The Best Pienza Chalets from $83

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Pienza chalets

1. Chalet Cigno - Apartment in Tuscany

Trequanda

$212 nightly

Sep 30 - Oct 1

Total with taxes and fees

2. Villa Basilico - Cignella Resort Chalet in Tuscany

Trequanda

$271 nightly

Sep 22 - Sep 23

Total with taxes and fees

3. Elegant chalet on the ground floor of approximately 80 m2 consisting of a large living room with fireplace, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.A double bedroom and a single bedroom,

Trequanda

$250 nightly

Sep 6 - Sep 7

Total with taxes and fees

4. Apartment Azzurro- Cignella Resort Tuscany

Trequanda

$287 nightly

Sep 30 - Oct 1

Total with taxes and fees

View all properties

Find vacation rentals that suit your style

Private vacation homes

Villas

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Pienza Hotel Reviews

Monastero di Cortona Hotel & Spa

10/10 Excellent

"Amazing beautiful hotel in such a lovely town. Easy to travel to other small towns as well. The staff was very accommodating. The breakfast was great. Such a beautiful resort that was an old monastery on top of the hill. One tip would be to pay for a parking spot in the hotel. Otherwise you will have to park at the bottom of the town."

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent

"It was a spectacular stay and so peaceful! All the staff were super helpful and the quality of service, amenities, and food really shined. Before we actually arrived, the staff would check in with us leading up to make sure we were all set up and all our requests answered. They also helped us prepare a wonderful birthday surprise for someone in our party."

Castello di Leonina Relais

10/10 Excellent

"We stayed 4 days and are so glad we stayed here. The area has a restaurant right outside with the best view where they serve lunch and dinner. They also have a bar and a pool. It’s an old castle and yet they keep it clean and pretty restored. Breakfast buffet in the morning was included for us. The bathroom comment from others might be from not understanding how to use it as you have to pump the button several times to flush. The staff was wonderful and helpful. They spoke English and some Spanish."

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent

"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. The food was delicious and every waitstaff that we encountered was polite and attentive--it could not have been a better experience."

Find out more about Pienza

Pienza Chalets information

Number of reviews	911
Accommodation	14 Chalets
Lowest Price	$83
Highest Price	$810

Room 1

Check prices for these dates

Our top choices for Pienza chalets

1. Chalet Cigno - Apartment in Tuscany

2. Villa Basilico - Cignella Resort Chalet in Tuscany

3. Elegant chalet on the ground floor of approximately 80 m2 consisting of a large living room with fireplace, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.A double bedroom and a single bedroom,

4. Apartment Azzurro- Cignella Resort Tuscany

Find vacation rentals that suit your style

Top Pienza Hotel Reviews

Monastero di Cortona Hotel & Spa

Villa di Piazzano - Small Luxury Hotel of the World

Precise Tale Poggio Alla Sala

Corte Francigena - Apartments

Castello di Leonina Relais

Tenuta Santo Pietro

L'Orto delle Terme

Castello di Velona Resort Thermal SPA & Winery

Sant'Anna in Camprena Agriturismo

Find out more about Pienza

Pienza Chalets information

Explore a world of travel with Expedia