Province of Siena vacation rentals | Houfy — No Fees, Book Direct
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Province of Siena vacation rentals

Vacation rentals in Province of Siena — enter your dates to book direct

The Province of Siena is celebrated for Piazza del Campo in Siena's historic center, the medieval town of Monteriggioni, and the scenic landscapes of Val d'Orcia. Each year, travelers attend the Palio di Siena, explore Chianti vineyards, and visit the Abbey of San Galgano. Houfy allows direct booking with local hosts in the Province of Siena, letting you experience stays without service fees. Explore holiday accommodations from rural farmhouses to town center apartments in Siena, San Gimignano, and Chianti. Late spring and harvest season in September are particularly beautiful times to explore Tuscany's rolling hills.

Top-Rated Vacation Homes in Province of Siena

Browse the highest rated vacation properties in Province of Siena.

Villa dei 2 Ulivi (Abbadia Isola)

6 bd·4 ba
5· 232

Luxury Serviced Family Villa - Pool/Hot Tub *A/C*

6 bd·3 ba
5· 23

Luxury villa, chef, massage, yoga, home shopping

5 bd·5 ba
5· 18

The Corte del Podestà

1 bd·1 ba
5· 12

Your oasis in the heart of Tuscany

1 bd·1 ba
4.85· 65

Recommended Homes in Province of Siena

Handpicked properties we think you’ll love in Province of Siena.

Apartment in the historic center | Campagnatico

1 bd·1 ba
4.7· 23

La Smarrita

5 bd·7 ba

Casa Frati

4 bd·4 ba

Il Feudo

5 bd·3 ba
Tuscany

Le Buche

3 bd·2 ba

Sissi

3 bd·3 ba

Nido del Sorbino

1 bd·1 ba

Vacation houses with pools in Province of Siena

Cool off in style with these amazing pool homes in Province of Siena.

Val d'Orcia

5 bd·5 ba

Il Lamone

2 bd·1 ba

Il Mulinaccio

6 bd·5 ba

Podere dei Venti

6 bd·6 ba

Antico Borgo San Lorenzo

18 bd·13 ba

Poggio all'Aia

4 bd·4 ba

Podere Vignali

4 bd·4 ba

Pet friendly vacation rentals in Province of Siena

Bring your furry friend along! Browse pet-welcoming homes in Province of Siena.

Boccaccio

2 bd·1 ba

Le Sodole - Petunia

4 bd·4 ba

Allerona

3 bd·3 ba

Allerona

3 bd·3 ba

Allerona

2 bd·2 ba

Why visit Province of Siena

Discover what makes Province of Siena a perfect vacation rental destination.

Medieval Architecture

Marvel at the historic structures.

Visit Siena Cathedral, a Gothic masterpiece just 0.3 miles from the city center, boasting intricate frescoes and breathtaking architecture.

Tuscan Cuisine Delights

Savor the flavors of Tuscany.

Dine at Osteria La Sosta di Violante, located 0.5 miles from the center, where local dishes like pici pasta and ribollita are must-tries.

Palio di Siena

Experience this historic horse race.

Witness the Palio at Piazza del Campo, just a short walk from the city center, held twice a year with medieval pageantry.

Tuscan Countryside Tours

Explore scenic landscapes.

Join a guided tour of the rolling hills and vineyards just 10 miles outside Siena, featuring wine tastings and breathtaking views.

Where to stay in Province of Siena

The best areas and neighborhoods for your vacation rental in Province of Siena.

Il Campo

Home to the famous Piazza del Campo, this neighborhood is vibrant, filled with cafes, and host to the Palio di Siena.

Best for: culture enthusiasts, history buffs

San Prospero

A quiet, residential area with lush parks and close proximity to key attractions like the Siena Cathedral.

Best for: families, relaxation seekers

Santa Caterina

Known for its historical churches and the Basilica di San Francesco, offering a more serene experience.

Best for: history lovers, serenity seekers

Castelnuovo Berardenga

A picturesque neighborhood surrounded by vineyards and olive groves, ideal for wine enthusiasts.

Best for: wine lovers, nature enthusiasts

Browse Province of Siena rentals by property type

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Top attractions in Province of Siena

All within driving distance of Province of Siena vacation rentals.

Siena Cathedral

A stunning example of Italian Gothic architecture with elaborate carvings and frescoes. · 0.3 miles

Piazza del Campo

Renowned for the biannual Palio di Siena horse race and its unique shell-shape. · 0 miles

Pinacoteca Nazionale

Houses an impressive collection of Sienese artworks from the 13th to 16th centuries. · 0.4 miles

Santa Maria della Scala

One of Europe's oldest hospitals transformed into an interactive museum. · 0.3 miles

Orto Botanico

A peaceful botanical garden maintained by the University of Siena. · 0.6 miles

Enoteca Italiana

A premier wine shop offering tastings of over 1,500 Italian wines. · 0.5 miles

Best Time to Visit Province of Siena

Visit Siena between May to September for the best weather, with temperatures from 70-86°F and generally pleasant conditions.

MonthAvg HighRainfallDemand
Jan50°FModerateLow
Feb52°FModerateLow
Mar58°FModerateLow
Apr64°FModerateMid
May72°FModerateMid
Jun81°FLowPeak
Jul87°FLowPeak
Aug86°FLowPeak
Sep78°FLowMid
Oct68°FModerateMid
Nov58°FHighLow
Dec51°FHighLow

Getting to and around Province of Siena

The Province of Siena is best explored by car, with options for rail and bus travel.

Train Travel
SIENA TRAIN STATION
Located 1.2 miles from the city center with connections to Florence, Pisa, and Rome.
Car Rentals
HERTZ
Available at Siena Train Station for convenient exploration of the Tuscan countryside.
Nearest Airports
FLORENCE AIRPORT
About 50 miles north, offering international flights and car rental options.

Frequently asked questions

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