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Monticiano Vacations

Pack those stellar shades. We have Monticiano vacation deals for you!

If there’s one thing you should spend in this busy world, it’s your vacation days. We know it’s easy to hang onto them, but Hotwire votes for putting them to use. It’s time to let an adventure lead you away from the daily grind. Stock up on what really matters on your trip to Monticiano – great memories and a tall tale or two.

Hotwire can help you find your travel bliss with Monticiano vacation packages. Bundling your hotel, car and flight means more unexpected fun with the money you saved. We’ll cover the bases; now it’s time for you to get up and go!

Pack everything you want – then take half of it out

We mean it. It’s far too easy to over-pack. We recommend picking your essentials and washing them along the way. Then you’ll have room for that goofy souvenir you know you want – or for some new outfits from that cute boutique you discover.

Bring comfortable walking shoes on your trip to Monticiano

No one should have to endure walking tours in dress shoes or high heels. No one.

Bring photocopies of your passport or license

You flew home from a great Monticiano vacation but your most important documents stayed behind. We’ve heard that story before and recommend keeping an extra copy on hand – just in case. Hey, at least it wasn’t a family member.

Don’t underestimate the power of earplugs

Among crying babies, rowdy crowds and honking horns, take our word for it. One pair can save you from the zombie-like state of a sleepless night.

Always carry some cash

You’ll be ready for anything from an evil ATM to lost credit cards. Holding a little extra cash in your wallet and carry-on means you can breathe easy if anything unexpected pops up.

Explore like a local

Guidebooks and maps are great for getting an overview of the place, but to really dig in, go where the locals go. Pick up a newspaper or city magazine to see what restaurants and neighborhoods are hot. Check events listings and go see a band or attend a street festival. Or ask your friends for recommendations. You’d be surprised who in your circle knows Monticiano well.

Top Hotel Deals

See all 1,091 Hotels in Monticiano
Fattoria Il Santo

Fattoria Il Santo

Loc Il Santo - frazione Iesa, Monticiano

Located in Santo, this farm stay is 1.9 mi (3.1 km) from Castello di Montepescini and within 9 mi (15 km) of Terme Petriolo and Abbey of San Lorenzo al Lanzo. ...

$90

$90
Da Vestro

Da Vestro

Via Senese 4 angolo via 2 giugno, Monticiano
2.5 out of 5.0

This family-friendly Monticiano hotel is located in a rural location, 4.3 mi (6.9 km) from Abbazia di San Galgano, and within 25 mi (40 km) of Civic Museum and ...

$84

$84
Locanda del Ponte

Locanda del Ponte

Loc. Ponte a Macereto S.S.223, Monticiano
4.5 out of 5.0

Located in San Lorenzo a Merse, this hotel is 5.4 mi (8.6 km) from Terme Petriolo and 7.4 mi (11.8 km) from Castello di Montepescini. Abbazia di San Galgano ...

Villa Vittorio

Villa Vittorio

Podere la Ripa Tocchi, Monticiano

Situated in a rural location, this villa is 11.1 mi (17.8 km) from Abbazia di San Galgano and within 20 mi (32 km) of Siena Cathedral and Fontebranda. Porta ...

Hotel Athena

Hotel Athena

P Mascagni 55, Siena
4.0 out of 5.0

Hotel Athena is located within Siena's historic walls, near Piazza del Campo, Torre del Mangia, Palazzo Pubblico, Duomo, Museo dell'Opera Metropolitana, and ...

$88

$88
NH Siena

NH Siena

Piazza La Lizza 1, Siena
4.5 out of 5.0

Located in Siena Historical Center, this hotel is within a 10-minute walk of Basilica di San Domenico, Stadio Artemio Franchi, and Palazzo Pubblico. Piazza del ...

$91

$91
Relais degli Angeli

Relais degli Angeli

Via dei Montanini, 83, Siena

Located in Siena City Centre, this property is within a 10-minute walk of Monte dei Paschi, Stadio Artemio Franchi, and Piazza del Campo. Civic Museum and Palazzo ...

$107

$107
Hotel Il Piccolo Castello

Hotel Il Piccolo Castello

Strada Provinciale Colligiana, 8, Monteriggioni
4.0 out of 5.0

This family-friendly Monteriggioni hotel is located in a rural location, 1.3 mi (2 km) from Monteriggioni Castle, and within 6 mi (10 km) of The Rock of Staggia ...

$58

$58
Hotel Chiusarelli

Hotel Chiusarelli

Viale Curtatone 15, Siena
3.0 out of 5.0

Located in Siena City Centre, this hotel is steps from Basilica di San Domenico and Stadio Artemio Franchi. Palazzo Pubblico and Piazza del Campo are also within ...

$63

$63
Castello di Velona SPA Resort & Winery

Castello di Velona SPA Resort & Winery

Località Velona, Montalcino
5.0 out of 5.0

Situated in a rural location, this luxury hotel is 2.7 mi (4.4 km) from Abbazia di Sant'Antimo and within 9 mi (15 km) of Museum of Brunello and Fortress of ...

$424

$424

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.