Ossaia Vacations

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Ossaia Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
The Hoxton, Florence

The Hoxton, Florence

Historic Centre of Florence
$2,449
per person
Dec 27 - Jan 2
found 12 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
Stay at this hotel in Florence. Enjoy free WiFi, breakfast (surcharge), and room service. Popular attractions Piazza del Duomo and Ponte Vecchio are located nearby.
Book this hotel! It’s incredible!! The staff are so kind and helpful. The rooms are gorgeous and spacious and the outdoor spaces are incredible. The restaurants are also amazing. It’s about a 15-20 min walk from the main attractions but is tucked away on a quiet street away from the hustle and bustle. We cannot wait to come back!!!

Reviewed on Oct 19, 2026

Villa Tolomei Hotel & Resort

Villa Tolomei Hotel & Resort

Oltrarno
$2,575
per person
Dec 27 - Jan 2
found 12 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
Book a stay at this luxury hotel in Florence. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Ponte Vecchio and Piazza del Duomo are located nearby.
Beautiful hotel! We didn't realize the pool would be closed when we were there, but otherwise excellent stay.

Reviewed on Oct 13, 2026

Plaza Hotel Lucchesi

Plaza Hotel Lucchesi

Historic Centre of Florence
$2,637
per person
Dec 27 - Jan 2
found 12 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
Stay at this hotel in Florence. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Ponte Vecchio and Piazza del Duomo are located nearby.
Great!

Reviewed on Oct 19, 2026

Art Hotel Villa Agape

Art Hotel Villa Agape

Oltrarno
$2,530
per person
Dec 27 - Jan 2
found 12 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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 Piazza del Duomo are located nearby.
Hotel L'Orologio Firenze

Hotel L'Orologio Firenze

Historic Centre of Florence
$3,074
per person
Dec 27 - Jan 2
found 12 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
Book a stay at this boutique hotel in Florence. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Piazza del Duomo and Ponte Vecchio are located nearby.
Boutique Hotel del Corso

Boutique Hotel del Corso

Historic Centre of Florence
$2,521
per person
Dec 27 - Jan 2
found 12 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
Stay at this hotel in Florence. Enjoy free WiFi, daily housekeeping, and concierge services. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Piazza del Duomo and Ponte Vecchio are located nearby.
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Top Hotel Deals

Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

Localita Piazzano, C.P. 6 Cortona AR
3.38 km from city center
Book a stay at this luxury hotel in Cortona. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. Popular attractions ...
Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

Via Di Poggio Alla Sala, 10 Montepulciano SI
20.83 km from city center
Book a stay at this luxury hotel in Montepulciano. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
B&B Hotel Arezzo

B&B Hotel Arezzo

Via Einstein, 4 Arezzo AR
29.06 km from city center
Book a stay at this business-friendly hotel in Arezzo. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions UCI Cinemas Arezzo and Porta ...
Nuovo Etruria Resort

Nuovo Etruria Resort

Via di S. Martino snc Montepulciano SI
22.45 km from city center
Stay at this hotel in Montepulciano. Enjoy an outdoor pool, breakfast (surcharge), and daily housekeeping. Popular attractions Colonna del Marzocco and Palazzo ...
Hotel Continentale

Hotel Continentale

Piazza Guido Monaco, 7 Arezzo AR
27.44 km from city center
Book a stay at this business-friendly hotel in Arezzo. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Popular attractions Piazza Guido Monaco ...
Il Gentiluomo Hotel & SPA

Il Gentiluomo Hotel & SPA

Via Raccordo Autostradale, 1/a Arezzo AR
28.77 km from city center
Book a stay at this spa hotel in Arezzo. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Arezzo Equestrian Centre and Area Naturale ...
Hotel Villa Ricci

Hotel Villa Ricci

Viale Giuseppe di Vittorio 51 Chianciano Terme SI
24.94 km from city center
Book a stay at this spa hotel in Chianciano Terme. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Terme Sant'Elena and Chianciano Art ...
Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

Via del Salvatore Cortona AR
4.94 km from city center
Book a stay at this luxury hotel in Cortona. Enjoy free breakfast, free WiFi, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
Best Western Hotel Quattrotorri Perugia

Best Western Hotel Quattrotorri Perugia

Via Corcianese 260 Perugia PG
30.63 km from city center
Book a stay at this golf hotel in Perugia. Enjoy free parking, breakfast (surcharge), and room service. Popular attractions Citta della Domenica and Ipogeo Di ...
Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

Via Grazianella 5 Montepulciano SI
19.9 km from city center
Book a stay at this luxury country house in Montepulciano. Enjoy free WiFi, free parking, and an attached winery. Our guests praise the helpful staff in our ...
Hotel Panoramic Montepulciano

Hotel Panoramic Montepulciano

Via di Villa Bianca, 8 Montepulciano SI
24.55 km from city center
Book a stay at this family-friendly hotel in Montepulciano. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Popular attractions Terme di Montepulciano ...
Palazzo Brandano

Palazzo Brandano

Via Valgelata 18 Trequanda SI
27.59 km from city center
Stay at this hotel in Trequanda. Enjoy free WiFi, daily housekeeping, and a garden. Popular attractions Enoteca Di Ghino and Historic Centre of Pienza are located ...
Poggio Paradiso Resort & Spa

Poggio Paradiso Resort & Spa

Località Le Rotelle SP 15 Torrita di Siena SI
23.54 km from city center
Book a stay at this luxury guesthouse in Torrita di Siena. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Colonna del Marzocco and Palazzo ...
Hotel Minerva

Hotel Minerva

Via Fiorentina, 4 Arezzo AR
28.63 km from city center
Book a stay at this business-friendly hotel in Arezzo. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. Popular ...
Agriturismo La Sovana

Agriturismo La Sovana

Via di Chiusi 37 Sarteano SI
26.64 km from city center
Book a stay at this luxury farm stay in Sarteano. Enjoy free WiFi, free parking, and an attached winery. Popular attractions Cantina Olivi Le Buche and Archaeological ...
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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.