
Santo Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Santo Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.

The Moon Boutique Hotel & Spa
Historic Centre of Florence
$1,620
per person
Oct 27 - Nov 2
found 2 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Florence (FLR)
Book a stay at this spa hotel in Florence. Enjoy free WiFi, a full-service spa, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Cathedral of Santa Maria del Fiore and Ponte Vecchio are located nearby.
Stunning hotel and maintained to a spotless standard. Bit of a trek to the centre and parking not cheap but good services just outside (tram, bus) - just takes some working out. We probably didn't need to go for the suite considering the time of year (Sauna and jacuzzi not overly used after stomping streets in near 40deg heat!). Breakfast good and staff super friendly/informative.
Reviewed on Aug 11, 2026

Eden Rock Resort
$1,994
per person
Oct 21 - Oct 27
found 2 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Florence (FLR)
Book a stay at this business-friendly residence in Florence. Enjoy free WiFi, room service, and parking (surcharge). Popular attractions Piazza del Duomo and Cathedral of Santa Maria del Fiore are located nearby.
This was a beautiful property about 10 mins away from Florence. You get the beauty of Tuscany without having to go too far. The hotel only has 12 rooms and everyone knows you by name. We traveled with 2 kids and the rooms were very spacious. Staff are wonderful, Onsite restaurant was great. Views were breathtaking. We didn't have a car, and the hotel was able to help us with cabs easily. Service was excellent and we would highly recommend this hotel!
Reviewed on Jul 18, 2026

The James Suite Hotel Firenze 1564 - Small Luxury Hotels of the World
Historic Centre of Florence
$5,178
per person
Oct 21 - Oct 27
found 2 hours 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.

IQ Hotel Firenze
Historic Centre of Florence
$1,698
per person
Oct 21 - Oct 27
found 2 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Florence (FLR)
Book a stay at this spa hotel in Florence. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the breakfast and the pool in our reviews. Popular attractions Piazza del Duomo and Cathedral of Santa Maria del Fiore are located nearby.
Friendly staff and very clean. The pool was refreshing on the hot days and the location was good. Easy to walk everywhere.
Reviewed on Aug 13, 2026

Corte Guelfa
Historic Centre of Florence
$1,621
per person
Oct 27 - Nov 2
found 2 hours 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.

Bernini Palace
Historic Centre of Florence
$2,928
per person
Oct 21 - Oct 27
found 2 hours 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 a rooftop terrace. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Piazza della Signoria and Ponte Vecchio are located nearby.
Top Hotel Deals

Hotel Athena
P Mascagni 55 Siena SI
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 ...

Grand Hotel Continental Siena – Starhotels Collezione
Banchi Di Sopra 85 Siena SI
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 ...

Castello di Velona Resort Thermal SPA & Winery
Località Velona Montalcino SI
Book a stay at this luxury hotel in Montalcino. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Abbazia di Sant'Antimo and Museum of Brunello ...

Mastrojanni Relais - Small Luxury Hotels of the World
Localita Loreto e San Pio Montalcino SI
Book a stay at this business-friendly farm stay in Montalcino. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Abbazia di Sant'Antimo ...

Castello di Leonina Relais
Strada Di Leonina 5 Asciano SI
Book a stay at this spa hotel in Asciano. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Siena Circuit and Torre dell'Orologio are located ...

Castiglion del Bosco, A Rosewood Hotel
Localita Castiglion del Bosco Montalcino SI
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 ...

Palazzo Ravizza
Pian dei Mantellini 34 Siena SI
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
Viale Curtatone 15 Siena SI
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 ...

Mercure Petriolo Siena Terme Spa Hotel
Strada Provinciale di Petriolo Civitella Paganico GR
Book a stay at this luxury hotel in Civitella Paganico. Enjoy free parking, an outdoor pool, and a full-service spa. Popular attractions Terme Petriolo and Castello ...

Villa Scacciapensieri Boutique Hotel
Strada di Scacciapensieri 10 Siena SI
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 ...

L'Orto delle Terme
Via dei Mulini 18 San Quirico d'Orcia SI
Stay at this B&B in San Quirico d'Orcia. Enjoy free breakfast, free WiFi, and hot springs on site. Popular attractions Piazza delle Sorgenti and Tenuta Sanone ...

Villa Ermellina Siena, a Tribute Portfolio Hotel
Via Custoza 2 Siena SI
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 Corsignano
Via Della Madonnina 11 Pienza SI
Book a stay at this family-friendly hotel in Pienza. Enjoy free WiFi, free parking, and 2 hot tubs. Our guests praise the helpful staff in our reviews. Popular ...

Hotel Minerva
Via Garibaldi, 72 Siena SI
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
Piazza La Lizza 1 Siena SI
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 ...
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.

Thu, Sep 17 - Wed, Sep 23
CDG
Roissy-Charles de Gaulle
FLR
Peretola
$249
Roundtrip
found 1 day ago

Wed, Oct 21 - Wed, Nov 4
CDG
Roissy-Charles de Gaulle
FLR
Peretola
$253
Roundtrip
found 1 day ago

Sun, Oct 18 - Mon, Nov 2
CDG
Roissy-Charles de Gaulle
FLR
Peretola
$299
Roundtrip
found 1 day ago

Thu, Sep 17 - Wed, Sep 23
CDG
Roissy-Charles de Gaulle
FLR
Peretola
$330
Roundtrip
found 1 day ago

Sat, Oct 17 - Mon, Nov 2
CDG
Roissy-Charles de Gaulle
FLR
Peretola
$338
Roundtrip
found 1 day ago
Best points of interest in Monticiano
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