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

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Check prices for these dates

Next weekend
11 Sept - 13 Sept
In two weeks
18 Sept - 20 Sept
In one month
2 Oct - 4 Oct
In two months
30 Oct - 1 Nov

Our top choices for Gaiole in Chianti town houses

Exterior

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
The price is NZ$320
includes taxes & fees
17 Sept - 18 Sept
L' Eroico
Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers

2. Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (38 reviews)
"Great spot"
Canada
Philippe
The price is NZ$298
includes taxes & fees
21 Sept - 22 Sept
Villa di Sotto
Aerial view

3. Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (75 reviews)
"Beautiful property"
Canada
Mary
The price is NZ$313
includes taxes & fees
27 Sept - 28 Sept
Villa Curina Resort
Lounge

4. Mariani Bed & Breakfast

Mariani Bed & Breakfast
Castellina in Chianti
9.8 out of 10, Exceptional, (17 reviews)
"Very nice and quiet neighbourhood. Close to city centre. The host is very kind."
Japan
Chie
The price is NZ$176
includes taxes & fees
2 Sept - 3 Sept
Mariani Bed & Breakfast
Seasonal outdoor pool, open 9 AM to 8 PM, pool umbrellas, pool loungers

5. Residenzia del Sogno

Residenzia del Sogno
Castellina in Chianti
9.6 out of 10, Exceptional, (15 reviews)
"Beautiful and authentic place, lovely couple running the place that care about you and your stay. "
Canada
Katherine
The price is NZ$233
includes taxes & fees
23 Sept - 24 Sept
Residenzia del Sogno
Free daily buffet breakfast

6. Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (79 reviews)
"We had a wonderful experience! The staff was kind and very helpful. Our room was stunning and very spacious for a family of 5! The breakfast was amazing, and all of the activities on site were very fun - we especially enjoyed the cooking class! I would absolutely love to return here. I recommend looking into and booking on-site activities in advance so you can get the most out of your experience!"
United States
Julia
The price is NZ$594
includes taxes & fees
25 Sept - 26 Sept
Terre di Baccio
Property grounds

7. Domus il Palio B&B

Domus il Palio B&B
Ravacciano
9.2 out of 10, Wonderful, (97 reviews)
"Rooms were clean and spacious ! Happy there was a good blow dryer in the room and a heated towel rack. Staff were very friendly and helpful . Would stay again !"
Canada
Alissia
Domus il Palio B&B
Exterior

8. 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
The price is NZ$155
includes taxes & fees
2 Sept - 3 Sept
Villa le Camelie Siena
Breakfast meal

9. B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (206 reviews)
"We enjoyed our stay very much. Staff was very friendly and offered great advise on places to eat. The rooms had great charm to them. We were delighted with our selection of where to stay."
United States
Enrique
The price is NZ$278
includes taxes & fees
3 Sept - 4 Sept
B&B Il Corso
Room amenity

10. Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (476 reviews)
"Fantastic location and very friendly staff, we will definitely be back"
United Kingdom
Luis
The price is NZ$231
includes taxes & fees
9 Sept - 10 Sept
Siena Vip
Interior

11. 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
The price is NZ$169
includes taxes & fees
14 Sept - 15 Sept
Villa Fontis Rapolano
View from property

12. Antica Pieve B&B

Antica Pieve B&B
Tavarnelle Val di Pesa
9.4 out of 10, Exceptional, (14 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
The price is NZ$283
includes taxes & fees
30 Sept - 1 Oct
Antica Pieve B&B
Double Room

13. PALAZZO DEL PAPA

PALAZZO DEL PAPA
Siena City Centre
9.6 out of 10, Exceptional, (111 reviews)
"Fantastic location, walkable to everything, very clean & Hamza was a great host with lots of tips on what to see & where to eat"
United Kingdom
Diane
The price is NZ$375
includes taxes & fees
3 Sept - 4 Sept
PALAZZO DEL PAPA
Breakfast, lunch and dinner served

14. La Locanda di Pietracupa

La Locanda di Pietracupa
Tavarnelle Val di Pesa
9.6 out of 10, Exceptional, (38 reviews)
"Charming and very original. Great warmth from the staff and very helpful. Enjoyed the room and restaurant at and surrounding towns."
Australia
Con
The price is NZ$308
includes taxes & fees
1 Oct - 2 Oct
La Locanda di Pietracupa
Exterior

15. Il Pozzo di Sant'Andrea

Il Pozzo di Sant'Andrea
Siena
9.8 out of 10, Exceptional, (16 reviews)
"Great host, lovely place near Siena"
United Kingdom
Prem
The price is NZ$216
includes taxes & fees
9 Sept - 10 Sept
Il Pozzo di Sant'Andrea
Lobby

16. Villa Cassia di Baccano

Villa Cassia di Baccano
Loro Ciuffenna
9.4 out of 10, Exceptional, (25 reviews)
"The staff were great and the villa was amazing"
United States
Ralphvincent
The price is NZ$372
includes taxes & fees
6 Sept - 7 Sept
Villa Cassia di Baccano
Double Room (Ginevra) | View from room

17. A Casa Mastacchi

A Casa Mastacchi
Siena City Centre
7.8 out of 10, Good, (29 reviews)
"Christiana was the perfect hostess. Accommodations were quaint. Rooms and common areas were spotless. Breakfast and cafe were amazing. A true gem located in the heart of Siena. Close to shops, restaurants, and enotecas. I highly recommend you stay. "
United States
Christina
The price is NZ$237
includes taxes & fees
8 Sept - 9 Sept
A Casa Mastacchi
Superior Double Room, Ensuite, City View

18. B&B Palazzo del Magnifico

B&B Palazzo del Magnifico
Siena City Centre
9.8 out of 10, Exceptional, (73 reviews)
"Wonderful place, great location."
United States
Khaled
The price is NZ$237
includes taxes & fees
21 Sept - 22 Sept
B&B Palazzo del Magnifico
Standard Double Room | Bathroom

19. Piazza Paradiso Accomodation

Piazza Paradiso Accomodation
Siena City Centre
9.2 out of 10, Wonderful, (160 reviews)
"Great location and lovely staff!"
United States
Dawn
The price is NZ$159
includes taxes & fees
2 Sept - 3 Sept
Piazza Paradiso Accomodation
Restaurant

20. B&B Dei Rossi

B&B Dei Rossi
Siena City Centre
8.2 out of 10, Very good, (18 reviews)
"Wonderful stay. Large room, shared kitchen and great location to shops and restaurants. A lot of stairs, but it comes with a beautiful view. "
Canada
Alana
The price is NZ$175
includes taxes & fees
14 Sept - 15 Sept
B&B Dei Rossi
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.
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Top Gaiole in Chianti Hotel Reviews

Villa Olmi Firenze

Villa Olmi Firenze

10/10 Excellent
"Room was beautiful and spacious. Came with gorgeous tub, robe and slippers that made it extra comfortable after a long day of sightseeing. The pool is gorgeous as well as the grounds (garden and walking area). They have pool side service for cocktails and food. Absolutely would stay here again."
Briana 4-night trip
Posted 18 hours ago
Villa Olmi Firenze

Find out more about Gaiole in Chianti

Gaiole in Chianti Town Houses information

Number of reviews
1,041
Accommodation
111 Town Houses
Lowest Price
NZ$155
Highest Price
NZ$594