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5 Star Hotels in Pienza

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Featured 5 Star Pienza Hotels

Villa di Piazzano - Small Luxury Hotel of the World
5 out of 5
Fully refundableReserve now, pay when you stay
  • 50 min drive from Pienza Cathedral
The price is $504 per night from Apr 30 to May 1
$504
per night
Apr 30 - May 1
Stay at this 5-star luxury hotel in Cortona. Enjoy free WiFi, free parking, and breakfast. Our guests praise the helpful staff in our reviews. Popular attractions ...
Villa di Piazzano - Small Luxury Hotel of the World
Monastero di Cortona Hotel & Spa
5 out of 5
Fully refundableReserve now, pay when you stay
  • 49 min drive from Pienza Cathedral
The price is $343 per night from May 5 to May 6
$343
per night
May 5 - May 6
Stay at this 5-star luxury hotel in Cortona. Enjoy free WiFi, a full-service spa, and breakfast. Our guests praise the helpful staff in our reviews. Popular ...
Monastero di Cortona Hotel & Spa
Rosewood Castiglion del Bosco
5 out of 5
Fully refundableReserve now, pay when you stay
  • 27 min drive from Pienza Cathedral
The price is $1,240 per night from Apr 30 to May 1
$1,240
per night
Apr 30 - May 1
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 ...
Rosewood Castiglion del Bosco
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Precise Tale Poggio Alla Sala
5 out of 5
Fully refundableReserve now, pay when you stay
  • 20 min drive from Pienza Cathedral
The price is $358 per night from Apr 28 to Apr 29
$358
per night
Apr 28 - Apr 29
Stay at this 5-star luxury hotel in Montepulciano. Enjoy free breakfast, free WiFi, and a full-service spa. Popular attractions Archaeological Civic Museum and ...
Precise Tale Poggio Alla Sala
Fonteverde Lifestyle & Thermal Retreat
5 out of 5
Fully refundableReserve now, pay when you stay
  • 40 min drive from Pienza Cathedral
The price is $301 per night from May 13 to May 14
$301
per night
May 13 - May 14
Stay at this 5-star luxury hotel in San Casciano dei Bagni. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Fonteverde Terme and Pasticceria ...
Fonteverde Lifestyle & Thermal Retreat
Borgo Sant'Ambrogio Resort
5 out of 5
  • 7 min drive from Pienza Cathedral
The price is $186 per night from May 8 to May 9
$186
per night
May 8 - May 9
Stay at this 5-star luxury farm stay in Trequanda. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Monastery of Sant'Anna in Camprena ...
Borgo Sant'Ambrogio Resort
Castello Banfi - Il Borgo
5 out of 5
Fully refundableReserve now, pay when you stay
  • 31 min drive from Pienza Cathedral
The price is $1,089 per night from May 5 to May 6
$1,089
per night
May 5 - May 6
Stay at this 5-star luxury hotel in Montalcino. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Castello Banfi and Poggio Antico are located ...
Castello Banfi - Il Borgo
Castello di Velona Resort Thermal SPA & Winery
5 out of 5
Fully refundableReserve now, pay when you stay
  • 21 min drive from Pienza Cathedral
The price is $671 per night from Apr 30 to May 1
$671
per night
Apr 30 - May 1
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 ...
Castello di Velona Resort Thermal SPA & Winery
Castel Monastero
5 out of 5
Fully refundableReserve now, pay when you stay
  • 48 min drive from Pienza Cathedral
The price is $471 per night from May 2 to May 3
$471
per night
May 2 - May 3
Stay at this 5-star luxury hotel in Castelnuovo Berardenga. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Villa a Sesta Polo Club and ...
Castel Monastero
Relais La Corte dei Papi
5 out of 5
  • 49 min drive from Pienza Cathedral
The price is $316 per night from Apr 30 to May 1
$316
per night
Apr 30 - May 1
Stay at this 5-star luxury hotel in Cortona. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Villa Bramasole and Fortress of Girifalco ...
Relais La Corte dei Papi
Relais Il Falconiere
5 out of 5
Fully refundableReserve now, pay when you stay
  • 49 min drive from Pienza Cathedral
The price is $467 per night from Apr 27 to Apr 28
$467
per night
Apr 27 - Apr 28
Stay at this 5-star luxury hotel in Cortona. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Cathedral of Cortona and Museo Diocesano ...
Relais Il Falconiere
ADLER Spa Resort Thermae
5 out of 5
  • 10 min drive from Pienza Cathedral
The price is $872 per night from May 11 to May 12
$872
per night
May 11 - May 12
Stay at this 5-star luxury hotel in San Quirico d'Orcia. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Piazza delle Sorgenti and Tenuta ...
ADLER Spa Resort Thermae
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5-Star Hotel in Pienza

It’s time. No more meh motels and so-so stays. This vacation it’s all about living it up, and that starts with a great hotel. You want first-class service and award-winning restaurants. Well, let us introduce you to a 5-star hotel in Pienza.

So nice you’ll blink twice

What makes a hotel worthy of supreme star-age? For starters, the service has to be top-notch and personalized. These hotels often have 24-hour room service, a welcome gift upon your arrival, and help you with your bags—even if you travel light.

Are they nicer? Heck yeah, they are! Most 5-star hotels have jaw-dropping aesthetics that give an authentic feel of class. And we’re not talking about that faux-gold soap dish your Aunt Tilda puts out for the guests—it’s the real deal.

Stars in your eyes

Are 5-stars hotels worth it? If you like the finer things in life, then yes, they sure are. But we also know you’re the type that likes to get your caviar on a fish stick budget. We’re right there with you, and that is why we make it easy to find the best 5-star hotel in Pienza for you. Sort by:

  • Price: Want to live large, but keep that budget balanced? We got you. We have 5-star hotels starting at $186.

  • Amenities: Pienza skyline view? Maybe a heated indoor pool? Looking for a Michelin-star restaurant? Search for the hotels that have the amenities you desire.

  • Hotwire Hot Rate: We’ll tell you the name of the hotel after you book, and you might just save a ton.

When you’re looking for the top 5-star hotels in Pienza—but don’t want to pay top dollar—let us help you out. You can get that posh palace of your dreams, and have money left to take on Pienza your way.