Explore top 2026 5 Star Hotels in Pienza
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Top Pienza 5 Star hotels
Fonteverde Lifestyle & Thermal Retreat
Localita Terme, 1 San Casciano dei Bagni SI
Fully refundableReserve now, pay when you stay
$365 nightly
The price is $406 total per night from Feb 3 to Feb 4
$406 total
Feb 3 - Feb 4
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 ...
9.2/10 Wonderful! (179 reviews)
Best resort I’ve ever stayed in! So clean, bathroom is refreshing, the many thermal pools, the views, I’ll be going back every year.
Reviewed on Oct 25, 2025
Monastero di Cortona Hotel & Spa
Via del Salvatore Cortona AR
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 ...
9.8/10 Exceptional! (258 reviews)
Everything was great! Lovely hotel
Reviewed on Jan 4, 2026
Rosewood Castiglion del Bosco
Localita Castiglion del Bosco Montalcino SI
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, ...
9.8/10 Exceptional! (71 reviews)
Wonderful stay
Reviewed on Nov 25, 2025
Castello di Velona Resort Thermal SPA & Winery
Località Velona Montalcino SI
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 ...
8.8/10 Excellent! (338 reviews)
The property was exquisite. The view spectacular and the staff top notch. The indoor and outdoor thermal pools and sauna made our stay very relaxing. The buffet breakfast was amazing.
Reviewed on Nov 11, 2025
Borgo Sant'Ambrogio Resort
Loc. Sant'Ambrogio, 29 Trequanda SI
This farm stay features a restaurant, a seasonal outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public ...
9.6/10 Exceptional! (100 reviews)
It was very clean, excellent service and communication with every staff member was great, location was incredible, and overall a very pleasant stay. If you have the opportunity, the stay is great!
Reviewed on Dec 1, 2025
Villa di Piazzano - Small Luxury Hotel of the World
Localita Piazzano, C.P. 6 Cortona AR
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! (228 reviews)
Room was wonderful, bathroom spacious and well appointed. Staff amazing and so friendly
Reviewed on Nov 6, 2025
Precise Tale Poggio Alla Sala
Via Poggio alla Sala 10 Montepulciano SI
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. ...
9.4/10 Exceptional! (123 reviews)
Perfect escape
Fantastic hotel in an incredible setting. Staff were extremely helpful, attentive and understanding. The perfect location for a relaxing break and a centre for exploring Tuscany
Reviewed on Oct 27, 2025
Mercure Petriolo Siena Terme Spa Hotel
Strada Provinciale di Petriolo Civitella Paganico GR
Fully refundableReserve now, pay when you stay
$81 nightly
The price is $90 total per night from Jan 26 to Jan 27
$90 total
Jan 26 - Jan 27
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! (229 reviews)
We had a great time. I would recommend this hotel when in Tuscany.
Reviewed on Oct 11, 2025
Castello Banfi - Il Borgo - Relais et Chateaux
Castello di Poggio alle Mura s.n.c. Montalcino SI
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. ...
9.8/10 Exceptional! (126 reviews)
Everything about this property is exquisite. Spacious room w/ Tuscan countryside views, unbelievable soft linens, amazing breakfast. The service is also what you would expect from a 5 star property. One of the best places we have stayed in the world. We will always come back when considering coming ...
Reviewed on Nov 4, 2025
Castel Monastero - The Leading Hotels of the World
Monastero D'Ombrone Castelnuovo Berardenga SI
A full-service spa, 2 restaurants, and 2 indoor pools are all featured at this luxury hotel. Traveling on business? Take advantage of the free WiFi in public ...
8.8/10 Excellent! (144 reviews)
Overall great. It was a bit colder when we went. I wish they put heat lamps in outside seating areas in the evenings. I did ask and they put one but it needed time to heat up. But other than that - amazing stay!
Reviewed on Oct 4, 2025
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
Monastero di Cortona Hotel & Spa
5 out of 5
Posted 7 days ago
Travelocity Verified Review
"Everything was great! Lovely hotel "
A verified traveler stayed at Monastero di Cortona Hotel & Spa
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