San Prospero Vacation Packages for 2026

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Top Hotel Deals

La Villa di STR

La Villa di STR

3 out of 5
Viale Vittorio Veneto 11 Siena SI
0.23 km from San Prospero
Stay at this hotel in Siena. Enjoy free WiFi, breakfast (surcharge), and daily housekeeping. Popular attractions Enoteca Italiana and Fortezza Medicea are located ...
Villa Elda Boutique Hotel

Villa Elda Boutique Hotel

3 out of 5
Viale 24 Maggio 10 Siena SI
0.19 km from San Prospero
Book a stay at this business-friendly hotel in Siena. Enjoy free breakfast, free WiFi, and a rooftop terrace. Popular attractions Fontebranda and Santa Maria ...
Hotel Athena

Hotel Athena

4 out of 5
P Mascagni 55 Siena SI
0.57 km from San Prospero
Book a stay at this business-friendly hotel in Siena. Enjoy free WiFi, free parking, and a rooftop terrace. Our guests praise the breakfast and the helpful staff ...
Palazzo Ravizza

Palazzo Ravizza

4 out of 5
Pian dei Mantellini 34 Siena SI
0.7 km from San Prospero
Stay at this hotel in Siena. Enjoy free WiFi, room service, and parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

5 out of 5
Via Spaltenna 13 Gaiole in Chianti SI
18.53 km from San Prospero
Book a stay at this spa hotel in Gaiole in Chianti. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Gaiole in Chianti Stadium and Castello ...
Hotel Borgo di Cortefreda Relais

Hotel Borgo di Cortefreda Relais

4 out of 5
Via Roma 191 Barberino Tavarnelle FI
28.65 km from San Prospero
Book a stay at this spa hotel in Barberino Tavarnelle. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the helpful staff and the property ...
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

5 out of 5
Banchi Di Sopra 85 Siena SI
0.8 km from San Prospero
Book a stay at this luxury hotel in Siena. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
Hotel Ristorante Alcide

Hotel Ristorante Alcide

4 out of 5
Viale Marconi, 67/A Poggibonsi SI
22.14 km from San Prospero
Book a stay at this business-friendly hotel in Poggibonsi. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff in our ...
Rosewood Castiglion del Bosco

Rosewood Castiglion del Bosco

5 out of 5
Localita Castiglion del Bosco Montalcino SI
27.4 km from San Prospero
Book a stay at this luxury hotel in Montalcino. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Castiglion del Bosco Winery and Corte ...
Hotel Chiusarelli

Hotel Chiusarelli

3 out of 5
Viale Curtatone 15 Siena SI
0.53 km from San Prospero
Book a stay at this business-friendly hotel in Siena. Enjoy free breakfast, free WiFi, and room service. Our guests praise the breakfast and the helpful staff ...
Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano

4 out of 5
Strada di Certosa, 82/86 Siena SI
2.54 km from San Prospero
Book a stay at this golf hotel in Siena. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
Hotel Executive

Hotel Executive

4 out of 5
Via Nazareno Orlandi 32 Siena SI
2.38 km from San Prospero
Book a stay at this family-friendly hotel in Siena. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
Hotel Borgo San Luigi

Hotel Borgo San Luigi

4 out of 5
STRADA DELLA CERRETA,7 Monteriggioni SI
15.04 km from San Prospero
Book a stay at this business-friendly hotel in Monteriggioni. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

5 out of 5
Strada Comunale 14 Siena - Vagliagli 18 Castelnuovo Berardenga SI
9.07 km from San Prospero
Book a stay at this luxury hotel in Castelnuovo Berardenga. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Hotel Italia

Hotel Italia

3 out of 5
Viale Camillo Benso Conte di Cavour, 67 Siena SI
1.2 km from San Prospero
Stay at this hotel in Siena. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the breakfast and the helpful staff in our reviews. ...
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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.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Swiss International Air Lines
Mon, May 11 - Fri, May 22
JFK
John F. Kennedy Intl.
FLR
Peretola
$459 Roundtrip, found 3 days ago
$459
Roundtrip
found 3 days ago
Select Swiss International Air Lines flight, departing Mon, May 11 from John F. Kennedy Intl. to Peretola, returning Fri, May 22, priced at $459 found 3 days ago
Scandinavian Airlines
Thu, May 14 - Tue, May 19
JFK
John F. Kennedy Intl.
FLR
Peretola
$497 Roundtrip, found 3 days ago
$497
Roundtrip
found 3 days ago
Select Scandinavian Airlines flight, departing Thu, May 14 from John F. Kennedy Intl. to Peretola, returning Tue, May 19, priced at $497 found 3 days ago
British Airways
Tue, May 12 - Tue, May 19
JFK
John F. Kennedy Intl.
FLR
Peretola
$506 Roundtrip, found 3 days ago
$506
Roundtrip
found 3 days ago
Select British Airways flight, departing Tue, May 12 from John F. Kennedy Intl. to Peretola, returning Tue, May 19, priced at $506 found 3 days ago
Lufthansa
Wed, May 13 - Fri, May 22
JFK
John F. Kennedy Intl.
FLR
Peretola
$665 Roundtrip, found 2 days ago
$665
Roundtrip
found 2 days ago
Select Lufthansa flight, departing Wed, May 13 from John F. Kennedy Intl. to Peretola, returning Fri, May 22, priced at $665 found 2 days ago
Austrian Airlines
Wed, May 13 - Fri, May 22
JFK
John F. Kennedy Intl.
FLR
Peretola
$754 Roundtrip, found 2 days ago
$754
Roundtrip
found 2 days ago
Select Austrian Airlines flight, departing Wed, May 13 from John F. Kennedy Intl. to Peretola, returning Fri, May 22, priced at $754 found 2 days ago