A stone castle with battlements overlooking a lush valley with vineyards.

Gaiole in Chianti Town Houses

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Our top choices for Gaiole in Chianti town houses

1. L' Eroico

L' Eroico
Gaiole in Chianti
10.0 out of 10, Exceptional, (15 reviews)
"Monica is a very gracious host. We very much enjoyed our stay. The village is also very quaint and within walking distance. We appreciate the hospitality and highly recommend staying here if you’re coming to the area."
United States
Angela
$127 nightly
The price is $148
Nov 16 - Nov 17
Total with taxes and fees
L' Eroico

2. Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (82 reviews)
"Amazing property and room, only issue is it’s very understaffed so it’s hard to get anything without chasing down workers. They also don’t stay on the property so after like 11pm you’re on your own. Besides that it was a wonderful location and very peaceful."
United States
Gage
$235 nightly
The price is $263
Nov 24 - Nov 25
Total with taxes and fees
Terre di Baccio

3. Villa Cassia di Baccano

Villa Cassia di Baccano
Loro Ciuffenna
9.4 out of 10, Exceptional, (27 reviews)
"The staff were great and the villa was amazing"
United States
Ralphvincent
$94 nightly
The price is $104
Nov 18 - Nov 19
Total with taxes and fees
Villa Cassia di Baccano

4. B&B Il Corso

B&B Il Corso
Siena City Centre
9.6 out of 10, Exceptional, (219 reviews)
"Very clean and comfortable, great location and staff"
United States
Heather
$72 nightly
The price is $84
Dec 10 - Dec 11
Total with taxes and fees
B&B Il Corso

5. Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (498 reviews)
"The room was modern and clean. Enjoyed the breakfast."
Australia
John
$88 nightly
The price is $101
Nov 16 - Nov 17
Total with taxes and fees
Siena Vip

6. Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (109 reviews)
"Food was amazing, we love how quiet and relaxing it was"
United States
Justyna
$157 nightly
The price is $177
Nov 25 - Nov 26
Total with taxes and fees
Villa il Fedino

7. B&B La Fonte del Machiavelli

B&B La Fonte del Machiavelli
San Casciano in Val di Pesa
9.2 out of 10, Wonderful, (94 reviews)
"The view is unique. Perfect location for a romantic trip."
United States
Stella
$114 nightly
The price is $130
Nov 16 - Nov 17
Total with taxes and fees
B&B La Fonte del Machiavelli

8. PALAZZO DEL PAPA

PALAZZO DEL PAPA
Siena City Centre
9.6 out of 10, Exceptional, (117 reviews)
"Hamza is so helpful!! Finding the property is a little tricky, but he helped every step of the way! He also provided excellent dining suggestions and a great cooking class!"
United States
Charles
$131 nightly
The price is $148
Nov 18 - Nov 19
Total with taxes and fees
PALAZZO DEL PAPA

9. Antica Pieve B&B

Antica Pieve B&B
Tavarnelle Val di Pesa
9.4 out of 10, Exceptional, (15 reviews)
"Very nice stay here! Great breakfast and coffee every morning. Great location to tour around to different wineries and towns. Free parking. "
Canada
Jessica
$105 nightly
The price is $120
Dec 9 - Dec 10
Total with taxes and fees
Antica Pieve B&B

10. La Locanda di Pietracupa

La Locanda di Pietracupa
Tavarnelle Val di Pesa
9.4 out of 10, Exceptional, (40 reviews)
"Great place, wonderful restaurant"
Germany
Isabell
$143 nightly
The price is $161
Nov 21 - Nov 22
Total with taxes and fees
La Locanda di Pietracupa

11. iConic Wellness Resort

iConic Wellness Resort
Arezzo
8.8 out of 10, Excellent, (45 reviews)
"It was wonderful!"
United States
Wade
$77 nightly
The price is $91
Nov 17 - Nov 18
Total with taxes and fees
iConic Wellness Resort

12. B&B Palazzo del Magnifico

B&B Palazzo del Magnifico
Siena City Centre
9.8 out of 10, Exceptional, (77 reviews)
"Breakfast was good and host was great to talk with."
United States
Leslie
$99 nightly
The price is $114
Nov 23 - Nov 24
Total with taxes and fees
B&B Palazzo del Magnifico

13. B&B Le Logge Di Sopra

B&B Le Logge Di Sopra
Asciano
$100 nightly
The price is $114
Nov 24 - Nov 25
Total with taxes and fees
B&B Le Logge Di Sopra

14. Villa Fontis Rapolano

Villa Fontis Rapolano
Rapolano Terme
10.0 out of 10, Exceptional, (1 review)
"Bella struttura, nuova, pulita in posizione comoda"
Italy
Barbara
$76 nightly
The price is $88
Nov 16 - Nov 17
Total with taxes and fees
Villa Fontis Rapolano

15. Villa le Camelie Siena

Villa le Camelie Siena
Petriccio
8.6 out of 10, Excellent, (8 reviews)
"Nice for the price. Would stay there again."
United States
Mark
$75 nightly
The price is $87
Nov 16 - Nov 17
Total with taxes and fees
Villa le Camelie Siena

16. Casa di Campagna in Toscana

Casa di Campagna in Toscana
Sovicille
9.6 out of 10, Exceptional, (27 reviews)
"A wonderful stay. "
United States
Sally
$67 nightly
The price is $77
Nov 16 - Nov 17
Total with taxes and fees
Casa di Campagna in Toscana

17. Domus il Palio B&B

Domus il Palio B&B
Ravacciano
9.2 out of 10, Wonderful, (102 reviews)
"Very nice place. Nice people, clean and just nice"
Denmark
Leo
$60 nightly
The price is $70
Nov 18 - Nov 19
Total with taxes and fees
Domus il Palio B&B

18. B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes

B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes
San Casciano in Val di Pesa
9.2 out of 10, Wonderful, (29 reviews)
"Me and my girlfriend really did enjoy this property. Both host were very friendly and welcoming to us. We both did enjoy the feel at Home environment. We would definitely come back here on a future trip. Big shout out to the host for the wonderful cook meals. Great to know a bit about them as well."
United States
Erick
$88 nightly
The price is $101
Nov 22 - Nov 23
Total with taxes and fees
B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes

19. Piazza Paradiso Accomodation

Piazza Paradiso Accomodation
Siena City Centre
9.2 out of 10, Wonderful, (163 reviews)
"Great location and lovely staff!"
United States
Dawn
$60 nightly
The price is $71
Dec 14 - Dec 15
Total with taxes and fees
Piazza Paradiso Accomodation

20. Palazzo Masi

Palazzo Masi
Siena City Centre
9.0 out of 10, Wonderful, (88 reviews)
"Very friendly owners , helpful with things to do and see in area-will definitely stay again"
United States
William
$90 nightly
The price is $104
Dec 11 - Dec 12
Total with taxes and fees
Palazzo Masi
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Gaiole in Chianti Hotel Reviews

Find out more about Gaiole in Chianti

Gaiole in Chianti Town Houses information

Number of reviews
506
Accommodation
113 Town Houses
Lowest Price
$70
Highest Price
$263

Explore a world of travel with Expedia