff at the restaurant. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jeffery

$117 nightly

$132 total

Apr 11 - Apr 12

Total with taxes and fees

[](https://www.expedia.com/Chiusi-Hotels-La-Piccola-Locanda.h42001140.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/101000000/100900000/100896100/100896059/f0bca152.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa | Living area | 24-inch flat-screen TV with satellite channels, DVD player](https://images.trvl-media.com/lodging/101000000/100900000/100896100/100896059/58622732.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/101000000/100900000/100896100/100896059/08c45c27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/101000000/100900000/100896100/100896059/65f08668.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury resort in the Tuscan countryside

[](https://www.expedia.com/Trequanda-Hotels-Luxury-Resort-In-The-Tuscan-Countryside.h100896059.Hotel-Information)

Trequanda

$218 nightly

$243 total

Apr 14 - Apr 15

Total with taxes and fees

[](https://www.expedia.com/Trequanda-Hotels-Luxury-Resort-In-The-Tuscan-Countryside.h100896059.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/12000000/11040000/11031400/11031336/782fdb3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/12000000/11040000/11031400/11031336/cdd9a264.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 2 Bedrooms, Garden View (Maria) | Living room | Flat-screen TV, fireplace](https://images.trvl-media.com/lodging/12000000/11040000/11031400/11031336/667a06a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/12000000/11040000/11031400/11031336/dc2ef8b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Borgo Lucignanello Bandini

[](https://www.expedia.com/Montalcino-Hotels-Borgo-Lucignanello-Bandini.h11031336.Hotel-Information)

Montalcino

9.4/10

Exceptional

(12 reviews)

"Beautiful stay "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Marc

$332 nightly

$374 total

Apr 9 - Apr 10

Total with taxes and fees

[](https://www.expedia.com/Montalcino-Hotels-Borgo-Lucignanello-Bandini.h11031336.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/85000000/84520000/84515400/84515383/7998cd17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/85000000/84520000/84515400/84515383/905084fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/85000000/84520000/84515400/84515383/f6f7b43b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/85000000/84520000/84515400/84515383/bfe877c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Eagle House

[](https://www.expedia.com/Chianciano-Terme-Hotels-MONTEPULCIANO-A-DUE-PASSI-DALLA-VAL-DORCIA.h84515383.Hotel-Information)

CHIANCIANO

10/10

Exceptional

(3 reviews)

"Paolo and Monica were such gracious and enthusiastic hosts. The property is beautiful, and the hospitality was great. Paolo and Monica helped plan our itinerary each day which made for a stress-free week. The highlight was the interaction with owls, eagles, and other animals, as well as the wine cave and the history behind it. Thanks again, Paolo and Monica! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Rob C.

$286 nightly

$286 total

Apr 6 - Apr 7

Total with taxes and fees

[](https://www.expedia.com/Chianciano-Terme-Hotels-MONTEPULCIANO-A-DUE-PASSI-DALLA-VAL-DORCIA.h84515383.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/47000000/46280000/46279800/46279780/0aaa13a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Junior Suite, Balcony | Premium bedding, minibar, in-room safe, desk](https://images.trvl-media.com/lodging/47000000/46280000/46279800/46279780/2ef8f95c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Daily buffet breakfast (EUR 10 per person)](https://images.trvl-media.com/lodging/47000000/46280000/46279800/46279780/8011dd87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/47000000/46280000/46279800/46279780/cabc4072.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Meublé Il Riccio

[](https://www.expedia.com/Montepulciano-Hotels-Meuble-Il-Riccio.h46279780.Hotel-Information)

Montepulciano

9.8/10

Exceptional

(91 reviews)

"Staff is great and many good restaurants in short walking distance."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mark

$164 nightly

$185 total

Apr 9 - Apr 10

Total with taxes and fees

[](https://www.expedia.com/Montepulciano-Hotels-Meuble-Il-Riccio.h46279780.Hotel-Information)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/97000000/96940000/96934300/96934275/8dbfb990.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/97000000/96940000/96934300/96934275/236bbc19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Elite Apartment | Egyptian cotton sheets, premium bedding, down comforters](https://images.trvl-media.com/lodging/97000000/96940000/96934300/96934275/c7f9cf0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Elite Apartment | Egyptian cotton sheets, premium bedding, down comforters](https://images.trvl-media.com/lodging/97000000/96940000/96934300/96934275/7531d9f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Albergo Diffuso Borgo Santo

[](https://www.expedia.com/Asciano-Hotels-Albergo-Diffuso-Borgo-Santo.h96934275.Hotel-Information)

Asciano

$220 nightly

$248 total

Apr 21 - Apr 22

Total with taxes and fees

[](https://www.expedia.com/Asciano-Hotels-Albergo-Diffuso-Borgo-Santo.h96934275.Hotel-Information)

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.

[View all properties](https://expedia.com/Hotel-Search?startDate=2026-04-19&endDate=2026-04-20&regionId=6047858&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Villas

[](https://www.expedia.com/Hotel-Search?destination=Castiglion+Fiorentino%2C+Tuscany%2C+Italy&regionId=6047858&latLong=43.341667%2C11.923695&adults=2&startDate=2026-07-04&d1=2026-07-04&endDate=2026-07-07&d2=2026-07-07&lodging=VILLA)

Private vacation homes

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Apartments

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Cottages

[](https://www.expedia.com/Hotel-Search?destination=Castiglion+Fiorentino%2C+Tuscany%2C+Italy&regionId=6047858&latLong=43.341667%2C11.923695&adults=2&startDate=2026-07-04&d1=2026-07-04&endDate=2026-07-07&d2=2026-07-07&lodging=COTTAGE)

Aparthotels

[](https://www.expedia.com/Hotel-Search?destination=Castiglion+Fiorentino%2C+Tuscany%2C+Italy&regionId=6047858&latLong=43.341667%2C11.923695&adults=2&startDate=2026-07-04&d1=2026-07-04&endDate=2026-07-07&d2=2026-07-07&lodging=APART_HOTEL)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Castiglion+Fiorentino%2C+Tuscany%2C+Italy&regionId=6047858&latLong=43.341667%2C11.923695&adults=2&startDate=2026-07-04&d1=2026-07-04&endDate=2026-07-07&d2=2026-07-07&lodging=CONDO)

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Castiglion+Fiorentino%2C+Tuscany%2C+Italy&regionId=6047858&latLong=43.341667%2C11.923695&adults=2&startDate=2026-07-04&d1=2026-07-04&endDate=2026-07-07&d2=2026-07-07&lodging=CABIN)

Residences

[](https://www.expedia.com/Hotel-Search?destination=Castiglion+Fiorentino%2C+Tuscany%2C+Italy&regionId=6047858&latLong=43.341667%2C11.923695&adults=2&startDate=2026-07-04&d1=2026-07-04&endDate=2026-07-07&d2=2026-07-07&lodging=RESIDENCE)

Chalets

[](https://www.expedia.com/Hotel-Search?destination=Castiglion+Fiorentino%2C+Tuscany%2C+Italy&regionId=6047858&latLong=43.341667%2C11.923695&adults=2&startDate=2026-07-04&d1=2026-07-04&endDate=2026-07-07&d2=2026-07-07&lodging=CHALET)

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## Top Castiglion Fiorentino Hotel Reviews

![Hotel Continentale](https://images.trvl-media.com/lodging/2000000/1750000/1749400/1749370/4e74b419_y.jpg)

### Hotel Continentale

10/10 Excellent

"Breakfast was great, many choices from eggs to cheese to cereals and yogurts and breakfast pastries & at 12€ also great value. The whole hotel is immaculate including bathrooms both those with the room and the public ones. Staff were incredibly friendly & helpful. The location is amazing , a 3 minute walk from the train station and 10 minutes to the Piazza Grande & close to many good restaurants. Wifi is very good and easy to connect to, beds are comfortable with really nice bed linens. The icing on the cake is the rooftop terrace. Checkout is 11 AM, but our train wasn't until 4PM. After walking to 2 museums and having lunch at a local restaurant , we returned to the hotel to pick up our bags and were welcome to wait either in the lounge off the lobby or on the Terrace. An excellent hotel for the price."

[](https://expedia.com/Arezzo-Hotels-Hotel-Continentale.h1749370.Hotel-Information)

![Hotel Relais II Chiostro di Pienza](https://images.trvl-media.com/lodging/1000000/900000/893100/893017/45dfbbfc_y.jpg)

### Hotel Relais II Chiostro di Pienza

6/10 Okay

"The room was full of ants and other small insects. I was staying in the middle of Tuscany wine country, I would expect my room to have a corkscrew and at least glass glasses. The room only had flimsy plastic cups. "

[](https://expedia.com/Pienza-Hotels-Hotel-Relais-II-Chiostro-Di-Pienza.h893017.Hotel-Information)

![Precise Tale Poggio Alla Sala](https://images.trvl-media.com/lodging/91000000/90890000/90888700/90888666/33c1dfc6_y.jpg)

### Precise Tale Poggio Alla Sala

10/10 Excellent

"Most gorgeous setting, lovely staff and delicious food. We will definitely be back!"

[](https://expedia.com/Montepulciano-Hotels-Precise-Tale-Poggio-Alla-Sala.h90888666.Hotel-Information)

![Borgo Sant'Ambrogio Resort](https://images.trvl-media.com/lodging/25000000/24050000/24047000/24046952/ec2d862b_y.jpg)

### Borgo Sant'Ambrogio Resort

8/10 Good

"Breakfast menu is basic and poor. "

[](https://expedia.com/Trequanda-Hotels-Borgo-SantAmbrogio-Resort.h24046952.Hotel-Information)

![Monastero di Cortona Hotel & Spa](https://images.trvl-media.com/lodging/24000000/23270000/23264500/23264410/b2055c17_y.jpg)

### Monastero di Cortona Hotel & Spa

10/10 Excellent

"The staff and facilities were excellent "

[](https://expedia.com/Cortona-Hotels-Monastero-Di-Cortona-Hotel-Spa.h23264410.Hotel-Information)

![Hotel San Gregorio](https://images.trvl-media.com/lodging/3000000/2700000/2692200/2692135/0e5f89fd_y.jpg)

### Hotel San Gregorio

10/10 Excellent

"Room was large and very clean. Bed was king sized and comfortable. Check-in was easy with underground parking for a nominal fee. Hotel is right outside downtown area, making it super walkable. Breakfast was great with many options. "

[](https://expedia.com/Pienza-Hotels-Hotel-San-Gregorio.h2692135.Hotel-Information)

![Il Borro - Relais & Châteaux](https://images.trvl-media.com/lodging/6000000/5590000/5585700/5585638/fb1bfe8a_y.jpg)

### Il Borro - Relais & Châteaux

10/10 Excellent

"Best hospitality!!! Amazing property and activities! Loved our stay :)"

[](https://expedia.com/Loro-Ciuffenna-Hotels-Il-Borro-Relais-Chateaux.h5585638.Hotel-Information)

![Hotel Corsignano](https://images.trvl-media.com/lodging/3000000/2530000/2525700/2525690/ba2de8ee_y.jpg)

### Hotel Corsignano

10/10 Excellent

"The heat in the room and bath were not working. Fortunately there were extra blankets ! "

[](https://expedia.com/Pienza-Hotels-Hotel-Corsignano.h2525690.Hotel-Information)

![Agriturismo Il Macchione](https://images.trvl-media.com/lodging/23000000/22950000/22946200/22946136/a05f18a1_y.jpg)

### Agriturismo Il Macchione

10/10 Excellent

"It’s a very well maintained property with right mix of everything Agriturismo has to offer. I can only wish I have more nights there."

[](https://expedia.com/Pienza-Hotels-Agriturismo-Il-Macchione.h22946136.Hotel-Information)

## Find out more about Castiglion Fiorentino

**Everything you need to know about Castiglion Fiorentino vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Castiglion Fiorentino vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Castiglion Fiorentino vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Castiglion Fiorentino vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Castiglion Fiorentino. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Castiglion Fiorentino in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $83 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Castiglion Fiorentino rentals**

At Expedia, we put the best Castiglion Fiorentino vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Castiglion Fiorentino rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Castiglion Fiorentino vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Castiglion Fiorentino. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

## Explore a world of travel with Expedia

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- [Villas in Castiglion Fiorentino ](https://expedia.com/Castiglion-Fiorentino-Villas.d6047858-aaVillas.Travel-Guide-Accommodation)
- [Apartments in Castiglion Fiorentino ](https://expedia.com/Castiglion-Fiorentino-Apartments.d6047858-aaApartments.Travel-Guide-Accommodation)
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## Frequently asked questions

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- [Car rentals in Siena](https://expedia.com/Car-Rentals-In-Siena.d9821.Car-Rental-Guide)

Activities

- [Things to do in Florence](https://expedia.com/Things-To-Do-In-Florence.d1222.Travel-Guide-Activities)
- [Things to do in Pisa](https://expedia.com/Things-To-Do-In-Pisa.d2877.Travel-Guide-Activities)
- [Things to do in Cecina](https://expedia.com/Things-To-Do-In-Cecina.d6123192.Travel-Guide-Activities)
- [Things to do in Manciano](https://expedia.com/Things-To-Do-In-Manciano.d6047213.Travel-Guide-Activities)
- [Things to do in Montecatini Terme](https://expedia.com/Things-To-Do-In-Montecatini-Terme.d4956.Travel-Guide-Activities)

Packages

- [Florence Vacation](https://expedia.com/Florence.d1222.Destination-Travel-Guides)

Vacation Rentals

- [Florence Rentals](https://expedia.com/Florence-Vacation-Rentals.d1222.Travel-Guide-VacationRentals)

General

- [Visit Follonica](https://expedia.com/Follonica.dx6123914)
- [Visit San Gimignano](https://expedia.com/San-Gimignano.dx11091)
- [Visit Florence](https://expedia.com/Florence.dx1222)
- [Visit Viareggio](https://expedia.com/Viareggio.dx4894)
- [Visit Portoferraio](https://expedia.com/Portoferraio.dx4876)
- [Visit Monte Argentario](https://expedia.com/Monte-Argentario.dx602888)
- [Visit Siena](https://expedia.com/Siena.dx9821)

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