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

Apartments in Gaiole in Chianti

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Apartments in Gaiole in Chianti

Romantic Apartment (3) | Iron/ironing board, WiFi (free), individually furnished, bed sheets

Panoramic Apartment, Hill View (4) | Private kitchen | Espresso maker, coffee/tea maker, fridge, microwave

1. Casa Vacanze Squarcialupi

Castellina in Chianti

$139

$160 total

includes taxes & fees

Oct 18 - Oct 19

2. Panzano34 A Charming Loft in the Heart of Chianti

Greve in Chianti

$103

$162 total

includes taxes & fees

Sep 18 - Sep 19

Premium bedding, down comforters, desk, blackout drapes

Superior Apartment | Premium bedding, down comforters, desk, blackout drapes

3. ApartHotel Anghel

Siena

$80

$93 total

includes taxes & fees

Sep 24 - Sep 25

24-inch flat-screen TV with digital channels, TV

Deluxe Apartment, City View | Living area | 24-inch flat-screen TV with digital channels, TV

1 bedroom, in-room safe, iron/ironing board, WiFi (free)

4. Palazzo Lenzi

Siena City Centre

$238

$267 total

includes taxes & fees

Oct 14 - Oct 15

Francigeno | Desk, soundproofing, iron/ironing board, WiFi (free)

Ghibellino | Living area | 50-inch Smart TV with cable channels

Pellegrino | Desk, soundproofing, iron/ironing board, WiFi (free)

5. Casa Ciseri

Siena City Centre

$277

$310 total

includes taxes & fees

Sep 22 - Sep 23

4 outdoor pools, pool umbrellas, sun loungers

6. LE BOTTI FIORENTINE

Reggello

$149

$170 total

includes taxes & fees

Oct 5 - Oct 6

Family Apartment, 2 Bedrooms, Hill View, Tower | View from room

Family Apartment, 2 Bedrooms, Hill View, Tower | Living area | 36-inch flat-screen TV with cable channels

7. Casa Vacanze Le Fornaci

Pergine Valdarno

$127

$143 total

includes taxes & fees

Oct 4 - Oct 5

Comfort Studio, Hill View | Soundproofing, iron/ironing board, WiFi (free)

Comfort Studio, Hill View | Outdoor dining

8. Belvedere Nada

San Rocco A Pilli

$199

$219 total

includes taxes & fees

Oct 1 - Oct 2

Outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas, sun loungers

9. Villa Il Palagio

Rignano sull'Arno

$103

$118 total

includes taxes & fees

Sep 20 - Sep 21

Apartment (con 2 camere da letto) | Cribs (surcharge), rollaway beds (surcharge), bed sheets

Apartment (con 2 camere da letto) | Living area | 14-inch TV with digital channels

10. Castello di Modanella

Rapolano Terme

$102

$151 total

includes taxes & fees

Oct 18 - Oct 19

11. Borgo Antico Residence

Certaldo Alto

$65

$104 total

includes taxes & fees

Oct 11 - Oct 12

Apartment | Living area | 32-inch Smart TV with cable channels, fireplace

Apartment | Private kitchenette | Espresso maker, microwave, oven, electric kettle

12. Podere Le Casette - Flo Apartments

Tavarnelle Val di Pesa

$330

$755 total

includes taxes & fees

Sep 19 - Sep 20

Apartment, 2 Bedrooms (Split Level) | Living area | Flat-screen TV

Apartment, 2 Bedrooms (Split Level) | Private kitchen | Coffee/tea maker, full-size fridge, microwave, oven

13. Ghparadiso

Siena City Centre

$241

$269 total

includes taxes & fees

Oct 12 - Oct 13

Soundproofing, iron/ironing board, WiFi (free), bed sheets

14. Palazzo Piccolomini

Siena City Centre

Traditional Apartment | 1 bedroom, in-room safe, blackout drapes, soundproofing

Traditional Apartment | Living area | Flat-screen TV

15. Duprè Apartment

Siena City Centre

Comfort Condo, Ensuite, Ground Floor | 1 bedroom, WiFi (free)

Comfort Condo, Ensuite, Ground Floor | Private kitchen | Fridge, microwave, stovetop, electric kettle

Comfort Condo, Ensuite, Ground Floor | Bathroom | Hair dryer, bidet, towels, soap

16. IL VECCHIO CONVENTO

San Gimignano City Centre

$150

$171 total

includes taxes & fees

Sep 18 - Sep 19

Comfort Apartment, Air conditioning, City View | Living area

Comfort Apartment, Air conditioning, City View | Soundproofing, iron/ironing board, WiFi (free)

Comfort Apartment, Air conditioning, City View | View from room

17. La Rocca Romantica

San Gimignano City Centre

$156

$177 total

includes taxes & fees

Sep 22 - Sep 23

Apartment, 1 Bedroom, City View | 1 bedroom

Apartment, 1 Bedroom, City View | Room amenity

Apartment, 1 Bedroom, City View | Interior

18. Charming San Gimignano Apartment With City Views

San Gimignano City Centre

$257

$383 total

includes taxes & fees

Sep 18 - Sep 19

Room, 1 Bedroom, Accessible, Smoking | 1 bedroom

Room, 1 Bedroom, Accessible, Smoking | Interior

Room, 1 Bedroom, Accessible, Smoking | Living area

19. Room-two-room Apartment

Saione

$120

$139 total

includes taxes & fees

Sep 20 - Sep 21

Apartment, 1 Bedroom, Smoking, Balcony | 1 bedroom

Apartment, 1 Bedroom, Smoking, Balcony | Food and drink

Apartment, 1 Bedroom, Smoking, Balcony | Private kitchen

Apartment, 1 Bedroom, Smoking, Balcony | Dining

20. Two-room Apartment for 3 People With Kitchen and Private Bathroom

Saione

$138

$158 total

includes taxes & fees

Sep 20 - Sep 21

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Top landmarks in Gaiole in Chianti

Castle of Brolio

9.2/10 (44 reviews)

If you're planning a bit of sightseeing during your trip, head to Castle of Brolio— just one of the landmarks located 4 mi (6.5 km) from central Gaiole in Chianti.

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Meleto Castle

8.6/10 (10 reviews)

If you're planning a bit of sightseeing during your trip, head to Meleto Castle— just one of the landmarks located 1.3 mi (2.1 km) from central Gaiole in Chianti. You could also start your cultural experience by heading over to the cathedral in the area.

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Badia a Coltibuono

9.6/10 (12 reviews)

Travelers might want a tour of Badia a Coltibuono, just one of the places to visit in the heart of Badia Coltibuono.

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Cantalici Winery

10.0/10 (1 review)

Travelers might want a tour of Cantalici Winery, just one of the places to visit, and located 2.1 mi (3.4 km) from central Gaiole in Chianti.

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Gaiole in Chianti Stadium

Gaiole in Chianti Stadium is in the heart of Gaiole in Chianti, so why not stop by during your stay.

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Castello di Meleto Cantina

Travelers might want a tour of Castello di Meleto Cantina, just one of the places to visit, and located 1.1 mi (1.7 km) from central Gaiole in Chianti. If you enjoy your tour, head to PoggioBrandani, just a short walk away.

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Medieval Tower of Barbischio

8.0/10 (1 review)

Medieval Tower of Barbischio is just one of the landmarks located 1.1 mi (1.8 km) from central Gaiole in Chianti, so you might want to stop by for a few pics during your trip.

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Church of San Sigismondo

Church of San Sigismondo is in the heart of Gaiole in Chianti, so why not stop by during your stay.

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Learn more about Gaiole in Chianti

Gaiole in Chianti is well-known for its wineries and castle while attractions include Meleto Castle and Badia a Coltibuono. The city has something for everyone including sights like Castle of Brolio and Gaiole in Chianti Stadium within a rural setting.

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About the destination

If you're looking to discover somewhere new, look no further than Gaiole in Chianti. Whether you're planning to stay for a night or for the week, the area around Gaiole in Chianti has accommodations to fit every need. Search for hotels in Gaiole in Chianti with Hotels.com by checking our online map. Our map displays the areas and neighborhoods around all Gaiole in Chianti hotels so you can see how close you are from landmarks and attractions, and then refine your search within the larger area. The best Gaiole in Chianti hotel deals are here with our lowest price guarantee.