A stone building with a clock tower, steps leading up to it, and people walking around.

Search Guest Houses in Castellina in Chianti

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
14 Aug - 16 Aug
In two weeks
21 Aug - 23 Aug
In one month
4 Sep - 6 Sep
In two months
2 Oct - 4 Oct

Our top choices for Castellina in Chianti guest houses

Chapel

1. Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (204 reviews)
"The property and location is amazing! The on site amenities are outstanding. The infinity pool has a beautiful view. The wine tasting and tour experience was exceptional. The restaurant for breakfast and dinner is also exceptional. The entire staff at the resort were friendly, and extremely helpful !"
United States
Rory
The price is AED 1,187
AED 1,340 total
includes taxes & fees
30 Aug - 31 Aug
Dievole Wine Resort
Garden

2. Homelink Poggibonsi

Homelink Poggibonsi
Barberino Tavarnelle
5.8 out of 10, (14 reviews)
"There was Ants in the room and property is in very bad condition "
United Kingdom
Avinash
The price is AED 164
AED 197 total
includes taxes & fees
14 Aug - 15 Aug
Homelink Poggibonsi
Garden

3. Villa Montarioso

Villa Montarioso
Montarioso
8.8 out of 10, Excellent, (140 reviews)
"One of the best places during our stay in italy"
Canada
Michael
The price is AED 336
AED 390 total
includes taxes & fees
7 Sep - 8 Sep
Villa Montarioso
Exterior

4. Relais La Corte Dei Cavalieri

Relais La Corte Dei Cavalieri
Siena City Centre
8.2 out of 10, Very Good, (114 reviews)
"Spacious room with impressive room decoration. Service at reception was very professional. "
Denmark
Henrik Skov
The price is AED 222
AED 261 total
includes taxes & fees
10 Aug - 11 Aug
Relais La Corte Dei Cavalieri
3-inch Smart TV with digital channels

5. podere la strega

podere la strega
Siena
10.0 out of 10, Exceptional, (4 reviews)
"Vår vistelse på Podere La Strega var fantastisk! Paret som hade hand om oss var alldeles underbara. Frukosten var trevlig vid ett stort gemensamt bord och god mat, mannen på hotellet ordnade en riktigt bra kaffe! Poolområdet var rent och fräsch och det märktes att de tar väl hand om stället. Vi vill åka tillbaka redan nu!"
Sweden
Jenny
The price is AED 619
AED 698 total
includes taxes & fees
17 Aug - 18 Aug
podere la strega
Exterior detail

6. La Casa di Ines

La Casa di Ines
San Gimignano City Centre
8.8 out of 10, Excellent, (15 reviews)
"Comfortable beds and nice and clean"
United States
Chrystal
The price is AED 370
AED 428 total
includes taxes & fees
8 Aug - 9 Aug
La Casa di Ines
Exterior

7. Casa di Palaia

Casa di Palaia
Greve in Chianti
9.2 out of 10, Wonderful, (27 reviews)
"The bedroom was large, clean and comfortable as was the bathroom. In particular the owners were very friendly and helpful."
United Kingdom
Steven
The price is AED 485
AED 550 total
includes taxes & fees
31 Aug - 1 Sep
Casa di Palaia
Front of property

8. B&B Le Aquile

B&B Le Aquile
Siena City Centre
9.6 out of 10, Exceptional, (128 reviews)
"Centre of everything and very helpful host"
Canada
kevin
The price is AED 405
AED 463 total
includes taxes & fees
9 Aug - 10 Aug
B&B Le Aquile
Exterior

9. AmiRooms Affittacamere

AmiRooms Affittacamere
Siena City Centre
10.0 out of 10, Exceptional, (20 reviews)
"The room was new and very accommodating. Location was great"
United States
Mary
The price is AED 428
AED 487 total
includes taxes & fees
19 Aug - 20 Aug
AmiRooms Affittacamere
Exterior

10. Residenza d'Epoca Le Aquile

Residenza d'Epoca Le Aquile
Siena City Centre
10.0 out of 10, Exceptional, (94 reviews)
"Ada the hostess was very kind and helpfull with all our queries Room was spacious bedding excellent Climate control very good we needed it as it was getting very hot in Siena Grazie Mille Ada & Massimo"
Mexico
Carlos
The price is AED 611
AED 689 total
includes taxes & fees
8 Aug - 9 Aug
Residenza d'Epoca Le Aquile
Terrace/patio

11. Residenza d'Epoca Palazzo Buonaccorsi

Residenza d'Epoca Palazzo Buonaccorsi
San Gimignano City Centre
8.6 out of 10, Excellent, (192 reviews)
"Thank you so much for a wonderful stay :)"
United Kingdom
Soni
The price is AED 362
AED 419 total
includes taxes & fees
26 Aug - 27 Aug
Residenza d'Epoca Palazzo Buonaccorsi
1 bedroom, premium bedding, memory foam beds, minibar

12. Villa Sant Andrea

Villa Sant Andrea
Siena
9.2 out of 10, Wonderful, (35 reviews)
"This was our second time staying here-- so charming and AMAZING breakfast❤️❤️❤️"
United States
Sasha
The price is AED 464
AED 527 total
includes taxes & fees
17 Aug - 18 Aug
Villa Sant Andrea
Premium bedding, in-room safe, desk, laptop workspace

13. Residenza d'Epoca San Martino 29

Residenza d'Epoca San Martino 29
Siena City Centre
9.8 out of 10, Exceptional, (51 reviews)
"Enjoyed our stay."
United States
Rene
The price is AED 504
AED 572 total
includes taxes & fees
10 Aug - 11 Aug
Residenza d'Epoca San Martino 29
Terrace/patio

14. Blossoms of Siena

Blossoms of Siena
Siena City Centre
9.4 out of 10, Exceptional, (41 reviews)
"Everything was very nice. Very comfortable bed. Very clean. "
United States
Bobby
The price is AED 558
AED 630 total
includes taxes & fees
9 Aug - 10 Aug
Blossoms of Siena
Front of property

15. I merli di Ada

I merli di Ada
Siena City Centre
8.0 out of 10, Very Good, (18 reviews)
"This hotel is inside the Siena ZTL zone. We end up spending hours to deal with the rules, and probably will end with fines and insane parking cost. If you are driving, plan your trip ahead of time. The hours of reception and parking service is limited. For the € they charge, I would expect higher service standards. Bathroom is a little cramped, other aspects are good."
United States
Lidi
The price is AED 656
AED 739 total
includes taxes & fees
8 Aug - 9 Aug
I merli di Ada
Superior Double or Twin Room | Iron/ironing board, WiFi (free), individually decorated

16. alla scala 1746

alla scala 1746
Siena City Centre
8.0 out of 10, Very Good, (6 reviews)
"With access to the beauty of the best of Siena, we absolutely luxuriated and felt the warm vibe of the people, the buildings, the sunshine and the food. It felt magical!"
United States
Christie
The price is AED 503
AED 570 total
includes taxes & fees
10 Aug - 11 Aug
alla scala 1746
Family Quadruple Room, Non Smoking, City View | Laptop workspace, WiFi (free)

17. Duccio Nacci Rooms - guest house

Duccio Nacci Rooms - guest house
San Gimignano City Centre
9.8 out of 10, Exceptional, (7 reviews)
"Estadia maravilhosa, super central, limpa e atendimento super rápido dos proprietários."
Brazil
Tessa
The price is AED 519
AED 592 total
includes taxes & fees
6 Sep - 7 Sep
Duccio Nacci Rooms - guest house
Front of property

18. Palazzo Patrizi Suite & Spa

Palazzo Patrizi Suite & Spa
Siena City Centre
10.0 out of 10, Exceptional, (1 review)
The price is AED 1,067
AED 1,191 total
includes taxes & fees
8 Aug - 9 Aug
Palazzo Patrizi Suite & Spa
Courtyard

19. L'Antico Borgo di Torri

L'Antico Borgo di Torri
Sovicille
8.0 out of 10, Very Good, (1 review)
"Appartamento confortevole, Lorenzo oste disponibile e molto simpatico. Faceva molto caldo e l'aria condizionata sarebbe gradita. Borgo piccolo ma interessante, ottimo ristorante vicinissimo. Ci torneremo!"
Italy
Anonymous traveler
The price is AED 270
AED 365 total
includes taxes & fees
12 Aug - 13 Aug
L'Antico Borgo di Torri
View from property

20. Villa Gelsomino Garden

Villa Gelsomino Garden
Oltrarno
9.0 out of 10, Wonderful, (140 reviews)
"Great place nice location"
United States
Zaid
The price is AED 187
AED 266 total
includes taxes & fees
10 Aug - 11 Aug
Villa Gelsomino Garden
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Castellina in Chianti Hotel Reviews

25hours Hotel Florence Piazza San Paolino

25hours Hotel Florence Piazza San Paolino

10/10 Excellent
"I was only here for a short stay but the staff were excellent, the meal in the restaurant was excellent, and the room was very comfortable with great amenities."
Aoife 1-night trip
Posted 3 hours ago
25hours Hotel Florence Piazza San Paolino

Explore a world of travel with Expedia