Siena Vacations

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Siena Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Alfieri9

Alfieri9

Historic Centre of Florence
$1,397
per person
Oct 16 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Florence (FLR)
Stay at this hotel in Florence. Enjoy free WiFi, breakfast (surcharge), and valet parking (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Piazza del Duomo and Cathedral of Santa Maria del Fiore are located nearby.
More quiet residential area of Firenze in walking distance of center but away from the crowds. No elevator and two flight of stairs.

Reviewed on Jul 5, 2026

The James Suite Hotel Firenze 1564 - Small Luxury Hotels of the World

The James Suite Hotel Firenze 1564 - Small Luxury Hotels of the World

Historic Centre of Florence
Save 100% on your flight
$4,645
per person
Oct 16 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Florence (FLR)
Book a stay at this luxury hotel in Florence. Enjoy free breakfast, free WiFi, and room service. Popular attractions Piazza del Duomo and Cathedral of Santa Maria del Fiore are located nearby.
Corte Guelfa

Corte Guelfa

Historic Centre of Florence
$1,530
per person
Oct 16 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Florence (FLR)
Stay at this residence in Florence. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions Cathedral of Santa Maria del Fiore and Piazza del Duomo are located nearby.
The great location, kind service, and beautiful breakfasts! Our room was also ready early and they called drivers for us!

Reviewed on Aug 11, 2026

Il Malaspina

Il Malaspina

Historic Centre of Florence
$1,546
per person
Oct 16 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Florence (FLR)
Book a stay at this family-friendly hotel in Florence. Enjoy free breakfast, free WiFi, and 24-hour room service. Popular attractions Cathedral of Santa Maria del Fiore and Piazza del Duomo are located nearby.
Everything was great!

Reviewed on Aug 9, 2026

Art Hotel Villa Agape

Art Hotel Villa Agape

Oltrarno
$1,741
per person
Oct 15 - Oct 21
found 1 day ago
Roundtrip non-stop flight included
Raleigh (RDU) to Florence (FLR)
Stay at this hotel in Florence. Enjoy free WiFi, free parking, and a rooftop terrace. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Ponte Vecchio and Cathedral of Santa Maria del Fiore are located nearby.
Villa Neroli

Villa Neroli

Coverciano
$1,602
per person
Oct 15 - Oct 21
found 1 day ago
Roundtrip non-stop flight included
Raleigh (RDU) to Florence (FLR)
Book a stay at this spa hotel in Florence. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Piazza del Duomo and Cathedral of Santa Maria del Fiore are located nearby.
We stayed here for the first part of our honeymoon, and it was perfect! The hotel is beautiful, the rooms are comfortable and specious and the AC was amazing for how hot it was! The property is very well maintained, the pool is lovely and we very much enjoyed the restaurant for breakfast and dinner a few nights. While we loved the quiet location, it is about a 15 minute drive to downtown Florence, so cabs back and forth can get expensive. Regardless, it was an absolutely wonderful stay and would recommend!

Reviewed on Aug 10, 2026

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Top Hotel Deals

Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

Banchi Di Sopra 85 Siena SI
0.29 km from city center
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 Athena

Hotel Athena

P Mascagni 55 Siena SI
0.66 km from city center
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

Pian dei Mantellini 34 Siena SI
0.55 km from city center
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 ...
Hotel Chiusarelli

Hotel Chiusarelli

Viale Curtatone 15 Siena SI
0.45 km from city center
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 ...
Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel

Strada di Scacciapensieri 10 Siena SI
2.03 km from city center
Book a stay at this family-friendly hotel in Siena. Enjoy free breakfast, free WiFi, and an outdoor pool. Popular attractions Piazza del Campo and Basilica dell'Osservanza ...
Villa Ermellina Siena, a Tribute Portfolio Hotel

Villa Ermellina Siena, a Tribute Portfolio Hotel

Via Custoza 2 Siena SI
2.04 km from city center
Book a stay at this family-friendly hotel in Siena. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
Hotel Minerva

Hotel Minerva

Via Garibaldi, 72 Siena SI
0.7 km from city center
Book a stay at this family-friendly hotel in Siena. Enjoy free breakfast, free WiFi, and room service. Our guests praise the helpful staff in our reviews. Popular ...
NH Siena

NH Siena

Piazza La Lizza 1 Siena SI
0.61 km from city center
Stay at this hotel in Siena. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions ...
Four Points by Sheraton Siena

Four Points by Sheraton Siena

Via Antonio Lombardi 41 Siena SI
2.5 km from city center
Book a stay at this business-friendly hotel in Siena. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Piazza del Campo and Palasport Mens ...
Hotel Italia

Hotel Italia

Viale Camillo Benso Conte di Cavour, 67 Siena SI
1.6 km from city center
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. ...
Il Chiostro del Carmine

Il Chiostro del Carmine

Via Della Diana 4 Siena SI
0.58 km from city center
Stay at this B&B in Siena. Enjoy free breakfast, free WiFi, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Piazza ...
Hotel Alma Domus

Hotel Alma Domus

via Camporegio 37 Siena SI
0.34 km from city center
Stay at this hotel in Siena. Enjoy free breakfast, free WiFi, and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. ...
Hotel Executive

Hotel Executive

Via Nazareno Orlandi 32 Siena SI
2.5 km from city center
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. ...
Sangallo Park Hotel

Sangallo Park Hotel

Strada Di Vico Alto 2 Siena SI
2.93 km from city center
Book a stay at this business-friendly hotel in Siena. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Piazza del Campo and Casalvento's ...
Best Western Hotel San Marco

Best Western Hotel San Marco

Strada Massetana 70 Siena SI
1.67 km from city center
Book a stay at this business-friendly hotel in Siena. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Piazza del Campo and Fisiocritici ...
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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.

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