Explore top 2026 5 Star Hotels in Pienza
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Top Pienza 5 Star hotels
Precise Tale Poggio Alla Sala
Via Poggio alla Sala 10 Montepulciano SI
Fully refundableReserve now, pay when you stay
$601 nightly
The price is $668 total per night from Aug 31 to Sep 1
$668 total
Aug 31 - Sep 1
Total with taxes and fees
A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Family-friendly amenities include a playground and in-room childcare. ...
Villa di Piazzano - Small Luxury Hotel of the World
Localita Piazzano, C.P. 6 Cortona AR
$715 nightly
The price is $796 total per night from Sep 6 to Sep 7
$796 total
Sep 6 - Sep 7
Total with taxes and fees
This hotel features an outdoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and airport ...
9.8/10 Exceptional! (245 reviews)
"Staff was helpful , and the room was clean. The Antica Casina di Caccia dining with wine pairing was absolutely amazing. Also took some great pictures in the garden. The breakfast was nice too."
Reviewed on Aug 17, 2026
Il Falconiere - Relais e Chateaux
Localita San Martino 370 Cortona AR
$514 nightly
The price is $575 total per night from Sep 29 to Sep 30
$575 total
Sep 29 - Sep 30
Total with taxes and fees
An attached winery, a full-service spa, and 2 outdoor pools are all featured at this luxury hotel. Families will appreciate kid-friendly dining and in-room childcare, ...
Castiglion del Bosco, A Rosewood Hotel
Localita Castiglion del Bosco Montalcino SI
$2,796 nightly
The price is $3,087 total per night from Sep 27 to Sep 28
$3,087 total
Sep 27 - Sep 28
Total with taxes and fees
This luxury hotel features a golf course, an attached winery, and a full-service spa. There's fun for all ages with a children's club and an arcade/game room, ...
10/10 Exceptional! (80 reviews)
"Best hotel ever."
Reviewed on Jul 27, 2026
Fonteverde Thermal Spa Resort Tuscany
Localita Terme, 1 San Casciano dei Bagni SI
Fully refundableReserve now, pay when you stay
$373 nightly
The price is $415 total per night from Aug 31 to Sep 1
$415 total
Aug 31 - Sep 1
Total with taxes and fees
This luxury hotel features a full-service spa, hot springs, and 2 restaurants. Families will appreciate the children's pool, onsite laundry facilities, and in-room ...
Castello di Velona Resort Thermal SPA & Winery
Località Velona Montalcino SI
Fully refundableReserve now, pay when you stay
$763 nightly
The price is $851 total per night from Sep 27 to Sep 28
$851 total
Sep 27 - Sep 28
Total with taxes and fees
This luxury hotel features an attached winery, a full-service spa, and hot springs. Traveling on business? Take advantage of the free WiFi in public areas, express ...
9/10 Wonderful! (367 reviews)
"This property was amazing from the moment we booked. Chiara was extremely helpful with looking into horseback riding and other tours for us. I made a mistake in booking and she caught it and corrected it before we even arrived. She was great. Additionally, the room was beautiful and really clean. ..."
Reviewed on Aug 14, 2026
Monastero di Cortona Hotel & Spa
Via del Salvatore Cortona AR
Fully refundableReserve now, pay when you stay
$352 nightly
The price is $397 total per night from Sep 13 to Sep 14
$397 total
Sep 13 - Sep 14
Total with taxes and fees
A full-service spa and an indoor pool are featured at this luxury hotel. Enjoy the hot tub and free perks like full breakfast and WiFi in public areas. You'll ...
10/10 Exceptional! (318 reviews)
"Before I share, I will say that the staff helping with breakfast and at the bar (by the pool) were great. However, the front desk employees were pretty cold in each of my interactions with them. When I first inquired about reserving time slots at the spa, I asked about the remaining available slots ..."
Reviewed on Aug 29, 2026
La Posta Hotel & Thermal Spa
Via Ara Urcea 43 San Quirico d'Orcia SI
$402 nightly
The price is $448 total per night from Sep 1 to Sep 2
$448 total
Sep 1 - Sep 2
Total with taxes and fees
A full-service spa, 2 outdoor pools, and an indoor pool are all featured at this smoke-free hotel. Enjoy a meal from the restaurant and perks like free buffet ...
9.8/10 Exceptional! (77 reviews)
"The staff was very helpful and the breakfast was sumptuous. The pool was as warm as a bath. My only objection was that sometimes the pool would turn Trump reflecting pool green. However, the hotel would empty the pool and clean it. The view from the hotel, like much of Tuscany, was amazing. The bathroom ..."
Reviewed on Jul 3, 2026
Mercure Petriolo Siena Terme Spa Hotel
Strada Provinciale di Petriolo Civitella Paganico GR
Fully refundableReserve now, pay when you stay
$87 nightly
The price is $96 total per night from Aug 31 to Sep 1
$96 total
Aug 31 - Sep 1
Total with taxes and fees
This luxury hotel's full-service spa and hot springs are among the highlights. Enjoy the indoor pool and perks like free self parking. You'll appreciate the ...
8.6/10 Excellent! (259 reviews)
"Breakfast was terrible. Sometimes no eggs, no sausages… machine for juice empty due to machine not working. Hair was in the Ham at the buffet really puts me off breakfast. Not a lot of options for breakfast. No wholewheat bread. Only white bread."
Reviewed on Aug 2, 2026
Castello Banfi - Il Borgo - Relais et Chateaux
Castello di Poggio alle Mura s.n.c. Montalcino SI
$1,496 nightly
The price is $1,658 total per night from Sep 1 to Sep 2
$1,658 total
Sep 1 - Sep 2
Total with taxes and fees
An attached winery, 2 restaurants, and a gym are all featured at this smoke-free hotel. Families will appreciate complimentary bicycles and in-room childcare. ...
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.
Pienza Resorts & 5 Star Hotels
Looking for your own little slice of heaven during your next trip? Check out all the best 5-star hotels in Pienza to make sure your trip is as extravagantly comfortable as you expect.
Whether you plan on staying in your room the whole time or getting out and enjoying the city, you’ll be living the life while staying at your luxury accommodation. With so many amenities at your beck and call, you might try to turn your stay into a staycation!
Many of the 5-star hotels have award-winning restaurants you can dine at, as well as plush bedding and a concierge service to take care of your every need. Most also offer pools and modern fitness centers, not to mention high-speed Wi-Fi.
For your next trip, book a hotel that can be your own little hideaway, whether you’re in town for business or leisure. Pienza 5-star hotels provide you with all the comforts and amenities you expect from a sophisticated hotel, with a staff that’s happy to ensure you have everything you need to feel at home.
Whether you’re a first-time guest, or you’ve stayed in 5-star hotels in Pienza before, you’ll have no shortage of options to choose from on your next trip when you book with Travelocity. Browse our vast selection and find great deals on luxury lodging.
Recent Pienza hotel reviews by fellow wanderers
Tenuta Santo Pietro
5 out of 5
Posted 4 days ago
Travelocity Verified Review
"Such a wonderful stay. The view is breathtaking and Bertina and her team delightful. Our favorite place in Tuscany."
A verified traveler stayed at Tenuta Santo Pietro
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