San Donato vacation rentals
Vacation rentals in San Donato by owner — compare homes, condos and cabins, message verified hosts, and book direct with no service fees.
Located in Tuscany, San Donato in Poggio is surrounded by the rolling hills of the Chianti region, known for its proximity to Florence and the medieval town of San Gimignano. This town attracts visitors interested in winery tours, cycling, and exploring Tuscan art in local churches. With Houfy, you connect directly with hosts. Accommodation options range from rustic farmhouses and charming Tuscan villas to modern countryside apartments, all within easy reach of Siena and Castellina in Chianti. Spring and fall offer ideal weather for vineyard visits and leisurely walks through picturesque landscapes.
Recommended Homes in San Donato
Handpicked properties we think you'll love in San Donato.
€609.00 EUR total for 7 nights
Oct 6 – 13, 2026
€1,062.00 EUR total for 7 nights
Oct 18 – 25, 2026
Why visit San Donato
Discover what makes San Donato a perfect vacation rental destination.
San Donato Archaeological Sites
Explore Roman ruins in San Donato.
Visit the ancient Roman ruins located just 1 km south of San Donato's center. These well-preserved structures offer a glimpse into Italy's storied past.
Chianti Vineyards
Breathtaking vineyards just outside town.
Just 10 km away, Chianti offers stunning vineyard views. Enjoy wine tasting tours and the scenic beauty of Tuscany's rolling hills.
Cooking Classes
Learn classic Tuscan cuisine.
Join the cooking class at Cucina San Donato, 500 meters from the main square, and master authentic Tuscan dishes with local chefs.
San Donato Events
Family-friendly events all year.
Attend the annual San Donato Festival in September, featuring music, local crafts, and food stalls in the town's piazza.
Where to stay in San Donato
The best areas and neighborhoods for your vacation rental in San Donato.
Piazza Garibaldi
The heart of San Donato, filled with bustling cafes, traditional restaurants, and quaint shops. Perfect for dining and shopping enthusiasts.
Via Roma
A historic street lined with charming Italian architecture and cozy local bars. A great spot for evening strolls.
Via degli Olivi
A peaceful residential area surrounded by olive groves, offering scenic views and a tranquil atmosphere. Ideal for relaxation.
Viale delle Cantine
Known for its wineries and tasting rooms, this area is a wine lover's paradise just a short drive from central San Donato.
San Donato vacation rentals with free WiFi
Free WiFi and more — every San Donato vacation rental here is listed by a verified host and bookable direct, with the price the host set.
Top attractions in San Donato
All within driving distance of San Donato vacation rentals.
Museo Archeologico di San Donato
Showcases artifacts from the Roman and Etruscan periods. · 2 km
Parco delle Cascine
A large park ideal for picnics and nature walks. · 3 km
Teatro Comunale
Offers a variety of plays and concerts year-round. · 1.5 km
Ristorante La Piazza
Renowned for its traditional Tuscan fare and local wines. · 0.5 km
Torre Civica
Climb this medieval tower for panoramic views of the town. · 1 km
Galleria d'Arte Contemporanea
Features contemporary local and international artists. · 2.5 km
Getting to and around San Donato
San Donato, Italy, is best accessed by car, with nearby airports providing easy entry.
- FLORENCE AIRPORT
- Located 40 km away, offers flights to major European cities. Car rentals available.
- PISA AIRPORT
- Approximately 75 km from San Donato, servicing international and domestic flights.
- CAR RENTALS
- Available in town and at nearby airports, ideal for exploring Tuscany.
- ROAD CONDITIONS
- Well-maintained roads connect San Donato to regional attractions and neighboring towns.
Similar vacation rentals near San Donato
Homes within 60 miles of San Donato, from verified hosts.
€1,604.00 EUR total for 3 nights
Oct 7 – 10, 2026
€493.05 EUR total for 3 nights
Sep 25 – 28, 2026
€370.05 EUR total for 3 nights
Sep 25 – 28, 2026
€680.00 EUR total for 3 nights
Jan 2 – 5, 2027
$355.00 USD total for 7 nights
Sep 25 – Oct 2, 2026
Explore near San Donato
Cities and towns within driving distance of San Donato, each bookable direct with the host.
Direct with the host
Message the host before you book. Ask questions, confirm details, and deal with the person who owns the property.
Verified hosts
Every host completes identity verification before a listing goes live.
Itemised pricing
Every charge is shown before you pay — including the API connection fee, where one applies.
More vacation rental destinations around San Donato
Frequently asked questions
Quick answers about booking vacation rentals in San Donato and what direct booking on Houfy actually means.
The ideal time to visit San Donato is from April to June or September to October when the weather is pleasant, and festivals are abundant.
Yes, several vacation rentals in San Donato are pet-friendly. Check listings carefully on Houfy for specific pet policies.
Vacation rentals in San Donato often offer more space and amenities compared to local hotels and are competitively priced, especially for families.
San Donato offers various rentals, from cozy apartments in the town center to large villas in the surrounding countryside.
Yes, San Donato is famous for its Tuscan cuisine, including ribollita and Chianti wine. Restaurants like Ristorante La Piazza excel in local dishes.
Piazza Garibaldi is the top neighborhood for culture seekers, with its lively atmosphere, local crafts, and historic sites.
Yes, the San Donato Festival in September celebrates local culture with music, crafts, and food.
Houfy is a direct booking platform that connects travelers with property owners. Guests book directly with owners, paying the listed price.
Yes, Houfy is a trusted platform that ensures secure transactions and direct communication between guests and hosts, offering a reliable booking experience.