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

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Check prices for these dates

Next weekend
25 Sep - 27 Sep
In two weeks
2 Oct - 4 Oct
In one month
16 Oct - 18 Oct
In two months
13 Nov - 15 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 SAR 601
SAR 696 total
includes taxes & fees
24 Sep - 25 Sep
L' Eroico
Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers

2. Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (39 reviews)
"Great spot"
Canada
Philippe
The price is SAR 603
SAR 663 total
includes taxes & fees
21 Sep - 22 Sep
Villa di Sotto
Aerial view

3. Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (79 reviews)
"Unique property good value staff was great. Nice location to other areas"
United States
Joe
The price is SAR 619
SAR 698 total
includes taxes & fees
4 Oct - 5 Oct
Villa Curina Resort
Outdoor pool

4. Villa Rosa Panzano

Villa Rosa Panzano
Greve in Chianti
8.2 out of 10, Very good, (56 reviews)
"A lovely rural B&B with very kind staff."
Canada
Allison
The price is SAR 475
SAR 540 total
includes taxes & fees
4 Oct - 5 Oct
Villa Rosa Panzano
Seasonal outdoor pool, open 9 AM to 8 PM, pool umbrellas, sun 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 SAR 473
SAR 537 total
includes taxes & fees
27 Sep - 28 Sep
Residenzia del Sogno
Lounge

6. Mariani Bed & Breakfast

Mariani Bed & Breakfast
Castellina in Chianti
9.8 out of 10, Exceptional, (18 reviews)
"Very nice and quiet neighbourhood. Close to city centre. The host is very kind."
Japan
Chie
The price is SAR 332
SAR 382 total
includes taxes & fees
7 Oct - 8 Oct
Mariani Bed & Breakfast
Property grounds

7. Ca' Bianca Tuscany Relais

Ca' Bianca Tuscany Relais
Siena
10.0 out of 10, Exceptional, (46 reviews)
"Clean room, amazing staff"
Canada
Talha
The price is SAR 1,050
SAR 1,173 total
includes taxes & fees
21 Sep - 22 Sep
Ca' Bianca Tuscany Relais
Breakfast meal

8. B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (208 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 SAR 461
SAR 525 total
includes taxes & fees
27 Sep - 28 Sep
B&B Il Corso
Property grounds

9. 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
The price is SAR 239
SAR 280 total
includes taxes & fees
7 Oct - 8 Oct
Domus il Palio B&B
Free daily buffet breakfast

10. Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (79 reviews)
"The stay was great, and the staff were wonderful. "
United States
SYDNEY
The price is SAR 1,182
SAR 1,318 total
includes taxes & fees
21 Sep - 22 Sep
Terre di Baccio
Lobby

11. Villa Cassia di Baccano

Villa Cassia di Baccano
Loro Ciuffenna
9.4 out of 10, Exceptional, (26 reviews)
"The staff were great and the villa was amazing"
United States
Ralphvincent
The price is SAR 606
SAR 840 total
includes taxes & fees
16 Sep - 17 Sep
Villa Cassia di Baccano
Room amenity

12. Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (478 reviews)
"Fantastic location and very friendly staff, we will definitely be back"
United Kingdom
Luis
The price is SAR 449
SAR 512 total
includes taxes & fees
14 Oct - 15 Oct
Siena Vip
Exterior

13. 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 SAR 316
SAR 364 total
includes taxes & fees
11 Oct - 12 Oct
Villa le Camelie Siena
Exterior

14. 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 SAR 383
SAR 439 total
includes taxes & fees
5 Oct - 6 Oct
Il Pozzo di Sant'Andrea
Double Room | Minibar, desk, blackout drapes, WiFi (free)

15. 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 SAR 895
SAR 1,002 total
includes taxes & fees
3 Oct - 4 Oct
PALAZZO DEL PAPA
Interior

16. 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 SAR 310
SAR 359 total
includes taxes & fees
21 Sep - 22 Sep
Villa Fontis Rapolano
Breakfast, lunch and dinner served

17. La Locanda di Pietracupa

La Locanda di Pietracupa
Tavarnelle Val di Pesa
9.6 out of 10, Exceptional, (38 reviews)
"Great place, wonderful restaurant"
Germany
Isabell
The price is SAR 636
SAR 717 total
includes taxes & fees
22 Sep - 23 Sep
La Locanda di Pietracupa
Standard Double Room | Bathroom | Deep soaking tub, rainfall showerhead, free toiletries, hair dryer

18. 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 SAR 404
SAR 462 total
includes taxes & fees
24 Sep - 25 Sep
Piazza Paradiso Accomodation
View from property

19. 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 SAR 473
SAR 625 total
includes taxes & fees
5 Oct - 6 Oct
Antica Pieve B&B
Double Room (Ginevra) | View from room

20. 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 SAR 495
SAR 562 total
includes taxes & fees
24 Sep - 25 Sep
A Casa Mastacchi
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

Hotel Chiusarelli

Hotel Chiusarelli

10/10 Excellent
"Extremely helpful staff at the reception desk! Breakfast was very good. Comfortable bed and room. Excellent location"
Kathleen 2-night trip
Posted 4 hours ago
Hotel Chiusarelli