Chianti Region Villas
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 Villas in Chianti Region

Relais Badia a Passignano
Via Martiri di Pratale 12 Barberino Tavarnelle FI
A seasonal outdoor pool is featured at this villa, along with a garden.
Pool
Kitchen

San Carlo - Holiday Villa Rental with private swimming pool in Chianti, Tuscany
Montagnana Tuscany
This villa features a garden, laundry facilities, and barbecue grills.
Pool
Kitchen

AGRITURISMO in FLORENTINE HILLS-CHIANTI. 100% Travelers Recommend.
Pontassieve, Florence Tuscany
This villa features an outdoor pool and a gym. Families will appreciate the playground, onsite laundry facilities, and childcare. Limo/town car service, a garden, and barbecue grills are also on offer.
Pool
Kitchen

Wonderful Villa - Air Bubble Massage Pool - WiFi - max.14peopl
Greve in Chianti (Firenze) Toscana
This villa features a gym and a hot tub. Limo/town car service, a garden, and laundry facilities are also on offer.
Pool
Hot Tub

Escape the ordinary - Villa w/ concierge, heated pool, 20 min to Florence center
impruneta Toscana
$1,702 nightly
The price is $1,707 total per night
$1,707 total
May 4 - May 5
Total with taxes and fees
An outdoor pool is featured at this villa, along with free WiFi in public areas and a terrace. Families will appreciate the onsite laundry facilities and babysitting. Limo/town car service, a garden, and concierge services are also on offer.
Pool
Kitchen

Villa "Torre in Chianti", 8 ensuite bedrooms,A/C, Private Pool, WiFi, Florence
San Casciano in Val di Pesa Tuscany
This villa features an outdoor pool and a gym. Families will appreciate the onsite laundry facilities and childcare. A terrace, a garden, and concierge services are also on offer.
Pool
Kitchen

Villa Bartolini Baldelli - Authentic XV century villa with garden and pool
Toscana Città Metropolitana di Firenze
This villa features laundry facilities.
Washer
Pet friendly

Setriolo by Arceno Rentals Club, exclusive Villa and Annex, Pool A/C Concierge
Castellina in Chianti Siena
An outdoor pool is featured at this villa, along with a garden and laundry facilities. Concierge services are provided for your convenience.
Pool
Kitchen

Marvelous home just steps from the Chianti and beyond
cavriglia Tuscany
This villa features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer

La Ruota - Village house rental in Duddova, Chianti
Duddova Tuscany
This villa features a garden, laundry facilities, and barbecue grills.
Pool
Kitchen

Home Cinema • Private Pool & Hot Tub • Sleeps 12 (6 Bathrooms)
Pergine
This villa features an outdoor pool and a hot tub. A garden, laundry facilities, and barbecue grills are also on offer.
Pool
Hot Tub
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

Castello di Spaltenna- Small Luxury Hotels of the World
Via Spaltenna 13 Gaiole in Chianti SI
$422 nightly
The price is $476 total per night from May 3 to May 4
$476 total
May 3 - May 4
Total with taxes and fees
9.6/10 Exceptional! (262 reviews)
Chianti Region Villas essential information
Accommodation | 544 Villas |
|---|---|
Lowest Price | $55 |
Highest Price | $1,707 |
Popular accommodation | Relais Badia a Passignano, San Carlo - Holiday Villa Rental with private swimming pool in Chianti, Tuscany, AGRITURISMO in FLORENTINE HILLS-CHIANTI. 100% Travelers Recommend., Wonderful Villa - Air Bubble Massage Pool - WiFi - max.14peopl, Escape the ordinary - Villa w/ concierge, heated pool, 20 min to Florence center, Villa "Torre in Chianti", 8 ensuite bedrooms,A/C, Private Pool, WiFi, Florence, Villa Bartolini Baldelli - Authentic XV century villa with garden and pool, Setriolo by Arceno Rentals Club, exclusive Villa and Annex, Pool A/C Concierge, Marvelous home just steps from the Chianti and beyond, La Ruota - Village house rental in Duddova, Chianti, Home Cinema • Private Pool & Hot Tub • Sleeps 12 (6 Bathrooms), CASA PILAR villa with pool and jacuzzi for exclusive use in chianti.-20% 12_21/5 |
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
- Cavallari Hotels
- Monsanto Hotels
- 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
- Residences in Montegonzi
- Country Houses in Gaiole in Chianti
- Extended Stay Hotels in Gaiole in Chianti
- All Inclusive Resorts & in Gaiole in Chianti
- Gaiole in Chianti Hotels
- Farmstay in Volpaia
- B&B in Lecchi in Chianti
- 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
- Pet Friendly Hotels in Sambuca
- 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
- Winery Hotels in Barberino Tavarnelle
- Barberino Tavarnelle Hotels
- Hotels with Pools in Villa
- Resorts in Villa
- Badia Coltibuono Hotels
- Extended Stay Hotels in Montevarchi
- Hostels in Montevarchi
- Montevarchi Hotels
- Farmstay in Poggibonsi
- Apartments in Poggibonsi
- Villas in Poggibonsi
- Hotels near Antinori nel Chianti Classico
- Magliano Hotels
- San Polo in Chianti Hotels
- B&B in San Casciano in Val di Pesa
- Passo dei Pecorai Hotels
- Cheap Hotels in Radda in Chianti
- Radda in Chianti Hotels
- Tavarnelle Val di Pesa Hotels
- Panzano in Chianti Hotels
- Villas in Pian di Sco
- Apartments in Monteriggioni
- Villas in Monteriggioni
- Historic Hotels in Fonterutoli
- Fonterutoli Hotels
- San Giovanni Valdarno Hotels
- Town Houses in San Giovanni Valdarno
- Hotels near Wine Museum
- San Sano Hotels
- Extended Stay Hotels in Vagliagli
- Monti Hotels
- Residences in Dudda
- Car rental Monsanto
- Car rental Barberino Val d'Elsa
- Car rental Gaiole in Chianti
- Car rental Cavriglia
- Car rental Volpaia
- Car rental Castellina in Chianti
- Car rental Sambuca
- Car rental Greve in Chianti
- Pickup Car Rentals in Greve in Chianti
- Car rental Montevarchi
- Compact Car Rentals in Montevarchi
- Car rental Radda in Chianti
- Car rental Panzano in Chianti
- Premium Car Rentals in Panzano in Chianti
- Car rental San Giovanni Valdarno
- Things to do in Barberino Val d'Elsa
- Things to do in Gaiole in Chianti
- Things to do in Montefioralle
- Things to do in Castellina in Chianti
- Things to do in Greve in Chianti
- Things to do in Montevarchi
- Things to do in Radda in Chianti
- Things to do in Tavarnelle Val di Pesa
- Things to do in Panzano in Chianti






