Search Vacation Homes in Siena
- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Check prices for these dates
Next weekend
In two weeks
In one month
In two months
Our top choices for Siena vacation homes

Cozy Tuscan-style apartment Suitable for families. Pets allowed
Cozy Tuscan-style apartment Suitable for families. Pets allowedToscana
10.0 out of 10, Exceptional, (1)
The price is ¥23,868
¥30,110 total
includes taxes & fees
Jan 21 - Jan 22, 2026
The price is ¥9,731
¥23,868 total
includes taxes & fees
Jan 13 - Jan 14, 2026

THE TOLOMEI - apartment in the heart of the main street
THE TOLOMEI - apartment in the heart of the main streetSiena City Centre
8.4 out of 10, Very Good, (5)
The price is ¥15,924
¥27,430 total
includes taxes & fees
Jan 13 - Jan 14, 2026

Agriturismo La Ferrozzola
Agriturismo La FerrozzolaCastellina in Chianti
9.4 out of 10, Exceptional, (9)

Casa Vacanze Le Case
Casa Vacanze Le CaseSan Gimignano
9.0 out of 10, Wonderful, (8)
The price is ¥16,570
¥19,145 total
includes taxes & fees
Jan 13 - Jan 14, 2026

Comfort, relaxation and nature
Comfort, relaxation and natureMonticiano
10.0 out of 10, Exceptional, (1)
The price is ¥13,219
¥18,727 total
includes taxes & fees
Jan 4 - Jan 5, 2026

Romantic farm in the Sienese hills
Romantic farm in the Sienese hillsTrequanda, Siena
8.0 out of 10, Very Good, (1)
The price is ¥14,872
¥31,396 total
includes taxes & fees
Jan 3 - Jan 4, 2026

Holiday Home 'Piccolo Angolo Di Tranquillità' with Private Garden and Wi-Fi
Holiday Home 'Piccolo Angolo Di Tranquillità' with Private Garden and Wi-FiPoggibonsi
10.0 out of 10, Exceptional, (2)
The price is ¥14,517
¥20,853 total
includes taxes & fees
Jan 8 - Jan 9, 2026
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.
Find vacation rentals that suit your style
Apartments
Aparthotels
Save an average of 15% on thousands of hotels when you're signed in
Top Siena Hotel Reviews

Hotel Athena
10/10 Excellent
Find out more about Siena
Siena Vacation Homes information
Number of reviews | 33 |
|---|---|
Accommodation | 122 Vacation Homes |
Lowest Price | ¥17,075 |
Highest Price | ¥2,069,379 |
Explore a world of travel with Expedia
- Country Houses in La Cetina
- Lama Hotels
- San Sano Hotels
- Castles in Province of Siena
- Hostels in Siena
- Winery Hotels in Siena
- Romantic Hotels in Radda in Chianti
- Inns in San Sano
- Apartments in Province of Siena
- Vacation Homes in Sovicille
- Boutique Hotels in Radda in Chianti
- Luxury Hotels in Villa
- Resorts in San Sano
- Vacation Homes in Stigliano
- Siena Hotels
- Beach Hotels in Radda in Chianti
- Palaces in San Rocco a Pilli
- Resorts in Villa A Sesta
- Resorts & Hotels with Spas in Bagni di Petriolo
- All-Inclusive Hotel Hotels in Siena
- Romantic Hotels in Chianti Region
- Guest Houses in La Cetina
- Town Houses in Castelnuovo Berardenga
- Resorts in Fonterutoli
- Hotel Wedding Venues Hotels in Radda in Chianti
- Cheap Hotels in Chianti Region
- Boutique Hotels in Siena
- Hotels with Free Parking in Chianti Region
- Luxury Hotels in San Felice
- Town Houses in Pianella
- Historic Hotels in Siena
- Shopping Hotels in Radda in Chianti
- Residences in Siena
- Romantic Hotels in Siena
- Luxury Hotels in Siena
- Luxury Hotels in Murlo
- Hotels near Crete Senesi
- Hotels with a Pool in Radda in Chianti
- Cheap Hotels in San Sano
- Resorts in Castellina in Chianti
- B&B in Siena
- Villas in Siena
- Business Hotels in Radda in Chianti
- Hotels near Piazza del Campo
- Country Houses in Vertine
- Luxury Hotels in Castellina in Chianti
- Rv Parks in Province of Siena
- Resorts in Monteriggioni
- Hotels near Abbazia di San Galgano
- Historic Hotels in Ponte A Bozzone
- Hotels with smoking rooms in Siena City Centre
- Cheap Hotels in Radda in Chianti
- Resorts in Castelnuovo Berardenga
- Winery Hotels in Villa A Sesta
- Luxury Hotels in Castelnuovo Berardenga
- Winery Hotels in Chianti Region
- Hotels near Casa Sola - Chianti Winery
- Hotels with Free Parking in Siena Historical Center
- Inns in Province of Siena
- Rv Parks in Siena Station
- Hotel with a Concierge Hotels in San Sano
- Radda in Chianti Hotels
- Condo Rentals in Rosia
- Beach Hotels in Chianti Region
- Adventure Hotels in Radda in Chianti
- Inns in Stigliano
- Resorts & Hotels with Spas in Radda in Chianti
- Hotels near Terme Petriolo
- Aparthotels in Casciano di Murlo
- Murlo Hotels
- Apartments in Siena
- Beach Hotels in Panzano in Chianti
- Boutique Hotels in Casetta
- Hotels near San Giovanni Terme Rapolano
- Luxury Hotels in Radda in Chianti
- Farmstay in Province of Siena
- Winery Hotels in Radda in Chianti
- Luxury Hotels in Panzano in Chianti
- Castles in Castellina in Chianti
- Cheap Hotels in Siena City Centre
- Green Hotels in Radda in Chianti

















































































