
Gaiole in Chianti Holiday Rentals
- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Check prices for these dates
Our top choices for Gaiole in Chianti holiday rentals

2. 'Casa Vacanze Chianti Summer' with Pool, Garden & Wi-Fi
'Casa Vacanze Chianti Summer' with Pool, Garden & Wi-Fi
3. Villa 'Erbolino' with Private Garden, Outdoor Stone Bathtub and Wi-Fi
Villa 'Erbolino' with Private Garden, Outdoor Stone Bathtub and Wi-Fi
4. Farmhouse in Chianti
Farmhouse in Chianti
5. Apartment 'Reggioli- Appartamento Falegname' with Mountain View, Shared Garden and Balcony
Apartment 'Reggioli- Appartamento Falegname' with Mountain View, Shared Garden and Balcony
6. Apartment 'Reggioli- Appartamento Erborista' with Mountain View, Shared Garden and Wi-Fi
Apartment 'Reggioli- Appartamento Erborista' with Mountain View, Shared Garden and Wi-Fi
7. Apartment 'Reggioli- Appartamento Del Cestaio' with Mountain View, Shared Garden and Balcony
Apartment 'Reggioli- Appartamento Del Cestaio' with Mountain View, Shared Garden and Balcony
8. Agriturismo La Ferrozzola
Agriturismo La Ferrozzola
9. Casa Vacanze Squarcialupi
Casa Vacanze Squarcialupi
10. UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK
UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK
11. Terre di Baccio
Terre di Baccio
12. Relais Villa Olmo - Place of Charme
Relais Villa Olmo - Place of Charme
13. Chianti Village Morrocco
Chianti Village Morrocco
14. Tuscasì Aparthotel
Tuscasì Aparthotel
15. Villa Cassia di Baccano
Villa Cassia di Baccano
16. Relais Villa Belpoggio - Residenza d'Epoca
Relais Villa Belpoggio - Residenza d'Epoca
17. Guild Living Siena Senior Resort & Residence
Guild Living Siena Senior Resort & Residence
18. Antica Pieve B&B
Antica Pieve B&B
19. Villa il Fedino
Villa il Fedino
20. Hu Firenze Camping In Town
Hu Firenze Camping In TownFind holiday rentals that suit your style
Top Gaiole in Chianti Hotel Reviews

Hu Firenze Camping In Town
Find out more about Gaiole in Chianti
You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Gaiole in Chianti holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.
As much as you love your vacation rental, it’s always good to get out and explore to soak up Gaiole in Chianti. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Gaiole in Chianti. Seeing all the best attractions is bound to make you fall in love with Gaiole in Chianti. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.
It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Gaiole in Chianti short-term rentals, that won’t be hard to do.
Explore a world of travel with Expedia
- Hotels with Pool in Chianti Region
- Adults Only Hotels in Chianti Region
- Boutique Hotels in Chianti Region
- Family Hotels in Chianti Region
- Winery Hotels in Chianti Region
- Cheap Hotels in Chianti Region
- Luxury Hotels in Chianti Region
- Hotels with Pool in Montevarchi
- Spa Hotels in Ambra
- Winery Hotels in Panzano in Chianti
- Family Hotels in Radda in Chianti
- Romantic Hotels in Castellina in Chianti
- Lgbt Welcoming Hotels in Castellina in Chianti
- Luxury Hotels in Castellina in Chianti
- Hotels with Parking in Castellina in Chianti
- Relais & Chateaux Hotels in Castellina in Chianti
- Poggio Alle Monache Hotels
- Vertine Hotels
- Radda in Chianti Hotels
- Fonterutoli Hotels
- Meleto Hotels
- Villa Hotels
- Hotels near Villa a Sesta Polo Club
- Bossi Hotels
- Hotels near City Hall Castellina In Chianti
- Moncioni Hotels
- San Giovanni A Cerreto Hotels
- Lamole Hotels
- Hotels near Badia a Coltibuono
- San Giovanni Valdarno Hotels
- Ambra Hotels
- San Sano Hotels
- Levane Hotels
- Solata Hotels
- Castellina in Chianti Hotels
- Dudda Hotels
- Volpaia Hotels
- Bucine Hotels
- Castelnuovo Berardenga Hotels
- San Felice Hotels
- Gaiole in Chianti Hotels
- Panzano in Chianti Hotels
- Montevarchi Hotels
- Nusenna Hotels
- Gaville Hotels
- Monti Hotels
- Lucolena Hotels
- Resort in San Giovanni Valdarno
- Villas in Castellina in Chianti
- Holiday Homes in Castellina in Chianti
- Holiday Homes in Villa A Sesta
- Holiday Homes in Gaiole in Chianti
- B&B in Gaiole in Chianti
- Lodges in Chianti Region
- Palaces in Chianti Region
- Caravan Parks in Chianti Region
- Castles in Chianti Region
- Farmstay in Chianti Region
- B&B in Chianti Region
- Resort in Chianti Region
- Holiday Homes in Chianti Region
- Resort in Dudda
- Farmstay in Panzano in Chianti
- Visit Ponte Agli Stolli
- Visit Pievasciata
- Visit Vertine
- Visit Bossi
- Visit Villa A Sesta
- Visit Pogi
- Visit San Giovanni Valdarno
- Visit Chianti Region
- Visit Gaville
- Visit Radda in Chianti
- Visit Starda
- Il Molino di Grace Winery
- City Hall Castellina In Chianti
- Castellina in Chianti Holidays
- Sicelle Holidays
- Starda Holidays
- Pieve di San Leolino
- Villa a Sesta Polo Club
- Borgo di Vescine - Tenute di Castelvecchi
- Gianfranco Carla Fineschi Botanical Rose Garden
- Gaville Holidays
- Radda in Chianti Holidays

































































