2030+ Private Villas and Holiday Rentals in Siena |
  1. Italy
  2. Tuscany
  3. Siena

Siena Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Siena

Discover more than 2030 vacation rentals available in Siena. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Siena.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Siena, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Siena. On average, places to stay near Siena offer 824.41 ft², with nightly prices averaging $223.

With Casai, finding and comparing holiday rentals in Siena is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

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Top Accommodation Types in Siena

Type Count
Holiday Apartments 1302
Vacation Homes 255
Villas 106
Cottages 2

Use these Quick Filters to Find a Holiday Rental in Siena

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Siena.

Weather in Siena, IT

View the weather forecast for Siena before booking your Siena Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 73°F       Low 31°F
June - August
High 94°F       Low 54°F
September - November
High 76°F       Low 42°F

Top Attractions Around Siena, IT

Casai offers a large selection of top attractions around Siena . Research things to do on your vacation before you visit Siena.


Piazza del Campo
Siena Cathedral
Santa Maria alle Scotte Polyclinic
University of Siena
Banca Monte dei Paschi di Siena
Fortezza Medicea
Porta Camollia
Fonte Gaia
San Martino
Siena State Archives
Palazzo Pubblico
Porta Romana
Museo dell'Opera del Duomo
Basilica di Santa Maria dei Servi
Fontebranda
Siena Baptistry
Civic Museum
Piazza Salimbeni
Casa di Santa Caterina
Siena Stadium

Other Places to Stay in Siena, IT


Agostoli 1,752 Properties
Le Tolfe 1,709 Properties
Siena Historical Center 1,659 Properties
Siena City Centre 1,659 Properties
Castagno 1,627 Properties
Costalpino 1,615 Properties
Val di Pugna 1,580 Properties
Sant'Andrea 1,226 Properties
Montecchio 1,118 Properties
Taverne d'Arbia 375 Properties
Montechiaro 252 Properties
lsola d'Arbia 239 Properties

Frequently Asked Questions About Siena?

What are the top holiday rentals in Siena?

With numerous options available in Siena, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Siena:

How many holiday rentals have private pools in Siena?

Discover a selection of holiday rentals with private pools near Siena with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.

Which holiday homes in Siena are best for families?

If you're searching for a family-friendly holiday home in Siena, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Siena:

How many Casai.com holiday rentals are available in Siena?

As of 2025, Casai boasts over 2030 properties listed in the Siena area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Siena.

Nearby Neighborhood (3) 
Neighborhood Property Count
Siena Historical Center Vacation Rentals in Siena, Tuscany 1659
Siena City Centre Vacation Rentals in Siena, Tuscany 1659
Montarioso Vacation Rentals in Siena, Tuscany 1667

People Also Ask

There are 2030 Siena, IT Holiday Rentals

Recently Booked Holiday Rentals in Siena