San Prospero vacation rentals
We found 226 vacation rentals — enter your dates for availability
Discover a selection of 16 apartments and other vacation rentals in San Prospero that are perfect for your trip. Whether you're staying in a vacation rental with family, friends, or just your furry companion, you'll have the amenities you expect and more, such as air conditioning and a TV. What you'll find is a rental to meet everyone's needs, including places that are non-smoking or accessible.
Showing deals for:Nov 7 - Nov 14
Image gallery for Centralissimo Casa Piazzetta
1010 out of 10 rating
Exceptional
(24 reviews)
Centralissimo Casa Piazzetta
Siena, Italy
10% off
Price is CA $233
CA $233
CA $1,881 total
CA $1,881 total
includes taxes & fees
Image gallery for Il Casato, beautiful apartment in the heart of Siena
1010 out of 10 rating
Exceptional
(6 reviews)
Il Casato, beautiful apartment in the heart of Siena
Siena, Provincia di Siena
12% off
Price is CA $216
CA $216
CA $1,661 total
CA $1,661 total
includes taxes & fees
Image gallery for Double room with private parking within walking distance of downtown!
8.08.0 out of 10 rating
Very good
(6 reviews)
Double room with private parking within walking distance of downtown!
Siena, Provincia di Siena
5% off
Price is CA $167
CA $167
CA $1,331 total
CA $1,331 total
includes taxes & fees
Image gallery for A romantic loft in the enchanting city of Siena with lift, Air C. and WIFi
1010 out of 10 rating
Exceptional
(25 reviews)
A romantic loft in the enchanting city of Siena with lift, Air C. and WIFi
Siena, Toscana
5% off
Price is CA $409
CA $409
CA $3,336 total
CA $3,336 total
includes taxes & fees
Image gallery for classy apartment with WIFi in the historic center of Siena
9.49.4 out of 10 rating
Exceptional
(27 reviews)
classy apartment with WIFi in the historic center of Siena
Siena, Tuscany
5% off
Price is CA $189
CA $189
CA $1,608 total
CA $1,608 total
includes taxes & fees
Image gallery for Charming House Siena center
9.89.8 out of 10 rating
Exceptional
(9 reviews)
Charming House Siena center
Siena, Toscana
10% off
Price is CA $242
CA $242
CA $2,171 total
CA $2,171 total
includes taxes & fees
Image gallery for Charming apartment in the Historic Center of Siena
1010 out of 10 rating
Exceptional
(18 reviews)
Charming apartment in the Historic Center of Siena
Siena, Toscana
10% off
Price is CA $171
CA $171
CA $1,465 total
CA $1,465 total
includes taxes & fees
Image gallery for CasaSofia in the historic center
9.49.4 out of 10 rating
Exceptional
(13 reviews)
CasaSofia in the historic center
Siena, Provincia di Siena
5% off
Price is CA $227
CA $227
CA $1,790 total
CA $1,790 total
includes taxes & fees
Image gallery for Casa Siena Vallepiatta
1010 out of 10 rating
Exceptional
(5 reviews)
Casa Siena Vallepiatta
Siena, Provincia di Siena
10% off
Price is CA $215
CA $215
CA $1,751 total
CA $1,751 total
includes taxes & fees
Image gallery for Siena: appartamento panoramico con terrazza, wi-fi e aria condizionata
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Siena: appartamento panoramico con terrazza, wi-fi e aria condizionata
Siena, Provincia di Siena
5% off
Price is CA $227
CA $227
CA $1,910 total
CA $1,910 total
includes taxes & fees
Image gallery for Apartment for 3 guests with all comforts, private terrace and garage
1010 out of 10 rating
Exceptional
(5 reviews)
Apartment for 3 guests with all comforts, private terrace and garage
Siena, Provincia di Siena
10% off
Price is CA $215
CA $215
CA $1,718 total
CA $1,718 total
includes taxes & fees
Image gallery for Live Siena from the very top
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Live Siena from the very top
Siena, Toscana
8% off
Price is CA $156
CA $156
CA $1,257 total
CA $1,257 total
includes taxes & fees
Image gallery for Apartment “Real Taste of Siena”
9.69.6 out of 10 rating
Exceptional
(10 reviews)
Apartment “Real Taste of Siena”
Siena, Toscana
5% off
Price is CA $305
CA $305
CA $2,540 total
CA $2,540 total
includes taxes & fees
Image gallery for Siena UP Town : Sabrina's Cozy Apartment
1010 out of 10 rating
Exceptional
(11 reviews)
Siena UP Town : Sabrina's Cozy Apartment
Siena, Toscana
10% off
Price is CA $142
CA $142
CA $1,229 total
CA $1,229 total
includes taxes & fees
Image gallery for Historic center of Siena: Castellare residence with TV, WI-FI and AIR CONDITION
1010 out of 10 rating
Exceptional
(21 reviews)
Historic center of Siena: Castellare residence with TV, WI-FI and AIR CONDITION
Siena, Tuscany
5% off
Price is CA $212
CA $212
CA $1,796 total
CA $1,796 total
includes taxes & fees
Image gallery for LunaNova, one minute from the Campo and Duomo, brand new and quiet.
1010 out of 10 rating
Exceptional
(8 reviews)
LunaNova, one minute from the Campo and Duomo, brand new and quiet.
Siena, Provincia di Siena
25% off
Price is CA $167
CA $167
CA $1,373 total
CA $1,373 total
includes taxes & fees
Image gallery for Casa Siena apartment
1010 out of 10 rating
Exceptional
(97 reviews)
Casa Siena apartment
Siena, Tuscany
10% off
Price is CA $6,674
CA $6,674
CA $48,701 total
CA $48,701 total
includes taxes & fees
Image gallery for Charming 2 Br Flat In City Center Siena Close To Piazza Del Campo
9.49.4 out of 10 rating
Exceptional
(56 reviews)
Charming 2 Br Flat In City Center Siena Close To Piazza Del Campo
Siena, Toscana
5% off
Price is CA $121
CA $121
CA $1,092 total
CA $1,092 total
includes taxes & fees
Image gallery for Penthouse San Francesco
1010 out of 10 rating
Exceptional
(61 reviews)
Penthouse San Francesco
Siena, Toscana
10% off
Price is CA $201
CA $201
CA $1,764 total
CA $1,764 total
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - San Prospero
Calise House - Elegant 1920s Villa w/ Garage
Sleeps 5 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Skyline Siena ( moncheri/bluemoon/sunshine )
Sleeps 6 · 3 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
Residenza d'Epoca Palazzo Borghesi
Sleeps 3 · 1 bedroom
9.69.6 out of 10
Exceptionalexceptional
110 reviews(110 reviews)
Siena Historic Center Stylish Flat with Balcony!
Sleeps 6 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Cozy apartment within the walls in the heart of the Contrada della Lupa
Sleeps 4 · 2 bedrooms · 1 bathroom
Casina Di Giada, Siena, Italy
Sleeps 4 · 2 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
9 reviews(9 reviews)
Top rated rentals - San Prospero
Tuscan Stay
1010 out of 10
Exceptionalexceptional
57 reviews(57 reviews)
Great location!
1010 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
Wonderful Siena Stay
1010 out of 10
Exceptionalexceptional
18 reviews(18 reviews)
Perfection with a view
1010 out of 10
Exceptionalexceptional
61 reviews(61 reviews)
A Plus
1010 out of 10
Exceptionalexceptional
5 reviews(5 reviews)
Beautiful Apartment, Great Location
1010 out of 10
Exceptionalexceptional
71 reviews(71 reviews)
Delightful in Siena
1010 out of 10
Exceptionalexceptional
11 reviews(11 reviews)
Even BETTER than expected!
1010 out of 10
Exceptionalexceptional
18 reviews(18 reviews)
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
More for lessMore space, more privacy, more amenities — more value