The Best Family Hotels in Pienza from AED 342 in 2026 | Expedia

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Check availability on Pienza Family Hotels

Tonight

16 Oct - 17 Oct

Tomorrow

17 Oct - 18 Oct

This weekend

16 Oct - 18 Oct

Next weekend

23 Oct - 25 Oct

Our top choices for Pienza family-friendly hotels

A living room with a sofa, armchairs, a coffee table, a cabinet, and a lamp.

A buffet setup with various food items and condiments.

A historic town with a prominent church, a courtyard with a swimming pool, and terraced buildings.

A hotel room with a bed, bedside lamps, a desk with a coffee maker, and a window with curtains.

1. Relais Cloister Pienza

Pienza

AED 470

AED 542 total

includes taxes & fees

29 Oct - 30 Oct

Two people sitting at a round table outdoors with a scenic view of mountains in the background.

A patio area with wicker furniture, a glass table, and a pool in the background.

A breakfast buffet with various food items and beverages.

A bar area with a wooden bar counter, three orange chairs, and a variety of bottles and glasses.

2. Hotel Corsignano

Pienza

Families find paradise with babysitting services, bicycle rentals, and two hot tubs just steps from Pienza's historic treasures.

AED 428

AED 495 total

includes taxes & fees

11 Nov - 12 Nov

A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

A buffet with various desserts and pastries, a painting on the wall, and wooden paneling.

A modern bathroom with two sinks, a shower, and a toilet.

A hotel room with a bed, a desk with a computer, a TV, a wardrobe, and a mirror.

3. Hotel San Gregorio

Pienza

Tuscan residence welcomes families with outdoor pool, hot tubs, and optional babysitting services just steps from Palazzo Piccolomini.

AED 474

AED 546 total

includes taxes & fees

8 Nov - 9 Nov

A villa with a swimming pool, terraced garden, and a view of distant mountains.

A cozy living room with a fireplace, comfortable seating, and a table set with various desserts.

A stone building with a gravel pathway leading to the entrance.

A fire pit with burning logs, surrounded by stone blocks and a metal grill.

4. Agriturismo Il Macchione

Pienza

Splash into family fun at this Pienza retreat where kids adore the playground while parents unwind poolside at the winery.

AED 538

AED 609 total

includes taxes & fees

10 Nov - 11 Nov

A room with a green cabinet, a mirror, a sink, and a television.

A cozy dining area with a table set for four, surrounded by wooden chairs and a patterned tablecloth.

A cozy living room with a fireplace, a dining area, and a black leather chair.

A bedroom with a bed, a nightstand, a lamp, a chair, a table, and a window with a view of greenery.

5. Affitacamere Maria Gabriella

Pienza

AED 346

AED 483 total

includes taxes & fees

28 Oct - 29 Oct

A cozy room with a fireplace, two armchairs, and a table.

An outdoor dining area with tables set for two, surrounded by chairs, and large windows offering a view of the greenery outside.

A swimming pool with lounge chairs and umbrellas, surrounded by stone walls and greenery.

A building with a stone facade, surrounded by trees and shrubs, and illuminated by warm lights.

6. Tenuta Santo Pietro

Pienza

AED 859

AED 961 total

includes taxes & fees

25 Oct - 26 Oct

An outdoor dining area with wooden tables and benches, stone walls, and greenery.

A modern living room with a white sofa, a coffee table, and a bookshelf.

A stone corridor with a vaulted ceiling and an arched doorway at the end.

A modern interior with a white sofa, wooden coffee table, and bookshelves filled with books.

7. La Bandita Townhouse

Pienza

AED 1,584

AED 1,759 total

includes taxes & fees

3 Nov - 4 Nov

A modern interior with a stone wall, wooden paneling, and a television.

A rectangular swimming pool with clear water, surrounded by a brick patio.

A dining area with tables and chairs, a buffet with various food items, and large windows offering a view of trees.

A villa with a tower, a swimming pool, and a well-maintained garden.

8. Hotel Rutiliano Centro Benessere

Pienza

AED 714

AED 802 total

includes taxes & fees

18 Oct - 19 Oct

View all properties

Choose what matters most at family-friendly hotels in Pienza

Breakfast included

Pool

All-inclusive

4 stars

5 stars

Family-friendly hotels with free breakfast in Pienza

A living room with a sofa, armchairs, a coffee table, a cabinet, and a lamp.

A room with a herringbone floor, a bed, a sofa, a desk, and a view through a window.

A buffet setup with various food items and condiments.

A hotel room with a bed, bedside lamps, a desk with a coffee maker, and a window with curtains.

Relais Cloister Pienza

Pienza

AED 470

AED 542 total

includes taxes & fees

29 Oct - 30 Oct

Two people sitting at a round table outdoors with a scenic view of mountains in the background.

A patio area with wicker furniture, a glass table, and a pool in the background.

A breakfast buffet with various food items and beverages.

A bar area with a wooden bar counter, three orange chairs, and a variety of bottles and glasses.

Hotel Corsignano

Pienza

AED 428

AED 495 total

includes taxes & fees

11 Nov - 12 Nov

A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

A buffet with various desserts and pastries, a painting on the wall, and wooden paneling.

A building with a symmetrical facade, a central entrance, and a fountain in the courtyard.

A hotel room with a bed, a desk with a computer, a TV, a wardrobe, and a mirror.

Hotel San Gregorio

Pienza

AED 474

AED 546 total

includes taxes & fees

8 Nov - 9 Nov

A villa with a swimming pool, terraced garden, and a view of distant mountains.

A cozy living room with a fireplace, comfortable seating, and a table set with various desserts.

A stone building with a gravel pathway leading to the entrance.

A fire pit with burning logs, surrounded by stone blocks and a metal grill.

Agriturismo Il Macchione

Pienza

AED 538

AED 609 total

includes taxes & fees

10 Nov - 11 Nov

A patio area with outdoor seating, potted plants, and a view of the landscape.

A bedroom with a bed, a nightstand, a lamp, a chair, a table, and a window with a view of greenery.

A cozy dining area with a table set for four, surrounded by wooden chairs and a patterned tablecloth.

A well-maintained garden with a brick pathway, various potted plants, and trees.

Affitacamere Maria Gabriella

Pienza

AED 346

AED 483 total

includes taxes & fees

28 Oct - 29 Oct

An outdoor dining area with wooden tables and benches, stone walls, and greenery.

A modern living room with a white sofa, a coffee table, and a bookshelf.

A stone corridor with a vaulted ceiling and an arched doorway at the end.

A modern interior with a white sofa, wooden coffee table, and bookshelves filled with books.

La Bandita Townhouse

Pienza

AED 1,584

AED 1,759 total

includes taxes & fees

3 Nov - 4 Nov

A cozy room with a fireplace, two armchairs, and a table.

An outdoor dining area with tables set for two, surrounded by chairs, and large windows offering a view of the greenery outside.

A swimming pool with lounge chairs and umbrellas, surrounded by stone walls and greenery.

A building with a stone facade, surrounded by trees and shrubs, and illuminated by warm lights.

Tenuta Santo Pietro

Pienza

AED 859

AED 961 total

includes taxes & fees

25 Oct - 26 Oct

A modern interior with a stone wall, wooden paneling, and a television.

A rectangular swimming pool with clear water, surrounded by a brick patio.

A dining area with tables and chairs, a buffet with various food items, and large windows offering a view of trees.

A villa with a tower, a swimming pool, and a well-maintained garden.

Hotel Rutiliano Centro Benessere

Pienza

AED 714

AED 802 total

includes taxes & fees

18 Oct - 19 Oct

A cozy outdoor seating area with stone walls and red foliage, featuring a table and chairs, and a door leading to a covered entrance.

A cozy reading room with a fireplace, bookshelves, and comfortable seating.

A cozy living room with a sofa, coffee table, TV, bookshelves, and a decorative lamp.

A swimming pool with sun loungers and umbrellas, surrounded by lush greenery and a house with a tiled roof.

L'Olmo

Pienza

AED 1,642

AED 1,822 total

includes taxes & fees

3 Nov - 4 Nov

An outdoor dining setup with various dishes on rustic wooden tables, set against a scenic backdrop of rolling hills and a sunset.

A rustic stone building with a tower, surrounded by lush greenery and a vegetable garden.

A rustic villa with traditional architecture, surrounded by olive groves and a mountainous backdrop.

A restaurant with a rustic interior, featuring exposed brick arches, wooden beams, and a bar area in the background.

Podere Spedalone

Pienza

AED 565

AED 638 total

includes taxes & fees

30 Oct - 31 Oct

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Family-friendly hotels with pools in Pienza

A living room with a sofa, armchairs, a coffee table, a cabinet, and a lamp.

A room with a herringbone floor, a bed, a sofa, a desk, and a view through a window.

A buffet setup with various food items and condiments.

A hotel room with a bed, bedside lamps, a desk with a coffee maker, and a window with curtains.

Relais Cloister Pienza

Pienza

AED 470

AED 542 total

includes taxes & fees

29 Oct - 30 Oct

A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

A buffet with various desserts and pastries, a painting on the wall, and wooden paneling.

A building with a symmetrical facade, a central entrance, and a fountain in the courtyard.

A hotel room with a bed, a desk with a computer, a TV, a wardrobe, and a mirror.

Hotel San Gregorio

Pienza

AED 474

AED 546 total

includes taxes & fees

8 Nov - 9 Nov

A villa with a swimming pool, terraced garden, and a view of distant mountains.

A cozy living room with a fireplace, comfortable seating, and a table set with various desserts.

A stone building with a gravel pathway leading to the entrance.

A fire pit with burning logs, surrounded by stone blocks and a metal grill.

Agriturismo Il Macchione

Pienza

AED 538

AED 609 total

includes taxes & fees

10 Nov - 11 Nov

A cozy room with a fireplace, two armchairs, and a table.

An outdoor dining area with tables set for two, surrounded by chairs, and large windows offering a view of the greenery outside.

A swimming pool with lounge chairs and umbrellas, surrounded by stone walls and greenery.

A building with a stone facade, surrounded by trees and shrubs, and illuminated by warm lights.

Tenuta Santo Pietro

Pienza

AED 859

AED 961 total

includes taxes & fees

25 Oct - 26 Oct

A modern interior with a stone wall, wooden paneling, and a television.

A rectangular swimming pool with clear water, surrounded by a brick patio.

A dining area with tables and chairs, a buffet with various food items, and large windows offering a view of trees.

A villa with a tower, a swimming pool, and a well-maintained garden.

Hotel Rutiliano Centro Benessere

Pienza

AED 714

AED 802 total

includes taxes & fees

18 Oct - 19 Oct

A cozy outdoor seating area with stone walls and red foliage, featuring a table and chairs, and a door leading to a covered entrance.

A cozy reading room with a fireplace, bookshelves, and comfortable seating.

A cozy living room with a sofa, coffee table, TV, bookshelves, and a decorative lamp.

A swimming pool with sun loungers and umbrellas, surrounded by lush greenery and a house with a tiled roof.

L'Olmo

Pienza

AED 1,642

AED 1,822 total

includes taxes & fees

3 Nov - 4 Nov

An outdoor dining setup with various dishes on rustic wooden tables, set against a scenic backdrop of rolling hills and a sunset.

A rustic stone building with a tower, surrounded by lush greenery and a vegetable garden.

A rustic villa with traditional architecture, surrounded by olive groves and a mountainous backdrop.

A restaurant with a rustic interior, featuring exposed brick arches, wooden beams, and a bar area in the background.

Podere Spedalone

Pienza

AED 565

AED 638 total

includes taxes & fees

30 Oct - 31 Oct

A large, single-story building with a tiled roof, a covered patio area with outdoor seating, and a well-maintained lawn.

A two-story building with a flat roof and a small balcony on the second floor.

A building with a window, a gravel path, and a flower bed with red and pink flowers.

A bedroom with a four-poster bed, a wooden cabinet, and a window with lace curtains.

Agriturismo Poggio Tobruk

Pienza

AED 595

AED 671 total

includes taxes & fees

18 Oct - 19 Oct

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.

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Top Pienza Hotel Reviews

Hotel Villa Ricci

Hotel Villa Ricci

8/10 Good

"Bien situe Bon déjeuner"

Tenuta Santo Pietro

Tenuta Santo Pietro

10/10 Excellent

"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!"

Hotel San Gregorio

Hotel San Gregorio

10/10 Excellent

"Great location. Clean and quiet with good breakfast"

Fonteverde Thermal Spa Resort Tuscany

Fonteverde Thermal Spa Resort Tuscany

10/10 Excellent

"Our third stay here. It’s so nice. The town is also quaint too."

Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent

"Stunning property; a real representation of Tuscany with the long driveway of tall trees; staff was amazing; food was excellent; gardens, picturesque! We would highly recommend! Overall amazing !!!"

Palazzuolo

Palazzuolo

10/10 Excellent

"Excellent room, good location, the staff is very gentle, the breakfast is good"

Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano

10/10 Excellent

"Our stay for our honeymoon was amazing. We loved our room and we were upgraded to a suite because they had it available. All the staff were kind and helpful. They carried our luggage up two flights of stairs to our room, helped make reservations, called taxis for us, etc. The property was beautiful, maintained nicely, and was very quiet. Really have no complaints. To note it is outside of city Centre of Siena so you will need taxis back and forth to the city for meals etc. which can get quite pricey so just plan ahead. Our room could’ve been cleaned a little better in between each day but overall it was still very clean. We would definitely stay there again!!"

La Bandita Townhouse

La Bandita Townhouse

10/10 Excellent

"Great 12 room boutique hotel in the heart of Pienza."

Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent

"Amazing views. Relaxing stay! A very romantic hotel, though I was surprised by the number of families there; given its location and amenities, I had assumed it was geared towards couples. That isn't a negative comment, though—it was simply a case of my own mistaken perception."

Frequently asked questions

What's Pienza like for family-friendly vacations?

The destination of Pienza is a good option if you've been considering a getaway with the kids. The castle here makes this an attractive vacation spot for families.

What's the best accommodation for a family vacation in Pienza?

Hotel Corsignano is a hotel with a restaurant and free parking, and it's a top choice on Expedia for families. Other good choices to stay with the kids include Agriturismo Il Macchione and Podere Spedalone.

How many family-friendly hotels are there in Pienza?

Expedia has 9 family-friendly hotels and other accommodations in Pienza.

When's the best time to book a family-friendly vacation in Pienza?

The hottest months are usually August and July with an average temp of 69°F, while the coldest months are January and February with an average of 42°F. Average annual precipitation for Pienza is 42 inches.

What's there to see and do with your family in Pienza?

While you are visiting Pienza, you might want to round up the kiddos and make time to see interesting attractions such as Palazzo Piccolomini, Historic Centre of Pienza, and Museo Diocesano. Make sure you have lots of time for activities like Palazzo Borgia and Artemisia Gallery.