Find 5 Star Hotels in Pienza from $71

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Compare Pienza 5 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Villa di Piazzano - Small Luxury Hotel of the World
Courtyard
Villa di Piazzano - Small Luxury Hotel of the World
5.0 star property
9.8 out of 10, Exceptional, (176)
"This hotel is one of the best we have experienced. The setting is beautiful, the room was very nice, the food was the best we had in Italy (and beyond) and the service is impeccable. The entire staff is amazing, but we wanted to point out the extra efforts from Paolo, Davide and Mikelo. Now we know why we met several returning couples to this property. We will return as well!"
The price is $506
$565 total
includes taxes & fees
Jun 16 - Jun 17
Villa di Piazzano - Small Luxury Hotel of the World
Fonteverde Lifestyle & Thermal Retreat
Couples treatment rooms, sauna, spa tub, hot springs, Turkish bath
Fonteverde Lifestyle & Thermal Retreat
5.0 star property
9.4 out of 10, Exceptional, (137)
"5 stars in every catagory"
The price is $276
$308 total
includes taxes & fees
Jun 16 - Jun 17
Fonteverde Lifestyle & Thermal Retreat
Monastero di Cortona Hotel & Spa
Sauna, spa tub, steam room, massages
Monastero di Cortona Hotel & Spa
5.0 star property
10.0 out of 10, Exceptional, (168)
"What a beautiful place. Staff was amazing, so helpful in every way. Lovely breakfasts in the garden. Their bartender fixes some incredible cocktails and the one night we had dinner in the hotel restaurant, everything was delicious. A word of advice: If you’re driving, insist on a SMALL rental car. Cortona is full of tiny curvy cobblestone streets some of which you must drive through to get to and from the hotel. We were offered an upgrade to a Jeep with the turning radius of a semi truck and...
The price is $315
$355 total
includes taxes & fees
Jul 1 - Jul 2
Monastero di Cortona Hotel & Spa
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Rosewood Castiglion del Bosco
Villa (Sant'Anna) | Room amenity
Rosewood Castiglion del Bosco
5.0 star property
10.0 out of 10, Exceptional, (48)
"Best service we have ever received! They are so friendly and accommodating! Will definitely visit again"
The price is $1,646
$1,821 total
includes taxes & fees
Jun 12 - Jun 13
Rosewood Castiglion del Bosco
Precise Tale Poggio Alla Sala
Indoor pool
Precise Tale Poggio Alla Sala
5.0 star property
9.4 out of 10, Exceptional, (39)
"Absolutely amazing property with its own very authentic style. I loved the attention to detail that went into the design and creation of this experience. Special thanks to all the staff members that made this experience unforgettable. Bravo!"
The price is $498
$552 total
includes taxes & fees
Jun 19 - Jun 20
Precise Tale Poggio Alla Sala
Castel Monastero
Couples treatment rooms, Turkish bath, body treatments, body wraps
Castel Monastero
5.0 star property
8.8 out of 10, Excellent, (125)
"The property was amazing. The staff was very friendly and super helpful. The location was great. Somewhat off the beaten path but close enough to plenty. On-site restaurants were really good!"
The price is $497
$558 total
includes taxes & fees
Jun 17 - Jun 18
Castel Monastero
Castello Banfi - Il Borgo
2 restaurants, lunch, dinner served; Italian cuisine
Castello Banfi - Il Borgo
5.0 star property
10.0 out of 10, Exceptional, (102)
"Castello Banfi is a lovely place to take a short retreat in beautiful and astonishingly quiet surroundings. The rooms are spacious and very comfortable, with luxurious linens. The pool was pleasantly warm considering relatively cool weather. The view is lovely. We enjoyed two excellent meals at the Taverna. The staff are gracious and welcoming."
The price is $1,368
$1,516 total
includes taxes & fees
Jun 5 - Jun 6
Castello Banfi - Il Borgo
Castello di Velona Resort Thermal SPA & Winery
Indoor pool, 2 outdoor pools, sun loungers
Castello di Velona Resort Thermal SPA & Winery
5.0 star property
9.0 out of 10, Wonderful, (285)
"Amazing place and location. Breathtaking views, beautiful outdoor and indoor pools with thermal water, luxurious spa. Wonderful restaurant with the best Tuscan specialties, second to none wine list. Beautiful room with own private garden, entire property and gardens impeccably maintained, peaceful surroundings typical of the Tuscany hills. The best wineries of the famous Brunello all within a 15-minute drive, Siena, San Gimignano and other historic places reachable in an hour or less. A truly...
The price is $770
$858 total
includes taxes & fees
Jun 5 - Jun 6
Castello di Velona Resort Thermal SPA & Winery
Relais Il Falconiere
Bar (on property)
Relais Il Falconiere
5.0 star property
9.2 out of 10, Wonderful, (79)
"Wonderful relaxing experience"
The price is $450
$503 total
includes taxes & fees
Jul 1 - Jul 2
Relais Il Falconiere
Borgo Sant'Ambrogio Resort
Property grounds
Borgo Sant'Ambrogio Resort
5.0 star property
9.8 out of 10, Exceptional, (61)
"Most incredible breakfast. All made fresh daily, on site or locally "
The price is $232
$259 total
includes taxes & fees
Jun 13 - Jun 14
Borgo Sant'Ambrogio Resort
La Bagnaia Golf Resort
Meeting facility
La Bagnaia Golf Resort
5.0 star property
8.4 out of 10, Very Good, (100)
"The grounds were nice but the rooms were dirty. "
The price is $232
$255 total
includes taxes & fees
Jun 6 - Jun 7
La Bagnaia Golf Resort
ADLER Spa Resort Thermae
Couples treatment rooms, sauna, spa tub, steam room, hot springs
ADLER Spa Resort Thermae
5.0 star property
9.6 out of 10, Exceptional, (53)
"An amazing and relaxing experience "
The price is $535
$591 total
includes taxes & fees
Jun 19 - Jun 20
ADLER Spa Resort Thermae
Relais La Corte dei Papi
Deluxe Suite (SPA) | View from room
Relais La Corte dei Papi
5.0 star property
9.6 out of 10, Exceptional, (55)
"A beautiful Boutique Hotel/villa in a perfect location. Gorgeous gardens and pool. The owner and staff are so friendly and helpful. Had dinner in the restaurant which was delicious. Lovely rooms and cottages. Ww will definitrly stay again. "
The price is $345
$388 total
includes taxes & fees
Jun 9 - Jun 10
Relais La Corte dei Papi
Mercure Petriolo Siena Terme Spa Hotel
Indoor pool, seasonal outdoor pool
Mercure Petriolo Siena Terme Spa Hotel
5.0 star property
8.8 out of 10, Excellent, (209)
"Overall it was very good, however, lack of English knowledge sometimes made communication difficult "
Mercure Petriolo Siena Terme Spa Hotel
Castel Porrona Relais & Spa
Sauna, spa tub, steam room, Turkish bath, body treatments, aromatherapy
Castel Porrona Relais & Spa
5.0 star property
9.4 out of 10, Exceptional, (7)
"Staff were amazing and just want to please. Spectacular hilltop castle restored with all luxury amenities. Outstanding restaurant with exceptional wine list."
Castel Porrona Relais & Spa
Agriturismo San Fabiano
Front of property
Agriturismo San Fabiano
5.0 star property
10.0 out of 10, Exceptional, (1)
"I can't imagine a better home-like experience than what we experienced here. Our hosts were charming and, more importantly, gave us a great window into what living in Tuscany is all about. We can't wait to go back! And for a much longer stay..."
Agriturismo San Fabiano

Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Pienza.
Hotel Relais II Chiostro di Pienza

Hotel Relais II Chiostro di Pienza

Corso Rossellino 26, Pienza, SI
The price is $76 per night from Jun 5 to Jun 6
$76
$87 total
includes taxes & fees
Jun 5 - Jun 6
8.6/10 Excellent! (493 reviews)
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Why not request the best during your jaunt to Pienza? After all, you love the finer things in life, both at home and when you book a getaway. You'll join the multitudes of vacationers who have made Pienza so popular in the last year. There's no reason to delay a getaway to Pienza any longer. You can also expect excellent customer service from these hotels, so get ready to kick back and indulge. Our 5-star hotels in Pienza are the perfect places to relax in during your next escape. Don't wait any longer!

Get a Great Deal on 5-Star Hotels in Pienza

You'll have a fantastic time at one of these 5-star hotels. Excellent service, delicious meals, and attentive guest service are all at your fingertips. You're sure to find exactly the accommodation you need. You can also look forward to an outstanding experience and fantastic customer care, so get ready for a wonderful adventure. How do you want to relax? A full-body massage to help your cares fall away? A concierge to help you suggest the next attraction to visit? High thread-count sheets, lip-smacking main courses, and even a hot tub in the bathroom...these hotels will leave you amazed. Don't want to take our word for it? Explore our listings and pick the perfect accommodation for your needs.

You won't sleep and order room service the entire time, though. Don't worry. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. No matter what's on your agenda, the 5-star hotels in Pienza are waiting for you to relax after a busy day.

Your Getaway Starts Today

The results are in, and Pienza 5-star hotels are the place to be when you book your next vacation. If you've been dreaming about a vacation set here, then go ahead and book it. Expedia can help you land a great deal on accommodation. It's time to indulge yourself. Opt for one of Expedia's Pienza 5-star hotels today and decompress in complete comfort tomorrow.

Frequently asked questions

What are the best 5-star hotels in Pienza?
Offering superior amenities and services, Expedia travelers rate ADLER Spa Resort Thermae as one of the most popular 5-star hotels in Pienza. You’ll be in the lap of luxury from the second you step foot into the lobby.
How much does it cost to stay in a 5-star hotel in Pienza?
The amount you pay for a 5-star hotel in Pienza depends on factors like when you want to go and the length of your trip. Our insider tip for bagging an awesome deal? Use our pricing filters to check out all of the available options for your selected dates.

  • Search for the lowest price per night from $71

What makes a hotel 5 stars in Pienza?
From fine dining venues and 24/7 fitness centers to swimming pools and luxury bedding, the 5-star experience in Pienza is all about luxury and relaxation. But it takes more than just upscale conveniences to earn a 5-star rating. Stays must also offer exceptional services like in-room massage treatments, on-site laundry and room service any time day or night.
Are there any 5-star all-inclusive resorts in Pienza?
Find an upscale stay that includes your lodging, meals, bar and entertainment in Pienza with the help of our filters. Search for hotels rated 5 stars and click on the “All inclusive” filter. Double-check what’s included in the upfront price. This way, you’re ready to take advantage of the many perks on offer from the moment you arrive.
What are the top 5-star spa hotels in Pienza?
ADLER Spa Resort Thermae combines upscale accommodations with relaxing wellness programs and experiences. Select from a menu of facials, massages and more at this leading 5-star spa escape in Pienza.
Are there any 5-star vacation rentals in Pienza?
You won’t find any 5-star vacation rentals in Pienza on our site, but there are a range of other top-rated properties worth looking into. Scan through our vacation rentals in Pienza to book the best place for your getaway.

Recent reviews of Pienza hotels
Expedia verified reviews

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

5/5 Excellent
Gorgeous property
"What a beautiful place. Staff was amazing, so helpful in every way. Lovely breakfasts in the garden. Their bartender fixes some incredible cocktails and the one night we had dinner in the hotel restaurant, everything was delicious. A word of advice: If you’re driving, insist on a SMALL rental car. Cortona is full of tiny curvy cobblestone streets some of which you must drive through to get to and from the hotel. We were offered an upgrade to a Jeep with the turning radius of a semi truck and like the dumb Americans we are, we accepted. We cursed that Jeep every day spent in Cortona. "
A verified traveler stayed at Monastero di Cortona Hotel & Spa
Posted 3 days ago
Monastero di Cortona Hotel & Spa