Montisi Vacations

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

Photo by Tim & Nat ✈
Choose two or more items and save on your trip:

Top Hotel Deals

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Via Poggio alla Sala 10, Montepulciano, SI
20.65 km from city center
Stay at this 5-star luxury hotel in Montepulciano. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

5 out of 5
Via del Salvatore, Cortona, AR
30.54 km from city center
Stay at this 5-star luxury hotel in Cortona. Enjoy free breakfast, free WiFi, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
Hotel Relais II Chiostro di Pienza

Hotel Relais II Chiostro di Pienza

4 out of 5
Corso Rossellino 26, Pienza, SI
8.99 km from city center
Stay at this 4-star hotel in Pienza. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions ...
Precise House Montaperti Siena

Precise House Montaperti Siena

4 out of 5
Str. di Poggio al Vento 1/A, Località Casanova Pansarine, Asciano, SI
24.51 km from city center
Stay at this 4-star spa hotel in Asciano. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

5 out of 5
Località Velona, Castelnuovo dell'Abate, Montalcino, SI
20.84 km from city center
Stay at this 5-star luxury hotel in Montalcino. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Abbazia di Sant'Antimo and Museum of Brunello ...
Palazzo Ravizza

Palazzo Ravizza

4 out of 5
Pian dei Mantellini 34, Siena, SI
31.59 km from city center
Stay at this 4-star hotel in Siena. Enjoy free WiFi, room service, and parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. ...
Hotel Corsignano

Hotel Corsignano

4 out of 5
Via Della Madonnina 11, Pienza, SI
8.76 km from city center
Stay at this 4-star family-friendly hotel in Pienza. Enjoy free WiFi, free parking, and 2 hot tubs. Our guests praise the helpful staff in our reviews. Popular ...
Nuovo Etruria Resort

Nuovo Etruria Resort

Via di S. Martino snc, Montepulciano, SI
13.58 km from city center
Stay at this hotel in Montepulciano. Enjoy an outdoor pool, breakfast (surcharge), and daily housekeeping. Popular attractions Church of St. Agnes and Colonna ...
Piccolo Hotel Etruria

Piccolo Hotel Etruria

2 out of 5
Via delle Donzelle, 3, Siena, SI
31.56 km from city center
Stay at this hotel in Siena. Enjoy free WiFi, breakfast (surcharge), and valet parking (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites

3 out of 5
Strada Provinciale 146 di Chianciano, Località Casanova 6/c, San Quirico d'Orcia, SI
10.86 km from city center
Stay at this 3-star spa residence in San Quirico d'Orcia. Enjoy free breakfast, free WiFi, and an outdoor pool. Popular attractions Horti Leonini and Collegiate ...
Rosewood Castiglion del Bosco

Rosewood Castiglion del Bosco

5 out of 5
Localita Castiglion del Bosco, Montalcino, SI
20.15 km from city center
Stay at this 5-star luxury hotel in Montalcino. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Castiglion del Bosco Winery and Corte ...
Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

Via Grazianella 5, Via delle tre berte, Montepulciano, SI
18.63 km from city center
Book a stay at this business-friendly country house in Montepulciano. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff ...
Borgo San Felice Resort

Borgo San Felice Resort

5 out of 5
San Felice, Castelnuovo Berardenga, SI
30.3 km from city center
Stay at this 5-star luxury hotel in Castelnuovo Berardenga. Enjoy free breakfast, free WiFi, and free parking. Popular attractions San Felice Winery and Castle ...
Villa Svetoni Wine Resort

Villa Svetoni Wine Resort

Via Umbria 65, Montepulciano, SI
15.38 km from city center
Book a stay at this spa resort in Montepulciano. Enjoy free breakfast, free WiFi, and an outdoor pool. Popular attractions Tenuta Valdipiatta and Church of St. ...
Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano

4 out of 5
Strada di Certosa, 82/86, Siena, SI
29.8 km from city center
Stay at this 4-star family-friendly hotel in Siena. Enjoy free breakfast, free parking, and room service. Our guests praise the helpful staff in our reviews. ...
Don't see what you're looking for?
See all available properties in Montisi
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.

Delta
Mon, Aug 25 - Wed, Sep 3
JFK
John F. Kennedy Intl.
FLR
Peretola
$431 Roundtrip, found 20 hours ago
$431
Roundtrip
found 20 hours ago
Select Delta flight, departing Mon, Aug 25 from John F. Kennedy Intl. to Peretola, returning Wed, Sep 3, priced at $431 found 20 hours ago
Scandinavian Airlines
Fri, Aug 22 - Wed, Sep 3
JFK
John F. Kennedy Intl.
FLR
Peretola
$505 Roundtrip, found 20 hours ago
$505
Roundtrip
found 20 hours ago
Select Scandinavian Airlines flight, departing Fri, Aug 22 from John F. Kennedy Intl. to Peretola, returning Wed, Sep 3, priced at $505 found 20 hours ago
British Airways
Thu, Aug 28 - Tue, Sep 2
JFK
John F. Kennedy Intl.
FLR
Peretola
$540 Roundtrip, found 20 hours ago
$540
Roundtrip
found 20 hours ago
Select British Airways flight, departing Thu, Aug 28 from John F. Kennedy Intl. to Peretola, returning Tue, Sep 2, priced at $540 found 20 hours ago
KLM
Fri, Aug 22 - Mon, Sep 1
JFK
John F. Kennedy Intl.
FLR
Peretola
$620 Roundtrip, found 20 hours ago
$620
Roundtrip
found 20 hours ago
Select KLM flight, departing Fri, Aug 22 from John F. Kennedy Intl. to Peretola, returning Mon, Sep 1, priced at $620 found 20 hours ago