Chianti Region Residences

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Our top choices for Chianti Region residences

A spacious indoor area with arched windows, wooden furniture, and hanging plants.

1. Relais Villa Olmo

Impruneta

Mohamed

P9,858 total

includes taxes & fees

Oct 21 - Oct 22

A balcony with a view of rolling hills, a table with a book and a bottle, and a chair.

2. Villa San Filippo

Barberino Val d'Elsa

Nadia

P5,604 total

includes taxes & fees

Oct 26 - Oct 27

A stone building with a courtyard, a swimming pool, and vineyard fields in the background.

3. Riserva di Fizzano Residence

Castellina in Chianti

Janet

P13,320 total

includes taxes & fees

Oct 8 - Oct 9

A table with breakfast items and a view of rolling hills.

4. Chianti Village Morrocco

Tavarnelle Val di Pesa

Winonah

P6,188 total

includes taxes & fees

Oct 21 - Oct 22

An outdoor dining area with tables and chairs, candles, and a view of palm trees and greenery.

5. Palazzo Pacini

Colle di Val d'Elsa

John

P9,304 total

includes taxes & fees

Nov 6 - Nov 7

A courtyard with a fountain, a pergola with flowers, and a building with a bell tower.

6. Relais Villa Belpoggio - Residenza d'Epoca

Loro Ciuffenna

Mona

P11,176 total

includes taxes & fees

Nov 3 - Nov 4

A swimming pool with a stone fountain, surrounded by a grassy area and trees.

7. Rocca Palazzaccio

Impruneta

"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...

Lauren

P17,758 total

includes taxes & fees

Oct 7 - Oct 8

A balcony with a table and chairs, a railing, and a view of a town and hills.

8. Residence Il Connubio

Impruneta

Damian

P6,016 total

includes taxes & fees

Nov 2 - Nov 3

A wine cellar with stone walls, wine racks, and tables with glasses and candles.

9. Il Battistero Siena - Residenza d'Epoca

Siena City Centre

Kellie

P9,390 total

includes taxes & fees

Nov 5 - Nov 6

An aerial view of a historic stone building complex with a swimming pool, surrounded by lush greenery and vineyards.

10. Bosco della Spina

Murlo

Lizl

P6,119 total

includes taxes & fees

Oct 27 - Oct 28

An outdoor swimming pool with a wooden pergola, lounge chairs, and a stone wall backdrop.

11. Guild Living Siena Senior Resort & Residence

Scacciapensieri

Lucy

P8,294 total

includes taxes & fees

Nov 2 - Nov 3

A spacious hotel room with a large bed, a sitting area with chairs, and a view through an arched doorway to another room.

12. La Terrazza Sul Campo Rooming House

Siena City Centre

Agnieszka

P7,198 total

includes taxes & fees

Nov 3 - Nov 4

A table set with breakfast items on a balcony overlooking a historic town.

13. Residenza d'Epoca Palazzo Borghesi

Siena City Centre

Roman

P10,842 total

includes taxes & fees

Nov 4 - Nov 5

A modern living room with a television, a sliding glass door leading to a patio with outdoor furniture.

14. The Florence Hills Resort & Wellness

Pelago

Linda

P4,888 total

includes taxes & fees

Nov 3 - Nov 4

A swimming pool with lounge chairs and a flag.

15. Fattoria il Milione Agriturismo

Florence

Donnie

P5,160 total

includes taxes & fees

Nov 1 - Nov 2

A wooden door with a sign, a large potted plant, and a view of a historic building.

16. La Casa del Garbo - Luxury Rooms & Suite

Historic Centre of Florence

Salvatore

P9,708 total

includes taxes & fees

Nov 1 - Nov 2

A glass-top table with a sofa, a candle, a pitcher, and two glasses of drink.

17. Tornabuoni Suites Collection

Historic Centre of Florence

HYEUNJOO

P12,489 total

includes taxes & fees

Nov 3 - Nov 4

18. La Torre Del Cestello

Historic Centre of Florence

Joanna

P8,575 total

includes taxes & fees

Nov 4 - Nov 5

A modern bedroom with a large bed, a desk with chairs, and a bathroom visible through an open door.

19. Palazzo Mannaioni Suites

Historic Centre of Florence

Diana

P9,147 total

includes taxes & fees

Nov 3 - Nov 4

A stone building with outdoor seating and a view of the countryside.

20. Antico Borgo Poggiarello

Monteriggioni

James Bakley

P11,914 total

includes taxes & fees

Oct 24 - Oct 25

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Top Chianti Region Hotel Reviews

Castello Vicchiomaggio

10/10 Excellent

"What a gorgeous place! We loved it here and can’t wait to go back!"

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent

"This was a beautiful hotel! Everything from the room to the amenities to the staff. Most of the amenities are complimentary (sauna, steam room, pool, gym, etc). The staff were very helpful as well. We would absolutely stay here again."

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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