Title: San Leolino Vacation Rentals from $105: Search Short-Term Rentals | Expedia.com

[San Leolino Travel Guide](https://expedia.com/San-Leolino.dx6361205)[Hotels in San Leolino](https://expedia.com/San-Leolino-Hotels.d6361205.Travel-Guide-Hotels)[Flights to San Leolino](https://expedia.com/Cheap-Flights-To-San-Leolino.d6361205.Travel-Guide-Flights)[Car Rentals in San Leolino](https://expedia.com/Car-Rentals-In-San-Leolino.d6361205.Car-Rental-Guide)[San Leolino Vacation Packages](https://expedia.com/San-Leolino.d6361205.Destination-Travel-Guides)

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## Check prices for these dates

In two weeks

[Mar 27 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=6361205&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 8 - May 10](https://www.expedia.com/Hotel-Search?regionId=6361205&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=6361205&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 four months

[Jul 3 - Jul 5](https://www.expedia.com/Hotel-Search?regionId=6361205&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)

## Our top choices for San Leolino vacation rentals

![Lobby](https://images.trvl-media.com/lodging/2000000/1140000/1131000/1130942/b50d05a7.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)

![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)

### Townhouse in Loro Ciuffenna

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

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

$153 nightly

$169 total

Mar 19 - Mar 20

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)

![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)

![Interior](https://images.trvl-media.com/lodging/16000000/15440000/15434500/15434499/29beacc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Townhouse in Subbiano

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

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

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

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116960000/116957400/116957378/7e336ded.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/117000000/116960000/116957400/116957378/86cd748c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, bidet, towels](https://images.trvl-media.com/lodging/117000000/116960000/116957400/116957378/3c123570.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/117000000/116960000/116957400/116957378/35e78bb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Monteaperti

[](https://www.expedia.com/Castelnuovo-Berardenga-Hotels-Cosy-Double-Room-In-Pretty-Cottage-With-WiFi-And-AC-In-Enchanting-Monteaperti.h116957378.Hotel-Information)

10/10

Exceptional

(2 reviews)

"We loved this place. Modern cabin set in a rustic Tuscan setting. Beautiful property, very comfortable stay, and very attentive staff. Family owned and operated. Amazing restaurant just steps away. A perfect place for respite"

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

Ian F.

$189 nightly

$195 total

Mar 14 - Mar 15

Total with taxes and fees

[](https://www.expedia.com/Castelnuovo-Berardenga-Hotels-Cosy-Double-Room-In-Pretty-Cottage-With-WiFi-And-AC-In-Enchanting-Monteaperti.h116957378.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/25000000/24950000/24941200/24941118/190e02d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/25000000/24950000/24941200/24941118/64c8d4c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/25000000/24950000/24941200/24941118/a47cb16a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/25000000/24950000/24941200/24941118/b53ae9f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Townhouse in Siena

[](https://www.expedia.com/Siena-Hotels-Il-Pozzo-Di-SantAndrea.h24941118.Hotel-Information)

9.8/10

Exceptional

(16 reviews)

"Great host, lovely place near Siena"

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

Prem

[](https://www.expedia.com/Siena-Hotels-Il-Pozzo-Di-SantAndrea.h24941118.Hotel-Information)

![Interior detail](https://images.trvl-media.com/lodging/16000000/15910000/15907000/15906915/cdb3c15d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, Garden View | Premium bedding, memory foam beds, minibar, in-room safe](https://images.trvl-media.com/lodging/16000000/15910000/15907000/15906915/3a6f7416.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio | In-room dining](https://images.trvl-media.com/lodging/16000000/15910000/15907000/15906915/424f0a63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family dining](https://images.trvl-media.com/lodging/16000000/15910000/15907000/15906915/56594a0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Siena

[](https://www.expedia.com/Siena-Hotels-La-Coroncina-Lodging.h15906915.Hotel-Information)

10/10

Exceptional

(42 reviews)

"Fantastic place, and I highly recommend it."

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

Hassan

$109 nightly

$125 total

Mar 18 - Mar 19

Total with taxes and fees

[](https://www.expedia.com/Siena-Hotels-La-Coroncina-Lodging.h15906915.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/27000000/26500000/26500000/26499959/e04fd69c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/27000000/26500000/26500000/26499959/100f6cff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/27000000/26500000/26500000/26499959/4f173bce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Triple Room | Bathroom | Shower, free toiletries, hair dryer, bidet](https://images.trvl-media.com/lodging/27000000/26500000/26500000/26499959/c721d6f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Foiano della Chiana

[](https://www.expedia.com/Foiano-Della-Chiana-Hotels-Agriturismo-Artisti-Del-Cavallo.h26499959.Hotel-Information)

8.4/10

Very Good

(24 reviews)

"Good house for one night. "

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

Heiner

$80 nightly

$90 total

Apr 13 - Apr 14

Total with taxes and fees

[](https://www.expedia.com/Foiano-Della-Chiana-Hotels-Agriturismo-Artisti-Del-Cavallo.h26499959.Hotel-Information)

![Studio, Patio, Ground Floor | Terrace/patio](https://images.trvl-media.com/lodging/3000000/2530000/2524600/2524503/291b1398.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/3000000/2530000/2524600/2524503/d64344d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/3000000/2530000/2524600/2524503/2fe340cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio, Patio, Ground Floor | Private kitchen | Fridge, stovetop, coffee/tea maker, electric kettle](https://images.trvl-media.com/lodging/3000000/2530000/2524600/2524503/04effc95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Siena

[](https://www.expedia.com/Siena-Hotels-Fullino-Nero.h2524503.Hotel-Information)

9.6/10

Exceptional

(50 reviews)

"Great stay! Clean rooms with air conditioning. Beautiful grounds "

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

Christian

$101 nightly

$116 total

Apr 11 - Apr 12

Total with taxes and fees

[](https://www.expedia.com/Siena-Hotels-Fullino-Nero.h2524503.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/28000000/27450000/27448100/27448054/d05582b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/28000000/27450000/27448100/27448054/d6476b51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/28000000/27450000/27448100/27448054/ff9693c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/28000000/27450000/27448100/27448054/a8ccbf55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Sinalunga

[](https://www.expedia.com/Sinalunga-Hotels-Il-Poggio-Delleremita.h27448054.Hotel-Information)

10/10

Exceptional

(59 reviews)

"Fantastic place! Great location. "

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

Paul Q.

$176 nightly

$178 total

Mar 14 - Mar 15

Total with taxes and fees

[](https://www.expedia.com/Sinalunga-Hotels-Il-Poggio-Delleremita.h27448054.Hotel-Information)

![Breakfast meal](https://images.trvl-media.com/lodging/6000000/5220000/5218800/5218707/da164cd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/6000000/5220000/5218800/5218707/7aa0755c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Balcony](https://images.trvl-media.com/lodging/6000000/5220000/5218800/5218707/fe380723.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/6000000/5220000/5218800/5218707/a07ebcd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Townhouse in Siena City Centre

[](https://www.expedia.com/Siena-Hotels-BB-Il-Corso.h5218707.Hotel-Information)

9.8/10

Exceptional

(194 reviews)

"Great location"

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

Mina

[](https://www.expedia.com/Siena-Hotels-BB-Il-Corso.h5218707.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/23000000/22750000/22746400/22746331/994aad7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/23000000/22750000/22746400/22746331/735b790e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/23000000/22750000/22746400/22746331/aba3f4d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/23000000/22750000/22746400/22746331/ddbdc210.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Townhouse in Gaiole in Chianti

[](https://www.expedia.com/Gaiole-In-Chianti-Hotels-L-Eroico.h22746331.Hotel-Information)

10/10

Exceptional

(12 reviews)

"Monica was the friendliest most enthusiastic host we’ve stayed with. Everything from her greeting to the amazing breakfast was perfect. She does a lot of baking, so the breakfast was really a treat and you could also get eggs cooked in various ways. The room was a little small but very comfortable. Parking was on the street, but it was fairly close and easy."

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

Perry

[](https://www.expedia.com/Gaiole-In-Chianti-Hotels-L-Eroico.h22746331.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/25000000/24380000/24373100/24373081/c3f2502a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/25000000/24380000/24373100/24373081/30d81c15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/25000000/24380000/24373100/24373081/b87c70b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Double or Twin Room, 1 Bedroom | Premium bedding, down comforters, pillowtop beds, minibar](https://images.trvl-media.com/lodging/25000000/24380000/24373100/24373081/41636195.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Townhouse in Arezzo

[](https://www.expedia.com/Arezzo-Hotels-La-Valle-Di-Monna-Lisa.h24373081.Hotel-Information)

9.2/10

Wonderful

(9 reviews)

"Massimiliano was a great host, but we were the only guests and the restaurant was closed. The hotel was basically unmanaged. It should not have been listed as a hotel. "

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

Bart

[](https://www.expedia.com/Arezzo-Hotels-La-Valle-Di-Monna-Lisa.h24373081.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/21000000/20150000/20140700/20140609/d72b3a9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room dining](https://images.trvl-media.com/lodging/21000000/20150000/20140700/20140609/5a73c489.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Down comforters, desk, cribs/infant beds, rollaway beds](https://images.trvl-media.com/lodging/21000000/20150000/20140700/20140609/9202ac3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, free toiletries, hair dryer, bidet](https://images.trvl-media.com/lodging/21000000/20150000/20140700/20140609/66079b3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Townhouse in Ravacciano

[](https://www.expedia.com/Siena-Hotels-Domus-Il-Palio-BB.h20140609.Hotel-Information)

9.2/10

Wonderful

(83 reviews)

"Hotel clean comfortable. No elevator, no reception desk. "

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

Karin

[](https://www.expedia.com/Siena-Hotels-Domus-Il-Palio-BB.h20140609.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/120000000/119600000/119595800/119595715/d620a5f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119600000/119595800/119595715/4b66fb4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119600000/119595800/119595715/b7770e2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119600000/119595800/119595715/170d5f1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Arezzo Centro Storico

[](https://www.expedia.com/Arezzo-Hotels-Tolletta-10-E-Lode-One-Bedroom-House.h119595715.Hotel-Information)

10/10

Exceptional

(1 review)

" La casa pulitissima è molto bella, l’host molto disponibile e gentile, risponde sempre e anche subito. La posizione ottimale per fare il giro dei mercatini e di tutta la città. Consigliatissima "

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

Maria Gemma

$163 nightly

$163 total

Mar 16 - Mar 17

Total with taxes and fees

[](https://www.expedia.com/Arezzo-Hotels-Tolletta-10-E-Lode-One-Bedroom-House.h119595715.Hotel-Information)

![Romantic Double Room, 1 Queen Bed, Hot Tub, Ground Floor | Private spa tub](https://images.trvl-media.com/lodging/25000000/24990000/24986600/24986573/w5467h3644x6y6-bfae763b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Romantic Double Room, 1 Queen Bed, Hot Tub, Ground Floor | In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/25000000/24990000/24986600/24986573/936c2188.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/25000000/24990000/24986600/24986573/543e1f7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Daily buffet breakfast (EUR 10 per person)](https://images.trvl-media.com/lodging/25000000/24990000/24986600/24986573/w5470h3644x0y0-9c1f6ad0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Townhouse in Monte San Savino

[](https://www.expedia.com/Monte-San-Savino-Hotels-DormiVeglia-BB.h24986573.Hotel-Information)

10/10

Exceptional

(27 reviews)

"Amazing, warm, sweet, lovely, such a gem of a place!"

![American Samoa](https://a.travel-assets.com/egds/marks/flags/as.svg)

Melissa Hyun Joo

[](https://www.expedia.com/Monte-San-Savino-Hotels-DormiVeglia-BB.h24986573.Hotel-Information)

![Tasting room](https://images.trvl-media.com/lodging/11000000/10540000/10536200/10536156/bc901666.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![City view from property](https://images.trvl-media.com/lodging/11000000/10540000/10536200/10536156/391cb1d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Concierge desk](https://images.trvl-media.com/lodging/11000000/10540000/10536200/10536156/163ec176.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Double or Twin Room, Air conditioning | Minibar, soundproofing, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/11000000/10540000/10536200/10536156/74f0dd1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Residence in Siena City Centre

[](https://www.expedia.com/Siena-Hotels-Il-Battistero-Siena-Residenza-DEpoca.h10536156.Hotel-Information)

9.6/10

Exceptional

(200 reviews)

"Great location and friendly staff. "

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

Parissa

[](https://www.expedia.com/Siena-Hotels-Il-Battistero-Siena-Residenza-DEpoca.h10536156.Hotel-Information)

![Room amenity](https://images.trvl-media.com/lodging/17000000/16250000/16245600/16245550/3d8bc861.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Apartment | Premium bedding, individually decorated, desk, blackout drapes](https://images.trvl-media.com/lodging/17000000/16250000/16245600/16245550/a6e9d423.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/17000000/16250000/16245600/16245550/6ca01702.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Apartment | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/17000000/16250000/16245600/16245550/fba76c40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Townhouse in Siena City Centre

[](https://www.expedia.com/Siena-Hotels-Siena-Vip.h16245550.Hotel-Information)

9.2/10

Wonderful

(429 reviews)

"Nice place!"

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

Pavel

$103 nightly

$118 total

Mar 15 - Mar 16

Total with taxes and fees

[](https://www.expedia.com/Siena-Hotels-Siena-Vip.h16245550.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/49000000/48620000/48613700/48613662/ab9da5ed.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)

![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)

### Townhouse in Castiglion Fiorentino

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

9.8/10

Exceptional

(9 reviews)

"Excellent staff and tasty breakfast!"

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

Vern

$102 nightly

$117 total

Mar 15 - Mar 16

Total with taxes and fees

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

![Front of property](https://images.trvl-media.com/lodging/2000000/1700000/1694200/1694108/f97320e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Camera Deluxe Edificio Principale | Premium bedding, minibar, in-room safe, individually decorated](https://images.trvl-media.com/lodging/2000000/1700000/1694200/1694108/2bdaa10d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily cooked-to-order breakfast](https://images.trvl-media.com/lodging/2000000/1700000/1694200/1694108/a582c407.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/2000000/1700000/1694200/1694108/84e39543.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Townhouse in Castelnuovo Berardenga

[](https://www.expedia.com/Castelnuovo-Berardenga-Hotels-Villa-Curina-Resort.h1694108.Hotel-Information)

9.6/10

Exceptional

(64 reviews)

"This was our second stay. The property is beautiful and our room was lovely. The breakfast was one of the best on our trip in Italy."

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

Dr Anne

$175 nightly

$202 total

Apr 1 - Apr 2

Total with taxes and fees

[](https://www.expedia.com/Castelnuovo-Berardenga-Hotels-Villa-Curina-Resort.h1694108.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/84000000/83360000/83354900/83354864/f910598d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/84000000/83360000/83354900/83354864/1858bc78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/84000000/83360000/83354900/83354864/b68fa7ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83360000/83354900/83354864/04a72517.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Gaiole in Chianti

[](https://www.expedia.com/Gaiole-In-Chianti-Hotels-Casa-Vacanze-Chianti-Summer-With-Pool.h83354864.Hotel-Information)

$629 nightly

$634 total

Mar 14 - Mar 15

Total with taxes and fees

[](https://www.expedia.com/Gaiole-In-Chianti-Hotels-Casa-Vacanze-Chianti-Summer-With-Pool.h83354864.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/19000000/18980000/18975400/18975333/075690f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/19000000/18980000/18975400/18975333/85723b13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/19000000/18980000/18975400/18975333/e12d84b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, bed sheets](https://images.trvl-media.com/lodging/19000000/18980000/18975400/18975333/80204313.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Castiglion fibocchi

[](https://www.expedia.com/Castiglion-Fibocchi-Hotels-Casa-Da-Vinci-For-Two.h18975333.Hotel-Information)

8.0/10

Very Good

(1 review)

"Sauber gemütlich, nette Atmosphäre Einrichtung ist ausreichend."

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

Perdita I.

$78 nightly

$78 total

Mar 14 - Mar 15

Total with taxes and fees

[](https://www.expedia.com/Castiglion-Fibocchi-Hotels-Casa-Da-Vinci-For-Two.h18975333.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=2026-03-27&endDate=2026-03-28&regionId=6361205&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.com/Hotel-Search?destination=San+Leolino%2C+Bucine%2C+Tuscany%2C+Italy&regionId=6361205&latLong=43.457688%2C11.585739&adults=2&startDate=2026-06-11&d1=2026-06-11&endDate=2026-06-14&d2=2026-06-14&lodging=CABIN)

Villas

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Aparthotels

[](https://www.expedia.com/Hotel-Search?destination=San+Leolino%2C+Bucine%2C+Tuscany%2C+Italy&regionId=6361205&latLong=43.457688%2C11.585739&adults=2&startDate=2026-06-11&d1=2026-06-11&endDate=2026-06-14&d2=2026-06-14&lodging=APART_HOTEL)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=San+Leolino%2C+Bucine%2C+Tuscany%2C+Italy&regionId=6361205&latLong=43.457688%2C11.585739&adults=2&startDate=2026-06-11&d1=2026-06-11&endDate=2026-06-14&d2=2026-06-14&lodging=COTTAGE)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=San+Leolino%2C+Bucine%2C+Tuscany%2C+Italy&regionId=6361205&latLong=43.457688%2C11.585739&adults=2&startDate=2026-06-11&d1=2026-06-11&endDate=2026-06-14&d2=2026-06-14&lodging=APARTMENT)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=San+Leolino%2C+Bucine%2C+Tuscany%2C+Italy&regionId=6361205&latLong=43.457688%2C11.585739&adults=2&startDate=2026-06-11&d1=2026-06-11&endDate=2026-06-14&d2=2026-06-14&lodging=VACATION_HOME)

Condos

[](https://www.expedia.com/Hotel-Search?destination=San+Leolino%2C+Bucine%2C+Tuscany%2C+Italy&regionId=6361205&latLong=43.457688%2C11.585739&adults=2&startDate=2026-06-11&d1=2026-06-11&endDate=2026-06-14&d2=2026-06-14&lodging=CONDO)

Residences

[](https://www.expedia.com/Hotel-Search?destination=San+Leolino%2C+Bucine%2C+Tuscany%2C+Italy&regionId=6361205&latLong=43.457688%2C11.585739&adults=2&startDate=2026-06-11&d1=2026-06-11&endDate=2026-06-14&d2=2026-06-14&lodging=RESIDENCE)

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## Top San Leolino Hotel Reviews

![NH Siena](https://images.trvl-media.com/lodging/1000000/20000/15800/15716/w3840h2562x0y0-25695984_y.jpg)

### NH Siena

10/10 Excellent

"I didn't use it. I only stayed one night."

[](https://expedia.com/Siena-Hotels-NH-Siena.h15716.Hotel-Information)

![Hotel Italia](https://images.trvl-media.com/lodging/1000000/1000000/997000/996973/e3da527a_y.jpg)

### Hotel Italia

10/10 Excellent

"Very close to the bus and train station, lovely staff, clean room but a bit too warm even in February and no water kettle in the room, which was a bit surprising. "

[](https://expedia.com/Siena-Hotels-Hotel-Italia.h996973.Hotel-Information)

![ Palazzo Ravizza](https://images.trvl-media.com/lodging/2000000/1770000/1760200/1760168/5eddd92b_y.jpg)

###  Palazzo Ravizza

10/10 Excellent

"Beautiful, quiet and clean. Nice break from the bustle of Florence. Location is on the other side of the transition stop so get an uber if you have a lot luggage, otherwise it’s about a 35 minute walk if yo have a backpack. Because it’s on the other side, the hotel has a lovely garden with a view of the countryside. Breakfast was included and nice, including the well made cappuccino. "

[](https://expedia.com/Siena-Hotels-Pensione-Palazzo-Ravizza.h1760168.Hotel-Information)

![Hotel Athena](https://images.trvl-media.com/lodging/1000000/870000/866600/866580/e92eb5d8_y.jpg)

### Hotel Athena

10/10 Excellent

"Excellent repeat stay. Top-notch staff, beautiful views and rooms, excellent breakfast and on-site dinner restaurant."

[](https://expedia.com/Siena-Hotels-Hotel-Athena.h866580.Hotel-Information)

![Hotel Santa Caterina](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540753/6057be8a_y.jpg)

### Hotel Santa Caterina

10/10 Excellent

"Very beautiful hotel by the city wall,friendly staff and a good breakfast."

[](https://expedia.com/Siena-Hotels-Hotel-Santa-Caterina.h2540753.Hotel-Information)

![Hotel Minerva](https://images.trvl-media.com/lodging/1000000/800000/800000/799995/bc9bd928_y.jpg)

### Hotel Minerva

8/10 Good

"Property was clean a tidy, was a little dated but still nice, view over Siena from the terrace was stunning. Staff were helpful and friendly giving us a map and guide of places of interest in the town. Included breakfast had great options and car park was convenient and safe."

[](https://expedia.com/Siena-Hotels-Hotel-Minerva.h799995.Hotel-Information)

![La Certosa di Pontignano](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/8b3eb5da_y.jpg)

### La Certosa di Pontignano

6/10 Okay

"Here is a polished version of your review with improved grammar and structure, keeping your message clear and balanced: --- Great and beautiful place. The food is also very good, and the overall atmosphere is charming. However, the bed was terrible. The mattress was old, and the springs made it very uncomfortable, so I couldn’t sleep well. I’ve stayed in many different hotels and have never experienced such a bad bed. I understand that the concept and vibe of the place are meant to feel historic or classic, but for a property of this level, the bed should match the quality of the rest of the experience. Upgrading the mattresses would make a big difference."

[](https://expedia.com/Castelnuovo-Berardenga-Hotels-La-Certosa-Di-Pontignano.h9797642.Hotel-Information)

![Grand Hotel Continental Siena – Starhotels Collezione](https://images.trvl-media.com/lodging/1000000/800000/796700/796662/38b0d782_y.jpg)

### Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent

"The best hotel in siena for sure, thank you! "

[](https://expedia.com/Siena-Hotels-Grand-Hotel-Continental-Siena-Starhotels-Collezione.h796662.Hotel-Information)

![Four Points by Sheraton Siena](https://images.trvl-media.com/lodging/1000000/860000/852400/852305/e65a78e2_y.jpg)

### Four Points by Sheraton Siena

6/10 Okay

"The air conditioning was bad. I was perspiring during my bed time. Other things were ok. Ample parking. "

[](https://expedia.com/Siena-Hotels-Four-Points-By-Sheraton-Siena.h852305.Hotel-Information)

## Find out more about San Leolino

**Everything you need to know about San Leolino 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 San Leolino 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 San Leolino vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**San Leolino vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in San Leolino. 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 San Leolino 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 $105 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 San Leolino rentals**

At Expedia, we put the best San Leolino 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 San Leolino 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 San Leolino 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 San Leolino. 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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- [Clearwater Beach Vacation Rentals ](https://www.expedia.com/Clearwater-Beach-Vacation-Rentals.d10759.Travel-Guide-VacationRentals)
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- [Lake Tahoe Vacation Rentals ](https://www.expedia.com/South-Lake-Tahoe-Vacation-Rentals.d10150.Travel-Guide-VacationRentals)
- [Lake of the Ozarks Vacation Rentals ](https://www.expedia.com/Lake-Ozark-Vacation-Rentals.d177772.Travel-Guide-VacationRentals)
- [Florida Vacation Rentals ](https://www.expedia.com/Destinations-In-Florida.d211.Vacation-Rental-Destinations)
- [Hawaii Vacation Rentals ](https://www.expedia.com/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations)
- [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations)

- [Villas in San Leolino ](https://expedia.com/San-Leolino-Villas.d6361205-aaVillas.Travel-Guide-Accommodation)
- [B&B in San Leolino ](https://expedia.com/San-Leolino-Bed-And-Breakfast.d6361205-aaBedAndBreakfast.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find a vacation rental in San Leolino?

### What are some of the best vacation home rentals in San Leolino?

### What’s there to see and do in San Leolino?

### What’s a vacation rental in San Leolino like?

### Expedia's Latest Trends

Hotels

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Activities

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- [Visit Levane](https://expedia.com/Levane.dx6361215)
- [Visit Montecatini Alto](https://expedia.com/Montecatini-Alto.dx6047856)
- [Visit San Donato in Poggio](https://expedia.com/San-Donato-In-Poggio.dx6292835)
- [Visit Marina di Massa](https://expedia.com/Marina-Di-Massa.dx6049328)
- [Visit Arcetri](https://expedia.com/Arcetri.dx6142058)

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