Sasso d'Ombrone Vacations

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Sasso d'Ombrone Flight + Hotel packages

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The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

Historic Centre of Florence
$1,620
per person
Oct 27 - Nov 2
found 8 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 8 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 8 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 8 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 8 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 8 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.
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Top Hotel Deals

Grand Hotel Bastiani

Grand Hotel Bastiani

Piazza Gioberti 64 Grosseto GR
25.84 km from city center
Book a stay at this luxury hotel in Grosseto. Enjoy free breakfast, free WiFi, and a 24-hour front desk. Our guests praise the property condition in our reviews. ...
Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

Località Velona Montalcino SI
17.97 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
19.43 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 ...
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

Localita Castiglion del Bosco Montalcino SI
18.65 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 ...
Fattoria La Principina Hotel & Congress

Fattoria La Principina Hotel & Congress

Via Dei Girasoli, 1 (Via del Tarabuso) Grosseto GR
30.24 km from city center
Book a stay at this luxury hotel in Grosseto. Enjoy free WiFi, free parking, and 4 outdoor pools. Popular attractions Azienda Agricola Celestina Fe' and Grab ...
L'Orto delle Terme

L'Orto delle Terme

Via dei Mulini 18 San Quirico d'Orcia SI
26.05 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 ...
Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel

Strada Provinciale di Petriolo Civitella Paganico GR
16.21 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 ...
Corte Francigena - Apartments

Corte Francigena - Apartments

Via Ferretti Montalcino SI
16.98 km from city center
Stay at this apartment in Montalcino. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Abbazia di Sant'Antimo and Museum of Brunello ...
Albergo Le Terme

Albergo Le Terme

Piazza Delle Sorgenti 13 San Quirico d'Orcia SI
26.04 km from city center
Book a stay at this spa hotel in San Quirico d'Orcia. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Piazza delle Sorgenti and Tenuta ...
Drogheria & Locanda Franci

Drogheria & Locanda Franci

Piazzale Fortezza 5 Montalcino SI
19.28 km from city center
Book a stay at this luxury B&B in Montalcino. Enjoy free breakfast, free WiFi, and 2 restaurants. Popular attractions Fortress of Montalcino and Civic and Diocesan ...
Borgo Santo Pietro

Borgo Santo Pietro

Loc. Palazzetto Chiusdino SI
28.51 km from city center
Book a stay at this luxury hotel in Chiusdino. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Abbazia di San Galgano and Eremo di Montesiepi ...
SI Montalcino Hotel

SI Montalcino Hotel

Via Osticcio 21 Montalcino SI
18.06 km from city center
Stay at this hotel in Montalcino. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites

Strada Provinciale 146 di Chianciano San Quirico d'Orcia SI
27.19 km from city center
Stay at this residence in San Quirico d'Orcia. Enjoy free breakfast, free WiFi, and an outdoor pool. Popular attractions Horti Leonini and Chapel of our Lady ...
Capanna Suites

Capanna Suites

Strada Comunale delle Crete Montalcino SI
21.92 km from city center
Book a stay at this luxury farm stay in Montalcino. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the property condition in our reviews. ...
Boutique Villa Liberty - Depandance Hotel - Borgo Capitano Collection - Albergo diffuso

Boutique Villa Liberty - Depandance Hotel - Borgo Capitano Collection - Albergo diffuso

Via Dante Alighieri 119 San Quirico d'Orcia SI
26.79 km from city center
Book a stay at this luxury hotel in San Quirico d'Orcia. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Horti Leonini and Chapel ...
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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.

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