Chianti Region Guest Houses
Seize Your Someday with our amazing deals for the whole family!
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Top Guest Houses in Chianti Region

Homelink Poggibonsi
Strada di Sant' Appiano 11 Barberino Tavarnelle FI
Free Cancellation
Reserve now, pay when you stay
A rooftop terrace, free self parking, and a virtual front desk are featured at this guesthouse. A garden, express check-out, and luggage storage are also on offer.
Parking included
Free WiFi

Casa di Palaia
Via di Palaia 24 Greve in Chianti FI
Free Cancellation
Reserve now, pay when you stay
$86 nightly
The price is $99 total per night
$99 total
Dec 14 - Dec 15
Total with taxes and fees
A restaurant and a seasonal outdoor pool are featured at this guesthouse. Enjoy the a rooftop terrace and free perks like continental breakfast and WiFi in public areas. A garden, luggage storage, and concierge services are also on offer.
Pool
Breakfast included

Dimora Casa Eugenia
Piazza Nannini 2/A Loro Ciuffenna AR
A restaurant and a rooftop terrace are featured at this guesthouse. Families will appreciate the onsite laundry facilities and in-room childcare. Guests will appreciate free perks like buffet breakfast and WiFi in public areas.
Breakfast included
Free WiFi

Locanda Casanuova
VIA SAN MARTINO ALTOREGGI 52 Figline e Incisa Valdarno FI
An attached winery and a restaurant are featured at this smoke-free guesthouse. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and airport shuttle. Enjoy the seasonal outdoor pool and free perks like continental breakfast and free self parking.
Pool
Breakfast included

Borgo Nuovo San Martino
Loc. San Martino Bucine AR
This guesthouse doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Bring the family and enjoy the children's pool, playground, and arcade/game room. Traveling on business? Take advantage of the business center and airport shuttle.
Pool
Breakfast included

Sport Village La Badia
Via Liguria, 1 Colle di Val d'Elsa SI
This guesthouse features a restaurant, an indoor tennis court, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas and airport shuttle. Guests will appreciate freebies like buffet breakfast and free self parking.
Breakfast included
Parking included

Palazzo alle Mura Appartamenti per Vacanze
Via Romana 4, Staggia Senese Poggibonsi SI
This guesthouse features free WiFi in public areas, a fireplace in the lobby, and laundry facilities.
Free WiFi
Air conditioning
Casa Romei
Via Aldo Moro, 15 Radda in Chianti SI
Stay at this guesthouse in Radda in Chianti. Enjoy daily housekeeping. Popular attractions Castello di Radda Winery and Volpaia are located nearby.
Housekeeping
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.
Top hotels in Chianti Region

Hotel Borgo di Cortefreda Relais
Via Roma 191 Barberino Tavarnelle FI
$95 nightly
The price is $111 total per night from Jan 6 to Jan 7
$111 total
Jan 6 - Jan 7, 2026
Total with taxes and fees
9.4/10 Exceptional! (472 reviews)
Chianti Region Guest Houses essential information
Accommodation | 8 Guest Houses |
|---|---|
Lowest Price | $52 |
Highest Price | $112 |
Popular accommodation | Homelink Poggibonsi, Casa di Palaia, Dimora Casa Eugenia, Locanda Casanuova, Borgo Nuovo San Martino, Sport Village La Badia, Palazzo alle Mura Appartamenti per Vacanze, Casa Romei, Elio Pistolesi |
More ways to wander Chianti Region
Flights to Chianti Region
The best fares to get you there
Chianti Region Hotels
Chianti Region Vacation Rentals
Great Deals on Alternative Accommodations
Chianti Region Car Rentals
Affordable cars to get you around town
Chianti Region Vacations
Save more by combining flights, hotels and cars
Things to do in Chianti Region
Explore More Ways to Travel with Travelocity
- Extended Stay Hotels in Montevarchi
- Hostels in Montevarchi
- Montevarchi Hotels
- Passo dei Pecorai Hotels
- Hotels with Pools in Villa
- Resorts in Villa
- Badia Coltibuono Hotels
- Winery Hotels in Barberino Tavarnelle
- Barberino Tavarnelle Hotels
- Farmstay in Volpaia
- B&B in San Casciano in Val di Pesa
- Farmstay in Poggibonsi
- Apartments in Poggibonsi
- Villas in Poggibonsi
- Farmstay in Greve in Chianti
- B&B in Greve in Chianti
- Castles in Greve in Chianti
- Cottages in Greve in Chianti
- All Inclusive Resorts & in Greve in Chianti
- Historic Hotels in Greve in Chianti
- Hotels with Suites in Greve in Chianti
- Hotels on the River in Greve in Chianti
- Spa Resorts & in Greve in Chianti
- Greve in Chianti Hotels
- Villas in Greve in Chianti
- Magliano Hotels
- Hotels near Antinori nel Chianti Classico
- Tavarnelle Val di Pesa Hotels
- San Giovanni Valdarno Hotels
- Town Houses in San Giovanni Valdarno
- Villas in Pian di Sco
- Hotels near Wine Museum
- Farmstay in Barberino Val d'Elsa
- Guest Houses in Barberino Val d'Elsa
- Hotel Wedding Venues Hotels in Barberino Val d'Elsa
- Barberino Val d'Elsa Hotels
- Villas in Barberino Val d'Elsa
- Country Houses in Gaiole in Chianti
- Extended Stay Hotels in Gaiole in Chianti
- All Inclusive Resorts & in Gaiole in Chianti
- Gaiole in Chianti Hotels
- Monsanto Hotels
- Cheap Hotels in Radda in Chianti
- Radda in Chianti Hotels
- San Sano Hotels
- Monti Hotels
- Residences in Montegonzi
- Pet Friendly Hotels in Sambuca
- Apartments in Monteriggioni
- Villas in Monteriggioni
- Panzano in Chianti Hotels
- Farmstay in Montefioralle
- Montefioralle Hotels
- Beach Resorts & in Figline e Incisa Valdarno
- Luxury Hotels in Figline e Incisa Valdarno
- Figline e Incisa Valdarno Hotels
- Farmstay in Castellina in Chianti
- Guest Houses in Castellina in Chianti
- Castellina in Chianti Hotels
- Villas in Castellina in Chianti
- Mercatale Val di Pesa Hotels
- B&B in Lecchi in Chianti
- Residences in Dudda
- San Polo in Chianti Hotels
- Cavallari Hotels
- Extended Stay Hotels in Vagliagli
- Historic Hotels in Fonterutoli
- Fonterutoli Hotels
- Car rental Montevarchi
- Compact Car Rentals in Montevarchi
- Car rental Volpaia
- Car rental Greve in Chianti
- Pickup Car Rentals in Greve in Chianti
- Car rental San Giovanni Valdarno
- Car rental Barberino Val d'Elsa
- Car rental Gaiole in Chianti
- Car rental Monsanto
- Car rental Radda in Chianti
- Car rental Sambuca
- Car rental Panzano in Chianti
- Premium Car Rentals in Panzano in Chianti
- Car rental Castellina in Chianti
- Car rental Cavriglia
- Things to do in Montevarchi
- Things to do in Greve in Chianti
- Things to do in Tavarnelle Val di Pesa
- Things to do in Barberino Val d'Elsa
- Things to do in Gaiole in Chianti
- Things to do in Radda in Chianti
- Things to do in Panzano in Chianti
- Things to do in Montefioralle
- Things to do in Castellina in Chianti






