Chianti Region Country Houses from $82

A vineyard with rows of grapevines, a house surrounded by trees, and a road with vehicles.

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Our top choices for Chianti Region country houses

A swimming pool with lounge chairs and umbrellas, surrounded by greenery and hills.

1. Palagina Il Borgo Agricolo

Figline e Incisa Valdarno

Casey

$186 nightly

Oct 24 - Oct 25

Total with taxes and fees

2. Palazzo Tiglio - A Small Luxury Hotels of the World

Bucine

David

$250 nightly

Nov 11 - Nov 12

Total with taxes and fees

An outdoor patio with a stone table, a plate of food, a glass of red drink, and a sunflower.

3. Cappannelle Country House Tuscany

Castiglion Fibocchi

Peter

$123 nightly

Nov 11 - Nov 12

Total with taxes and fees

A traditional villa with multiple terracotta-tiled roofs, surrounded by lush greenery and trees.

4. Relais de Ricci

Impruneta

$145 nightly

Nov 4 - Nov 5

Total with taxes and fees

A stone building with a swimming pool, surrounded by trees and a view of the landscape.

5. Relais la Costa - Dimora Storica

Monteriggioni

Doug

$152 nightly

Oct 26 - Oct 27

Total with taxes and fees

A stone building with a swimming pool, outdoor seating, and trees.

6. Il Castagnolo Country B&B

San Gimignano

Paul

$89 nightly

Nov 22 - Nov 23

Total with taxes and fees

A table with a bottle of wine, two glasses, and a plate of food on a balcony overlooking a historic cityscape.

7. Tenuta Guardastelle

San Gimignano

Mary

$200 nightly

Oct 24 - Oct 25

Total with taxes and fees

A stone building with a staircase leading to a second floor, a small garden area, and a red brick courtyard.

8. Locanda Casalta

Strove

Alexander

$119 nightly

Oct 23 - Oct 24

Total with taxes and fees

A dining area with a table set for four, chairs, a television mounted on the wall, and a cabinet with glass doors.

9. L'Aia di Argia

Monteroni d'Arbia

mario

$71 nightly

Oct 25 - Oct 26

Total with taxes and fees

A balcony with a table set for two, overlooking a calm river and lush greenery.

10. Fattoria di Maiano

Fiesole

"Our first visit to Tuscany and this was a beautiful location. We had the 3 bedroom apartment and it was so much space. Full kitchen with terrace, living room with TV if you want it, views of the Tuscan countryside from the windows. We had breakfast on sight each day, dinner a few times. Fresh and local ingredients. I loved walking through the property seeing the animals and in the trails through the woods. Only 5km outside of Florence, it's a great location to still do the touristy things in...

Charlotte

$165 nightly

Nov 2 - Nov 3

Total with taxes and fees

A room with a view of a vineyard, a table with cups and saucers, and a window with curtains.

11. Wine Estate Paradiso di Cacuci

Montalcino

Tony

$257 nightly

Oct 27 - Oct 28

Total with taxes and fees

A pool with a wooden deck and lounge chairs, surrounded by trees and hills in the background.

12. Fattoria Pieve a Salti

Montalcino

Marko

$109 nightly

Nov 9 - Nov 10

Total with taxes and fees

A villa with a red-tiled roof, surrounded by well-maintained gardens and vineyards.

13. CASALE DI VALLE DIMORA STORICA

Vinci

Paul

$174 nightly

Oct 24 - Oct 25

Total with taxes and fees

A stone building with a pool, surrounded by trees and outdoor seating.

14. Fattorie di Celli

Poppi

Samuel

$184 nightly

Nov 6 - Nov 7

Total with taxes and fees

A stone building with a tiled roof surrounded by vineyards.

15. Cordella in Montalcino Wine Resort

Montalcino

Marcelo

$78 nightly

Oct 27 - Oct 28

Total with taxes and fees

A hot tub with stone steps leading up to it, under a pergola, with a view of distant hills.

16. Tenuta Castellare di Tonda

Montaione

"The reception was extremely helpful with all our queries even before we got to the property and really helped make sure we had a comfortable stay. The apartment came with amazing views and the basic necessities. The pool was a very nice size and kept clean for us to enjoy. We also booked a horse riding lesson which was with a great instructor and I’d highly recommend a ride if you have the time. Thanks for the hospitality! "

Shifnaz

$82 nightly

Oct 29 - Oct 30

Total with taxes and fees

A poolside area with lounge chairs and umbrellas, overlooking a scenic landscape.

17. Laqua Vineyard

Terricciola

nocham

$216 nightly

Nov 3 - Nov 4

Total with taxes and fees

A swimming pool with lounge chairs and umbrellas, surrounded by grass and trees, with a view of distant hills.

18. Agriturismo La Palazzina

Palaia

Dave

$158 nightly

Oct 26 - Oct 27

Total with taxes and fees

A swimming pool with lounge chairs and umbrellas, surrounded by greenery and trees.

19. Country House Podere Casorbica

Cortona

Kristie

$100 nightly

Nov 14 - Nov 15

Total with taxes and fees

A well-maintained garden with a central fountain, surrounded by a stone wall and lush greenery.

20. Agriturismo Torreghiotta

Pistoia

Anonymous traveler

$122 nightly

Oct 31 - Nov 1

Total with taxes and fees

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Top Chianti Region Hotel Reviews

Hotel Toscana Ambassador

10/10 Excellent

"Excellent hôtel qualité-prix, très propre, très beau déjeuner, bien situé"

Fattoria di Vegi

10/10 Excellent

"We loved our stay here! It was the perfect place to slow down and take in the beauty of Tuscany. We enjoyed the cooking class and wine tasting we took with the other couples staying there. Highly recommend booking this as part of your stay! We also enjoyed the amenities they offered like the art room - we set up easels in the grass, drank wine, and drew each other’s portraits which ended up being pretty funny. The food at the restaurant was good although it felt like some of the dishes could’ve been simpler. Our favorite dishes was the pasta with mushrooms and the pizzas on pizza night. The majority of the staff was friendly too. Highly recommend this location if you’re looking for a beautifully designed, relaxing location with amenities/activities. We hope to be back!"

Hotel Villa Cesi

10/10 Excellent

"Rooms are very clean and staff are very friendly and super helpful and above all they are caring and very accommodating especially with our elderly less abled parents for which we are very grateful. Property is in a beautiful setting. Restaurant staff also very helpful. Thank you very much to all who hosted us at Villa Cesi."

Salvadonica - Borgo del Chianti

10/10 Excellent

"Beautiful property, clean and spacious room, great service. We are so thankful for our stay at this property. We had a patio outside our room, and this was a highlight for me. The restaurant had a bar with local wines and snacks; we could then sit outside and relax in peace. We did one of the wine tastings with the hotel, which was fabulous. We ate at the restaurant; my teenage children each found something they enjoyed. It is located outside of Florence, so we did have a bit of a drive each day to see different sites, but the property made the stay very well worth it. Breakfast each day was also really wonderful,"

Hu Norcenni Girasole Village

10/10 Excellent

"My family and I had such a great time. Such a kid friendly place and at check in they even had a little playground while you waiting and gave the kids bubbles. So great to be in nature and all of the amenities were lovely. The waterparks that were padded on the ground were genius and we did a family wine tasting which was such a lovely memory. Our stay was so nice with the deck and the grocery store is so affordable for dinners in. Love love love! My toddler played all day and there were so many times we got to relax because they had everything that we wanted or needed right on property."

Find out more about Chianti Region

Chianti Region Country Houses information

Number of reviews	317
Accommodation	11 Country Houses
Lowest Price	$82
Highest Price	$292

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Upfront pricing

Check prices for these dates

Our top choices for Chianti Region country houses

1. Palagina Il Borgo Agricolo

2. Palazzo Tiglio - A Small Luxury Hotels of the World

3. Cappannelle Country House Tuscany

4. Relais de Ricci

5. Relais la Costa - Dimora Storica

6. Il Castagnolo Country B&B

7. Tenuta Guardastelle

8. Locanda Casalta

9. L'Aia di Argia

10. Fattoria di Maiano

11. Wine Estate Paradiso di Cacuci

12. Fattoria Pieve a Salti

13. CASALE DI VALLE DIMORA STORICA

14. Fattorie di Celli

15. Cordella in Montalcino Wine Resort

16. Tenuta Castellare di Tonda

17. Laqua Vineyard

18. Agriturismo La Palazzina

19. Country House Podere Casorbica

20. Agriturismo Torreghiotta

Top Chianti Region Hotel Reviews

Hotel Toscana Ambassador

Fattoria di Vegi

Hotel Villa Cesi

Salvadonica - Borgo del Chianti

Castello di Spaltenna- Small Luxury Hotels of the World

Borgo Vescine

Villa Le Barone

Hu Norcenni Girasole Village

COMO Castello Del Nero

Find out more about Chianti Region

Chianti Region Country Houses information

Explore a world of travel with Expedia

Search Country Houses in Chianti Region

Bundle & Save

OneKeyCash

Upfront pricing

Check prices for these dates

Our top choices for Chianti Region country houses

1. Palagina Il Borgo Agricolo

2. Palazzo Tiglio - A Small Luxury Hotels of the World

3. Cappannelle Country House Tuscany

4. Relais de Ricci

5. Relais la Costa - Dimora Storica

6. Il Castagnolo Country B&B

7. Tenuta Guardastelle

8. Locanda Casalta

9. L'Aia di Argia

10. Fattoria di Maiano

11. Wine Estate Paradiso di Cacuci

12. Fattoria Pieve a Salti

13. CASALE DI VALLE DIMORA STORICA

14. Fattorie di Celli

15. Cordella in Montalcino Wine Resort

16. Tenuta Castellare di Tonda

17. Laqua Vineyard

18. Agriturismo La Palazzina

19. Country House Podere Casorbica

20. Agriturismo Torreghiotta

Top Chianti Region Hotel Reviews

Hotel Toscana Ambassador

Find out more about Chianti Region

Chianti Region Country Houses information

Explore a world of travel with Expedia