Title: Castellina in Chianti Vacation Rentals from $64: Search Short-Term Rentals | Expedia.com

[Castellina in Chianti Travel Guide](https://expedia.com/Castellina-In-Chianti.dx55534)[Hotels in Castellina in Chianti](https://expedia.com/Castellina-In-Chianti-Hotels.d55534.Travel-Guide-Hotels)[Flights to Castellina in Chianti](https://expedia.com/Cheap-Flights-To-Castellina-In-Chianti.d55534.Travel-Guide-Flights)[Things to do in Castellina in Chianti](https://expedia.com/Things-To-Do-In-Castellina-In-Chianti.d55534.Travel-Guide-Activities)[Car Rentals in Castellina in Chianti](https://expedia.com/Car-Rentals-In-Castellina-In-Chianti.d55534.Car-Rental-Guide)[Castellina in Chianti Vacation Packages](https://expedia.com/Castellina-In-Chianti.d55534.Destination-Travel-Guides)

![Castellina in Chianti which includes a church or cathedral, religious elements and heritage architecture](https://images.trvl-media.com/place/55534/68deebc9-9310-492d-8f83-85d906ba54aa.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/55534/68deebc9-9310-492d-8f83-85d906ba54aa.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=55534&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 24 - Apr 26](https://www.expedia.com/Hotel-Search?regionId=55534&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 three months

[May 22 - May 24](https://www.expedia.com/Hotel-Search?regionId=55534&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 19 - Jun 21](https://www.expedia.com/Hotel-Search?regionId=55534&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Castellina in Chianti vacation rentals

![Seasonal outdoor pool, open 9 AM to 8 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/26000000/25170000/25163600/25163522/a247f3f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/26000000/25170000/25163600/25163522/c8ba4843.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Courtyard](https://images.trvl-media.com/lodging/26000000/25170000/25163600/25163522/e87f673d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/26000000/25170000/25163600/25163522/3e9f4c98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Townhouse in Castellina in Chianti

[](https://www.expedia.com/Castellina-In-Chianti-Hotels-Residenzia-Del-Sogno.h25163522.Hotel-Information)

9.6/10

Exceptional

(15 reviews)

"Beautiful and authentic place, lovely couple running the place that care about you and your stay. "

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

Katherine

$130 nightly

$148 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://www.expedia.com/Castellina-In-Chianti-Hotels-Residenzia-Del-Sogno.h25163522.Hotel-Information)

![Panoramic Apartment (2) | Terrace/patio](https://images.trvl-media.com/lodging/43000000/42410000/42405300/42405254/975fa997.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/43000000/42410000/42405300/42405254/36cba6ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Panoramic Apartment | Individually furnished, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/43000000/42410000/42405300/42405254/4140baee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Panoramic Apartment (3) | Individually furnished, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/43000000/42410000/42405300/42405254/24770db5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Castellina in Chianti

[](https://www.expedia.com/Castellina-In-Chianti-Hotels-Casa-Vacanze-Squarcialupi.h42405254.Hotel-Information)

8.8/10

Excellent

(3 reviews)

"Staff was very helpful. Was a bit bummed the pool was closed as that was part of the reason for choosing the hotel. "

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

Jeffrey

$123 nightly

$137 total

Mar 15 - Mar 16

Total with taxes and fees

[](https://www.expedia.com/Castellina-In-Chianti-Hotels-Casa-Vacanze-Squarcialupi.h42405254.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/43000000/42410000/42405100/42405029/df1d957c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/43000000/42410000/42405100/42405029/c2de7201.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/43000000/42410000/42405100/42405029/80b09a28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Duplex, 2 Bedrooms (Mimosa) | Living area](https://images.trvl-media.com/lodging/43000000/42410000/42405100/42405029/0b31f6fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Castellina in Chianti

[](https://www.expedia.com/Castellina-In-Chianti-Hotels-Agriturismo-La-Ferrozzola.h42405029.Hotel-Information)

9.4/10

Exceptional

(9 reviews)

"Very nice agriturismo. "

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

Ruth

$134 nightly

$153 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Castellina-In-Chianti-Hotels-Agriturismo-La-Ferrozzola.h42405029.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/54000000/53940000/53936600/53936549/125fcc55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/54000000/53940000/53936600/53936549/5d0123d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/54000000/53940000/53936600/53936549/db2fa2de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/54000000/53940000/53936600/53936549/24f34cc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Castellina in Chianti

[](https://www.expedia.com/Castellina-In-Chianti-Hotels-OLIVE-TREES-HOUSE-WITH-POOL.h53936549.Hotel-Information)

[](https://www.expedia.com/Castellina-In-Chianti-Hotels-OLIVE-TREES-HOUSE-WITH-POOL.h53936549.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/124000000/123670000/123669300/123669271/0dac13fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/124000000/123670000/123669300/123669271/6febdc0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/124000000/123670000/123669300/123669271/876e46d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/124000000/123670000/123669300/123669271/ecc6720f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Castellina in Chianti

[](https://www.expedia.com/Castellina-In-Chianti-Hotels-Viniard-Villa-Residence-Le-Rose-In-Chianti.h123669271.Hotel-Information)

$751 nightly

$759 total

Mar 7 - Mar 8

Total with taxes and fees

[](https://www.expedia.com/Castellina-In-Chianti-Hotels-Viniard-Villa-Residence-Le-Rose-In-Chianti.h123669271.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/77000000/76780000/76771500/76771413/bc5dd1c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/77000000/76780000/76771500/76771413/w1920h1157x0y1-ed6e0399.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![9 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/77000000/76780000/76771500/76771413/0a5c24e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/77000000/76780000/76771500/76771413/w1920h1279x0y1-a132bf6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Castellina in Chianti

[](https://www.expedia.com/Castellina-In-Chianti-Hotels-VILLA-IL-PRINCIPE-Nine-Bedroom-Villa.h76771413.Hotel-Information)

$5,546 nightly

$5,546 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Castellina-In-Chianti-Hotels-VILLA-IL-PRINCIPE-Nine-Bedroom-Villa.h76771413.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/66000000/65560000/65551600/65551595/2e93e61b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/66000000/65560000/65551600/65551595/21a270c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/66000000/65560000/65551600/65551595/a66a18f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, DVD player, stereo](https://images.trvl-media.com/lodging/66000000/65560000/65551600/65551595/5f5daa3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Castellina in Chianti

[](https://www.expedia.com/Castellina-In-Chianti-Hotels-Casa-La-Misura.h65551595.Hotel-Information)

10/10

Exceptional

(2 reviews)

"What a beautiful stay in the enchanting Tuscan countryside! Every detail was attended to and we could not have felt more at home. We can only dream of returning sometime!"

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

Jami B.

[](https://www.expedia.com/Castellina-In-Chianti-Hotels-Casa-La-Misura.h65551595.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/114000000/113070000/113066600/113066595/c34bff2d.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/114000000/113070000/113066600/113066595/9316455d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113070000/113066600/113066595/7de45510.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/114000000/113070000/113066600/113066595/259b616d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Castellina in Chianti

[](https://www.expedia.com/Castellina-In-Chianti-Hotels-Apartment-Poggio-Della-Capannina-Di-Castel-With-Private-Garden-And-Wi-Fi.h113066595.Hotel-Information)

$158 nightly

$163 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/Castellina-In-Chianti-Hotels-Apartment-Poggio-Della-Capannina-Di-Castel-With-Private-Garden-And-Wi-Fi.h113066595.Hotel-Information)

![City view from property](https://images.trvl-media.com/lodging/124000000/123670000/123667000/123666986/f98b3dc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/124000000/123670000/123667000/123666986/7d44f369.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Courtyard](https://images.trvl-media.com/lodging/124000000/123670000/123667000/123666986/20e94ea7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/124000000/123670000/123667000/123666986/b483493b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Townhouse in Historic Centre of Florence

[](https://www.expedia.com/Florence-Hotels-Boboli-Living.h123666986.Hotel-Information)

$87 nightly

$110 total

Mar 3 - Mar 4

Total with taxes and fees

[](https://www.expedia.com/Florence-Hotels-Boboli-Living.h123666986.Hotel-Information)

![Deluxe Double Room, City View | Room amenity](https://images.trvl-media.com/lodging/20000000/19420000/19411700/19411651/ce1860bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior detail](https://images.trvl-media.com/lodging/20000000/19420000/19411700/19411651/e98a98d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior detail](https://images.trvl-media.com/lodging/20000000/19420000/19411700/19411651/ddd6b897.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/20000000/19420000/19411700/19411651/2a7cd831.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Townhouse in Historic Centre of Florence

[](https://www.expedia.com/Florence-Hotels-San-Giuliano-Inn.h19411651.Hotel-Information)

10/10

Exceptional

(407 reviews)

"Great inn. "

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

Carol

$110 nightly

$135 total

Mar 3 - Mar 4

Total with taxes and fees

[](https://www.expedia.com/Florence-Hotels-San-Giuliano-Inn.h19411651.Hotel-Information)

![Property amenity](https://images.trvl-media.com/lodging/102000000/101510000/101503700/101503652/dad23b8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cribs/infant beds, bed sheets](https://images.trvl-media.com/lodging/102000000/101510000/101503700/101503652/a81aa833.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Tent | Cribs/infant beds, bed sheets](https://images.trvl-media.com/lodging/102000000/101510000/101503700/101503652/d1993efc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/102000000/101510000/101503700/101503652/150d969c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Camping in Impruneta

[](https://www.expedia.com/Impruneta-Hotels-Firenze-Certosa-Camping.h101503652.Hotel-Information)

8.0/10

Very Good

(59 reviews)

"Wonderful staff and great amenities!"

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

Chenjin

[](https://www.expedia.com/Impruneta-Hotels-Firenze-Certosa-Camping.h101503652.Hotel-Information)

![Suite | Living room | Flat-screen TV](https://images.trvl-media.com/lodging/16000000/15860000/15853500/15853500/205dcd61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Junior Suite | View from room](https://images.trvl-media.com/lodging/16000000/15860000/15853500/15853500/0a16bfb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Double Room, Courtyard View | Premium bedding, Select Comfort beds, minibar, in-room safe](https://images.trvl-media.com/lodging/16000000/15860000/15853500/15853500/51ef554e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/16000000/15860000/15853500/15853500/69cfce95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Residence in Siena City Centre

[](https://www.expedia.com/Siena-Hotels-La-Terrazza-Sul-Campo.h15853500.Hotel-Information)

9.8/10

Exceptional

(239 reviews)

"Huge room! Great location "

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

karen

$106 nightly

$122 total

Mar 14 - Mar 15

Total with taxes and fees

[](https://www.expedia.com/Siena-Hotels-La-Terrazza-Sul-Campo.h15853500.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)

![Breakfast meal](https://images.trvl-media.com/lodging/6000000/5220000/5218800/5218707/da164cd6.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)

![Reception](https://images.trvl-media.com/lodging/6000000/5220000/5218800/5218707/7aa0755c.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

(193 reviews)

"Great location"

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

Mina

$96 nightly

$111 total

Mar 16 - Mar 17

Total with taxes and fees

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

![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 | 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)

### Townhouse in Siena City Centre

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

9.2/10

Wonderful

(428 reviews)

"Nice place!"

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

Pavel

$98 nightly

$112 total

Mar 1 - Mar 2

Total with taxes and fees

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

![Double Room | Minibar, desk, blackout drapes, free WiFi](https://images.trvl-media.com/lodging/32000000/31790000/31785900/31785878/0827b07f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Double Room | Minibar, desk, blackout drapes, free WiFi](https://images.trvl-media.com/lodging/32000000/31790000/31785900/31785878/1fe084e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Double Room | Living area | TV](https://images.trvl-media.com/lodging/32000000/31790000/31785900/31785878/9ed7e0a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Double Room | Living area | TV](https://images.trvl-media.com/lodging/32000000/31790000/31785900/31785878/03173438.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Townhouse in Siena City Centre

[](https://www.expedia.com/Siena-Hotels-Palazzo-Del-Papa-BB.h31785878.Hotel-Information)

9.6/10

Exceptional

(97 reviews)

"Hamza was so wonderful and accommodating, would definitely stay here again!"

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

Elise

$148 nightly

$168 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/Siena-Hotels-Palazzo-Del-Papa-BB.h31785878.Hotel-Information)

![Lobby lounge](https://images.trvl-media.com/lodging/7000000/6590000/6583700/6583628/2319e7f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, down comforters, desk, blackout drapes](https://images.trvl-media.com/lodging/7000000/6590000/6583700/6583628/c46ea340.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/7000000/6590000/6583700/6583628/32add44f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Full-size fridge, stovetop, highchair, cookware/dishes/utensils](https://images.trvl-media.com/lodging/7000000/6590000/6583700/6583628/53ed4185.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Siena

[](https://www.expedia.com/Siena-Hotels-ApartHotel-Anghel.h6583628.Hotel-Information)

8.4/10

Very Good

(335 reviews)

"Would recommend staying here and will hopefully be back!"

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

Lisa

[](https://www.expedia.com/Siena-Hotels-ApartHotel-Anghel.h6583628.Hotel-Information)

![City view](https://images.trvl-media.com/lodging/35000000/34840000/34832300/34832291/d2bbc5ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![60-inch flat-screen TV with premium channels, Smart TV, Netflix](https://images.trvl-media.com/lodging/35000000/34840000/34832300/34832291/4ca7155f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Traditional Apartment, Courtyard View | Private kitchen | Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34840000/34832300/34832291/43ccc6e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Courtyard](https://images.trvl-media.com/lodging/35000000/34840000/34832300/34832291/3b31bcbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Siena City Centre

[](https://www.expedia.com/Siena-Hotels-Regis-Condo.h34832291.Hotel-Information)

9.4/10

Exceptional

(68 reviews)

"Adequate basic clean room in a beautiful area."

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

Margaret

$100 nightly

$115 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Siena-Hotels-Regis-Condo.h34832291.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/12000000/11810000/11807600/11807517/0d96bb47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/12000000/11810000/11807600/11807517/b2177890.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite | View from room](https://images.trvl-media.com/lodging/12000000/11810000/11807600/11807517/9102c136.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/12000000/11810000/11807600/11807517/3b470c9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Residence in Colle di Val d'Elsa

[](https://www.expedia.com/Colle-Di-Val-DElsa-Hotels-Palazzo-Pacini.h11807517.Hotel-Information)

9.8/10

Exceptional

(98 reviews)

"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "

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

John

$118 nightly

$133 total

Mar 3 - Mar 4

Total with taxes and fees

[](https://www.expedia.com/Colle-Di-Val-DElsa-Hotels-Palazzo-Pacini.h11807517.Hotel-Information)

![Superior Mobile Home | Terrace/patio](https://images.trvl-media.com/lodging/28000000/27490000/27484300/27484300/173ffca8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bars/lounges](https://images.trvl-media.com/lodging/28000000/27490000/27484300/27484300/83d23b17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/28000000/27490000/27484300/27484300/4fc98786.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Triple Room | Terrace/patio](https://images.trvl-media.com/lodging/28000000/27490000/27484300/27484300/729a67a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Camping in San Gimignano

[](https://www.expedia.com/San-Gimignano-Hotels-Camping-Boschetto-Di-Piemma.h27484300.Hotel-Information)

8.8/10

Excellent

(85 reviews)

"The mobile homes were a great alternative when Via Francigena hostels were full. Friendly people, swimming pool was wonderful , and an easy walk back and forth to San Gimignano."

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

Martha

$58 nightly

$67 total

Mar 25 - Mar 26

Total with taxes and fees

[](https://www.expedia.com/San-Gimignano-Hotels-Camping-Boschetto-Di-Piemma.h27484300.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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Aparthotels

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Apartments

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Private vacation homes

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Residences

[](https://www.expedia.com/Hotel-Search?destination=Castellina+in+Chianti%2C+Tuscany%2C+Italy&regionId=55534&latLong=43.471516%2C11.285667&adults=2&startDate=2026-05-29&d1=2026-05-29&endDate=2026-06-01&d2=2026-06-01&lodging=RESIDENCE)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Castellina+in+Chianti%2C+Tuscany%2C+Italy&regionId=55534&latLong=43.471516%2C11.285667&adults=2&startDate=2026-05-29&d1=2026-05-29&endDate=2026-06-01&d2=2026-06-01&lodging=COTTAGE)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Castellina+in+Chianti%2C+Tuscany%2C+Italy&regionId=55534&latLong=43.471516%2C11.285667&adults=2&startDate=2026-05-29&d1=2026-05-29&endDate=2026-06-01&d2=2026-06-01&lodging=CONDO)

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## Top Castellina in Chianti Hotel Reviews

![Aurum Firenze](https://images.trvl-media.com/lodging/29000000/28970000/28962000/28961941/26fd50f1_y.jpg)

### Aurum Firenze

10/10 Excellent

"Room was great. Excellent location."

[](https://expedia.com/Florence-Hotels-Aurum-Firenze.h28961941.Hotel-Information)

![Solo Experience Hotel](https://images.trvl-media.com/lodging/3000000/2540000/2533900/2533892/2466c367_y.jpg)

### Solo Experience Hotel

10/10 Excellent

"So convenient to walk everywhere from the hotel. Staff was friendly and rooms were comfortable and clean. "

[](https://expedia.com/Florence-Hotels-Solo-Experience-Hotel.h2533892.Hotel-Information)

![IQ Hotel Firenze](https://images.trvl-media.com/lodging/90000000/89040000/89035100/89035039/72f32f77_y.jpg)

### IQ Hotel Firenze

10/10 Excellent

"Yes to all"

[](https://expedia.com/Florence-Hotels-IQ-Hotel-Firenze.h89035039.Hotel-Information)

![Hotel Spadai](https://images.trvl-media.com/lodging/11000000/10450000/10447300/10447242/14e556c2_y.jpg)

### Hotel Spadai

10/10 Excellent

"super clean. Great Breakfast. "

[](https://expedia.com/Florence-Hotels-Hotel-Spadai.h10447242.Hotel-Information)

![Hotel Boccaccio](https://images.trvl-media.com/lodging/1000000/810000/803000/802937/81be905b_y.jpg)

### Hotel Boccaccio

10/10 Excellent

"Great stuff. Great location. 10/10 service "

[](https://expedia.com/Florence-Hotels-Hotel-Boccaccio.h802937.Hotel-Information)

![ Hotel Calimala Florence](https://images.trvl-media.com/lodging/38000000/37960000/37955200/37955169/62707ba1_y.jpg)

###  Hotel Calimala Florence

10/10 Excellent

"Great location and staff! Rooms are clean and modern. "

[](https://expedia.com/Florence-Hotels-Hotel-Calimala.h37955169.Hotel-Information)

![Bernini Palace](https://images.trvl-media.com/lodging/1000000/20000/14000/13999/84743cc7_y.jpg)

### Bernini Palace

10/10 Excellent

"Lovely hotel, lovely staff, great location! Highly recommended "

[](https://expedia.com/Florence-Hotels-Bernini-Palace.h13999.Hotel-Information)

![The Market Urban Hotel](https://images.trvl-media.com/lodging/1000000/110000/108100/108028/7e915af7_y.jpg)

### The Market Urban Hotel

10/10 Excellent

"The staff was great and the room was clean and comfortable. "

[](https://expedia.com/Florence-Hotels-The-Market-Urban-Hotel.h108028.Hotel-Information)

![Grand Hotel Cavour](https://images.trvl-media.com/lodging/1000000/20000/11000/10993/50470bbc_y.jpg)

### Grand Hotel Cavour

10/10 Excellent

"Everyone is so nice and helpful! It was also in a great location with an amazing rooftop picturing the entire city."

[](https://expedia.com/Florence-Hotels-Grand-Hotel-Cavour.h10993.Hotel-Information)

## Find out more about Castellina in Chianti

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

**Castellina in Chianti vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Castellina in Chianti. 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 Castellina in Chianti 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 $64 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 Castellina in Chianti rentals**

At Expedia, we put the best Castellina in Chianti 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 Castellina in Chianti 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 Castellina in Chianti 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 Castellina in Chianti. 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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- [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations)

- [Apartments in Castellina in Chianti ](https://expedia.com/Castellina-In-Chianti-Apartments.d55534-aaApartments.Travel-Guide-Accommodation)
- [Villas in Castellina in Chianti ](https://expedia.com/Castellina-In-Chianti-Villas.d55534-aaVillas.Travel-Guide-Accommodation)
- [Farmstay in Castellina in Chianti ](https://expedia.com/Castellina-In-Chianti-Agritourism.d55534-aaAgritourism.Travel-Guide-Accommodation)
- [B&B in Castellina in Chianti ](https://expedia.com/Castellina-In-Chianti-Bed-And-Breakfast.d55534-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Town Houses in Castellina in Chianti ](https://expedia.com/Castellina-In-Chianti-Town-Houses.d55534-aaTownHouses.Travel-Guide-Accommodation)
- [Castles in Castellina in Chianti ](https://expedia.com/Castellina-In-Chianti-Castles.d55534-aaCastles.Travel-Guide-Accommodation)
- [Cottages in Castellina in Chianti ](https://expedia.com/Castellina-In-Chianti-Cottages.d55534-aaCottages.Travel-Guide-Accommodation)

## Frequently asked questions

### Are there vacation rentals in Castellina in Chianti?

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### How many vacation rentals will I find in Castellina in Chianti?

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