Chianti Region Country Houses

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 area with lounge chairs and umbrellas, surrounded by a landscaped garden and a hilly backdrop.

1. Palagina Il Borgo Agricolo

Figline e Incisa Valdarno

Casey

P13,104 total

includes taxes & fees

Oct 28 - Oct 29

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

Bucine

David

P17,636 total

includes taxes & fees

Nov 20 - Nov 21

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

P9,047 total

includes taxes & fees

Nov 8 - Nov 9

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

4. Relais de Ricci

Impruneta

P10,894 total

includes taxes & fees

Nov 1 - Nov 2

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

5. Relais la Costa - Dimora Storica

Monteriggioni

Doug

P11,062 total

includes taxes & fees

Oct 25 - Oct 26

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

6. Il Castagnolo Country B&B

San Gimignano

Paul

P6,814 total

includes taxes & fees

Nov 13 - Nov 14

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

P15,229 total

includes taxes & fees

Oct 24 - Oct 25

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

P8,323 total

includes taxes & fees

Oct 23 - Oct 24

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

P5,397 total

includes taxes & fees

Oct 23 - Oct 24

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

P11,829 total

includes taxes & fees

Nov 2 - Nov 3

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

P19,564 total

includes taxes & fees

Oct 23 - Oct 24

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

12. Fattoria Pieve a Salti

Montalcino

Marko

P8,571 total

includes taxes & fees

Nov 9 - Nov 10

A cellar with wine racks, a wooden table, and barrels.

13. CASALE DI VALLE DIMORA STORICA

Vinci

Paul

P12,986 total

includes taxes & fees

Oct 29 - Oct 30

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

14. Fattorie di Celli

Poppi

Samuel

P14,534 total

includes taxes & fees

Oct 25 - Oct 26

A swimming pool with a stone wall and a bench, surrounded by lights.

15. Cordella in Montalcino Wine Resort

Montalcino

Marcelo

P5,213 total

includes taxes & fees

Oct 27 - Oct 28

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

P5,910 total

includes taxes & fees

Oct 29 - Oct 30

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

17. Laqua Vineyard

Terricciola

nocham

P13,927 total

includes taxes & fees

Oct 26 - Oct 27

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

P11,970 total

includes taxes & fees

Nov 4 - Nov 5

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

19. Country House Podere Casorbica

Cortona

Kristie

P7,128 total

includes taxes & fees

Nov 12 - Nov 13

A bar area with a counter, a plant, and bottles of alcohol.

20. Agriturismo Torreghiotta

Pistoia

Anonymous traveler

P9,341 total

includes taxes & fees

Oct 31 - Nov 1

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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."

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