Title: Roccastrada Vacation Rentals from $85: Search Short-Term Rentals | Expedia.com

[Roccastrada Travel Guide](https://expedia.com/Roccastrada.dx601758)[Hotels in Roccastrada](https://expedia.com/Roccastrada-Hotels.d601758.Travel-Guide-Hotels)[Flights to Roccastrada](https://expedia.com/Cheap-Flights-To-Roccastrada.d601758.Travel-Guide-Flights)[Car Rentals in Roccastrada](https://expedia.com/Car-Rentals-In-Roccastrada.d601758.Car-Rental-Guide)[Roccastrada Vacation Packages](https://expedia.com/Roccastrada.d601758.Destination-Travel-Guides)

![Image of landscape near Roccastrada Tuscany Italy at sunset in autumn; Shutterstock ID 224935198; Purchase Order: -](https://images.trvl-media.com/place/601758/c011ef90-987c-4f91-a667-267f1110507c.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/601758/c011ef90-987c-4f91-a667-267f1110507c.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Feb 27 - Mar 1](https://www.expedia.com/Hotel-Search?regionId=601758&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=601758&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 8 - May 10](https://www.expedia.com/Hotel-Search?regionId=601758&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 four months

[Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=601758&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)

## Our top choices for Roccastrada vacation rentals

![Exterior](https://images.trvl-media.com/lodging/33000000/32270000/32260100/32260093/cadfe8c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/33000000/32270000/32260100/32260093/35587295.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Panoramic Apartment, 1 Bedroom, Patio, Valley View | View from room](https://images.trvl-media.com/lodging/33000000/32270000/32260100/32260093/b681ea01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/33000000/32270000/32260100/32260093/05553613.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Country House il Ciliegio

[](https://www.expedia.com/Roccastrada-Hotels-Country-House-Il-Ciliegio.h32260093.Hotel-Information)

Roccastrada

9.2/10

Wonderful

(7 reviews)

"It was a very pleasant stay, a warm welcome. A beautiful location surrounded by nature."

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

Maaike

$74 nightly

$84 total

Mar 12 - Mar 13

Total with taxes and fees

[](https://www.expedia.com/Roccastrada-Hotels-Country-House-Il-Ciliegio.h32260093.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/124000000/123210000/123203600/123203567/da2592ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/124000000/123210000/123203600/123203567/de12df0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/124000000/123210000/123203600/123203567/ced747de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/124000000/123210000/123203600/123203567/527a9264.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Casa Giovy - Relaxation with a view of the Tuscan hills

[](https://www.expedia.com/Roccastrada-Hotels-Casa-Giovy-Relaxation-With-A-View-Of-The-Tuscan-Hills.h123203567.Hotel-Information)

roccastrada

$127 nightly

$127 total

Feb 10 - Feb 11

Total with taxes and fees

[](https://www.expedia.com/Roccastrada-Hotels-Casa-Giovy-Relaxation-With-A-View-Of-The-Tuscan-Hills.h123203567.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/122000000/121430000/121424400/121424340/6771e518.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/122000000/121430000/121424400/121424340/60a807ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/122000000/121430000/121424400/121424340/85fadb1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/122000000/121430000/121424400/121424340/cfd05b68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fragolina Di Bosco – Room with Twin Beds or Single Use, Valley View

[](https://www.expedia.com/Roccastrada-Hotels-Room-Casa-Del-Chiodo-Fragolina-Di-Bosco-With-Mountain-View.h121424340.Hotel-Information)

Piloni

$123 nightly

$123 total

Feb 11 - Feb 12

Total with taxes and fees

[](https://www.expedia.com/Roccastrada-Hotels-Room-Casa-Del-Chiodo-Fragolina-Di-Bosco-With-Mountain-View.h121424340.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/96000000/95800000/95795200/95795175/49be4fea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/96000000/95800000/95795200/95795175/530afecc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95800000/95795200/95795175/2a658413.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95800000/95795200/95795175/3774205d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Home 'Querciagrossa Da Dora' with Private Pool, Private Terrace and Wi-Fi

[](https://www.expedia.com/Roccastrada-Hotels-Holiday-Home-Querciagrossa-Da-Dora-With-Private-Pool.h95795175.Hotel-Information)

Roccastrada

$393 nightly

$393 total

Feb 10 - Feb 11

Total with taxes and fees

[](https://www.expedia.com/Roccastrada-Hotels-Holiday-Home-Querciagrossa-Da-Dora-With-Private-Pool.h95795175.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76770000/76763300/76763252/1fa7877a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/77000000/76770000/76763300/76763252/a9ba220a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/77000000/76770000/76763300/76763252/2d07f094.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/77000000/76770000/76763300/76763252/4d84a43c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pet-Friendly Finca Olivos with Mountain View, Pool, Garden & Wi-Fi

[](https://www.expedia.com/Roccastrada-Hotels-Pet-Friendly-Finca-Olivos-With-Mountain-View.h76763252.Hotel-Information)

Roccastrada GR

$1,545 nightly

$1,549 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Roccastrada-Hotels-Pet-Friendly-Finca-Olivos-With-Mountain-View.h76763252.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/122000000/121430000/121424500/121424462/7b742af8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121430000/121424500/121424462/82267c44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/122000000/121430000/121424500/121424462/23c3a89e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/122000000/121430000/121424500/121424462/cbf0e175.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mora Selvatica – Deluxe Double Room with Valley-View Balcony and Bathtub

[](https://www.expedia.com/Roccastrada-Hotels-Del-Chiodo-Mora-Selvatica-Room-With-Mountain-View.h121424462.Hotel-Information)

Piloni

$163 nightly

$163 total

Feb 15 - Feb 16

Total with taxes and fees

[](https://www.expedia.com/Roccastrada-Hotels-Del-Chiodo-Mora-Selvatica-Room-With-Mountain-View.h121424462.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/122000000/121430000/121424500/121424490/e462ce26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/122000000/121430000/121424500/121424490/eaac04f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/122000000/121430000/121424500/121424490/e051a099.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/122000000/121430000/121424500/121424490/d77b5f66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Narciso Dei Poeti – Deluxe Double Room with Valley-View Balcony and Wood Fireplace

[](https://www.expedia.com/Roccastrada-Hotels-Room-Del-Chiodo-Narciso-Dei-Poeti-With-Mountain-View.h121424490.Hotel-Information)

Piloni

$167 nightly

$167 total

Feb 15 - Feb 16

Total with taxes and fees

[](https://www.expedia.com/Roccastrada-Hotels-Room-Del-Chiodo-Narciso-Dei-Poeti-With-Mountain-View.h121424490.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/122000000/121430000/121424400/121424382/6ddecb32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/122000000/121430000/121424400/121424382/3c12b81d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/122000000/121430000/121424400/121424382/6e199698.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/122000000/121430000/121424400/121424382/615977ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Giacinto – Classic Double Room

[](https://www.expedia.com/Roccastrada-Hotels-Room-Del-Chiodo-Giacinto-With-Shared-Terrace-And-Garden-And-Wi-Fi.h121424382.Hotel-Information)

Piloni

$121 nightly

$121 total

Feb 15 - Feb 16

Total with taxes and fees

[](https://www.expedia.com/Roccastrada-Hotels-Room-Del-Chiodo-Giacinto-With-Shared-Terrace-And-Garden-And-Wi-Fi.h121424382.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/122000000/121430000/121424500/121424495/3dc9e1ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/122000000/121430000/121424500/121424495/18e7a137.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/122000000/121430000/121424500/121424495/9776edcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/122000000/121430000/121424500/121424495/0a735549.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Uva Spina – Double Room with Valley View

[](https://www.expedia.com/Roccastrada-Hotels-Room-Del-Chiodo-Uva-Spina-With-Mountain-View.h121424495.Hotel-Information)

Piloni

$122 nightly

$122 total

Feb 15 - Feb 16

Total with taxes and fees

[](https://www.expedia.com/Roccastrada-Hotels-Room-Del-Chiodo-Uva-Spina-With-Mountain-View.h121424495.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/77000000/76770000/76763300/76763237/ef9d27d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/77000000/76770000/76763300/76763237/22a359b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/77000000/76770000/76763300/76763237/880f3290.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/77000000/76770000/76763300/76763237/6512a83d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pet-Friendly Finca 'Flores' with Mountain View, Shared Pool & Wi-Fi

[](https://www.expedia.com/Roccastrada-Hotels-Pet-Friendly-Finca-Flores-With-Mountain-View.h76763237.Hotel-Information)

Roccastrada GR

$1,545 nightly

$1,549 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Roccastrada-Hotels-Pet-Friendly-Finca-Flores-With-Mountain-View.h76763237.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76770000/76763300/76763242/b3653580.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76770000/76763300/76763242/ac26b7db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/77000000/76770000/76763300/76763242/2286bb17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/77000000/76770000/76763300/76763242/0e952e12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pet-Friendly Finca Lucente with Mountain View, Pool, Garden & Wi-Fi

[](https://www.expedia.com/Roccastrada-Hotels-Pet-Friendly-Finca-Lucente-With-Mountain-View.h76763242.Hotel-Information)

Roccastrada GR

$1,545 nightly

$1,549 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Roccastrada-Hotels-Pet-Friendly-Finca-Lucente-With-Mountain-View.h76763242.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76770000/76763300/76763235/7e085cef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/77000000/76770000/76763300/76763235/b7168884.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76770000/76763300/76763235/437a59fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/77000000/76770000/76763300/76763235/44ea1d67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pet-Friendly Finca Etrusco with Mountain View, Pool, Garden & Wi-Fi

[](https://www.expedia.com/Roccastrada-Hotels-Pet-Friendly-Finca-Etrusco-With-Mountain-View.h76763235.Hotel-Information)

Roccastrada GR

$1,545 nightly

$1,549 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Roccastrada-Hotels-Pet-Friendly-Finca-Etrusco-With-Mountain-View.h76763235.Hotel-Information)

![Front of property - evening/night](https://images.trvl-media.com/lodging/24000000/23060000/23051100/23051065/1ceaa4b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/24000000/23060000/23051100/23051065/228815f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/24000000/23060000/23051100/23051065/d3595557.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pet-friendly](https://images.trvl-media.com/lodging/24000000/23060000/23051100/23051065/cd159819.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fattoria Pian di Rocca

[](https://www.expedia.com/Castiglione-Della-Pescaia-Hotels-Fattoria-Pian-Di-Rocca.h23051065.Hotel-Information)

Castiglione della Pescaia

9.6/10

Exceptional

(30 reviews)

"We are very happy with everything in this hotel, nice room, comfortable bed, and very good breakfast."

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

Tor

[](https://www.expedia.com/Castiglione-Della-Pescaia-Hotels-Fattoria-Pian-Di-Rocca.h23051065.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 | 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)

![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)

### Siena Vip

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

Siena City Centre

9.2/10

Wonderful

(426 reviews)

"Nice place!"

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

Pavel

$100 nightly

$115 total

Feb 10 - Feb 11

Total with taxes and fees

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

![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)

![Terrace/patio](https://images.trvl-media.com/lodging/6000000/5220000/5218800/5218707/95016d4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### B&B Il Corso

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

Siena City Centre

9.8/10

Exceptional

(192 reviews)

"Safe, clean, close to all attractions"

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

Carlo

$97 nightly

$111 total

Feb 13 - Feb 14

Total with taxes and fees

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

![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)

![Front of property - evening/night](https://images.trvl-media.com/lodging/52000000/51830000/51829000/51828901/7dd03bcb.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

$180 nightly

$203 total

Mar 7 - Mar 8

Total with taxes and fees

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

![Studio | Terrace/patio](https://images.trvl-media.com/lodging/124000000/123330000/123326000/123325917/7a189336.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/124000000/123330000/123326000/123325917/e6dd0b99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/124000000/123330000/123326000/123325917/546417d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | Private kitchen](https://images.trvl-media.com/lodging/124000000/123330000/123326000/123325917/5a787434.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### La Dimora di Dida

[](https://www.expedia.com/Seggiano-Hotels-La-Dimora-Di-Dida.h123325917.Hotel-Information)

Seggiano

$85 nightly

$93 total

Feb 21 - Feb 22

Total with taxes and fees

[](https://www.expedia.com/Seggiano-Hotels-La-Dimora-Di-Dida.h123325917.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)

![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)

![Double Room, 1 Double Bed | Minibar, soundproofing, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/11000000/10540000/10536200/10536156/23aa0514.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)

### Il Battistero Siena - Residenza d'Epoca

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

Siena City Centre

9.6/10

Exceptional

(196 reviews)

"Great location and friendly staff. "

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

Parissa

$126 nightly

$143 total

Feb 10 - Feb 11

Total with taxes and fees

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

![](https://images.trvl-media.com/lodging/21000000/20150000/20140700/20140609/7785950f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Domus il Palio B&B

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

Ravacciano

9.2/10

Wonderful

(82 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/10000000/9760000/9754500/9754480/001e488b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Apartment | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/10000000/9760000/9754500/9754480/824e4462.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Apartment | Private kitchen | Microwave](https://images.trvl-media.com/lodging/10000000/9760000/9754500/9754480/8c83167a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Economy Double Room, 1 Double Bed, Private Bathroom | Individually furnished, free WiFi, bed sheets](https://images.trvl-media.com/lodging/10000000/9760000/9754500/9754480/ba266d45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Idolina Guest House

[](https://www.expedia.com/Montalcino-Hotels-Idolina-Guest-House.h9754480.Hotel-Information)

Montalcino

9.4/10

Exceptional

(105 reviews)

"The building is lovely - traditional Italian construction with big Chestnut beams in the ceiling. The owner/manager is very pleasant and helpful. Overall, a very nice place to stay. "

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

Carl

$65 nightly

$81 total

Feb 15 - Feb 16

Total with taxes and fees

[](https://www.expedia.com/Montalcino-Hotels-Idolina-Guest-House.h9754480.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.

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## Find vacation rentals that suit your style

Villas

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Private vacation homes

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Aparthotels

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Apartments

[](https://www.expedia.com/Hotel-Search?destination=Roccastrada%2C+Tuscany%2C+Italy&regionId=601758&latLong=43.010928%2C11.167005&adults=2&startDate=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&lodging=APARTMENT)

Residences

[](https://www.expedia.com/Hotel-Search?destination=Roccastrada%2C+Tuscany%2C+Italy&regionId=601758&latLong=43.010928%2C11.167005&adults=2&startDate=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&lodging=RESIDENCE)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Roccastrada%2C+Tuscany%2C+Italy&regionId=601758&latLong=43.010928%2C11.167005&adults=2&startDate=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&lodging=COTTAGE)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Roccastrada%2C+Tuscany%2C+Italy&regionId=601758&latLong=43.010928%2C11.167005&adults=2&startDate=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&lodging=CONDO)

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Roccastrada%2C+Tuscany%2C+Italy&regionId=601758&latLong=43.010928%2C11.167005&adults=2&startDate=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&lodging=CABIN)

Chalets

[](https://www.expedia.com/Hotel-Search?destination=Roccastrada%2C+Tuscany%2C+Italy&regionId=601758&latLong=43.010928%2C11.167005&adults=2&startDate=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&lodging=CHALET)

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## Top Roccastrada Hotel Reviews

![Villa del Sole Siena](https://images.trvl-media.com/lodging/9000000/8680000/8674600/8674503/a259e0b9_y.jpg)

### Villa del Sole Siena

10/10 Excellent

"Friendly staff, beautiful room and view"

[](https://expedia.com/Siena-Hotels-Villa-Del-Sole-Siena.h8674503.Hotel-Information)

![Hotel Chiusarelli](https://images.trvl-media.com/lodging/2000000/1120000/1110900/1110843/a501ded1_y.jpg)

### Hotel Chiusarelli

10/10 Excellent

"Perfect location … great quality/value … nice staff"

[](https://expedia.com/Siena-Hotels-Hotel-Chiusarelli.h1110843.Hotel-Information)

![Hotel Athena](https://images.trvl-media.com/lodging/1000000/870000/866600/866580/ab5ee3fb_y.jpg)

### Hotel Athena

10/10 Excellent

"Great hotel, beautiful view and excellent service from the personnel. "

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

![Grand Hotel Continental Siena – Starhotels Collezione](https://images.trvl-media.com/lodging/1000000/800000/796700/796662/8b42326b_y.jpg)

### Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent

"Room, bathroom and breakfast were wonderful. WiFi was not great. Lovely location and pretty property. "

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

![ Palazzo Ravizza](https://images.trvl-media.com/lodging/2000000/1770000/1760200/1760168/9acb6317_y.jpg)

###  Palazzo Ravizza

10/10 Excellent

"Excellent location, very clear instructions to get into the city for those coming in by car, a warm welcome by the staff, a super comfy bed and a great breakfast, what more could we ask for! All in all a great stay at the Palazzo."

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

![Borgo Grondaie](https://images.trvl-media.com/lodging/1000000/910000/905800/905710/58e23d32_y.jpg)

### Borgo Grondaie

10/10 Excellent

"Amazing place, super clean, great staff, beautiful and cozy."

[](https://expedia.com/Siena-Hotels-Borgo-Grondaie.h905710.Hotel-Information)

![Cannon d'Oro](https://images.trvl-media.com/lodging/3000000/2530000/2525800/2525757/bda17ddf_y.jpg)

### Cannon d'Oro

8/10 Good

"Lovely place close to city centre. Clean and friendly. We parked out the town about 10 min walk. Free parking"

[](https://expedia.com/Siena-Hotels-Cannon-DOro.h2525757.Hotel-Information)

![Hotel Italia](https://images.trvl-media.com/lodging/1000000/1000000/997000/996973/7edddb53_y.jpg)

### Hotel Italia

10/10 Excellent

"Nice clean room. Close to train/bus station. Very good breakfast "

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

![Hotel Certosa Di Maggiano](https://images.trvl-media.com/lodging/1000000/530000/528500/528470/edea64a5_y.jpg)

### Hotel Certosa Di Maggiano

10/10 Excellent

"The best in Siena."

[](https://expedia.com/Siena-Hotels-Hotel-Certosa-Di-Maggiano.h528470.Hotel-Information)

## Find out more about Roccastrada

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

**Roccastrada vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Roccastrada. 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 Roccastrada 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 $85 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 Roccastrada rentals**

At Expedia, we put the best Roccastrada 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 Roccastrada 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 Roccastrada 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 Roccastrada. 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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- [Siesta Key Vacation Rentals ](https://www.expedia.com/Siesta-Key-Vacation-Rentals.d6881.Travel-Guide-VacationRentals)
- [Galveston Vacation Rentals ](https://www.expedia.com/Galveston-Vacation-Rentals.d1341.Travel-Guide-VacationRentals)
- [Clearwater Beach Vacation Rentals ](https://www.expedia.com/Clearwater-Beach-Vacation-Rentals.d10759.Travel-Guide-VacationRentals)
- [Palm Springs Vacation Rentals ](https://www.expedia.com/Palm-Springs-Vacation-Rentals.d180676.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)

## Frequently asked questions

### Can I find vacation rentals in Roccastrada?

### What are some of the best vacation home rentals that Roccastrada has to offer?

### How many vacation rentals are there in Roccastrada?

### What’s there to see and do in Roccastrada?

### What’s a vacation rental in Roccastrada like?

### Expedia's Latest Trends

Hotels

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- [5 Star Hotels in Florence](https://expedia.com/5Star-Florence-Hotels.s50-0-d1222.Travel-Guide-Filter-Hotels)
- [Hotels in Siena](https://expedia.com/Siena-Hotels.d9821.Travel-Guide-Hotels)

Flights

- [Cheap Flights to Pisa](https://expedia.com/Cheap-Flights-To-Pisa.d2877.Travel-Guide-Flights)
- [Cheap Flights to Montecarlo](https://expedia.com/Cheap-Flights-To-Montecarlo.d6123159.Travel-Guide-Flights)
- [Cheap Flights to Florence](https://expedia.com/Cheap-Flights-To-Florence.d1222.Travel-Guide-Flights)

Cars

- [Car rentals in Pisa](https://expedia.com/Car-Rentals-In-Pisa.d2877.Car-Rental-Guide)
- [Car rentals in Florence](https://expedia.com/Car-Rentals-In-Florence.d1222.Car-Rental-Guide)
- [Car rentals in Montepulciano](https://expedia.com/Car-Rentals-In-Montepulciano.d601351.Car-Rental-Guide)
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Activities

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Packages

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Vacation Rentals

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General

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