Title: Chianti Region Vacation Rentals from CA $166: Short-Term Rentals for 2025 | Expedia.ca

 

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# Chianti Region Vacation Rentals

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## Check prices for these dates

In two weeks

[Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2025-11-21&endDate=2025-11-23&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=603148&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=603148&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)

## Vacation Rentals in Chianti Region

![2 bedrooms, cribs/infant beds, bed sheets](https://images.trvl-media.com/lodging/102000000/101510000/101503700/101503652/f6cba490.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bungalow](https://images.trvl-media.com/lodging/102000000/101510000/101503700/101503652/10c2f471.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Chalet](https://images.trvl-media.com/lodging/102000000/101510000/101503700/101503652/e325c14e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/102000000/101510000/101503700/101503652/8027b728.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### hu Firenze Certosa camping in town

Impruneta

8.0/10

Very good

(55)

"The only thing I would change is to make more stroller accessible "

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

Aliana Paola

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

![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/6000000/5280000/5273900/5273860/823021fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/6000000/5280000/5273900/5273860/078ea232.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Full-size fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/6000000/5280000/5273900/5273860/156bd335.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/6000000/5280000/5273900/5273860/ebff15c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chianti Village Morrocco

Barberino Tavarnelle

8.6/10

Excellent

(108)

"Really enjoyed our short stay. The studio has all we needed, and we were given ine with a wraparound balcony with views of the stunning countryside!"

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

Heike

[](https://www.expedia.ca/Barberino-Tavarnelle-Hotels-Chianti-Village-Morrocco.h5273860.Hotel-Information)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/17000000/16160000/16157300/16157250/32284d0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/17000000/16160000/16157300/16157250/b4cc24c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Poolside bar](https://images.trvl-media.com/lodging/17000000/16160000/16157300/16157250/789c7666.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Mobile Home | Terrace/patio](https://images.trvl-media.com/lodging/17000000/16160000/16157300/16157250/9b90d038.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Camping Village Il Poggetto

Rignano sull'Arno

8.0/10

Very good

(65)

"Lovely camp site, with friendly staff. "

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

Phillip

[](https://www.expedia.ca/Rignano-SullArno-Hotels-Camping-Village-Il-Poggetto.h16157250.Hotel-Information)

![Aerial view](https://images.trvl-media.com/lodging/1000000/800000/797300/797278/c9efa80f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/800000/797300/797278/36e10829.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/1000000/800000/797300/797278/b741acfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/1000000/800000/797300/797278/e66754fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Relais Villa Olmo

Impruneta

9.4/10

Exceptional

(226)

"Wonderful stay- we really enjoyed our stay and did not want to leave!! Beautiful hotel and wonderful service!"

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

Cameron

[](https://www.expedia.ca/Impruneta-Hotels-Relais-Villa-Olmo.h797278.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/20000000/19150000/19149200/19149185/3c3d9142.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/20000000/19150000/19149200/19149185/c265eef8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player, stereo](https://images.trvl-media.com/lodging/20000000/19150000/19149200/19149185/3005f289.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/20000000/19150000/19149200/19149185/9f090477.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Farmhouse in the heart of the real chiantishire

Castellina in Chianti

10/10

Exceptional

(144)

"Everything was perfect: thank you"

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

Richard D.

[](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Farmhouse-In-The-Heart-Of-The-Real-Chiantishire.h19149185.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/31000000/30360000/30357400/30357304/266fd5bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/31000000/30360000/30357400/30357304/b10e2694.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/31000000/30360000/30357400/30357304/c3290bf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/31000000/30360000/30357400/30357304/4e759628.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa with large garden in the Chianti hills

Siena

9.6/10

Exceptional

(75)

"Adrianna was very helpful. And her home was comfortable for our family of four,. The garden was beautiful and we ate outdoors every meal. The pool was clean, yet well loved. Thanks for a great stay in a perfect location to see the surrounds of Tuscany."

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

Fiona F.

[](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Villa-With-Large-Garden-In-The-Chianti-Hills.h30357304.Hotel-Information)

![Front of property - evening/night](https://images.trvl-media.com/lodging/3000000/2530000/2523800/2523707/deea12d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/3000000/2530000/2523800/2523707/d197edf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property - evening/night](https://images.trvl-media.com/lodging/3000000/2530000/2523800/2523707/8f10a5fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/3000000/2530000/2523800/2523707/5d2f1a55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa Il Palagio

Rignano sull'Arno

8.6/10

Excellent

(59)

"Very nice atmosphere, felt very private, great price"

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

Robert M

[](https://www.expedia.ca/Rignano-SullArno-Hotels-Villa-Il-Palagio.h2523707.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/19000000/18770000/18768700/18768614/7adfb34e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/19000000/18770000/18768700/18768614/3b7932fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/19000000/18770000/18768700/18768614/be3a90be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/19000000/18770000/18768700/18768614/a852118a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming Villa Torre in Chianti, 8 ensuite bedrooms, pool, Florence, Wi-Fi, A/C.

San Casciano in Val di Pesa

10/10

Exceptional

(124)

"The accommodations were excellent with plenty of space for our group. The hosts were more than accommodating and helped with rental car arrangements and tour companies. They also were excellent cooks and we enjoyed many meals prepared by them. "

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

David L.

[](https://www.expedia.ca/San-Casciano-In-Val-Di-Pesa-Hotels-Charming-Villa-Torre-In-Chianti.h18768614.Hotel-Information)

![Outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/6000000/5340000/5331800/5331739/13c851d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/6000000/5340000/5331800/5331739/727e0d46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Apartment, 2 Bedrooms, Non Smoking | Private kitchen](https://images.trvl-media.com/lodging/6000000/5340000/5331800/5331739/9a487d30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Apartment, 2 Bedrooms, Non Smoking, Garden View | View from room](https://images.trvl-media.com/lodging/6000000/5340000/5331800/5331739/94007780.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Relais Villa Belvedere

Figline e Incisa Valdarno

9.2/10

Wonderful

(69)

"Very nice place"

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

Maria

CA $149

CA $166 total

includes taxes & fees

Nov 10 - Nov 11

[](https://www.expedia.ca/Figline-E-Incisa-Valdarno-Hotels-Relais-Villa-Belvedere.h5331739.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33960000/33956800/33956712/f1536fdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool, sun loungers](https://images.trvl-media.com/lodging/34000000/33960000/33956800/33956712/65e72921.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33960000/33956800/33956712/c21fb006.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/34000000/33960000/33956800/33956712/73cc2cee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa with concierge service & heated pool at 20 minute from Florence center

impruneta

10/10

Exceptional

(105)

"The villa is absolutely stunning & our stay was an amazing experience. We had a small wedding ceremony with our guests followed by a home cooked Italian dinner which was the most perfect evening. Cate & her family were very accommodating and made us feel very welcome. Cate made our stay stress-free and was more than happy to help organise anything we may have needed for our stay. I can’t wait to stay again "

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

Ashleigh R.

CA $1,899

CA $2,177 total

includes taxes & fees

Nov 23 - Nov 24

[](https://www.expedia.ca/Impruneta-Hotels-Tailored-To-YouVilla-Wheated-Pool-And-Concierge-Only-8-Mile-To-Florence-Center.h33956712.Hotel-Information)

![Full-size fridge, oven, stovetop, espresso maker](https://images.trvl-media.com/lodging/40000000/39680000/39673400/39673326/45f2e5f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/40000000/39680000/39673400/39673326/252d70f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Full-size fridge, oven, stovetop, espresso maker](https://images.trvl-media.com/lodging/40000000/39680000/39673400/39673326/48f7d2f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/40000000/39680000/39673400/39673326/958cb39c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Rocca Palazzaccio

Impruneta

9.0/10

Wonderful

(13)

"A lovely stay at this property with our 2 year old.The apartment had everything we needed and communication with the host was very good There are steep hills to access the property by car or foot so bear that in mind but we managed fine with a pram and a car its just worth noting Handy to have laundry facilities on site aswell. There is a coop just a few minutes down the road Lovely views and a clean pool which was perfect for our little one to use and toys there that he could play in the...

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

Lauren

[](https://www.expedia.ca/Impruneta-Hotels-Rocca-Palazzaccio.h39673326.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/28000000/27480000/27478100/27478003/7e4aed19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/28000000/27480000/27478100/27478003/efc1333d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, table tennis, stereo](https://images.trvl-media.com/lodging/28000000/27480000/27478100/27478003/4913a3ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/28000000/27480000/27478100/27478003/cafe3d68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wonderful Villa - Air Bubble Massage Pool - WiFi - max.14peopl

Greve in Chianti (Firenze)

10/10

Exceptional

(42)

"Elena and her staff were excellent. They provided us with a welcome dinner which was great after our long trip in, as well as breakfast the next morning. Property is beautiful up in top of a hill overlooking the beautiful landscape. We had 9 people with more than enough room for all of us. Highly recommended!"

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

Ryan F.

[](https://www.expedia.ca/Greve-In-Chianti-Hotels-Wonderful-Villa-Air-Bubble-Massage-Pool-WiFi-Max14peopl.h27478003.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/92000000/91100000/91097500/91097415/aa901301.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/92000000/91100000/91097500/91097415/c8f13e7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/92000000/91100000/91097500/91097415/f353b156.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/92000000/91100000/91097500/91097415/23551d12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful villa for 6 people with A/C, WIFI, private pool, TV, patio and pets allowed

Cavriglia

10/10

Exceptional

(13)

"We had a really good time at this property. Everything was very clean and it was well equipped for what we wanted. It was very hot whilst we were there, so the air con and pool were very much appreciated! The town itself has several decent restaurants (so no need to cook, if you dont want to!) and there are some local buses but a car is needed really to make the most of the wider surrounding area (including the beautiful pool).The owners were very welcoming and extremely helpful with any queries...

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

SimonandSue R.

[](https://www.expedia.ca/Cavriglia-Hotels-Wonderful-Villa-For-6-Guests-With-AC.h91097415.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/19000000/18770000/18760900/18760840/cd8d91ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/19000000/18770000/18760900/18760840/fd9dd70d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/19000000/18770000/18760900/18760840/7066b059.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![11 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/19000000/18770000/18760900/18760840/d808b9e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views

Castellina in Chianti

10/10

Exceptional

(64)

"This was a trip we soon won't forget and we will 100% be back to visit. We <3 Isola Serena!!"

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

Ashley M.

[](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Isola-Serena-New-Private-Luxury-Villa-Chianti-Pool-Stunning-Views.h18760840.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/19000000/19000000/18992900/18992864/d17810d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/19000000/19000000/18992900/18992864/8a99975c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/19000000/19000000/18992900/18992864/dfaac6d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/19000000/19000000/18992900/18992864/4630dd1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa between Florence Siena and Pisa. 1 km to village. A/C in all rooms-Wi Fi

Montespertoli

9.4/10

Exceptional

(66)

"The Leoni Villa is the perfect spot for a family vacation. There were 14 of us from 2 years old to 65 years old and we all had a great time! The rooms are great as well as the grounds which offers lemon, plum and olive trees. The Villa also has a spectacular pool with great views. Marco the caretaker was wonderful and helped us with anything we needed."

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

Cynthia B.

[](https://www.expedia.ca/Montespertoli-Hotels-Villa-Between-Florence-Siena-And-Pisa-1-Km-To-Village-AC-In-All-Rooms-Wi-Fi.h18992864.Hotel-Information)

![Interior detail](https://images.trvl-media.com/lodging/11000000/10390000/10386200/10386149/94f3c761.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/11000000/10390000/10386200/10386149/3dbf32f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Panoramic Apartment, 4 Bedrooms (Refrigerator,Galleria)](https://images.trvl-media.com/lodging/11000000/10390000/10386200/10386149/28d72b99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Panoramic Apartment, 4 Bedrooms (Refrigerator,Galleria) | Living area](https://images.trvl-media.com/lodging/11000000/10390000/10386200/10386149/c93c8969.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Castello di Montegufoni

Montespertoli

8.0/10

Very good

(31)

"This was a stunning castle to stay in. The frescoed ceilings were gorgeous. Loved every minute that we were there. The staff were wonderful. The only thing i would recommend is to add a vending machine and maybe to offer pastries in thr morning. "

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

Cheryl

[](https://www.expedia.ca/Montespertoli-Hotels-Castello-Di-Montegufoni.h10386149.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/41000000/40900000/40894800/40894778/819919b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/41000000/40900000/40894800/40894778/fc5f2ab3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, in-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/41000000/40900000/40894800/40894778/1bde548f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer, towels, soap, shampoo](https://images.trvl-media.com/lodging/41000000/40900000/40894800/40894778/w1103h1598x0y0-372f03af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Romantic house in the middle of the Chianti vineyards in the heart of Tuscany.

Greve in Chianti

9.0/10

Wonderful

(24)

"excellent"

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

David S W.

[](https://www.expedia.ca/Greve-In-Chianti-Hotels-Vrbo-Property.h40894778.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/30000000/29750000/29741600/29741545/187dffc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/30000000/29750000/29741600/29741545/047cf818.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/30000000/29750000/29741600/29741545/60589de1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/30000000/29750000/29741600/29741545/ccecd19f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Your panoramic house in Tuscany between vineyards and olive groves.

Barberino Val d'Elsa

9.8/10

Exceptional

(43)

"We had such a nice stay and only wish it had been longer! Enrico & Simona were excellent hosts and we loved the cooking class they did for us and our 3 college students who learned to make pasta for the first time. The views are spectacular and it’s a perfect location for trips to the many surrounding towns and wineries. We’d love to come back in the summer and stay longer!"

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

Kerry P.

[](https://www.expedia.ca/Barberino-Tavarnelle-Hotels-Your-Panoramic-House-In-Tuscany-Between-Vineyards-And-Olive-Groves.h29741545.Hotel-Information)

![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/7000000/6360000/6359500/6359426/be420108.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/7000000/6360000/6359500/6359426/6f89da83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 2 Bedrooms, Patio (Chianti)](https://images.trvl-media.com/lodging/7000000/6360000/6359500/6359426/ea5953bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/7000000/6360000/6359500/6359426/3d6cda97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Castello Del Nero - Podere San Filippo

Barberino Tavarnelle

9.8/10

Exceptional

(38)

"We loved our stay here. The rooms were clean and updated. All the amenities you need are provided. The pool and the views by it are amazing and the area is quiet. The small town nearby has great food options. Would definitely stay again."

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

Vincent

[](https://www.expedia.ca/Barberino-Tavarnelle-Hotels-Podere-San-Filippo.h6359426.Hotel-Information)

![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/4000000/3530000/3522800/3522769/e2d4f39b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Apartment, 1 Queen Bed, Hill View, Ground Floor](https://images.trvl-media.com/lodging/4000000/3530000/3522800/3522769/6368a112.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lunch, dinner served; local cuisine, garden views ](https://images.trvl-media.com/lodging/4000000/3530000/3522800/3522769/7e32286c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/4000000/3530000/3522800/3522769/6901a1c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Riserva di Fizzano Residence

Castellina in Chianti

9.8/10

Exceptional

(23)

"The perfect hilltop retreat surrounded on all sides by vineyards and rolling hills with beautiful villas. Place was magical. Food was out of this world. Congratulations to the chef! Some of the best I've ever had. Perfect place to stay. "

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

Elizabeth

[](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Riserva-Di-Fizzano-Residence.h3522769.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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## Top Chianti Region Hotel Reviews

![Castello di Fonterutoli Wine Resort](//images.trvl-media.com/lodging/6000000/5180000/5172400/5172395/9f05cf5a_y.jpg)

### Castello di Fonterutoli Wine Resort

10/10 Excellent

"Clean room, courteous staff, and good winery"

[](https://expedia.ca/Castellina-In-Chianti-Hotels-Castello-Di-Fonterutoli.h5172395.Hotel-Information)

![Salvadonica - Borgo del Chianti](//images.trvl-media.com/lodging/21000000/20490000/20484000/20483959/56ce48bb_y.jpg)

### Salvadonica - Borgo del Chianti

10/10 Excellent

"One of the finest boutique hotels I have ever stayed in. The hosts, the view, the room, the food they serve, the location is all memorable. The stay was the highlight of our trip to Florence ."

[](https://expedia.ca/San-Casciano-In-Val-Di-Pesa-Hotels-Salvadonica.h20483959.Hotel-Information)

![Villa I Barronci Resort & Spa](//images.trvl-media.com/lodging/3000000/2530000/2523800/2523750/d7de1ccd_y.jpg)

### Villa I Barronci Resort & Spa

10/10 Excellent

"Stayed here as part of our honeymoon. Staff were super helpful with reservations and recommendations. The view is beautiful and the rooms are cozy. The breakfast was delicious as well."

[](https://expedia.ca/San-Casciano-In-Val-Di-Pesa-Hotels-Villa-I-Barronci-Resort-Spa.h2523750.Hotel-Information)

![Hotel Borgo di Cortefreda Relais](//images.trvl-media.com/lodging/2000000/1220000/1216500/1216478/288cff0c_y.jpg)

### Hotel Borgo di Cortefreda Relais

10/10 Excellent

"The staff at the front desk was amazing. When we arrived he greeted us with such a warm smile and welcomed us to the hotel. He absolutely made the hotel experience much better. "

[](https://expedia.ca/Barberino-Tavarnelle-Hotels-Hotel-Borgo-Di-Cortefreda-Relais.h1216478.Hotel-Information)

![Villa Castiglione](//images.trvl-media.com/lodging/2000000/1350000/1348200/1348125/dbdc1d6b_y.jpg)

### Villa Castiglione

10/10 Excellent

"Nice and cute place. Great price. "

[](https://expedia.ca/Impruneta-Hotels-Villa-Castiglione.h1348125.Hotel-Information)

![COMO Castello Del Nero](//images.trvl-media.com/lodging/2000000/1280000/1279800/1279768/5908bcb2_y.jpg)

### COMO Castello Del Nero

10/10 Excellent

"Wonderful stay. 5-stars across the board if you’re looking for disconnecting and relaxing in the rolling hills of the Tuscan countryside. Easy day/dinner trips to Florence or Siena (rental car). "

[](https://expedia.ca/Barberino-Tavarnelle-Hotels-COMO-Castello-Del-Nero.h1279768.Hotel-Information)

![Il Borro - Relais & Châteaux](//images.trvl-media.com/lodging/6000000/5590000/5585700/5585638/4a6bd899_y.jpg)

### Il Borro - Relais & Châteaux

10/10 Excellent

"A one of a kind, unique property amazing cuisine, and the tour we took of the wine cellar was the best I have ever experienced thanks to the helpfulness and knowledge of our guide Sophia"

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

![Hotel Toscana Ambassador](//images.trvl-media.com/lodging/2000000/1430000/1429500/1429488/7717f75b_y.jpg)

### Hotel Toscana Ambassador

10/10 Excellent

"Excellent emplacement pour explorer la région. Facile de se trouver un stationnement gratuit en face de l'hôtel. Chambre propre, mais relativement sans charme, plutôt impersonnelle côté déco, mais tout ce dont on a besoin y est toutefois, donc je recommande si vous cherchez qqchose d'efficace, abordable et fonctionnel. Le déjeuner buffet est très bon!"

[](https://expedia.ca/Poggibonsi-Hotels-Hotel-Toscana-Ambassador.h1429488.Hotel-Information)

![Hotel Certaldo](//images.trvl-media.com/lodging/2000000/1680000/1675500/1675499/0f881b23_y.jpg)

### Hotel Certaldo

10/10 Excellent

"Beautiful garden in the back"

[](https://expedia.ca/Certaldo-Hotels-Hotel-Certaldo.h1675499.Hotel-Information)

## Find out more about Chianti Region

**Everything you need to know about** **Chianti Region** **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 Chianti Region vacation rental for you. At Expedia, you can take your pick from [private vacation homes](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/Cabins), villas... 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 Chianti Region vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

**Chianti Region vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Chianti Region. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chianti Region vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chianti Region vacation rentals we have selected for you start as low as CA $166 per night. Entering your travel dates in the search wizard you might find even better deals!

**How to find incredible deals on Chianti Region rentals**

At Expedia, we put the best Chianti Region 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 Chianti Region 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 Chianti Region 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 Chianti Region. 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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Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go.

Scan the QR code with your device camera and download our app

![QR code to download the app](data:image/png;base64,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)