Santo Vacations

Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*

Choose two or more items and save on your trip:

Santo Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
The Moon Boutique Hotel & Spa

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

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

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

Historic Centre of Florence
Save 100% on your flight
$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

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

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

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.
Don't see what you're looking for?
See all available trips from Columbus to Santo
View all trips

Top Hotel Deals

Hotel Athena

Hotel Athena

P Mascagni 55 Siena SI
24.77 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 ...
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

Banchi Di Sopra 85 Siena SI
25.46 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 ...
Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

Località Velona Montalcino SI
21.1 km from city center
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

Mastrojanni Relais - Small Luxury Hotels of the World

Localita Loreto e San Pio Montalcino SI
20.56 km from city center
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

Castello di Leonina Relais

Strada Di Leonina 5 Asciano SI
24.46 km from city center
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

Castiglion del Bosco, A Rosewood Hotel

Localita Castiglion del Bosco Montalcino SI
8.52 km from city center
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

Palazzo Ravizza

Pian dei Mantellini 34 Siena SI
24.75 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
25.44 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 ...
Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel

Strada Provinciale di Petriolo Civitella Paganico GR
2.46 km from city center
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

Villa Scacciapensieri Boutique Hotel

Strada di Scacciapensieri 10 Siena SI
27.2 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 ...
L'Orto delle Terme

L'Orto delle Terme

Via dei Mulini 18 San Quirico d'Orcia SI
25.5 km from city center
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

Villa Ermellina Siena, a Tribute Portfolio Hotel

Via Custoza 2 Siena SI
26.5 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 Corsignano

Hotel Corsignano

Via Della Madonnina 11 Pienza SI
29.17 km from city center
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

Hotel Minerva

Via Garibaldi, 72 Siena SI
25.88 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
25.68 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 ...
Don't see what you're looking for?
See all available properties in Santo
View all properties
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.

ITA Airways
Air France
Austrian Airlines
Swiss International Air Lines
Air Serbia