Explore top 2026 4 Star Hotels in Pienza

Name: Hotel San Luca
Price range: $104 total
Rating: 8.6

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Top Pienza 4 Star hotels

Nuovo Etruria Resort

Via di S. Martino snc Montepulciano SI

Fully refundable

$99 nightly

$114 total

Oct 26 - Oct 27

Total with taxes and fees

A seasonal outdoor pool is featured at this hotel, along with free WiFi in public areas and a garden. A communal living room is also provided.

9.2/10 Wonderful! (147 reviews)

"Excellent location, staff was super helpful, breakfast and coffee were terrific, lovely views and pool!"

Reviewed on Oct 20, 2026

Relais Cloister Pienza

Corso il Rossellino 26 Pienza SI

$128 nightly

$148 total

Nov 3 - Nov 4

Total with taxes and fees

A restaurant and a seasonal outdoor pool are featured at this hotel. Enjoy the a rooftop terrace and free perks like continental breakfast and WiFi in public ...

9.2/10 Wonderful! (11 reviews)

"An Incredible Terrace with the Most Amazing Views! ⭐⭐⭐⭐⭐ The hotel is beautifully restored and in a fantastic location in Pienza, just off Piazza Pio II. Our room was spotlessly clean, comfortable, with good bedding and a lovely large bathroom. The room itself was simple but very comfortable and ..."

Reviewed on Oct 20, 2026

Hotel Corsignano

Via Della Madonnina 11 Pienza SI

Fully refundableReserve now, pay when you stay

$130 nightly

$150 total

Nov 10 - Nov 11

Total with taxes and fees

This smoke-free hotel features 2 hot tubs, a restaurant, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, ...

Grand Hotel Milano

Viale Roma, 46 Chianciano Terme SI

Fully refundableReserve now, pay when you stay

$85 nightly

$98 total

Oct 25 - Oct 26

Total with taxes and fees

A restaurant and a bar/lounge are featured at this hotel. Business travelers can take advantage of the free WiFi in public areas. Free self parking, a coffee ...

8/10 Very Good! (56 reviews)

"Beautiful hotel, big room, clean bathroom, including the bath, best housekeeping ever, the African lady was extremely kind, professional and exceptional cleaning. Breakfast was absolutely delicious, nice view and well located. Management could be better with customer service, I couldn't figure out ..."

Reviewed on May 24, 2026

Relais Chiostro di Pienza

Corso Rossellino, 26 Pienza Tuscany

This hotel features a restaurant, a seasonal outdoor pool, and a bar/lounge. Enjoy the a rooftop terrace and free perks like continental breakfast and WiFi in ...

8.8/10 Excellent! (648 reviews)

"Not good. Closed when we visited."

Reviewed on Aug 24, 2026

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Castello di Leonina Relais

Strada Di Leonina 5 Asciano SI

Fully refundableReserve now, pay when you stay

$123 nightly

$142 total

Nov 5 - Nov 6

Total with taxes and fees

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the a rooftop terrace and perks like free self parking and free WiFi. You'll appreciate ...

9/10 Wonderful! (161 reviews)

"My wife and I had the best time ever. The staff was amazing and exceeded all expectations. We would recommend this location to all and would be happy to return on our next trip to Italy/ Tuscany."

Reviewed on Oct 14, 2026

Precise House Montaperti Siena

Str. di Poggio al Vento 1/A Asciano SI

Fully refundableReserve now, pay when you stay

$85 nightly

$100 total

Nov 21 - Nov 22

Total with taxes and fees

A full-service spa, an indoor pool, and a restaurant are all featured at this hotel. Business travelers can take advantage of the free WiFi in public areas. ...

Hotel Villa il Patriarca

Strada Statale 146 Chiusi SI

Fully refundableReserve now, pay when you stay

$135 nightly

$148 total

Oct 28 - Oct 29

Total with taxes and fees

This hotel features 2 restaurants and a seasonal outdoor pool. Families will appreciate the playground, onsite laundry facilities, and babysitting. Enjoy the ...

9.4/10 Exceptional! (72 reviews)

"I would definitely stay here again. It's beautiful, rhe rooms are big and beautifully decorated, the pool is next level but we were there in October so not usable for us. But still open for the hearty. Breakfast was good. It is the same every day but that was fine. There was not one member of staff ..."

Reviewed on Oct 15, 2026

Hotel San Michele

Via Guelfa 15 Cortona AR

Fully refundableReserve now, pay when you stay

$115 nightly

$135 total

Oct 22 - Oct 23

Total with taxes and fees

An area shuttle and a shopping center shuttle are featured at this hotel, along with a bar/lounge. WiFi in public areas is free. Traveling on business? Take ...

9/10 Wonderful! (295 reviews)

"Perfect location. Very friendly staff and spacious rooms. Right in the heart of Cortona!"

Reviewed on Oct 11, 2026

Hotel San Luca

Piazza Garibaldi 1 Cortona AR

Fully refundableReserve now, pay when you stay

$87 nightly

$104 total

Oct 25 - Oct 26

Total with taxes and fees

This hotel features a restaurant, a gym, and a bar/lounge. WiFi in public areas is free. Self parking, a hair salon, and dry cleaning are also offered.

8.6/10 Excellent! (448 reviews)

"Well located"

Reviewed on Oct 14, 2026

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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.

4 Star Hotels Pienza

Looking to live it up on your vacation with a bit of luxury? Or maybe you’ve decided that your boss can afford to put you up at a place of your choice on your next business trip?

Come on, you deserve it!

The best part about staying in Pienza 4 star hotels is that you’ll often be close to all the local sights and attractions. Whether you’re visiting the area for the first time or you’re back in town for more fun, a 4 star hotel is going to put you right in the heart of all the action.

Plus, you can rest easy knowing that you’re being well taken care of during your visit. Instead of worrying about where to eat or what to see, your friendly hotel staff will be happy to help you get whatever you need.

The best four star hotels in Pienza will also frequently include access to high-quality fitness centers and pools, so you’ll feel like you’re staying in an exclusive resort rather than a hotel. You won’t have any excuse for not keeping up with your workout routine!

If you’re looking for 4 star hotels in Pienza, you’ll find the most bang for your buck by booking your stay with Travelocity. Go explore a new city, and know you’re getting the best deal on a great hotel with the Travelocity Price Guarantee.

Recent Pienza hotel reviews by fellow wanderers

Fonteverde Thermal Spa Resort Tuscany

5 out of 5

Posted 13 hours ago

Travelocity Verified Review

"Unbelievable view! And the rooms were very clean and large. I hope we get the opportunity to make it back to this hotel one day!"

A verified traveler stayed at Fonteverde Thermal Spa Resort Tuscany

Villa di Piazzano - Small Luxury Hotel of the World

5 out of 5

Posted 4 days ago

Travelocity Verified Review

"This was an amazing stay recommended by a friend and we really loved this place. The only immediate issues were the A/C broke and the TV was hard to setup, and the toilet seat was cracked and broke when I sat on it. But they fixed all that on day 1 and we had an amazing time - staff was amazing, grounds, parking, quiet, romantic, everything. The restaurant was amazing wine cellar. The food a little exotic so if you want more basic - then head over to Cortona with a car 15 min drive up the hill. Best part of trip was having a car. The people amazing, Daniel, Enrico, and cant remember everyone - everyone was amazing."

A verified traveler stayed at Villa di Piazzano - Small Luxury Hotel of the World

Podere Spedalone

4 out of 5

Posted 8 days ago

Travelocity Verified Review

"The shower drain was not adequate and bath room as well as into bedroom pooled with water. Had to use shower with very low flow. No coffee machine in the room, one machine in breakfast room which staff only operated starting at 8;00am. Definitely a minus as wanted coffee earlier, and like to still be in pajamas in room. Pillows were flat and not supportive of neck or head. One mile of very bumpy road leading to property. Lots of flies around due to chickens and sheep on property. Room would be quite warm in summer"

A verified traveler stayed at Podere Spedalone

Tenuta Santo Pietro

5 out of 5

Posted 9 days ago

Travelocity Verified Review

"Tenuta Santo Pietro is truly a hidden gem, but what makes it so special is Bertina. She is, without a doubt, one of the most wonderful people I have ever encountered in all my years of traveling. Her warmth, kindness, attentiveness, and genuine love for what she does made our entire stay unforgettable. She goes above and beyond in every way and makes you feel so welcomed and cared for. I honestly cannot say enough wonderful things about her! The property is beautiful, the rooms are spacious, and the beds are incredibly comfortable. The restaurant is also absolutely incredible. After 10 days traveling throughout Italy, some of our favorite meals of the entire trip were here. From the exceptional wine to the pasta, desserts, and everything in between, every meal felt special. Tenuta Santo Pietro is a magical place, and Bertina is the heart of it. She made our stay truly unforgettable, and I cannot wait to return. I only hope she will be there to welcome us again. I have stayed in many wonderful places, but it is rare to meet someone who leaves such a lasting impression. Bertina is an absolute gem, and this property is so lucky to have her!"

A verified traveler stayed at Tenuta Santo Pietro

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