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15 Dec - 16 Dec
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16 Dec - 17 Dec
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19 Dec - 21 Dec
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26 Dec - 28 Dec

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Our top choices for San Prospero hotels

Family Suite, City View | Terrace/patio
San Prospero Heritage

San Prospero Heritage

San Prospero Heritage
San Prospero
8.0 out of 10, Very good, (1)
"Die Beschreibung der Unterkunft ist etwas irreführend. Man erwartet ein vollwertiges Hotel, es ist aber nicht. Es iste die oberste Etage eines Wohnhauses mit self checkin. Wenn man das weiß ist alles ok, sollte vielleicht etwas genauer beschrieben werden. Das Zimmer ist super modern und Neuwertig ausgestattet und sehr geräumig. "
Germany
Baysal
The price is 2.208.516 ₫
2.522.019 ₫ total
includes taxes & fees
13 Jan - 14 Jan 2026
San Prospero Heritage
Restaurant
La Villa di STR

La Villa di STR

La Villa di STR
3.0 star property
San Prospero
9.2 out of 10, Wonderful, (415)
"Clean room, nice villa and breakfast "
United States
Jose
The price is 3.039.700 ₫
3.436.322 ₫ total
includes taxes & fees
14 Jan - 15 Jan 2026
La Villa di STR
Exterior
PALAZZO DEL PAPA

PALAZZO DEL PAPA

PALAZZO DEL PAPA
Siena City Centre, 0.9 km from San Prospero
9.6 out of 10, Exceptional, (96)
"Hamza was so wonderful and accommodating, would definitely stay here again!"
United States
Elise
The price is 3.333.929 ₫
3.791.012 ₫ total
includes taxes & fees
18 Dec - 19 Dec
PALAZZO DEL PAPA
Villa (Agresto) | Living area | LCD TV, pay films
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel
5.0 star property
27.4 km from San Prospero
10.0 out of 10, Exceptional, (69)
"Wonderful stay "
United States
Talib
The price is 31.914.301 ₫
35.414.695 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Castiglion del Bosco, A Rosewood Hotel
Exterior
Residenza d'Epoca Le Aquile

Residenza d'Epoca Le Aquile

Residenza d'Epoca Le Aquile
Siena City Centre, 0.8 km from San Prospero
10.0 out of 10, Exceptional, (83)
"Beautiful area, very walkable! "
United States
Anita
Residenza d'Epoca Le Aquile
Terrace/patio
Residenza d'Epoca Relais Campo Regio

Residenza d'Epoca Relais Campo Regio

Residenza d'Epoca Relais Campo Regio
Siena City Centre, 0.6 km from San Prospero
9.8 out of 10, Exceptional, (90)
"It was the best cleanliness and quality of service, warmth and so beautiful pleasant stay!!! )))"
United States
elina
The price is 5.753.691 ₫
6.452.596 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Residenza d'Epoca Relais Campo Regio
Sun deck
Capanna Suites

Capanna Suites

Capanna Suites
30.1 km from San Prospero
9.8 out of 10, Exceptional, (131)
"Absolutely amazing resort with amazing staff and service. Great food and beautiful spa experience. Highly reccommend anyone going to Tuscany to book here - you will not be disappointed ! "
Canada
Megan
Capanna Suites
2 indoor pools, seasonal outdoor pool
Castel Monastero - The Leading Hotels of the World

Castel Monastero - The Leading Hotels of the World

Castel Monastero - The Leading Hotels of the World
5.0 star property
19.6 km from San Prospero
8.8 out of 10, Excellent, (144)
"Had two wonderful nights at the Castel Monastero (wish we had more). Will definitely go back"
Canada
John
The price is 14.999.522 ₫
16.808.314 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Castel Monastero - The Leading Hotels of the World
Room amenity
Siena Vip

Siena Vip

Siena Vip
Siena City Centre, 0.5 km from San Prospero
9.2 out of 10, Wonderful, (422)
"A great location!"
Canada
Cheryl
Siena Vip
Indoor pool, seasonal outdoor pool, pool loungers
Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa
4.0 star property
19.1 km from San Prospero
9.2 out of 10, Wonderful, (177)
"Ideal country setting"
Canada
Dee
The price is 2.916.770 ₫
3.393.751 ₫ total
includes taxes & fees
18 Dec - 19 Dec
Hotel Palazzo San niccolò & Spa
Front of property – evening/night
Relais Le Macine di Stigliano

Relais Le Macine di Stigliano

Relais Le Macine di Stigliano
4.0 star property
13.1 km from San Prospero
10.0 out of 10, Exceptional, (15)
"Amazing staff. Beautiful views and facilities. Treated like friends. "
United States
Josh
The price is 3.503.931 ₫
4.008.744 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Relais Le Macine di Stigliano
Property entrance
Piccolo Hotel Etruria

Piccolo Hotel Etruria

Piccolo Hotel Etruria
2.0 star property
Siena City Centre, 0.9 km from San Prospero
8.0 out of 10, Very good, (388)
"Great location right in the heart of Siena. "
United Kingdom
Sian
The price is 2.156.265 ₫
2.464.544 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Piccolo Hotel Etruria
2 restaurants, breakfast, lunch, dinner served; international cuisine
COMO Castello Del Nero

COMO Castello Del Nero

COMO Castello Del Nero
5.0 star property
28.2 km from San Prospero
9.6 out of 10, Exceptional, (133)
"Wonderful stay. 5-stars across the board if you’re looking for disconnecting and relaxing in the rolling hills of the Tuscan countryside. Easy day/dinner trips to Florence or Siena (rental car). "
United States
Matthew
The price is 20.929.532 ₫
23.269.557 ₫ total
includes taxes & fees
22 Dec - 23 Dec
COMO Castello Del Nero
Double Room, Private Bathroom | Exterior
I Coppi

I Coppi

I Coppi
28.6 km from San Prospero
9.8 out of 10, Exceptional, (70)
"What a wonderful place to stay in Tuscany the views alone form this B&B is amazing. The husband and wife are wonderful providing an excellent breakfast and overall stay. Buy the olive oil made on property!!!"
United States
Quenton
The price is 4.520.184 ₫
5.126.746 ₫ total
includes taxes & fees
26 Dec - 27 Dec
I Coppi
Minibar, in-room safe, desk, blackout curtains
NH Siena

NH Siena

NH Siena
4.0 star property
Siena Historical Center, 0.7 km from San Prospero
8.2 out of 10, Very good, (1001)
"The staff were excellent. They called taxis and were very courteous, helpful, attentive and professional. I ate dinner at the hotel restaurant and it was only fair."
United States
William
The price is 2.948.019 ₫
3.335.473 ₫ total
includes taxes & fees
16 Dec - 17 Dec
NH Siena
Seasonal outdoor pool, pool loungers
Castello di Meleto

Castello di Meleto

Castello di Meleto
16.8 km from San Prospero
8.8 out of 10, Excellent, (90)
"This Castle is AMAZING! Agatha and Victor so kind. I highly recommend this place. Wines are extremely wonderful. We really enjoy the staying."
United States
Karem
Castello di Meleto
Exterior
Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort
13 km from San Prospero
9.4 out of 10, Exceptional, (201)
"Clean room, courteous staff, and good winery"
United States
Sangchun
The price is 4.902.134 ₫
5.515.883 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Castello di Fonterutoli Wine Resort
Down duvets, minibar, in-room safe, individually decorated
Quattro Cantoni

Quattro Cantoni

Quattro Cantoni
Siena City Centre, 0.8 km from San Prospero
9.0 out of 10, Wonderful, (81)
"Absolutely loved this stay. The staff were incredibly helpful and got me taxis etc when I needed them. The room was so comfortable with high tech support for working and relaxing. The meals were absolutely delicious and served with great customer service. This was a gem of a place to stay. The area is also beautiful and has much to offer in terms of a relaxing stay. I would happily go again! "
United Kingdom
Yvonne
The price is 1.872.160 ₫
2.182.912 ₫ total
includes taxes & fees
17 Dec - 18 Dec
Quattro Cantoni
Restaurant
Palazzo Tiglio - A Small Luxury Hotels of the World

Palazzo Tiglio - A Small Luxury Hotels of the World

Palazzo Tiglio - A Small Luxury Hotels of the World
28.5 km from San Prospero
10.0 out of 10, Exceptional, (3)
"We found it to be a charming, immaculate, upscale retreat with a hilltop view of the beautiful countryside. We were given personalized attention and many unexpected fine touches, like fresh fruit in the room. Highly recommend."
United States
David
The price is 9.307.317 ₫
10.238.049 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Palazzo Tiglio - A Small Luxury Hotels of the World
City view
Regis Condo

Regis Condo

Regis Condo
Siena City Centre, 0.8 km from San Prospero
9.4 out of 10, Exceptional, (65)
"This was one of our favorite stays in Italy. It was spacious, clean, and in a great part of the city."
United States
Ben
Regis Condo
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.
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Where to stay in San Prospero

Find the best San Prospero areas for the activities you enjoy most.

Siena City Centre

Siena City Centre is noteworthy for its historical sites, and you can make a stop at top attractions like Siena State Archives and Piazza del Campo.

Siena Historical Center

Unique features of Siena Historical Center include the historical sites and cafes. Make a stop by Piazza del Campo or Torre del Mangia while you're exploring the area.

Ravacciano

While there might not be top attractions in Ravacciano, you can explore the larger area and discover places like Banca Monte dei Paschi di Siena and Siena State Archives.

Camollia

If you're spending some time in Camollia, Porta Camollia and Siena Stadium are top sights worth seeing.

Scacciapensieri

If you're looking for some top things to see and do in Scacciapensieri and surrounding area, you can visit Fortezza Medicea and Banca Monte dei Paschi di Siena.

Top San Prospero Hotel Reviews

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Frequently asked questions

What is San Prospero like?
Travellers to the San Prospero neighbourhood in Siena will be sure to enjoy their stay.
How many hotels should I expect to find in the San Prospero area?
Expedia has 22 hotels and other accommodation options in San Prospero to choose from, making this an ideal home base for exploring the greater Siena area.
If I need to cancel my hotel reservation in San Prospero, will I receive a refund?
Yes! The majority of room reservations are refundable if you cancel before the accommodation's cancellation deadline, which is often 24 or 48 hours before your arrival date. If you booked a non-refundable reservation, you might be able to cancel it and receive a refund within 24 hours of your booking. Put your dates in and click on "Search", then you can use the "fully refundable" filter to get top deals in San Prospero.
What is there to do in this Siena neighbourhood?
A few places to visit in the area around San Prospero include Enoteca Italiana, Fortezza Medicea and Stadio Artemio Franchi. While you're out sightseeing, Fontebranda and Santa Maria della Scala are a couple of additional sights to visit in Siena.